Maine Pet Friendly Vacation Rentals

Maine Travel Guide
It can sometimes be hard to find Maine accommodations that will accept pets but not anymore. With the help of Owner Direct Vacation Rentals software, our system helps you search for all available Maine vacation rentals that will accept pets during your specified dates. We have many pet friendly lodging options to choose from such as those in Aroostook County, Down East-Acadia, Georgetown, Greater Portland & Casco Bay, Katahdin-Moosehead. As each owner sets their own pet policy, there are many owners that do allow dogs, cats and even other critters to stay at their vacation rental home in Maine.

We have 26 pet friendly vacation rentals in Maine resorts. For your next holiday or vacation, consider bringing your pet and staying at a vacation rental. From condos to villas to homes, there is an accommodation option for every type of group. Owner Direct's friendly and responsive customer service and detailed website can make finding that perfect pet friendly rental a breeze.

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26 Pet Friendly Vacation Rentals

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  • Stay 4 Nights for the Price of 2!!  Jan Through April Only

    Stay 4 Nights for the

    Sunday River: Home
    • 3 BDR
    • 2 BA
    • Sleeps 8
    • #17213
    $121 to $196 USD/night Paypal Pet Friendly Star Rating
    Arrive on Monday and leave on Friday for the same price as a weekend! That's 4 nights for the price of 2! This excludes Martin Luther King Day, Presidents Day and Easter weeks. Lakefront Home Close to Sunday River Ski Area In Maine's White Mountains Visit Bethel, Maine's most beautiful mountain village. Many unique shops and restaurants, movie theater, adventure center, hiking, fishing, natural beauty, Moose tours etc Cobble mountain swinging chair by fireplace, outside patio furniture and gas bbq. Dock in season. A canoe is available to use at your own risk.
  • This Newly Built Pair

    This Newly Built Pair

    Carrabassett Valley: Vacation Rental
    • 6 BDR
    • 3 BA
    • Sleeps 13
    • #231336
    Credit Card Pet Friendly
    This newly built pair of duplexes (sleeps 17) is nestled trailside at Sugarloaf Mountain. With a total of 6BR and 3.5BA, there‘s enough room for a large group to come together to enjoy skiing, golfing and more. The base lodge is a short shuttle ride away.. This newly built pair of duplexes (sleeps 17) is nestled trailside at Sugarloaf Mountain. With a total of 6BR and 3.5BA, there‘s enough room for a large group to come together to enjoy skiing, golfing and more. The base lodge is a short shuttle ride away. INSIDE THE DUPLEXES Park in the driveway and access the first duplex via a short flight of steps to the front door, and the second to the left of the garage. Both open into foyers with room to store ski gear. Both duplexes feature living areas with tall windows for natural light and mountain views. In the first, a wood-burning fireplace keeps things cozy, with a 32” Sony TV and surround sound. The lounge seats up to 10 with armchairs by the window for quiet contemplation. In the second, a loveseat and two decorative chairs seat 4. In the first duplex, a long dining table for 8 overlooks the ski slopes, and for casual snacking, hop up onto one of the 3 bar stools at the kitchen counter. The kitchen itself is large, accommodating all the demands a big group can throw at it – it‘s stocked with equipment and furnished with stainless steel KitchenAid appliances including a stove/oven, microwave and double-door fridge. In the second, the living space adjoins a kitchen, fully equipped with an electric stove, stainless steel sink, dishwasher, and lots of counter space. A living room table opens to a roomy dining area. Find extra chairs for mealtime throughout the duplex. The first duplex offers four bedrooms. The master has a king canopy bed and large windows overlooking the forested slopes and en-suite bath with rainfall showerhead and above-sink glass vanity. Bedrooms 2 and 3 both have queen beds. Bedroom 4, on the main level, leads off the kitchen, has a queen canopy and shares a jack-and-jill bath with shower with the living area. A ladder takes you to a bonus room, perched at the top of the house. Here you'll find chalkboard walls and 4 twin beds for kid-friendly accommodations. Two bedrooms are offered in the second duplex. The master has a queen-size bed, and the guest offers a twin-over-full bunk. Both share a full bath in the hall with a step-in shower. OUR LOCATION This house is located trailside on Sugarloaf Mountain with chair lifts en-route. It's only 3 miles to the Base Lodge and Sugarloaf Village. Take a drive or ride the Sugarloafer Shuttle, available on demand for your transportation convenience while on the mountain. There‘s also the Sugarloaf Golf Course, designed by world-renowned golf course architect, Geoffrey Cornish. The Sugarloaf Outdoor Center, 4.3 miles away, offers cross-country skiing and snowshoeing as well as iceskating on a groomed rink. If you want a change from the snow, try the Carrabassett Valley Antigravity Complex, where you can skate, rock climb or trampoline to your heart‘s content. After all that exercise, take your pick of the many restaurants and casual eateries dotted around Sugarloaf Mountain: there‘s something for everyone. From the moment you arrive and look down over the mountain, you’ll be able to map out the best skiing vacation Sugarloaf Mountain has to offer.
  • Discover Sugarloaf one of

    Discover Sugarloaf one of

    Carrabassett Valley: Vacation Rental
    • 2 BDR
    • 1 BA
    • Sleeps 5
    • #231265
    Credit Card Pet Friendly
    Discover Sugarloaf, one of New England's premier golf and ski destinations, at this cozy 2BR trailside duplex. Located in the heart of Maine's western mountain region, less than 5 minutes from the state-of-the-art Sugartree Health Center.. Discover Sugarloaf, one of New England's premier golf and ski destinations, at this cozy 2BR trailside duplex. Located in the heart of Maine's western mountain region, less than 5 minutes from the state-of-the-art Sugartree Health Center. Rent the adjoining 4-bedroom home for larger gatherings. INSIDE THE DUPLEX Park in the spacious, tree-lined driveway and find the entrance to this snug duplex to the left of the garage door. Walk through the yard and to to the ski lift. Open the red front door to find your own a handy storage are for skis and gear. Relax on an overstuffed white love seat in the sunlit living room, where windows overlook Sugarloaf. 2 decorative chairs sit opposite, and a folding table opens to a roomy dining area. Find extra chairs for mealtime throughout the duplex. To the right is the master bedroom, detailed with tile floors, a pink and green striped queen-size bed, and green drapes. There's a closet with a dresser inside for tucked away clothes storage. At the far end of the living room, turn right into kitchen, fully equipped with an electric stove, stainless steel sink, dishwasher, and lots of counter space. The guest bedroom is located around the corner and to the left. It has a twin-over-full bunk set with plaid comforters, tile floors, and a roomy walk-in closet. Across the hall is the bathroom, featuring a glass-door step-in shower and white cabinets. More guests in tow This duplex connects to a 4-bedroom home. OUR LOCATION This house is located trailside on Sugarloaf Mountain with chair lifts en route. It's only 3-miles to the Base Lodge and Sugaloaf Village. Take a drive or ride the Sugaloafer Shuttle, available on demand for your transportation convenience while on the mountain. There’s also the Sugarloaf Golf Course, designed by world-renowned golf course architect, Geoffrey Cornish. The Sugarloaf Outdoor Center, 4.3 miles away, offers cross-country skiing and snowshoeing as well as iceskating on a groomed rink. If you want a change from the snow, try the Carrabassett Valley Antigravity Complex, where you can skate, rock climb or trampoline to your heart’s content. After all that exercise, take your pick of the many restaurants and casual eateries dotted around Sugarloaf Mountain: there’s something for everyone. From the moment you arrive and look down over the mountain, you’ll be able to map out the best skiing vacation Sugarloaf Mountain has to offer.
  • Retreat to the Coast

    Retreat to the Coast

    Boothbay Harbor: Vacation Rental
    • 2 BDR
    • 1 BA
    • Sleeps 4
    • #239166
    Credit Card Pet Friendly
    Retreat to the coast with a stay at this 1BR/1.5BA home with views of Boothbay Harbor. Custom woodwork throughout, wraparound deck, and outdoor jetted tub. A separate bunkhouse on the shoreline sleeps an additional 2, for a total of 4.. Savor gorgeous views of Boothbay Harbor from your 1BR/1.5BA waterside retreat. Custom woodwork and a charming post-and-beam structure give this home its unique character. You’ll feel like a true Mainer as you spend mornings sipping coffee down by the dock and watching lobstermen hauling traps. Kayak and paddleboard in the waterway just outside your door, or take advantage of nearby hiking and biking trails. Visit the botanical gardens, then head to Robinson’s Wharf for a classic lobster dinner. ABOUT THE HOUSE The spacious living room features beautiful post-and-beam architecture that brings the Maine experience to life. Cuddle up on the cozy love seat or gather with friends on the sofa. Build a fire in the wood-burning fireplace and catch your favorite shows on the 36” wall-mounted TV. Cook romantic meals for two or family dinners in the fully equipped kitchen. Dine at the table for four, or bring your meals out to the deck with bistro table and water views. On the second floor, the spacious, airy loft bedroom is furnished with a queen bed and built-in bookshelves with plenty of space for storage. The en-suite half bath has a unique vessel sink with copper countertop and an adjacent water closet. A full bath on the first floor features a tub/shower combination. Step out onto the wraparound deck and relax with ocean breezes and water views. Soak in the jetted tub with a glass of wine, or unwind on the outdoor love seat with a good book. A set of stairs leads from the deck down to the boathouse and dock. Two guests can enjoy the privacy of the freestanding bunkhouse, right on the water. A bedroom with two twin beds and bookshelves looks out on the full expanse of the harbor. Head down the dock and grab a kayak—available for guests—to experience the beauty of the harbor first hand. Amenities include a washer/dryer set. THE LOCATION The charms of Boothbay Harbor are right at your fingertips with a stay at this waterfront home. The Coastal Maine Botanical Gardens, a hidden gem, is just a 5-minute drive from your door. Maritime enthusiasts can visit the Maine State Aquarium, 2.5 miles away. After a day of sightseeing, kayaking, or paddleboarding on the harbor, stop by Robinson’s Wharf for a taste of local fare.
  • You’Ll Fall in Love

    You’Ll Fall in Love

    Boothbay Harbor: Vacation Rental
    • 3 BDR
    • 2 BA
    • Sleeps 8
    • #235508
    Credit Card Pet Friendly
    You’ll fall in love with the dreamy harbor views from this 3BR/2.5BA home in Boothbay Harbor. The downtown location puts you within walking distance to restaurants, whale watching, and boat trips to Monhegan Island. Pet-friendly.. Tasteful coastal decor, dreamy harbor views, and a fabulous downtown location—this 3BR/2.5BA house in Boothbay Harbor has it all. Walk 5 minutes to arrange trips with Cap'n Fish's Whale Watch, or take a boat tour out to Monhegan Island on the Eastwind Schooner. Local restaurants are 5 minutes from home. Try Ports of Italy and Harborside Tavern; for meals at home, stock up on groceries at Eventide Specialities. Newly renovated, this coastal home combines unique design elements with high-end touches that include deluxe appliances in the haute kitchen. Feel free to bring your four-legged friends, too. ABOUT THE HOUSE There’s a fresh coastal feel throughout this beautifully furnished home, with nautical-themed decor and porthole windows overlooking the harbor. After a day on the ocean, cook a hearty meal for everyone in the haute kitchen with marble countertops, wood cabinetry, and upscale Samsung appliances. Serve meals at the dark wood dining table, set beneath pendant bulbs. The table seats up to ten between two matching chairs and benches. In the living area, you can curl up for the evening on a large sectional sofa or sitting chair. Play a hand of cards around the coffee table, or unwind in front of the 40” wall-mounted TV. A sunny deck at the side of the house offers a tranquil spot to catch the coastal breeze, with picture-perfect views overlooking the harbor. On the entry level, a master bedroom is furnished with a queen-size bed, sitting chair and closet for stowing away luggage. A novel, barrel-themed sink and a shower are found in the en-suite bathroom. The remaining two bedrooms are located on the upper floor. With two twin-over-twin bunk beds and two bean bag chairs, the second bedroom is perfect for kids. A tastefully appointed third bedroom features a queen-size bed, sitting chair, and closet. The house also has a half bath and a full bathroom with a tub/shower combination. Amenities include a washer/dryer and parking space for one car on the driveway. THE LOCATION With a fantastic downtown location, you can easily explore the best of Boothbay Harbor on foot. Walk 5 minutes to the waterfront to arrange boating, fishing, and sailing excursions. Book tours with Cap'n Fish and search for whales surfacing along the Maine coastline. Or arrange a trip aboard the Schooner Eastwind and sail around the Burnt and Ram Island lighthouses. After a day on the water, walk 5 minutes and treat yourself to dinner. Order fresh seafood and juicy steaks at Harborside Tavern, or go for housemade pasta at Ports of Italy. Feel like cooking at home Pick up gourmet ingredients at Eventide Specialties—a 4-minute walk from home.
  • Enjoy your Own Private

    Enjoy your Own Private

    Kennebunkport: Vacation Rental
    • 3 BDR
    • 3 BA
    • Sleeps 10
    • #231207
    Credit Card Pet Friendly
    Enjoy your own private resort in the historic resort destination of Kennebunkport, “the place to be all year”. This bright and modern home includes a giant master suite, 3.5 baths and sleeps up to 10, all within walking distance of a host of attractions.. Enjoy your own private pool and hot tub, exercise and movie rooms, on a 2-acre lot near Walker Point (The President Bush family compound). And, this estate is only a short walk to the ocean and private beach (Cleaves Cove). INSIDE THE HOUSE Enter via a brick and granite walkway and short flight of steps to the bright front door. The living room is light-filled and inviting and overlooks the pool, the pond and the yard. Leather armchairs and a couch sit around a beautiful custom built fireplace. A half-bathroom is conveniently located just around the corner from the living and dining room. The dining table has seating for 6 surrounded by a picturesque woods view. From the living area, step out onto the wraparound deck, with a private pool and sun loungers. An outdoor half-bathroom is the ultimate in convenience. With a beautifully manicured lawn including a large field for ball games, fire pit, hammock and 7-person hot tub outside as well, you’ll spend whole days out here. A spacious screened-in porch is ideal for balmy evenings, with a grill, outdoor dining set for 6 and couches and chairs to kick back and relax. Back inside, the kitchen has a gigantic center island with additional prep sink, dual ovens and two dishwashers, making short work of any meal. A 45” TV overlooks a second sitting room, with a gas fireplace, cozy couches and a well-stocked bookshelf. A laundry room lies off the space along with a full bathroom. Two bedrooms, both with queen beds, are airy and spacious, and there’s a crib provided if you’re travelling with a baby. Upstairs is the master suite with a king bed. A spacious and very private wraparound deck with outdoor furniture provides gorgeous forest views. Inside, the large space is warmed by a fireplace and has a huge 55” flat-screen TV. There’s an adjoining exercise room with a variety of equipment. Once you’ve worked up a sweat, refresh in the huge master bathroom. There’s a jetted soaker tub, river-rock walk in shower and double marble vanity - your own personal spa. At the bottom of the house is another full bathroom with shower/tub combo and a bonus room with a queen bed and two twin beds. An enormous 70” TV in this room makes it ideal for movie nights. Whip up a round of drinks in the adjacent wet bar. OUR LOCATION Kennebunkport has long been a resort destination in coastal Maine, with plenty to do all year-round. It’s a quarter mile to Ocean Avenue, which runs along the coastline allowing you to cycle, run, or just sit and enjoy the view. Two miles along the coast you’ll find fresh seafood restaurants, art galleries and quintessential Maine gift shops to while away the day deliciously. With a glorious outdoor area of its own, and proximity to shops, seafood and more, this is the perfect spot for anyone looking to lose themselves in the many charms of Kennebunkport.
  • The Lifts for Sugarloaf

    The Lifts for Sugarloaf

    Kingfield: Vacation Rental
    • 4 BDR
    • 2 BA
    • Sleeps 8
    • #231932
    Credit Card Pet Friendly
    The lifts for Sugarloaf Mountain are walking distance from this spacious 4BR, 2BA condo (sleeps 8). After hitting the slopes, soak in the pool or hot tub at the nearby fitness center, then stroll to dinner and craft ales at Shipyard Brew Haus.. The lifts for Sugarloaf Mountain are walking distance from this spacious 4BR, 2BA condo (sleeps 8). After hitting the slopes, soak in the pool or hot tub at the nearby fitness center, then stroll to dinner and craft ales at Shipyard Brew Haus. INSIDE THE CONDO From a driveway with parking space for 2, take the stairs on the left of the building up to your unit. Enter a small mudroom for stashing boots and skis after an epic day on the slopes. From here, a hallway leads to a bedroom on the first left. Snuggle up in a queen-size bed and watch a flat-screen TV with cable. Just next door, a full bathroom has a single sink vanity and tub/shower combo. At the end of the hallway, you’ll find a bedroom perfect for the kids, with 2 twin beds and plenty of storage space in a sliding-door closet. A small set of stairs off the hallway leads up to a living room full of natural light. Wood-paneled walls give it a cozy log-cabin vibe, while black leather couches and a lounge chair offer comfy seating for 6. Curl up beside the gas-burning fireplace and 32” flat-screen TV. The room leads to a dining area seating 6, set beside an open-concept kitchen with gleaming stainless-steel appliances. Cook hearty group meals with the gas stove/oven combo and microwave. Forget cleaning up after dinner—load empty plates straight into the dishwasher. From the open-plan living area, walk through glass sliding doors to a balcony deck with views of nearby Sugarloaf. A small set of stairs from the living area leads up to a bedroom with a double bed under a charming slanted ceiling. Nearby, another small staircase takes you up to a spacious master bedroom. Crash after an active day in a king-size bed, and enjoy access to an en-suite bathroom with a tub/shower combo. THE LOCATION Grab your skis and head to the lift for Sugarloaf Mountain—it’s just a 15-minute walk from your front door. There is also a shuttle available that picks you up directly at your condo. This huge resort has 1,230 acres of skiable terrain. But if you feel like a break from the slopes, you can get your adrenaline fix at the Anti-Gravity Center and skate park, or test your nerve on the rock-climbing wall. After a day on the mountain, soak in the pool & hot tub or bask in the sauna and steam room at Sugarloaf Sport & Fitness Center (4 minute drive—or 17 minute walk!). Later, stroll to Shipyard Brew Haus (4 minute walk) for dinner and ice-cold pitchers of beer while you soak up mountain views. For more outbound adventures, you’re just a 13-minute drive from Maine Huts & Trails where you can hike, mountain bike and fish.
  • Experience True New England

    Experience True New

    Maine: Vacation Rental
    • 3 BDR
    • 3 BA
    • Sleeps 8
    • #238863
    Credit Card Pet Friendly
    Experience true New England living at this pet-friendly 3BR/3BA home located next to a wooded nature preserve. Situated on a quiet street, it offers close proximity to area beaches, state parks, downtown Bath, Freeport, and Boothbay Harbor. Sleeps 8.. Immerse yourself in peaceful New England living at this pet-friendly 3BA/3BA home outfitted with eclectic furnishings from the Southwest, Tuscany, and France. Spend time on the large deck overlooking the spacious wooded lot and adjacent Thorne Head Preserve. You’re a short drive to fine dining locations like Salt and Pine and Solo Bistro, and the Maine Maritime Museum is a quick jaunt from home. ABOUT THE HOUSE From the main living area, step onto the large deck to relish the wooded setting and throw some burgers on the gas grill. A table with an umbrella and additional seating offer ample options for dining and socializing outdoors, and your furry friends will enjoy the spacious yard. Indoors, unwind on the large sectional in the living room, which opens to a fully equipped kitchen with a 15” TV and dishwasher, as well as a dining area with a table for six. After meals, light a fire and catch a show on the 31” TV in the adjacent den. Off the main living area, the master bedroom opens to the front deck and features a king-size bed. The en-suite bathroom includes a double-sink vanity and shower/tub combination. Just down the hall, the second bedroom also opens to the deck and has a queen-size bed and 31” TV. It’s connected to a shared bathroom with a double-sink vanity and single shower. Climb the stairs to find another guest bedroom that’s split in two, each side featuring a queen bed. There is also a sitting area, an office with two desks and garden views, and a shared bathroom with tub/shower combination. Amenities include ample parking in the gravel driveway for your whole group. THE LOCATION This is an ideal launching pad for day trips. It’s just 20 minutes from Reid State Park and Popham Beach, and 30 minutes from Freeport and Boothbay Harbor. Downtown Bath is a short drive away, as are fine dining locations like Salt and Pine and Solo Bistro. Visit the Maine Maritime Museum during your stay, or time your visit to coincide with the parade and carnival during Bath Heritage Days, held the first week in July. You’ll also enjoy backyard access to the Whiskeag Creek, which connects to nearby Thorne Head Preserve.
  • This New Build 4br

    This New Build 4br

    Carrabassett Valley: Vacation Rental
    • 4 BDR
    • 2 BA
    • Sleeps 8
    • #231264
    Credit Card Pet Friendly
    This new build, 4BR, 2.5BA (sleeps 8) year round home is ideally situated on Western Mountain overlooking the lifts, near the Sugarloaf Golf Club and only a short drive or shuttle ride to the base lodge.. This new build, 4BR, 2.5BA (sleeps 8) year round home is ideally situated on Western Mountain overlooking the lifts, near the Sugarloaf Golf Club and only a short drive or shuttle ride to the base lodge. INSIDE THE HOUSE From the driveway, walk up a short flight of rock steps to the front door. Inside, there's a foyer with storage for your gear. Large wraparound windows flood the space with natural light and forest views. A wood-burning fireplace keeps things cozy, with a 32” Sony TV and surround sound. The lounge seats up to 10 with armchairs by the window for quiet contemplation. A long dining table for 8 overlooks the ski slopes, and for casual snacking, hop up onto one of the 3 bar stools at the kitchen counter. The kitchen itself is large, accommodating all the demands a big group can throw at it - it’s stocked with equipment and furnished with stainless steel KitchenAid appliances including a stove/oven, microwave and double-door fridge. Bedroom 4 leads off the kitchen, with a queen canopy bed and damask decor. A jack-and-jill bathroom is accessible to the bedroom and the living area, and features a single vanity and shower. Upstairs, you’ll find a half bathroom with washer and dryer facilities. Bedrooms 2 and 3 on this level both have queen beds. Next is the master bedroom, with a king canopy bed and large windows overlooking the forested slopes. The en-suite bathroom has an enormous walk in shower with rainfall showerhead and above-sink glass vanity. A ladder takes you to a bonus room, perched at the top of the house. Here you'll find chalkboard walls, and an entertainment space with old style Magnavox TV. Send the kids up and let them make it their own. OUR LOCATION It's only 3-miles to the Base Lodge and Sugaloaf Village. Take a drive or ride the Sugaloafer Shuttle, available on demand for your transportation convenience while on the mountain. There’s also the Sugarloaf Golf Course, designed by world-renowned golf course architect, Geoffrey Cornish. The Sugarloaf Outdoor Center, 4.3 miles away, offers cross-country skiing and snowshoeing as well as iceskating on a groomed rink. If you want a change from the snow, try the Carrabassett Valley Antigravity Complex, where you can skate, rock climb or trampoline to your heart’s content. After all that exercise, take your pick of the many restaurants and casual eateries dotted around Sugarloaf Mountain: there’s something for everyone. From the moment you arrive and look down over the mountain, you’ll be able to map out the best skiing vacation Sugarloaf Mountain has to offer. Get in a great workout, play racquetball, workout in the state of the art gym or soak those tired muscles in the hot tub or sauna at the Sugarloaf Health and Fitness Center. Also available: manicures, massage and haircuts.
  • All Photos, Amenities, Calendar

    All Photos, Amenities

    South Portland: Vacation Rental
    • 3 BDR
    • 2 BA
    • Sleeps 6
    • #238576
    Credit Card Pet Friendly
    All photos, amenities, calendar, and rates are 100% accurate. We will notify you proactively when early check-in / late check-outs are possible and you'll receive the comforts of home with a starter supply of shampoo, soaps, paper products and hotel-quality towels and linens. And we make it easy to stay with us. Drive straight to your rental and access the rental with a unique lock code that we give only to you. When you book, we will send you our mobile app with directions, lock code, and instructions. We’re available 24 hours a day with live help. All vacation rentals follow local and state tax rules. Each reservation includes applicable taxes, a cleaning fee, and a Property Damage Protection policy.
  • A Chic Boathouse Style

    A Chic Boathouse Style

    Boothbay Harbor: Vacation Rental
    • 1 BA
    • Sleeps 2
    • #229577
    Credit Card Pet Friendly
    A chic boathouse style, 1-bed studio apartment situated in downtown Boothbay Harbor with front-row views of the boats and water. Walking distance to shops, restaurants and boat cruise tours. Pet-friendly!. Situated in the heart downtown of Boothbay Harbor, our 1-bed studio harborfront apartment - The Coal Shack - is walking distance to independent shops, restaurants and boat cruise tours. Stroll outside your front door to Pier 1 and Pier 8 to book whale watching tours, or arrange day trips to the sleepy and sparsely populated Monhegan Island. Take advantage of discounted rates due to light construction in the area (8-4pm), through the end of the year. Our newly renovated studio is warmly furnished with timber walls, copper fixtures and rustic furnishings. Spend lazy mornings relaxing with a book in the cozy living room, take a soothing soak in a river rock shower, then sink into the padded club chairs at sunset for gorgeous harbor views on your outdoor mahogany deck. With one bed and a sofa sleeper, this apartment sleeps two adults and one small child. Bringing your pet pooch or feline friend Our property is ultra pet-friendly. Need somewhere to take your furry friend Grab your leash, and enjoy the convenience of a grassy park just outside of the front door. Or head to the off-leash trails, which are just a short drive away. Stop into nearby Two Salty Dogs store and grab a treat for your fur baby. INSIDE THE HOUSE Timber flooring and walls bring a cozy-yet-updated vibe to this newly renovated 1-bed studio apartment. Unwind in the living area, which has a sleeper sofa, leather swivel chair and flat screen TV. Double French doors open out to a small mahogany deck with incredible views of Boothbay Harbor. Grab a seat in a padded club chair and watch fishing boats and yachts glide across the water. A well-equipped kitchen features stunning Brazillian Blue Granite countertops, copper fixtures and contemporary digital appliances including a built-in microwave, dishwasher, convection steam oven, induction stove, and Keurig machine for brewing up morning coffees. After a day of whale watching or shopping around downtown, take a hot soak in a the gorgeous river rock shower. When you’re ready to slumber, head to your relaxing master bedroom where a brand new queen bed awaits. THE LOCATION Located in the heart of Downtown Boothbay Harbor, our 1-bed studio is just a block away from the waterfront, putting you within walking distance of fishing, boating and sailing tours. Your four-legged friend will enjoy miles of dog-friendly hiking trails. Book whale watching trips with Cap'n Fish and go in search of minke and humpback whales surfacing along the Maine coastline. Or head to Schooner Eastwind and enjoy tours around the Burnt and Ram island lighthouses. Take part in Cabbage Island lobster bakes, and enjoy some locally caught oysters on the half shell. Our central location is also just a short stroll from local shops, independent home decor stores and fabulous restaurants. For traditional Italian classics, walk next door to Ports of Italy or a short walk to Harborside Tavern for a delicious breakfast, lunch or dinner. You can also indulge on specialty foods at Eventide (located right across the street), buy a special treat for your furry friend at Two Salty Dogs Pet Outfitters, and visit Coastal Maine Botanical Gardens.
  • Enjoy Magnificent Ocean Views

    Enjoy Magnificent Ocean

    Boothbay: Vacation Rental
    • 4 BDR
    • 4 BA
    • Sleeps 8
    • #235455
    Credit Card Pet Friendly
    Enjoy magnificent ocean views at this 4BR/4BA home in East Boothbay. Architecturally stunning, the home features open living spaces, high ceilings, two central stone fireplaces, and four decks overlooking 10 waterfront acres. Sleeps 10.. Enjoy magnificent ocean views at this 4BR/4BA home in East Boothbay. Architecturally stunning, the home features open living spaces, high ceilings, and four decks overlooking 10 waterfront acres. With a private guest studio and spacious living areas, there’s plenty of room for the whole family to gather. Two central stone fireplaces create a warm and inviting atmosphere. When you’re ready to get out and explore, visit Coastal Maine Botanical Gardens or tee off at the new Boothbay Harbor Country Club— both just 15 minutes away. ABOUT THE HOUSE Stained glass French doors lead to the main living area, where oversized windows flood the room with sunlight. A central stone fireplace extends to the high ceilings. Up to nine guests can sink into the plush sectional and armchairs to enjoy good company and conversation. An additional sitting area features a 55” flat screen TV and three cushioned wicker chairs around a circular table. Prepare family meals in an open kitchen with a center island and a full suite of appliances, including a French-door fridge. The cabinets are stocked with all the cookware and dishes you’ll need; even a waffle iron and blender are at the ready. A breakfast bar with three chairs provides a perch for morning coffee. Enjoy home-cooked meals in the dining area, where a stained glass pendant light hangs above a table set for eight. Three decks on the main level make it easy to spread out and take in the fresh air. The first deck is an intimate space for four to sit and chat at a wood table, while the second offers a picnic-style table and gas grill. The sprawling third deck treats guests to captivating ocean views; relax in one of the three Adirondack chairs or gather at the dining table for five. Upstairs, a second living area invites you to select a good read from the wall of bookshelves and curl up on the sectional sofa by another stone fireplace. A futon converts to a full bed and affords some of the best views of the ocean, while an armchair and writing desk offer additional seating options. Find one bedroom on the main level and two bedrooms on the second floor. The first-floor bedroom features a queen bed, a full-size sleeper sofa, and two closets. A guest bathroom in the hallway is configured with a soaking tub and a shower. On the second floor, a king-size master boasts a 32” flat screen TV, a walk-in closet, and an en-suite bath with jetted tub. Sleep comfortably in the spacious third bedroom with two twin beds, two armchairs, a large closet, and soaring ceilings. Glass doors lead out to a second-story deck. In the hallway, a guest bathroom includes a pedestal sink, heated towel rack, and walk-in shower. A private guest studio attached to the home features beamed ceilings, a full-size futon, and a kitchenette with sink and mini fridge. Spend quiet mornings at a bistro table with two chairs, and refresh in a private bathroom with tub/shower combo. Extras include a washer/dryer, Wi-Fi, and driveway parking for up to three vehicles. THE LOCATION Meander through natural landscapes, walking trails, and manicured gardens at the Coastal Maine Botanical Gardens, or tee off at the new Boothbay Harbor Country Club—both just 15 minutes away. For a shopping excursion, drive 1 hour to Freeport and visit the L.L. Bean flagship store.
  • Retreat into the Romance

    Retreat into the Romance

    Boothbay Harbor: Vacation Rental
    • 1 BDR
    • 1 BA
    • Sleeps 4
    • #233008
    Credit Card Pet Friendly
    Retreat into the romance of coastal Maine: this exquisite 1800s Boothbay Harbor cottage (1BR, 1BA, sleeps 4) bursts with vintage character and antique charm. Right next door is Mama D’s where you can enjoy a home cooked brunch or lunch. Pet friendly!. Retreat into the romance of coastal Maine: this exquisite 1800s Boothbay Harbor cottage (1BR, 1BA, sleeps 4) bursts with vintage character and antique charm. Right next door is Mama D’s where you can enjoy a home cooked brunch or lunch. Other activities include sailing the Eastwind or whale watching. Pet friendly. INSIDE THE RENTAL This cottage, “Snug Harbor,” is located across the road from the water’s edge, where guests can sit and gaze out over the harbor. Access the home via a back deck with bench seating. Inside, you’ll find a fully equipped eat-in kitchen with with seating for 2. Deep blue cabinetry, spacious counter-top, with modern white appliances, including an electric glass top stove/oven provide all the conveniences for your vacation needs. A door from the kitchen conceals the original wooden staircase that leads down to the basement, which equipped with washer and dryer. Back upstairs, a carpeted hall leads to the living area, where original hardwood floors underpin a thoughtful collection of antique decor and seating for 3. Modern conveniences haven’t been overlooked: a 24” Insignia TV is mounted on the wall. If you want room for 2 more guests, no problem: the couch pulls out to a full sleeper bed. In the bathroom, features include a tub/shower combo and single granite vanity. Up another flight of stairs lies the bedroom and antechamber sitting room. Under lofted ceilings sit a dresser, side table, bench, and armchair, all set on original 1800s wood floors. Walk through to the bedroom, where a brand new queen bed rests on a gold metal frame. Note: Unit has a portable air conditioning unit and baseboard heating THE LOCATION You’re right in the center of downtown Boothbay Harbor, with splendid food and fascinating attractions to choose from. Mama D’s, brunch favorite for the locals, is just next door, Walk down to Commercial Street, just half a mile, and choose from whale watching at Maine Whale Watch, several great cruise operators, or renting your own boat at Schooner Eastward. When all that fresh sea air’s whetted your appetite, head back to shore and take your pick. Locals recommend lobster rolls at Shannon’s, or there’s tapas and wine at the Boathouse Bistro. Check out the Coastal Maine Botanical Garden, 10 minutes’ drive, as well as the many nature preserves in the area. An intimate getaway for just 2 or your group of 4 in a vintage charmer, this centrally located Snug Harbor is your retreat from the world.
  • A Storybook Stay in

    A Storybook Stay in

    Alna: Vacation Rental
    • 3 BDR
    • 1 BA
    • Sleeps 6
    • #233070
    Credit Card Pet Friendly
    A storybook stay in New England's Sheepscot Village awaits at our serene 3BR farmhouse for 6. A quiet waterfront retreat with rolling hills, you're less than 30 minutes to Boothbay Harbor and 7 minutes to Wiscasset. Newly remodeled, tastefully furnished.. A storybook stay in New England's Sheepscot Village awaits at our serene 3BR farmhouse. A quiet waterside retreat with rolling hills, you're less than 30 minutes to Boothbay Harbor and 7 minutes to Wiscasset. Newly remodeled and tastefully furnished for the utmost in comfort. Plus we're pet-friendly. Hike, kayak and bike during warmer months; snowshoe, sled, and cross-country ski in the winter. This pastoral paradise offers rejuvenation and relaxation year-round. INSIDE THE HOUSE Welcome to the Sheepscot Farmhouse, a pet-friendly, picturesque retreat in the heart of New England. Park up to 3 cars in the driveway, then walk up to the porch while taking in views of the grounds—rolling hills, towering trees, and a glittering lake greet you. There's a grill on the porch, and the screened-in porch provides plenty of comfortable seating for dining, working, and relaxing mosquito-free. Enter into the sunlit kitchen, equipped with all-new appliances and plenty of cookware. White cabinets and tile backsplash shine, and an electric stove/oven, dishwasher, and stainless sink make mealtime a breeze. There's a desk for choosing the perfect recipe, and a Bluetooth speaker for an inspiring cooking soundtrack. A fold-out wood table seats 6. The bathroom is located off the kitchen. Inside is a spacious L-shaped counter, glass-door walk-in shower, and a large mirror with warm lighting above. Navy wood floors stretch out in the living room, where a light green love seat offers a cozy spot for 2. Wicker chairs provide additional seating, and a 26” TV with cable and a DVD player sits atop a charming trunk. Gray carpet lines the floors upstairs, where you'll find all 3 classic New England bedrooms. To the right is bedroom 3, furnished with a full-size bed with green and cream bedding. Bedroom 2 is to the right with 2 twin beds done up in charming plaid linens, and bedroom 1 is at the end of the hall with a queen-size bed against a shutter-style headboard. THE LOCATION An idyllic outdoor experience sits just outside your door at the Sheepscot Farmhouse. Kayak on the lake steps away, check for eggs in the cool contemporary chicken coop, and hike the surrounding woods. It's 7 miles to Hidden Valley Nature Center—bring your sneakers in summer and your snowshoes in the winter. Summer sunsets on the water are absolutely breathtaking—see it from the dock or stretched out in fields of wildflowers. The grounds here will offer everything a nature lover looking to get away from it all could want. Those seeking a little more hustle and bustle will discover it in hip Portland 1 hour away. Beautiful Boothbay Harbor is only 30 minutes from home, and Wiscasset is 7 minutes away by car. This is the perfect home base for your next vacation “Downeast!”
  • A Charming 1br +

    A Charming 1br +

    South Bristol: Vacation Rental
    • 2 BDR
    • 1 BA
    • Sleeps 4
    • #231217
    Credit Card Pet Friendly
    A charming 1BR + Loft cottage in fishing village of South Bristol. Here you're steps to the water, an easy stroll to cafes and the boat launch, and a short drive from Christmas Cove. Sleeps 4, though you can also rent the main house for larger gatherings.. A charming 1BR + Loft cottage in the fishing village of South Bristol. Here you're steps to the water, an easy stroll to cafes and the boat launch, and a short drive from Christmas Cove. Sleeps 4, though you can also rent the main house for larger gatherings. INSIDE THE COTTAGE From the 2-car driveway, walk up a lush, tree-lined lawn to the quaint cottage. Wood steps lead to a small porch, and a glass door takes you into the airy main space. Step into the living room, which also contains the kitchen and dining area. White paint adds a rustic feel to wood walls, and vaulted ceilings with exposed beams and skylights create an expansive atmosphere. There's a green sleeper sofa and a wooden chair to seat 3, and a small flat-screen TV with a DVD and CD player, along with a decorative wood stove. Note: there is no central heat or air conditioning in the cottage. To the right of the kitchen is the sunlit dining area, furnished with a round wood table with seating for 4. To the left of the dining area is the kitchen, equipped with a mini-fridge, dishwasher, stainless steel sink, toaster oven, and electric 4-burner range. Wall-mounted wood boxes hold plates and utensils. To the left of the kitchen are 2 glass doors leading to the peaceful backyard. Recline in 2 Adirondack chairs here, or stretch out in the sun atop the big hillside rock formation. Beside the house is a small wooden porch with a grill. Back inside, a ladder to the right leads up to a snug loft furnished with a twin-size blow-up mat-tress, and below the full-size bath has a walk-in shower, gorgeous wood floors, and a pedestal sink. Walk across the living room and take a right into the spacious bedroom, furnished with a cozy full-size bed and a rustic dresser. OUR LOCATION Located on a quiet street, this pleasant cottage is a short walk to the harbor, Lobsterman's Co-op, and the town boat launch. Pick up a hearty sandwich and the morning paper nearby, and treat yourself to an authentic Maine seafood dinner at Coveside Restaurant—try the blackened fish tacos. Christmas Cove, named for Captain John Smith's anchorage in December of 1614, is a delightful place just a short drive away. At Christmas Cove you can catch a few artists at work capturing the coast's natural beauty. Pemaquid Point Lighthouse, Pemaquid Beach, and Fort Pemaquid are also a quick car ride away.
  • This 3br Sugarloaf Mountain

    This 3br Sugarloaf

    Carrabassett Valley: Vacation Rental
    • 3 BDR
    • 2 BA
    • Sleeps 10
    • #236257
    Credit Card Pet Friendly
    This 3BR Sugarloaf Mountain rental is ideal for family vacations all year round with skiing, mountain biking, golfing, and white water rafting nearby. It is conveniently located along the shuttle route that can take you anywhere on the mountain.. With its modern alpine decor and myriad windows, this delightful home provides full mountain immersion. Kick off your boots in the mudroom and relax by the wood-burning stove in this 3BR/2BA Sugarloaf Mountain rental. This is a prime location for a family getaway any time of year. Enjoy skiing, golfing, mountain biking, and whitewater rafting, among other recreational activities. You are conveniently located along the mountain shuttle route. There are multiple dining options within a 10-minute drive from home. Take the kids to the nearby bowling alley or activity center, also within 10 minutes. ABOUT THE COTTAGE With its wood floors, alpine accents, wood-burning stove, and wooded views, guests enjoy an authentic mountain experience. Just inside the front door you will find a mudroom with bench seating and storage—perfect for getting in and out of ski clothes and stashing gear. The first-floor living space has an open floor plan that includes the kitchen, sitting room, and dining room. Screened windows let in the natural light and fresh air. The living room features a leather recliner, an electric massage chair, a plush couch, and an additional chair. Mounted on the wall you will find a 40” Samsung LED smart TV. The kitchen has beautiful granite countertops, an island with four barstools, a stainless steel double sink, and modern, high-end appliances that include a gas range, dishwasher, and French-door refrigerator with water and ice dispenser. Just off the living room is the dining area with a table set for five. Also on the lower floor, the first bedroom includes a queen bed, a lounge chair, and a spacious closet with plenty of storage. Just across the hall is a full bathroom with a shower/tub combination and a washer/dryer unit. The second bedroom is located on the upper floor and features a natural log king-size bed, walk-in closet, and large picture windows with wooded views. The third bedroom, also on the upper floor, is perfect for kids, with its two full beds, sitting area with futon, and 32” TV. A second full bath with shower is located upstairs between the two bedrooms. THE LOCATION In addition to all the outdoor recreation opportunities available, you’ll find a variety of restaurants close to home, such as Hug’s Italian Cuisine or The Rack—a BBQ joint that hosts live music. A little farther down the road you will find the Shipyard Brew Haus and the Bag and Kettle brewpub, near the Sugarloaf Mountain Resort, offering pub eats and craft brews. You will find activities for the kids at the Sugarloaf Bowling Alley as well as the Carrabassett Antigravity Center with skateboarding, rock wall climbing, and trampoline park (10-minute drive).
  • Relax and Recharge at

    Relax and Recharge at

    South Bristol: Vacation Rental
    • 4 BDR
    • 3 BA
    • Sleeps 8
    • #238935
    Credit Card Pet Friendly
    Relax and recharge at Middlepoint, your secluded 4BR/3.5BA home affording views of the Damariscotta River and Miles Tower. Inside, find rich hardwoods, local art, and coastal cottage decor. Sleeps 8. Tall pines, perennial gardens, and the Damariscotta River make up the scenery around this picturesque Christmas Cove retreat. Located on Rutherford Island’s highest hill, Middlepoint is the ideal setting for a private multigenerational gathering. Inside, find coastal cottage decor and distinctly New England accents -- hardwood floors, exposed beams, and even a secret back hall. The first-floor master suite includes a soaking tub, and the expansive back deck offers chaise lounges, a hammock, and a six-person table for al fresco dining. Coveside Marina&Restaurant is 3 blocks away, and nearby Island Grocery is the place to go to stock up on vacation goodies. Take a 7-minute drive to visit the historic Pemaquid Point Lighthouse. ABOUT THE HOUSE Traditional New England meets coastal cottage at Middlepoint, where hardwood floors, braided rugs, and period furniture add warmth. A vibrant area rug accents the spacious, sunlit living room, where two white couches and several accent chairs invite conversation beside the decorative fireplace. Granite counters line the large kitchen, which is equipped with a gas range, two ovens, and a fridge. Pristine white cabinetry contrasts with the sleek stainless steel appliances. The dining room holds a large table with comfortable seating for up to eight, as well as picture windows showcasing stunning ocean views and a decorative cast iron wood-burning stove (not for use). Around the corner, an office provides a quiet work space complete with a large desk, monitor and printer. Nearby, a bright half bath features a corner pedestal sink. Step onto the deck to take in the surroundings – expansive ocean views, lush perennial gardens and tall pines. There's a propane grill, a dining table for six, and chaise lounges to soak up the sun and take in the John’s Bay vista. The serene master suite awaits with a queen-size bed, 55” flat-screen TV with Netflix access, and two patterned sitting chairs from which you can relish the view. A shared en-suite bathroom features a tub, shower, and double-sink vanity. Upstairs, the second bedroom has a queen-size bed and a unique en-suite bath setup -- two closets converted into a water closet and a shower. The third bedroom is perfectly outfitted for a young family: a comfy queen-size bed as well as a crib and a changing area. The fourth bedroom, which is accessible through the third or a secret back hallway, has a king-size bed. The guest bath on this floor has a tub/shower combination. Amenities include Wi-Fi, a large laundry room, and parking for four cars in the driveway. THE LOCATION Enjoy quiet, picturesque seclusion and proximity to Christmas Cove and South Bristol center. Coveside Marina&Restaurant is within 3 blocks of your door, and renowned Osier’s Seafood is less than a mile away — a must-visit for lobster roll lovers. Fresh Damariscotta river oysters can be sampled at Gliddon Point Oyster Farms or nearby Mook Sea Farm. Take a peek into the past at Colonial Pemaquid State Historic Site and the Thompson Ice House, just 2.2 miles away. The picturesque town of Damariscotta is just up the road.
  • Ocean's Edge Cottage Affords

    Ocean's Edge Cottage

    Southport : Vacation Rental
    • 7 BDR
    • 3 BA
    • Sleeps 14
    • #238559
    Credit Card Pet Friendly
    Ocean's Edge Cottage affords 360-degree ocean views from its location on Pratt's Island. This 4BR/4BA estate offers Maine coastal living at its most spectacular, with water-view bedrooms, a full kitchen, and proximity to shopping and dining. Sleeps 14.. Ocean's Edge Cottage affords 360-degree ocean views from its location on Pratt's Island. This 4BR/4BA estate offers Maine coastal living at its most spectacular, with water-view bedrooms, a full kitchen, and proximity to shopping and dining. The expansive property is also home to a loft apartment with queen bed, as well as a separate bunk house with two sets of twin bunk beds comfortably accommodating up to 14 guests. Pay a visit to the Southport General Store (just 5 minutes away), known for its breakfast pizza and sandwiches. Or dine out at nearby Oliver's Restaurant, Robinson's Wharf, or the Newagen Inn. ABOUT THE HOUSE Enjoy outstanding views of Maine’s craggy coastline through oversize picture windows at this two-story waterfront estate. Hardwood floors and exposed wood beams characterize the open living area, where a cozy stone fireplace warms the space. Sit and chat on the couch and chairs providing seating for five, or watch a movie on the 65” flat screen TV. Do some stargazing with a telescope aimed out the wall of windows, or recline on the cushioned window bench and lose yourself in a good book. Whip up home-cooked meals in well-stocked kitchen with butcher block countertop and a full suite of appliances, including a stainless-steel gas range and French-door fridge. Gather in the dining area with vaulted ceilings, three walls of windows, and a wood table set for six, or step out to an oceanfront porch with grill and dine al fresco in the fresh sea air. Come nightfall, retire to the queen-size master bedroom with an en-suite bathroom with shower and jetted tub. The second bedroom offers a queen bed while the third and fourth bedrooms have two twin beds each. Two additional guest bathrooms are configured with single showers. The expansive property also includes a loft apartment with queen bed and private bath, as well as a separate bunk house with two sets of twin bunk beds a perfect spot for the kids. Your reservation at this oceanfront estate includes Wi-Fi, Netflix, a washer/dryer, and parking for four cars. You’ll also have access to a community playground, kayaks, tennis courts, and sports equipment. THE LOCATION Ocean's Edge Cottage affords 360-degree ocean views from its magnificent location on Pratt's Island. From your expansive waterfront yard, follow a stepping stone walkway to Urchin Island, a small land mass accessible at low and mid tides. Two Adirondack chairs perched atop Urchin Island provide a beautiful coastal vantage point. When you’ve worked up an appetite, pay a visit to the Southport General Store (just 5 minutes away), known for its breakfast pizza and sandwiches as well as its wine collection and gift barn. Or treat yourself to a night out at nearby Oliver's Restaurant, Robinson's Wharf, or the Newagen Inn all within a 10-minute drive.
  • Escape to this 3br/2ba

    Escape to this 3br/2ba

    Boothbay: Vacation Rental
    • 3 BDR
    • 2 BA
    • Sleeps 6
    • #235425
    Credit Card Pet Friendly
    Escape to this 3BR/2BA cottage with cathedral ceilings and skylights and help yourself to the organic garden and fresh eggs. Kayak in your waterfront backyard, launch a boat directly across the street and stroll to the East Boothbay General Store. Sleeps 8. Plan a relaxing seaside escape to this 3BR/2BA waterfront home in East Boothbay. With three comfortable bedrooms plus a futon, there’s room for eight guests. Go swimming or kayaking right in your backyard, or launch a boat directly across the street at the Murray Hill boat ramp. Take a leisurely 5-minute stroll to East Boothbay General Store, a quaint shop with groceries and homemade baked goods. For lunch, head to Lobsterman's Wharf and indulge in fresh seafood on the waterfront deck, 8 minutes from your door. ABOUT THE COTTAGE Step inside the airy sunroom, where natural light pours through picture windows and skylights. Cathedral ceilings create an open atmosphere that makes for an enjoyable social space with futon and armchair seating. Gather fresh ingredients from the organic garden in your backyard, and whip up family meals in the spacious kitchen with a full suite of appliances including a gas range and French-door fridge. Enjoy your meals around a dining table with seating for six. Or heat up the gas grill to prepare a barbecue and dine al fresco on the waterview deck. Up to six guests can settle onto the inviting couch and sitting chairs in the living room to watch movies on a 40” flat screen TV with BluRay player. With a poker table and four chairs, the game room promises fun nights in. Get some rest in three comfortable bedrooms that include a queen-size master with cathedral ceilings and skylights. Unpack your bags in the full-size closet and chest of drawers, and get ready for the day in a private en-suite bath with walk-in shower. The second and third bedrooms each offer a full bed and a closet, and they share a guest bathroom with a tub/shower combination. Your stay at this coastal cottage includes access to two kayaks, WiFi, a washer/dryer, and driveway parking for up to four cars. An organic vegetable garden and fresh eggs are also available for guests to enjoy. THE LOCATION Situated on Mill Pond in East Boothbay, this waterfront cottage invites you to go swimming or kayaking right in your own backyard. Boating enthusiasts will love the proximity to the Murray Hill boat launch directly across the street. When you’re ready to hit the town, take a leisurely 5-minute stroll to East Boothbay General Store, a quaint shop with groceries and homemade baked goods. For lunch, head to Lobsterman's Wharf and indulge in fresh seafood on a waterfront deck, just 8 minutes from your door.
  • Stay at this Classic

    Stay at this Classic

    Boothbay Harbor: Vacation Rental
    • 2 BDR
    • 1 BA
    • Sleeps 4
    • #235045
    Credit Card Pet Friendly
    Stay at this classic and newly refinished 2BR log cabin with exclusive access to Crooked Pine Float. Walk to Boothbay Harbor to explore beautiful Barrett's Park and dine at the infamous Lobster Wharf and the new Oceanside Restaurant and Dock. Sleeps 4.. Stay at this classic and newly refinished 2BR log cabin with exclusive access to Crooked Pine Float. Walk to Boothbay Harbor to explore beautiful Barrett's Park and dine at the infamous Lobster Wharf and the new Oceanside Restaurant and Dock. Sleeps 4. ABOUT THE CABIN Your secluded vintage cabin is steps from the Crooked Pine Float with great kayaking and fishing, and walk to nearby Barrett Park, with its ocean swimming. The furnished front porch is the perfect perch to take in the forest views and fresh Maine air. Inside, a warm cabin feel is dotted with special details: rough-cut log walls, glowing hardwood floors, large skylights in all rooms, cozy rugs, and a festive wall tapestry. The living room has plenty of seating between a couch, chairs, 2 bench areas, and a desk. The wood burning stone fireplace warms the whole cabin, along with a few space heaters for extra coziness. Catch up on your favorite shows on the 24” cable TV. A rustic dining table seats 6 alongside sweeping forest views. The full-size kitchen has all-new appliances, and everything you need for picnic lunches, hearty breakfasts, and special dinners. A peaceful back deck features a new propane grill. The guest bedroom has two twin beds, and the master bedroom has a queen-size bed. The shared full bath has a stunning claw foot tub and shower and plenty of natural light. Amenities include a washer/dryer and parking for two cars in the driveway. THE LOCATION This pristine cabin retreat is a walk or a drive to central Boothbay Harbor and its excellent restaurants and shops. Walk or drive to Boothbay Lobster Wharf, the new Oceanside Restaurant and Dock, Browns Wharf Restaurant, and gorgeous Barrett's Park. Numerous popular Maine attractions are also within easy driving distance. Spend an afternoon at the world-class Coastal Maine Botanical Gardens, or take a day at sea with Cap'n Fish's Whale Watching. Get an even closer look at ocean life at Maine State Aquarium, one of the top rated aquariums on the East Coast.
  • Charming Traditional and Romantic

    Charming Traditional and

    Georgetown: Vacation Rental
    • 4 BDR
    • 2 BA
    • Sleeps 8
    • #238525
    Credit Card Pet Friendly
    Charming, traditional, and romantic, this 4BR/2BA Kennebec Point cottage is quintessential Maine—from waterfront views to the private beach to the wraparound porch. Freeport and Boothbay Harbor are less than an hour away. Sleeps 8.. Situated on an incredible slice of land in exclusive Kennebec Point, this classic 4BR/2BA Georgetown cottage has been kept in the family for generations, and boasts expansive waterfront views and a wraparound porch. Spend quiet afternoons exploring the private beach and enjoy nearby tennis and fishing. You can also try clamming in the tidal bay, kayaking,and sailing. Experience Maine like a local, discovering the quaint and friendly small towns. Freeport, the home of LL Bean, and Boothbay Harbor are just 45 minutes away. It’s easy to get in and out of the area with the Portland Airport an hour away. ABOUT THE COTTAGE Grab that book you’ve been meaning to get to and head out to the screened wraparound porch. Settle into one of the rocking chairs overlooking the beach and relish the peace and quiet. With plenty of seating, the living room is the ideal gathering spot and features a dramatic floor-to-ceiling stone fireplace. There’s also a 41” flat screen TV for movie nights. Enjoy home-cooked meals prepared in the open kitchen with hardwood floors, plenty of cabinet space, and full-size appliances including a five-burner gas stove. Sit down to meals around the traditional dining table that seats six comfortably, with extra chairs available for additional guests. With four bedrooms, the two-story home sleeps eight comfortably. Pretty blues and whites adorn the upstairs master bedroom, which has a queen bed, reading chair, and large closet. The second bedroom upstairs also has a queen bed and closet. Down on the main floor, guests staying in the third bedroom will be surrounded by antiques that include a queen bed, mirrored dresser, and side tables. Also located on the main floor, the fourth bedroom has two twin beds and shiplap walls. Beautifully updated, the main floor full bathroom has a tub/shower combination. Another full bath features a clawfoot tub with shower. Out on the porch, you’ll find a gas grill, beach chairs, and sand toys. The spacious driveway has plenty of parking for guests. THE LOCATION Along with the private beach out back, guests can access the Association tennis courts for a small fee. When the tide goes out, try your hand at clamming in the tidal bay (you’ll need to purchase a license at nominal cost). Get some fresh air and enjoy nature with other outdoor activities like fishing, kayaking, sailing, hiking, and wildlife and bird viewing. Spend an afternoon wandering around quaint downtown Georgetown (7 minutes), shopping at Georgetown Pottery and Georgetown Country Store. Head to Freeport (45 minutes), home of the LL Bean flagship store, which is open 24/7. Boothbay Harbor is about the same distance to the north and Portland is about an hour to the south.
  • This 3br 2ba Boothbay

    This 3br 2ba Boothbay

    Boothbay: Vacation Rental
    • 3 BDR
    • 2 BA
    • Sleeps 6
    • #233673
    Credit Card Pet Friendly
    This 3BR, 2BA Boothbay farmhouse is walking distance to the ocean, kayaking, nature trails, and a short drive to dining. There’s a small meditation structure, perfect for yoga. Pet-friendly.. This 3BR, 2BA Boothbay farmhouse is walking distance to the ocean, kayaking, nature trails, and a short drive to dining. There’s a small meditation structure, perfect for yoga. Pet-friendly. ABOUT THE HOUSE A wraparound porch with wicker seats and white rocking chairs welcomes you to this quintessential New England farmhouse. On entry, you’ll walk straight into an open-concept dining/kitchen area with knotted pinewood floors. A wood dining table seats 6 for hearty meals after a day of hiking, kayaking, and coastal adventures. Opposite, a bright kitchen features classic white cabinetry and upscale appliances, including a side-by-side GE refrigerator and stainless steel gas range. The kitchen leads through to a sunny living area with a leather recliner, fabric couch, and wicker chair. Flip through the channels on a 32" flat-screen TV with cable, and feel free to strike up a tune on the living room piano. Glass doors open to a fenced backyard with a BBQ grill and 4-seater table for outdoor dining. Bringing your pooch on vacation A doggie door lets them come and go from the yard as they please. Off the living area, a fully carpeted guest bedroom features a queen-size bed with colorful linens and a 32" flat-screen TV. A shared bathroom with coastal blues and whites has a shower/tub combo, leading to a separate laundry room. Upstairs, the serene 2nd bedroom comes with a queen-size bed on a white wooden frame. In the master bedroom, guests can sprawl out in a king-size bed with plenty of storage to hang clothes in a spacious walk-in closet. White marble floors and a tiled shower/tub combo feature in the upstairs bathroom. There’s also a small meditation structure away from the main house—perfect for morning meditation, yoga, or Tai Chi. THE LOCATION The best of Boothbay’s natural charms are within strolling distance of the house. Walk 4 minutes to the Ocean Point Preserve and launch kayaks onto the water, bring binoculars to spot wading birds, or hit 1 of the 2 scenic hiking trails. Local eateries are also right on your doorstep. Drive 5 minutes to the highly rated Carriage House Restaurant, East Boothbay General Store, or Lobsterman’s Wharf Restaurant. Boothbay Harbor is only a 12-minute drive from home, with laid back cafes, shops, bars, and more local restaurants to delight. The harbor is also a great jumping off point for fishing, boating, and sailing. Book trips with Cap'n Fish and go in search of minke and humpback whales surfacing along the Maine coastline, or hop aboard the Schooner Eastwind and take a tour around the Burnt and Ram island lighthouses.
  • Be one with Nature

    Be one with Nature

    Boothbay: Vacation Rental
    • 3 BDR
    • 1 BA
    • Sleeps 7
    • #233069
    Credit Card Pet Friendly
    Be one with nature at this 3BR, 1BA (sleeps 7) Boothbay timber-frame cottage set in a gorgeous woodland setting. Unique features include sunken booth seating, pocket doors and hidden 3rd floor bedroom. Only 5 minutes to 5-star Boothbay Country Club.. Be one with nature at this 3BR, 1BA (sleeps 7) Boothbay timber-frame cottage set in a gorgeous woodland setting. Unique features include sunken booth seating, pocket doors and hidden 3rd floor bedroom. Only 5 minutes to 5-star Boothbay Country Club. INSIDE THE COTTAGE Make your way down the winding driveway to a clearing where the home sits, among 100 acres of woodland forest. All the wood in this unique home was milled on-site from trees right on the property. Warm and inviting, the living room has wide-plank wood floors and cozy couch where you can watch your favorite shows and movies on the 46” flat-screen TV. When the nights get cold, fire up the wood-burning stove and curl up in the comfy armchair. In the kitchen, you’ll find a desk area with four bar-stools. Keep your guests’ stomachs from grumbling by cooking up meals in the fully equipped kitchen with stainless steel appliances, concrete counters and tons of prep space. Just off the kitchen, a sunken booth seating area has plenty of room for guests to enjoy meals. The distinctive rough-hew wood kitchen bar seats 3 more at bar-stools. Natural light floods the dining area and 2nd living room, where 2 love seats provide a place to enjoy stunning views of the woods through large windows. Upstairs, find a stack-able washer and dryer to help you stay caught up on laundry. The 3rd bedroom has two twin platform beds with bright bedding. Next door, the 2nd bedroom invites guests to enjoy a good night’s sleep in the queen bed. It also comes with a desk and dresser for storage. All the bedrooms share a large full bath, where you can easily get ready at the big vanity with single sink. It also comes with interesting cement walk-in shower with stone inlay on the floor. Climb the ladder to the 3rd floor master bedroom, where you’ll feel like you’re sleeping in a tree house in the king bed. Large windows overlook the property. Kids will flip over the hidden bedroom, accessible off the master bedroom, which comes with twin mattress and built-in shelves. THE LOCATION You have over one hundred acres of forest woodlands to explore, traveling the hiking trails that lead to a scenic pond. From nature lovers to writers to artists, the property is perfect for anyone seeking peace, quiet and a respite from the craziness of life. In the winter, when a fresh layer of snow coats the ground, head out and try your hand at cross-country skiing and snowshoeing. Bring the clubs and treat yourself to a five-star golf experience at the Boothbay Harbor Country Club (5 minutes). Even if golfing isn’t your thing, you can still enjoy fine dining at Paul’s Steak House or more casual fare at Grill 19 or Over the Ledge. Across the street, the Harold B. Clifford Playground is a fun place for the kids to burn off some energy. In the warmer months, don’t miss the Boothbay Farmer’s Market (5 minutes) open every Thursday, where you can get fresh produce and local wares. One of the best gardens in North America, the Coastal Maine Botanical Gardens, is only 10 minutes away. Tranquil Boothbay Harbor (9 minutes) is chock full of quaint boutiques, amazing restaurants and gorgeous views of the water.
  • Ocean Breezes Waft through

    Ocean Breezes Waft through

    Boothbay Harbor: Vacation Rental
    • 4 BDR
    • 2 BA
    • Sleeps 6
    • #231837
    Credit Card Pet Friendly
    Ocean breezes waft through the covered porch of this 19th Century Boothbay Harbor house (4BR, 2BA, sleeps 6) with antique decor and vintage charm. Walk to Mama D’s for brunch, the Lobster Dock or the Rocktide Inn for cocktails at sunset.. Ocean breezes waft through the covered porch of this historic 19th Century Boothbay Harbor house (4BR, 2BA, sleeps 6) with antique decor and vintage charm. Walk to Mama D’s for brunch, the Lobster Dock or the Rocktide Inn for cocktails at sunset. INSIDE THE HOUSE From a gravel driveway for 4 cars, walk up the porch stairs to the front of the home. On the other side of the garden is a second porch, with patio seating for 4 and stacks of firewood to keep you toasty all winter long. To the left is the formal dining room with a claw foot wooden table and 6 chairs, a hutch stocked with china and period decor. There’s also a gas stove to take the chill out of the evenings. Down the hall is a full bath with shower stall only and single vanity. In the adjoining kitchen, a chopping block island with 2 bar stools adds rustic charm, with white appliances (including a stove/oven, dishwasher and microwave) for modern convenience. From the kitchen, a door leads onto a small deck where you’ll find a Weber grill for al fresco eats. The main living area is spacious with wood burning fireplace to add ambiance and to take the chill off of the cool evening. In addition, the living area features a 48” Samsung TV, 4 armchairs and sofa to accommodate seating up to 7, a large area rug and Stickley desk add to the vintage charms of the home. A full bathroom leads off to this space. The second floor will feature all bedrooms with the second bathroom equipped with tub/shower combo and single vanity. At the front of the house is bedroom 4 with a queen size bed. Next to it is bedroom 3, with a full bed on an antique white bed frame. Bedroom 2 has a Jenny Lind three quarter bed; shorter than a full bed and wider than a twin suitable for one person, perfect for the child in your group. The adjoining hall has a cozy seating area leading to the spacious master bedroom with a queen bed, 2 solid maple dressers and a dressing chair. The lower level area, you’ll find a regulation size pool (billiard) table - ideal for a rainy day - and a washer and dryer. OUR LOCATION You’re right in the center of downtown Boothbay Harbor, with splendid food and fascinating attractions to choose from. Walk to Mama D’s for brunch, the Lobster Dock for seafood or the Rocktide Inn for cocktails as the sun goes down - nothing’s more than a few minutes’ walk. Water lovers can whale watch at Maine Whale Watch or rent your own boat at Eastwind Schooner or Lazy Jack Cruises. Check out the Coastal Maine Botanical Gardens, 10 minutes drive, as well as the many nature preserves in the area. At the end of the day, come home to that covered porch and share tales over a bottle of wine.
  • A Renovated 4br 1800s

    A Renovated 4br 1800s

    South Bristol: Vacation Rental
    • 4 BDR
    • 1 BA
    • Sleeps 7
    • #231230
    Credit Card Pet Friendly
    A renovated 4BR 1800s farmhouse (sleeps 7) in the fishing village of South Bristol. Located on a quiet street by the harbor, you can spend the morning on a blissful wraparound porch or stroll to town for coffee and the paper.. A renovated 4BR 1800s farmhouse (sleeps 7) in the fishing village of South Bristol. Located on a quiet street by the harbor, you can spend the morning on a blissful wraparound porch or stroll to town for coffee and the paper. A charming on-site cottage is also available for larger gatherings. INSIDE THE RENTAL From the 2-vehicle parking area, walk up the tree-lined lawn to the regal gray farmhouse. A set of stairs takes you up to the bright blue door, and a wraparound porch offers views of the water. There's comfortable seating for 4 and a side table here. Step inside and into a breezeway, then turn left into the beautiful open-concept kitchen and dining area. A wood dining table seats 6, and pale yellow walls create a warm ambiance. The spacious kitchen features black marble counters, a farmhouse sink, 5-burner gas stove and oven, double door fridge, and a hideaway dishwasher. A door off the kitchen leads to a small wooden porch and the secluded backyard, where you'll find plenty of seating at 2 tables and a cozy fire pit to gather round. Back inside, there's a full bathroom off the kitchen with a unique barn-style door and white wainscot wall detail. A walk-in shower has touches of marble, white tile, and stainless steel. The living room is located off the kitchen and features hardwood floors, a couch and love seat, 42” flatscreen, and a decorative wood stove surrounded by brick. To the left is bedroom 4, furnished with a built-in twin-over-twin bunk. Kids will love the trout painting on blue wood floors. Bedroom 3 awaits at the top of the stairs and features a twin-size bed with a floral bedspread. To the left is the 2nd bedroom, furnished with a full-size bed and colorful pinstripe bedding. The master bedroom is to the right and has a king-size bed and beautiful views of the water. Traveling with a larger group A lovely 1BR cottage is on-site and available to rent in tandem. THE LOCATION Located on a quiet street, this farmhouse is a short walk to the harbor, Lobsterman's Co-Op, and the town boat launch. Treat yourself to an authentic Maine seafood dinner at Coveside Restaurant—try the Blackened Fish Tacos. Christmas Cove, named for Captain John Smith's anchorage in December of 1614, is a delightful place just a short drive away—there you might catch a few artists at work capturing the coast's natural beauty. Pemaquid Point Lighthouse, Pemaquid Beach, and Fort Pemaquid are also a quick car ride away.
  • Centrally Located on Route

    Centrally Located on Route

    Edgecomb: Vacation Rental
    • 1 BA
    • Sleeps 5
    • #231228
    Credit Card Pet Friendly
    Centrally located on Route 1, this newly decorated 1BR, 1BA Sheepscot Harbour Resort condo has a coastal cottage feel and sleeps 5. Located across the bridge form Boothbay Harbor, Damariscotta, and Bath; only steps from the water.. Centrally located on Route 1, this newly decorated 1BR, 1BA Sheepscot Harbour Resort condo has a coastal cottage feel and sleeps 5. Guests can spoil themselves with access to the resort’s Island Spa and fitness center. Located on Davis Island, just across the bridge from Wiscasset, this waterfront property offers beautiful, expansive views of the Wiscasset harbor while being just minutes away from Boothbay Harbor, Damariscotta, and Bath. INSIDE THE RENTAL From the parking area right against the water’s edge, make your way to the lower level unit down a stone walkway. Step through the front door—the water views continue through large picture windows in the main living area. Cuddle up for movie nights and TV on the full-size day bed with an XL twin trundle underneath. 2 armchairs provide the perfect spots for reading the latest bestseller. Host a quiet night in with several board games available for guest use. Tasteful and quaint, the kitchenette area comes with a small fridge, microwave, coffeemaker, and toaster. Details include granite countertops, coastal blue cabinets, a wine rack, and a small eat-in table for 2. Updated and modern, the full bath includes a shower/tub combo, toilet, and pedestal sink with vanity lights and mirror above. THE LOCATION Dock your boat right at the resort and enjoy other Sheepscot Harbour Resort amenities from an indoor heated pool to walking trails. The resort just added an indoor 3D Trugolf Golf Simulator, where you can practice your swing and can play 15 of the world's finest golf courses. Perfect for rainy days. Travel across the Route 1 bridge to Wiscasset, where you can meander through restaurants, cafes, and shops in the afternoons. Several local golf clubs, including Bath Golf Club (19 minutes away) and Boothbay Country Club (18 minutes), are great for working on your swing. Boothbay Harbor is less than 20 minutes away with whale watching and sailing opportunities. Quaint Damariscotta (11 minutes), Bath (19 minutes), and Brunswick (26 minutes) are all easily accessible and unique towns that invite exploration.
Experience the difference, no waiting
 
Experience the difference, no waiting
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