Massachusetts Pet Friendly Vacation Rentals

Massachusetts Travel Guide
It can sometimes be hard to find Massachusetts 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 Massachusetts vacation rentals that will accept pets during your specified dates. We have many pet friendly lodging options to choose from such as those in Berkshires, Cape Cod, Central Massachusetts, Greater Boston, Martha's Vineyard. 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 Massachusetts.

We have 6 pet friendly vacation rentals in Massachusetts 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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6 Pet Friendly Vacation Rentals

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  • Very Pet-Friendly Country Cottage Getaway with a Dash of Panache

    Very Pet-Friendly Country

    Charlemont: Cottage
    • 1 BA
    • Sleeps 4
    • #206877
    avg $128 USD/night Credit Card Paypal Pet Friendly
    Discover this unique getaway cottage, a pet-friendly home away from your home and an attractive alternative to conventional hotels, motels and B&B’s. We warmly welcome visitors who come to this beautiful and diverse area of Western Massachusetts with or without their companion animals. Since opening the cottage in January of 2012, I have welcomed more guests than I could possibly have predicted or hoped. It seems that the Cottage has answered a need for truly pet-friendly accommodations. I could tell you stories about the wonderful four-legged guests who have enjoyed country walks here, not to mention their terrific two-legged companions. I could not have imagined that I’d meet such a variety of interesting people when I opened the cottage this past winter. Nestled at the base of the Charlemont hills and located on a very quiet country road, the Cottage is spacious, bright and comfortable. The live-in area is simply but graciously appointed, featuring ceiling to floor windows, a queen size bed, private entrance and private deck. The fully equipped kitchen has an eat-in area with a full size stove and refrigerator (in case you want to cook-in), and a private bathroom. Relax on the private deck and enjoy the country view. For entertainment, you can access Netflix movies on your laptop, watch Direct TV with over 100 channels, or play classic board games. To stay in touch with the outside world, the cottage is equipped with WI-FI. Park your car in an enclosed garage if you need to. Amenities also include a delicious Continental breakfast with Pat’s English scones, a small but growing library, and a CD player with a collection of jazz and classical CD’s. The Cottage is conveniently located to the Mohawk Trail (Route 2) and many outdoor activities: There are great hiking trails, river rafting, tubing, zip line canopy tours, horseback riding, tennis, golf, biking, snow shoeing, rock climbing, downhill and X-country skiing. The beautiful Massachusetts countryside, with its many quaint villages and towns, is also home to a great variety of iconic educational and cultural destinations, including MassMoCa, the Clarke Institute of Art on the Williams College campus, and many more. The area is a four-season vacation destination, from foliage time in the autumn, through ski season into spring hiking time and summer holidays. Time here is sublimely tranquil and peaceful.
  • Lovely 2nd Floor Unit

    Lovely 2nd Floor Unit

    Boston: West Roxbury: Vacation Rental
    • 2 BDR
    • 1 BA
    • Sleeps 6
    • #221202
    Credit Card Pet Friendly
    Lovely 2nd Floor unit surrounded by flowering trees and awash in natural light. This beautiful two-family home is located in West Roxbury near Brookline. THE ALAMEDA 2 AT WELD FARM _West Roxbury – Friendly Neighborhood – Commuter Rail Access_ Our Alameda 2 property features a vintage 1920’s floor plan and tall ceilings. The unit offers 3 bedrooms and an additional study for your comfort. The Alameda 2 hosts a large living room, dining room and renovated eat in granite/stainless kitchen. The Alameda 2 is located just a short walk from Starbucks, Roche Brothers grocery store, and Bertucci’s Pizza. Parking: This unit provides free on-street parking near the residence. No meters to feed and no parking garage to pay. *Grill available seasonally. Additional fee applies upon request.
  • The Roseclair is a

    The Roseclair is a

    Boston: Vacation Rental
    • 3 BDR
    • 1 BA
    • Sleeps 6
    • #215108
    Credit Card Pet Friendly
    The Roseclair is a fully furnished 2nd floor, 1200sf luxury apartment centrally located in Boston near the historic South End.. AMENITIES Fully furnished luxury apartment centrally located in Boston near the historic South End 3 Bedrooms/1 Bathroom Bedrooms have queen beds Full Kitchen Free Wifi Original golden fir wood floors are complimented by thick, plush area rugs Designer furnishings create an elegant coziness throughout The Roseclair is a fully furnished 2nd floor, 1200sf luxury apartment centrally located in Boston near the historic South End. Part of a meticulous building restoration, the Roseclair combines characteristic turn-of-the-century Boston area architecture with modern day amenities and comfort. Original golden fir wood floors are complimented by thick, plush area rugs; designer furnishings create an elegant coziness throughout; and many luxuries of life are at your disposal. With the convenience of this location and comforts of this apartment, your short or long-term stay in Boston will be comfortable and memorable. Fully furnished, completely outfitted, thoroughly accessorized and much, much more.
  • Fully Furnished Luxury Apartment

    Fully Furnished Luxury

    Boston: Vacation Rental
    • 3 BDR
    • 1 BA
    • Sleeps 6
    • #215107
    Credit Card Pet Friendly
    Fully furnished luxury apartment centrally located in Boston near the historic South End. 15 minute walk to the subway and a quick ride to Downtown!. AMENITIES Minutes to the South End - Walk to Castle Beach - Easy & Free Parking Fully furnished 1200sf luxury apartment centrally located in Boston near the historic South End 3 Bedrooms/1 Bathroom All beds are queen sized Full Kitchen Free Wifi Original golden fir wood floors are complimented by thick, plush area rugs Designer furnishings create an elegant coziness throughout Free on-street parking near the residence. No meters to feed and no parking garage to pay. Part of a meticulous building restoration, the Dorset combines characteristic turn-of-the-century Boston area architecture with modern day amenities and comfort. Original golden fir wood floors are complimented by thick, plush area rugs and designer furnishings create an elegant coziness throughout.
  • Spacious 5br/3ba Home at

    Spacious 5br/3ba Home at

    Truro: Vacation Rental
    • 5 BDR
    • 2 BA
    • Sleeps 10
    • #229315
    Credit Card Pet Friendly
    Spacious 5BR/3BA home at the edge of a wooded meadow in Truro, on the boundary of the Cape Cod National Seashore. Just a short drive to bay beaches and only 7 miles from Provincetown. Features a tennis court and instant access to walk/bike paths!. Perched on 5 acres on the edge of a wooded meadow in Truro, this spacious and secluded family home is perfect for an extended family vacation. Enjoy a large dining room, tennis court and 5 cozy bedrooms. Step outside your front door for instant access to woodland walks and rural biking trails, or drive 7 minutes to Provincetown and check out an eclectic mix of art galleries, casual eateries and fine dining restaurants. With a location on the boundary of the Cape Cod National Seashore, you’re also just a short drive away from stunning bay beaches, with scenic coastal walks, boat trips, deep sea fishing and fantastic opportunities for whale watching. INSIDE THE HOUSE Antique wood floors and oriental rugs furnish a rustic living space with meadow views. Bright and comfy loveseats and chairs seat 10 in this relaxing room, with a TV, bookcase and fireplace adding homey comforts. A well-equipped kitchen comes with everything needed to cook up light lunches and hot evening meals, including a stainless steel island with a built-in stove. Share dinner around a window side table that seats 5, or gather in a formal dining area at a dark wood table with room for 10. Antique wood floors feature in each of the 5 bedrooms. An elegant master bedroom has a Queen size bed, a relaxed seating area and a small desk for checking emails and browsing the net. This comfortable room also comes with a well-lit en suite complete with a stand-alone shower, tub and large cabinets and counters. 2 twin beds feature in the 2nd, 3rd and 4th bedrooms - perfect for big groups traveling with kids, while a plush Queen size bed features in the welcoming 5th bedroom. LOCATION Our spacious family home is situated on the boundary of the Cape Cod National Seashore, making it perfect for days out on the region’s sandy, dune-backed beaches. If you’re bringing the kids, seek out the calm waters on the peninsula's more sedate north side. Book fishing trips at Reel Deal Fishing Charters - a 6-minute drive from our door, or arrange whale watching tours at Dolphin Fleet Whale Watch - just 15 minutes away. For unique shops and a thriving art scene, head to Provincetown - 7 miles from home. Fancy a night off from cooking duties Enjoy rustic Italian dishes at Blackfish - ½-mile away, or go for pizzas and heavenly, homemade ice creams at Savory & Sweet Escape - just a 5-minute drive.
  • Spacious 4-Bed 4-Bath with

    Spacious 4-Bed 4-Bath with

    Barnstable: Vacation Rental
    • 4 BDR
    • 4 BA
    • Sleeps 10
    • #229011
    Credit Card Pet Friendly
    Spacious 4-bed, 4-bath with a huge yard, tennis court, and stunning views of Sandy Neck…just steps to a private beach. Cathedral ceilings, towering windows, plus a floor-to-ceiling gas fireplace.. This big, airy home stuns with cathedral ceilings, palladium windows, and lots of lovely natural light. Features 4 bedrooms, 4 baths, a sweeping outdoor deck and a yard. Gourmet eat-in kitchen is perfect for family meals, and a floor-to-ceiling gas fireplace warms up those chilly nights. This home offers a view of gorgeous Sandy Neck surround, and a quiet neighborhood beach is steps away. Walk, pedal, or drive to Bass Hole Boardwalk at Gray's Beach for a beautiful shoreside stroll, or pack a cooler and make a day of it at sunny, sprawling Mayflower Beach just over 3 miles away. For stellar breakfast and brunch, try the Eggs Fisherman at the Optimist Cafe a 15-minute walk from home, and Old Yarmouth Inn offers classic New England fare and old world charm just over a mile away. INSIDE THE HOUSE Breathtaking living room has cathedral ceilings, exposed wood beams, and a beautiful chandelier; below is seating for 10, a stone fireplace, and TV. Adjacent dining area has an attractive oval table and 8 upholstered chairs. 2nd living area has a wood-burning fireplace, two floral couches, and leads to a charming “social room” with more ocean views. French doors lead out to an inviting deck with teak and wicker furniture, gas grill, and a lawn perfect for games. Find the basketball hoop and a private neighborhood beach is across the street with paddle boards at the ready. Incredible eat-in kitchen has stainless steel appliances, granite counters, and a unique 4-burner plus griddle stovetop; large island features 6 leather stools. ½ bath has white wainscoting and warm walls. Double-door master bedroom has a 4-post king bed and chocolate walls, quaint loveseat, and sliding doors to a small deck. Beautiful en suite bath includes a steam shower, Jacuzzi tub, and private toilet. 2nd bedroom has a 4-post queen bed plus day bed, deck access, TV, and en suite bath with marble counters and a shower/tub combo. Spacious 3rd bedroom has navy walls and a queen-size bed, and 4th bedroom features a Western-style double-bed. There is also a Queen bed in the bonus room on the 1st floor. The hall bath has a shower/tub combo and convenient double sinks. THE LOCATION It's time for the sun, sand, and lobster rolls. When it comes to beaches, your own private neighborhood beach is just across the street. If you want to explore, beautiful Grays Beach is less than 2 miles from home, and beloved Mayflower Beach is a 7-minute drive. Recharge from the sun with a cup of joe and a scrumptious sandwich at Nirvana Coffee Company just 2 miles from home. Satisfy your seafood fix at nearby Dolphin Restaurant with the crab melt sandwich, then take a leisurely sunset stroll to Hallet's Store less than 20 minutes from home—this is the place for decadent ice cream sundaes.
Experience the difference, no waiting
 
Experience the difference, no waiting
Toll Free USA, Canada
1.888.869.6377
Toll Free UK
0.800.249.4265
Toll Free Australia
1.800.150.197
International Rentals
1.250.469.9543