Massachusetts Vacation Home Rentals

Massachusetts Travel Guide
On your next trip, consider a Massachusetts vacation home rental for your accommodations. There are 5 vacation homes in Massachusetts resorts. Vacation home rentals are generally appealing for many reasons. Some of the foremost being cost savings, more space, and no tips or service charges that are associated with hotel rooms. Vacation rental homes have kitchens for cooking, living rooms for gathering together and offer the appeal of living in a real neighborhood and soaking up the rhythm of the locals.

With our friendly, responsive customer service and extensive informational website, renting a Massachusetts vacation home from Owner Direct Vacation Rentals is a breeze. Find your perfect location and home size to suit your needs, no matter what your criteria. We have vacation homes in Berkshires, Cape Cod, Central Massachusetts, Chatnam, Greater Boston and many more locations.

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5 Vacation Home Rentals

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  • Large and Luxurious Captain's Home Close to Town and Beaches Sleeps up to 25

    Large and Luxurious

    Edgartown: Home
    • 11 BDR
    • 1 Loft
    • 8 BA
    • Sleeps 25
    • #226600
    $707 to $3,571 USD/night  
    Martha's Vineyard's largest and most elegant vacation rental home. Our home is close to Edgartown Massachusetts shopping, dining, golf, fishing beaches and harbor. The home features 26 rooms with 11 bedrooms, 7 baths, 2 kitchens and 2 dining rooms. The large front porches facing Edgartown harbor are an ideal place to spend the day. The over-sized backyard and garden can host weddings and events. Our location is perfect for families that want to park the car and simply enjoy the best that Edgartown and the Vineyard have to offer. Town is three blocks to the South and the beaches start only one block away. The home has a wonderful location near to several beaches. We are walking distance to the town and walking distance to the harbor and beaches. Our guests frequently remark on the perfect location of the house. Families love the fact that the kids can be mobile. Ideally you kick them out of the house after breakfast and only see them back for dinner, or maybe lunch. Kids love the independence and the parents can park the car for the week and not have to shuttle the kids from one location to another. A true vacation. Summary of beaches (more detail is below) 1/2 block to Cottage Street beach – perfect for launching small boats, kayaks and Sups 1 block and a ferry ride to Chappy Beach 2 Blocks to Lighthouse Beach and Eel Pond 3 Blocks to Fuller Street Beach 2 miles to State Beach and wonderful swimming 3.5 miles to South Beach for ocean waves
  • Chatham Beach Cruiser on Cape Cod 5br 4 Kings 2 Twins Three Bath,

    Chatham Beach Cruiser on

    Chatham: Villa
    • 6 BDR
    • 3 BA
    • Sleeps 14
    • #227969
    $685 to $685 USD/night Credit Card Paypal
    Relax in our 5 bedroom home with central air. Four brand new pillow top king bedrooms and a children’s bedroom with two twin beds. The entire house was equipped with all new furniture in June of 2016 and a few antiques (including a coffee table made from a real ship’s wheel). All bedrooms are equipped with 42 inch flat screen smart LED TVs. Two of the king bedrooms have their own private deck and a third deck is accessible from the sunroom and the dining room. Use the stainless steel BBQ conveniently located just off the sunroom to whip up a quick dinner or prepare a gourmet feast in our well-appointed kitchen equipped with granite countertops and backsplash and ample pots, pans, blender, crock pot, 4 slice toaster, griddle, hand mixer and more. Located in highly desirable North Chatham. Situated in the “elbow" of the Cape, you can walk to Scatteree Beach or bike to Lighthouse Beach. Just a short drive to town, restaurants, and golf. The bike trail is close by, as is the shark museum, and the Lazy Lobster restaurant. The house sits at the end of a private drive with plenty of parking. This large home is perfect for two families or a large family get together. Enjoy a cup of coffee in our sunroom equipped with a coffee station and electric teakettle. There are 3 gathering areas: a large living room on the first floor, a spacious family room in the basement, and a cozy media room on the first floor. All of the gathering areas have large flat screen Smart LED TVs. The media room, kitchen and outside deck are equipped with Bose speakers. The in-law apartment in the basement has its own fully equipped kitchen with adjoining eating area, a spacious family room with a queen pull out sofa and its own private king bedroom. It also has its own separate entry from outside. The house has three full bathrooms. One bathroom on each level, plus an oversized outside shower that has hot and cold water. The beautifully landscaped yard is small, but you can enjoy a game of croquet or horseshoes or just pick from the many outdoor and indoor games we have on hand. Enjoy the large outside shower with hot and cold running water. Help yourself to free long distance calls, a cable package that includes Nesson so you won’t miss an important ball game, and secure WiFi. Don’t worry about who has the key, as we have a state of the art keyless entry system. The beautiful village of Chatham is one of the most picturesque and sought after on the Cape. It has great beaches, seal tours, FREE Chatham Angler baseball games, FREE band concerts on the green, Shark Museum, Chatham Lighthouse, Monomoy Theater, and charming boutiques and antique shops galore. September, October and November 2017 and Summer 2018 dates available now. Off-season we do take short bookings making this home ideal for groups going to weddings, graduations, memorial services, business trips, etc. There is no mandatory arrival or departure day during off season. High season rates (July and August) must be in 7 day increments 7,14,21,28. Reservation requests in July and August that do not start AND end on Saturday will be declined.
  • Very Pet-Friendly Country Cottage Getaway with a Dash of Panache

    Very Pet-Friendly Country

    Charlemont: Cottage
    • 1 BA
    • Sleeps 4
    • #206877
    $124 to $132 USD/night Credit Card Paypal Pet Friendly
    Welcome Cavalier Cottage B&B awarded Superhost status by Airbnb 2017 Cavalier Cottage B&B awarded TripAdvisor’sReviews of Hotels, Flights and Vacation RentalsReviews of Hotels, Flights and Vacation Rentals Certificate of Excellence 2014 and 2017 Discover Cavalier Cottage B&B, 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 area of Western Massachusetts with or without their companion animals. Now in its sixth year, Cavalier Cottage has clearly answered a need for genuinely pet-friendly accommodations. When I opened the cottage in 2012, I could not have imagined the variety of interesting people, and animals, I would meet. Nestled at the base of the Charlemont hills and located on a very quiet country road, Cavalier Cottage is appointed with everything you’ll need to make your stay comfortable and enjoyable. More than one guest has commented that the cottage and its setting seem to have a special air of tranquility that works a kind of magic: Most pets settle right in with no sense of strangeness, and their human companions find themselves absorbing the atmosphere of peace in their surroundings. That doesn’t mean there’s nothing to do in this very special corner of New England. The area is a four-season vacation destination, from foliage time in the autumn, through ski season into spring hiking time and summer holidays. Cavalier Cottage is convenient to the scenic Mohawk Trail (Route 2) and many outdoor activities: There are great hiking trails, downhill and X-country skiing, snow shoeing, river rafting, tubing, zip line canopy tours, horseback riding, tennis, golf, biking, and rock climbing. 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 and the Williams College Art Museum and many more. See the “Area” page of the website for more details about diversity of activities and attractions. As more guests have visited, many potential guests were unable to come because the dates they wanted were already booked. Because Cavalier Cottage can only accommodate one party of guests at a time, we highly recommend that if your desired dates are available, you secure the space by submitting a deposit, in order to avoid disappointment. Cavalier Cottage, a cottage for all seasons, is perfect for week-long vacations, weekend or mid-week getaways, writer’s retreats, house-hunting visits, and temporary lodging for relocated executives. We look forward to sharing our cozy and comfortable cottage with guests from around the world. Please feel free to contact us if you have any comments or questions. A very warm greeting awaits all who visit Cavalier Cottage. Your host, Patricia Butterfield FYI: ~Experience the excitement and exhilaration of a zip-line canopy tour, whitewater rafting, kayaking and rock climbing. All available at Zoar Outdoor and as a guest of Cavalier Cottage, receive a 10% discount on any of these activities. Just 10 minutes from the Cottage. ~For dogs (and their human companions, too) who love to swim, several local watering holes and lakes are close by. ~For much more information on the incomparable Mohawk Trail please click on the link below to view an October 4, 2012 New York Times feature article. Http://travel.Nytimes.Com/2012/10/07/travel/driving-the-mohawk-trail-in-massachusetts.Html.Hpw ~Cottage guests are eligible for a $10 discount off daily lift tickets at Berkshire East (a few miles up Route 2 from the Cottage) enabling you to save and enjoy all their exciting winter ski activities. Visit www.Berkshireeast.Com for more information.
  • Exceptional Vacation Villa in New Seabury

    Exceptional Vacation Villa

    New Seabury: Villa
    • 2 BDR
    • 2 BA
    • Sleeps 6
    • #203957
    $175 to $175 USD/night Credit Card Paypal
    Enjoy this premier Cape Cod historic community in our marvelous villa. New Seabury is set on Nantucket Sound with stunning views of the sea and Marthas Vineyard and our property is in the perfect location. For example, it's on New Seabury’s premier championship golf course and also close to the Mews community pool which you can use with the rental. The professionally landscaped grounds has a variety of perennials and a spacious patio. The properties tranquil environment makes it the perfect atmosphere for a relaxing vacation.
  • Cottage for Rent, 50 Steps to the Sand

    Cottage for Rent, 50 Steps

    South Yarmouth: Duplex - right side
    • 2 BDR
    • 2 BA
    • Sleeps 6
    • #234438
    $222 to $349 USD/night  
    This Vacation cottage is located 50 steps to the sands of popular South Middle Beach. --Full eat in kitchen,living w/lg Flat Screen TV wifi. --King master br w/flat screen tv& w/d..Twin beds in second bedroom --New Queen Sleeper in Living room. 1.5 baths Hot & Cold outdoor shower --Large patio with own grill and tables and chairs --Deck with nice ocean view On Beach there is Banana Boat, Parasail & Jet Skis 5 min. Walk to fish pier..Multiple Restaurants-Gift Shops & Attractions nearby...Sports World,Mini Golf, Inflatable Water Park. 15 min. To Hyannis with Ferry to Islands of Nantucket & Marthas Vineyard
Experience the difference, no waiting
Experience the difference, no waiting
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