Massachusetts Vacation Home Rentals

Massachusetts Travel Guide
On your next trip, consider a Massachusetts vacation home rental for your accommodations. There are 4 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, Greater Boston, Martha's Vineyard and many more locations.

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4 Vacation Home Rentals

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  • Luxury 5 Bedroom Chatham Home on Cape Cod

    Luxury 5 Bedroom Chatham

    Chatham: Villa
    • 6 BDR
    • 3 BA
    • Sleeps 14
    • #227969
    avg $500 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.
  • 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
    avg $1,684 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
  • 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.
  • Exceptional Vacation Villa in New Seabury

    Exceptional Vacation Villa

    New Seabury: Villa
    • 2 BDR
    • 2 BA
    • Sleeps 6
    • #203957
    avg $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.
Experience the difference, no waiting
Experience the difference, no waiting
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