Vacation home rentals in Massachusetts

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Top-rated vacation home rentals in Massachusetts

Guests agree: these vacation home rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
A spacious outdoor deck is showcased, featuring a wooden dining table with benches and a grill. The house's shingle exterior is prominently displayed. Large glass doors provide access to the interior, while an upper balcony offers additional outdoor space and views of the surrounding scenery.
Vacation home in East Sandwich
4.94 out of 5 average rating, 88 reviews

Oceanfront Home on Private Beach!

Make unforgettable memories at this oceanfront escape, just steps from a private beach. Sanctuary is a 4 bed, 3 bath home built into the dunes—perfect for families, groups, and beach lovers. Designed for comfort and connection, it’s loaded with amenities and space for everyone to unwind. Minutes from shops, restaurants, breweries, and the iconic Sandwich Boardwalk. Easy access to downtown and Routes 6 & 6A makes getting around a breeze. Soak up the best of Cape Cod—your coastal getaway awaits!

Guest favorite
A spacious living area features large windows allowing natural light to fill the room. A comfortable sofa faces two armchairs, with a coffee table positioned in between. A dining table is visible in the background, complemented by a modern chandelier. A fireplace adds warmth to the space.
Vacation home in Brewster
5 out of 5 average rating, 37 reviews

Rare Ocean Edge House - Sleeps 8

Brand new listing at Ocean Edge in The Villages! Recently purchased and renovated, this standalone home is located at the end of a lovely cul-de-sac with backyard patio, resort amenities and direct access to the Cape Cod Rail Trail. Home includes fully equipped kitchen, two bedrooms, two full baths, living room, dining area, and large loft that sleeps four. Homeowners are golf-members at Ocean Edge, so renters may get sponsored guest passes to access the resort amenities for a small add-on fee.

Top guest favorite
The view from a porch offers a clear sight of the ocean, framed by white columns. Colorful flower pots are placed on the steps, and a serene coastal road is visible along the water's edge, leading toward the horizon.
Vacation home in Gloucester
4.99 out of 5 average rating, 77 reviews

Gorgeous Oceanfront 2-Bdrm Apartment w/ Fireplace

Spectacular, furnished 2-bedroom apartment is just moments from the North Shore's iconic Good Harbor Beach, Bass Rocks Golf Club, colorful Rocky Neck & historic Gloucester with its storied seaport & burgeoning cultural & dining scene. This beautifully renovated oceanfront apartment rental makes the most of its spectacular setting in a 2-unit Victorian home with 2 bedrooms (1 King & 1 Queen), 1 1/2 bathrooms, fireplaced living room w/ Queen sofa bed, quartz kitchen countertops & laundry in unit.

Top guest favorite
A single-story home features a charming exterior with light-colored shingles and a sloped roof. A well-maintained lawn surrounds the house, complemented by neatly trimmed shrubs and trees. A brick walkway leads to the front door, with a chimney adding a classic touch.
Vacation home in Yarmouth
5 out of 5 average rating, 28 reviews

Cape Cod - Pets - Fenced - Game Room - Sleep 8

Escape to Cape Cod's heart in South Yarmouth! Family & Pet-friendly home. Let your pets and children wander freely in the fully fenced backyard with peace of mind. Enjoy an outdoor shower, sunny deck, BBQ grill, game room, and outdoor yard games. Minutes to island ferries, beaches, dining, shopping, mini golf, local parks, Cape Cod Rail Trail biking, and golf courses. Feels like your own little slice of Cape summer. Duck into our chill game room- perfect for rainy days or late-night laughs.

Guest favorite
A two-story gray house is situated near the water, surrounded by trees. A stone wall leads to a sandy beach, with wooden stairs providing access. Outdoor seating is visible on a patio, inviting relaxation in the serene setting.
Vacation home in Mashpee
4.91 out of 5 average rating, 56 reviews

Private Beach Haven on Seconsett Island

This charming 4-bed, 2-bath Cape house on Seconsett Island is an ideal retreat for those seeking a memorable Cape Cod experience. Nestled in a perfect location, it offers breathtaking views and exclusive access to a private beach. Whether you're into activities like clam digging, kayaking, swimming in the ocean, or exploring the coastline with our powerboat. Book your stay now and embark on an unforgettable adventure. Create memories that will last a lifetime in this picturesque setting.

Guest favorite
A two-story coastal home is portrayed, featuring a shingled exterior and multiple windows. A gravel driveway is visible in the foreground, with greenery and sandy areas surrounding the house. Power lines run overhead against a clear blue sky.
Vacation home in Marshfield
4.96 out of 5 average rating, 111 reviews

Shoreline Serenity: Your Coastal Escape Marshfield

5 Bedrooms & 3 Full Bathrooms, washer/dryer & granite kitchen. All essentials in the kitchen. Regular & Keurig coffee maker. We provide bed sheets & blankets, hand/bath and beach towels however please bring your own beach chairs. Private Parking for up to 6 cars. Gas Grill (gas provided) out side fire pit (please bring your own wood), chairs and picnic tables. Please bring your own games. Brand new Central Aircondition June 2017. Winter Rental available, please inquire if interested.

Guest favorite
A modern kitchen is showcased with an island bar, complemented by sleek cabinetry and bright countertops. Natural light floods the space through large windows, illuminating the stainless steel appliances. A sliding door offers direct access to an outdoor dining area.
Vacation home in Great Barrington
4.94 out of 5 average rating, 278 reviews

Home in Great Barrington. Steps from downtown!

Central and Private! Just steps away from historic downtown Great Barrington. East Mt. Hiking trails are a quick walk away. Enjoy sunset views with friends and family, before you walk into town for a night out! Butternut Ski Area: 5-10 min drive(traffic depending) Tanglewood: 20-25 min This new home features all new appliances and furniture. Enjoy luxury, charm, and privacy while you rest easy at The Maple. đź«¶ {STAND ALONE UNIT} Recent review*^ Bed- Not Broken.

Guest favorite
A wooden dock extends over calm water, reflecting the surrounding trees and sky. Lush greenery frames the scene, with a few clouds visible above. The tranquil atmosphere of the lake invites relaxation and a connection to nature.
Vacation home in Becket
4.97 out of 5 average rating, 61 reviews

Perfect Serene Waterfront All Season Retreat!

Enjoy everything the Berkshires has to offer from this beautiful, secluded, nicely renovated waterfront house set on two wooded acres of forested land. Explore the stream that runs through the property, or just sit on the large deck or down by the crystal clear lake and listen to the sounds of nature while feeling the warm sun on your face. Very private--just one near neighbor. The sunny house has 2 bedrooms, study with sofa bed, 2 full baths, full kitchen!

Top guest favorite
Vacation home in Randolph
4.97 out of 5 average rating, 106 reviews

Built 2020 Private Home/4 Beds/2.5 Baths/EV Charge

Kick back and relax in this calm, quiet & stylish single new built home. Within 20-25 minutes driving distance to Boston downtown, Logan International Airport, Encore Casino, China Town, Financial District. 5-10 minutes away from Park & Ride shuttle to The Airport, 110 Grill, Legal Seafood, Five Guys, Starbucks, LA Fitness, Tavern in The Square, Bank of America, AMC movie theater, South Shore Shopping Mall, Chase Bank, BJ or Costco, Kohl’s, Olive garden.

Top guest favorite
Vacation home in Yarmouth
4.94 out of 5 average rating, 33 reviews

3 min Walk to Beach|Outdoor Shower|Firepit|Sleeps6

Relax in this cozy beach home, just a short walk to a quiet beach and close to downtown Hyannis. Comfortably sleeping six, the home offers everything you need for a relaxing Cape Cod escape, with easy access to restaurants, shops, ferries, and local attractions. It’s the perfect place for a stress-free getaway. ✨ Save this home to your wish list & start planning today!

Top guest favorite
Vacation home in Winthrop
4.93 out of 5 average rating, 111 reviews

Sunny, spacious 3 BR on Winthrop beach

Two steps to the beach! Sunny and spacious 3 bedroom 1st floor condo. The 3 bedrooms are setup with a queen and two full size beds. Two additional twin size beds can be setup in the one of the other rooms. Open floor layout with a spacious living room, dining room and eat in kitchen. Easy self check-in, plenty of parking and close to public transportation.

Top guest favorite
A white Adirondack chair is positioned under a flowering canopy, surrounded by lush greenery. The view includes a serene landscape with blooming hydrangeas and an expansive water view in the background, creating a calm outdoor space.
Vacation home in Gloucester
4.99 out of 5 average rating, 76 reviews

On the Water Gem - 2 BR -The Cove Lanesville

Enjoy our immaculate 2 BR at The Cove Lanesville, on lovely Ipswich Bay. Two spacious decks overlook spectacular sunsets. You can be as active...or as chill as you desire; great restaurants, world-renowned beaches, shopping, Everything in the Arts, woodland quarry walks. No matter what the season the beauty of this special island does not disappoint.

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