Vacation home rentals in Massachusetts

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Top-rated vacation home rentals in Massachusetts

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Top guest favorite
The exterior of the Oceanfront home is showcased, featuring a multi-level deck with railings and a welcoming entrance. A wooden pathway leads to the house, surrounded by natural grasses and coastal vegetation. The home is constructed with weathered wood siding, reflecting a coastal aesthetic.
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 exterior of a Victorian-style building is shown, featuring multiple gabled roofs and spacious windows. Lush green lawns surround the property, with flowering plants and large rocks integrated into the landscape. The ocean is visible in the background, enhancing the coastal setting.
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 modern Cape house is situated on a spacious lawn, framed by tall trees. The two-story structure features a mix of large windows and a composite siding exterior. A patio area is visible, complemented by simple chairs, and a view of the water is seen in the distance.
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
An open, airy space features a wooden staircase leading to the upper level. A small dining area includes a table and two stools, while a comfortable seating area is visible in the background. Natural light filters through large windows, illuminating the modern design.
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
The image captures a serene lakefront view, showcasing lush greenery surrounding a secluded house. A wooden dock extends into the calm water, providing access to the lake, while the sunlit landscape emphasizes the tranquility of the natural setting.
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
An open living area is illustrated, featuring a light-colored sectional sofa with blue accent pillows. A large flat-screen television is mounted on the wall. A wooden coffee table sits on a patterned area rug, while a dining area is visible in the background.
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
The charming two-story Cape Cod house features a light blue exterior with white trim. A front porch with steps invites guests to enjoy the landscaped yard, which is adorned with greenery. Nearby, a stone pathway leads to the entrance, enhancing the home's welcoming appearance.
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
A cozy living area features a large red leather sectional sofa and two modern red chairs. A glass coffee table is positioned on a patterned area rug. Natural light enters through three windows adorned with light curtains, while a ceiling fan adds functionality to the space.
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 vibrant sunset illuminates the sky with shades of purple and orange, casting a warm glow over the serene water and landscape. Silhouettes of trees frame the scene, offering a picturesque view of the evening sky's colors reflecting on the calm waters.
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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