
Vacation home rentals in Massachusetts
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Top-rated vacation home rentals in Massachusetts
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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!
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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.
ValueFamilyAccess

2 Acre Waterfront Oasis Overlooking Waquoit Bay
Perched over sparkling Waquoit Bay, this stylishly renovated waterfront home features a 38’ Living and dinning room. Open plan with large picture windows for watching boats, wildlife, and extraordinary sunsets. Entertain while cooking for the whole family in the large luxury kitchen surrounded by barstool seating. Walk down the path to the bay to swim, fish, paddle board, or kayak. Enjoy magnificent sunsets while grilling, sitting around the fire pit or enjoying the hot tub.
ValueFamilyAmenities

Shoreline Serenity: Your Coastal Escape Marshfield
All 5 Bedrooms are on 2nd floor & 2 Full Bathrooms, on first floor 1 full bathroom and washer/dryer & granite kitchen. All essentials in the kitchen. Regular & Keurig coffee maker. We provide bed sheets & blankets, hand/bath and beach towels. Central Aircondition. Private Parking for up to 6 cars. Gas Grill (gas provided) out side fire pit (please bring your own wood), outdoor seating. Please bring your own games. Winter Rental available, please inquire if interested.
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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!
LocationFamilyTV

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.
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Fabulous Falmouth Heights home steps to beach!
Falmouth Heights beach is at the end of our street. 5 min walk to Shipwrecked beach bar & restaurant, The Old Casino, Vineyard Ferries, Falmouth Road Race finish line. 1 mile Raw Bar/Boathouse, 1.5 miles Main Street restaurants/shops. Enjoy a relaxing fall, winter or spring getaway in our comfortable Falmouth home, perfectly suited for families, friends, wedding weekends, holiday gatherings and extended stays.
LocationFamilyBathroom

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!
FamilyValueCleanliness

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.
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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.
LocationValueIndoor spaces

Oyster Cottage - Cape Escape
Enjoy the tiny home experience in our cozy cottage located in West Yarmouth. Cottage has free parking, a new central A/C and outdoor hot shower. We are close to shops and restaurants, water park and golf course. Beautiful Seagull Beach is a 5 minute drive, 9 minute bike ride or a 30 minute walk through a picturesque neighborhood.
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NEW***Cozy Cape Family Getaway~A/C ~Screened Porch
NEWLY RENOVATED Amazing place to enjoy your summer with your family and friends. Conveniently located near Patriots Square and restaurants for shopping or dining, and just minutes away from the Cape Cod Trail. With Dennis beaches on both Nantucket Sound and Cape Cod Bay, you can take your pick.
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Popular amenities for Massachusetts vacation home rentals
Family-friendly vacation home rentals

Pet Friendly Cozy 2 Bedroom Cottage Water Views
LocationWalkabilityQuiet

Oceanfront location with amenities
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Berkshire Getaway Vacation rental
LocationFamilyAir conditioning

Harwichport - Village location. Steps to Center.
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Jiminy Peak | Heated Pool + Hot Tub | Sleeps 10
LocationHospitalityWalkability

Luxury 3 bedrooms apartment Close to beach

Private Cape Cod Home, with Heated Pool&Hot tub
AccuracyBackyardPool

Renovated Luxury Cottage - Walk to Private Beach
Vacation home rentals with a patio

Beautiful Downtown Chatham 1 Bed, Near Oyster Pond
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Bright 3 bdrm 2 bath on Bike Trail, 5 min to Beach
FamilyLocationWalkability

Winterberry Lodge: Newly Renovated at Jiminy Peak
LocationFamilyCondition

Home in Great Barrington. Steps from downtown!
ValueLocationDecor

Family Getaway, Modern 5BR, walk to the beach
ValueLocationSleep quality

Spacious, newly updated condo
LocationFamilyKitchen

The Lake
LocationFamilyView

Renovated Family-Friendly Vineyard Haven Home
LocationFamilyBackyard
Vacation home rentals with a washer and dryer

New 3 bed condo w/ parking close to everything!
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Rare Ocean Edge House - Sleeps 8
FamilyLocationNearby

Explore the Berkshires from this charming home.
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4BR | No Bridge Traffic | Water Park | Beaches
LocationFamilyWalkability

Stunning MV Cottage on 7 acres w/ Private Beach
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Family Home in the mountains. Get out and explore!
ValueFamilyRiver

Cozy, comfy, light-filled Martha’s Vineyard home
FamilyLocationHiking

Cape Cod Rental on Private Point @ Wings Neck
LocationFamilyNearby
Destinations to explore
- Waterfront rentals Massachusetts
- Nature eco lodge rentals Massachusetts
- Tent rentals Massachusetts
- Mansion rentals Massachusetts
- Rentals with an accessible height toilet Massachusetts
- RV rentals Massachusetts
- Pet-friendly rentals Massachusetts
- Beach house rentals Massachusetts
- Beachfront rentals Massachusetts
- Rentals with a sauna Massachusetts
- Ski-in/ski-out rentals Massachusetts
- Farmstay rentals Massachusetts
- Rentals with an accessible height bed Massachusetts
- Loft rentals Massachusetts
- Cottage rentals Massachusetts
- Hotel rooms Massachusetts
- Luxury rentals Massachusetts
- Guesthouse rentals Massachusetts
- Rentals with breakfast Massachusetts
- Lakehouse rentals Massachusetts
- Family-friendly rentals Massachusetts
- Barn rentals Massachusetts
- Rentals with lake access Massachusetts
- Bungalow rentals Massachusetts
- Resort rentals Massachusetts
- Private suite rentals Massachusetts
- Rentals with beach access Massachusetts
- Aparthotel rentals Massachusetts
- Boat rentals Massachusetts
- Rentals with a kayak Massachusetts
- Tiny house rentals Massachusetts
- Boutique hotels Massachusetts
- Rentals with a hot tub Massachusetts
- Condo rentals Massachusetts
- Cabin rentals Massachusetts
- Townhouse rentals Massachusetts
- Campsite rentals Massachusetts
- Rentals with pools Massachusetts
- Serviced apartment rentals Massachusetts
- Houseboat rentals Massachusetts
- Apartment rentals Massachusetts
- House rentals Massachusetts
- Villa rentals Massachusetts
- Bed and breakfasts Massachusetts
- Chalet rentals Massachusetts
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