
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!

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.

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.

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.

Beautiful Downtown Chatham 1 Bed, Near Oyster Pond
This gorgeous home is the perfect getaway for those who want to be near downtown Chatham & the beach. Walk to shops, restaurants, the beach, a movie theater, Veterans Field for summer Chatham A’s games, The Squire, & more! This cozy, modern, & newly renovated apartment is ideal for a couple or two friends with an open living room & kitchen space + private patio. 1 Min Walk to Downtown Chatham 9 Min Walk to Oyster Pond Beach Experience Chatham with us & Learn More Below!

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.

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!

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.

New 3 bed condo w/ parking close to everything!
Enjoy this bright, centrally-located home less than a block from the beach and Commercial St. in Ptown’s West End. Second floor unit includes three beds, one bath and common living spaces. Enjoy the back deck for morning coffee/tea, meals and lounging. Off street parking is available for your use. *Please note July 11th to September 5th 2026 only weekly rentals Saturday to Saturday are permitted.*

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!

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.

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.
Popular amenities for Massachusetts vacation home rentals
Family-friendly vacation home rentals

Beautiful Family Friendly House with Pool

Pet Friendly Cozy 2 Bedroom Cottage Water Views

Nantucket Beach House with Private Beach - 6 BR

Berkshire Getaway Vacation rental

Oceanfront location with amenities

Gorgeous historic home sleeps 8 walk to everything

Harwichport - Village location. Steps to Center.

Jimminy Peak Townhome Sleeps 9- Pool & Hot Tub
Vacation home rentals with a patio

NEW***Cozy Cape Family Getaway~A/C ~Screened Porch

Bright 3 bdrm 2 bath on Bike Trail, 5 min to Beach

Fabulous Falmouth Heights home steps to beach!

Winterberry Lodge: Newly Renovated at Jiminy Peak

Home in Great Barrington. Steps from downtown!

Spacious, newly updated condo

Family Getaway, Modern 5BR, walk to the beach

Cape Getaway, Pool, A/C, Bike Path, Fenced Yard
Vacation home rentals with a washer and dryer

Explore the Berkshires from this charming home.

4BR | No Bridge Traffic | Water Park | Beaches

Stunning MV Cottage on 7 acres w/ Private Beach

Family Home in the mountains. Get out and explore!

Berkshires Modern Cabin with Babbling Brook

Cape Cod Rental on Private Point @ Wings Neck

Sunny oasis in the woods in Otis

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