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

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.

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.

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.

Explore the Berkshires from this charming home.
The whole group will enjoy easy access to everything from this centrally located place. Ski Bousquet, Butternut, or Jiminy Peak. Visit charming towns of Great Barrington, Lee, Stockbridge, Lenox, Adams, N. Adams and Williamsburg. All within a short drive. Soak up some culture by visiting Clark Museum, Mass Moca, or the Rockwell Museum, or listen to some great live music at Tanglewood during the summers.

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.

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

Pet Friendly Cozy 2 Bedroom Cottage Water Views

Family Cape Home with Fenced Yard, Close to beach

Gorgeous historic home sleeps 8 walk to everything

Berkshire Getaway Vacation rental

Harwichport - Village location. Steps to Center.

Renovated Luxury Cottage - Walk to Private Beach

Luxury 3 bedrooms apartment Close to beach

Private Cape Cod Home, with Heated Pool&Hot tub
Vacation home rentals with a patio

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

Fabulous Falmouth Heights home steps to beach!

Winterberry Lodge: Newly Renovated at Jiminy Peak

Home in Great Barrington. Steps from downtown!

Cape Getaway, Pool, A/C, Bike Path, Fenced Yard

Vacation house in Dennis with pool

Beautiful cape house steps to beach

The Lake
Vacation home rentals with a washer and dryer

4BR | No Bridge Traffic | Water Park | Beaches

Berkshires Modern Cabin with Babbling Brook

Stunning MV Cottage on 7 acres w/ Private Beach

Family Home in the mountains. Get out and explore!

Cape Cod Rental on Private Point @ Wings Neck

Sunny oasis in the woods in Otis

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

Renovated home - walk to beach, canal, restaurants
Destinations to explore
- Fitness-friendly rentals Massachusetts
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