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Vacation rentals in Massachusetts

Vacation rentals in Massachusetts

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Massachusetts

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • 'Silo Studio' Cottage
    SUPERHOSTEntire guesthouse · 2 guests · 1 bed · 1 bath
    'Silo Studio' Cottage

    Charming and romantic,' Round' Cottage on the Santarella Estate in the Berkshires in Western Massachusetts. Formerly, the cottage was sculptor Henry Hudson Kitson's summer studio on the Santarella Estate. The two-story cottage has a charming bedroom with 35 foot high conical ceiling with canopied bed upstairs with views through massive, multi-paned "mill windows" to the trees and sky and out to the lily pond. The downstairs sitting room looks out on the babbling brook and lovely gardens.

    What guests are saying:

    “Denise and Dennis’s property was stunning. Everyone is right, it is definitely enchanting. I brought my girlfriend here for her birthday and we had the best time sitting by the pond during the day and watching the fireflies at night. The bedroom was beautiful with huge windows and you can fall asleep to the sound of frogs at night. We would definitely go back!”

  • ★ Spacious & Modern ★ Professionally Sanitized ★
    SUPERHOSTPrivate room · 2 guests · 1 bed · 2 shared baths
    ★ Spacious & Modern ★ Professionally Sanitized ★

    Need a safe, clean, and comfortable place to stay? You’ve found it. Yes, we are currently hosting guests. You can book for a short or extended stay. PROFESSIONALLY CLEANED AND SANITIZED regularly. Our housekeepers are taking extra care to disinfect frequently touched surfaces between reservations. • Modern, ultra-clean with a ton of sunlight. • Nearby subway will take you into the heart of Boston in 1 stop! • Ultra-comfy, luxury bed! • 5 mins to airport by Uber

    What guests are saying:

    “Amazing hosts, beautiful rooms. Everything you could ask for. Will definitely be back in the future! If you are undecided on where to book in the East Boston location please dont hesititate to choose Boris and Susan's listings! Thanks again for your hospitality:)”

  • SEAGLASS COTTAGE★ Waterview ★ Pet Friendly ★ Kayaks ★ Trails ★
    SUPERHOSTEntire house · 4 guests · 2 beds · 1.5 baths
    SEAGLASS COTTAGE★ Waterview ★ Pet Friendly ★ Kayaks ★ Trails ★

    Welcome to SEAGLASS COTTAGE! • Please bring your own sheets/towels or ask about full linens for $70 • Steps to sandy beach on a crystal clear pond • Pet friendly! • Swim, fish or use our kayaks & SUP’s! • Bluetone private patio with water views + charcoal BBQ • Outdoor shower • Hammock • Sunroom w water view • Washer+dryer • Fully equipped kitchen with Carrera marble counter • Gas firepit • A/C in bedrooms • Small library of books (didn't finish the book? Take it!) • Pet fee is $20 per day.

    What guests are saying:

    “Had a very relaxing stay with my family. Place was very clean. We used the kayaks and paddle boards on the property which was nice. We drove to Mayflower beach every day we were there. Very short drive and one of the best beaches I've visited, great for kids. The outdoor space didn't seem as well maintained as the inside, though. Hammock on the lawn was relaxing. The outdoor shower was a bit too buggy with lots of spiderwebs, so we didn't use it. The house is by the woods so I understand why it might get buggy quickly, but was disappointed to not use. Some of the outdoor cushions by the gas fireplace table were buggy too but there were other chairs without cushions that were fine to use. We used the grill but it was a bit old and dirty. We spent most of our time on the beach or pond so this didn't bother us too much but would be nice if outdoor area could be as modern and clean as the inside. Kitchen had most of what we needed although could not find any microwave-safe bowls. These were minor things. Overall, we loved the location and very much enjoyed our stay, felt relaxed the whole time.”

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Popular amenities for Massachusetts vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Massachusetts

The Pondhouse - A Magical Place
SUPERHOSTEntire cabin
The Pondhouse - A Magical Place
Price:$359 CAD/night
Riverfront Getaway
SUPERHOSTEntire house
Riverfront Getaway
Price:$183 CAD/night
Romantic Ocean/Boston Views with Exclusive Hot Tub
SUPERHOSTEntire apartment
Romantic Ocean/Boston Views with Exclusive Hot Tub
Price:$269 CAD/night
The Writer's Retreat: A Sweetwater Stay
SUPERHOSTEntire cottage
The Writer's Retreat: A Sweetwater Stay
Price:$196 CAD/night
cape cod riverview cottage
SUPERHOSTEntire house
cape cod riverview cottage
Price:$325 CAD/night
Sweet Brookside Cottage
SUPERHOSTEntire cottage
Sweet Brookside Cottage
Price:$97 CAD/night
The Farm House, with a hot tub!
SUPERHOSTEntire house
The Farm House, with a hot tub!
Price:$210 CAD/night
The Treehouse at Seagull's Nest.
SUPERHOSTEntire guest suite
The Treehouse at Seagull's Nest.
Price:$183 CAD/night
Cape Cod Room, With Private Bath-Townhouse-RedLine
SUPERHOSTPrivate room
Cape Cod Room, With Private Bath-Townhouse-RedLine
Price:$72 CAD/night
Mermaid Cottage
SUPERHOSTEntire cottage
Mermaid Cottage
Price:$142 CAD/night
Cottage facing fresh water pond
SUPERHOSTEntire guesthouse
Cottage facing fresh water pond
Price:$156 CAD/night
Martha's Vineyard Getaway Cottage
SUPERHOSTEntire cottage
Martha's Vineyard Getaway Cottage
Price:$291 CAD/night
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