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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 was a wonderful host, and the property was beautiful and serene. The grounds were very well maintained, the house was picturesque and cozy, and its proximity to many small, enjoyable Berkshire towns and trails makes it a very convenient get-away. Denise herself was very friendly and accommodating, giving us much information about the area, and teaching us how to keep warm with the fun pellet stove and mattress warmers. I hope we can revisit soon.”

  • The Pondhouse - A Magical Place
    SUPERHOSTEntire cabin · 3 guests · 3 beds · 1 bath
    The Pondhouse - A Magical Place

    Relax, rejuvenate and unplug in this ultimate rustic getaway experience in the country. In our beautiful screened Pondhouse, you can gaze at the stars and listen to the sounds of nature from your cozy warm bed. Feel the breeze as you sleep in this magical place unlike any other you will have ever seen. Your whole being will be nourished by your time spent here. With an outdoor fire pit, NEW outdoor hot shower, composting toilet and outdoor sink, the Pondhouse is now completely self contained.

    What guests are saying:

    “I'm a regular in the tiny house / glamping scene and Gayle's place was right up there in top-of-the-list territory. Her Pondhouse is nestled in the unpretentious greenery at the bottom of her magnificent property at the end of a quiet country road. The pictures give you a good sense of the space but what you don't get is a sense of the magic that you feel inside the space with the sun streaming through the tall grasses and the quiet of the leaves falling on the metal roof. The pictures also don't tell you how wonderful the bed is and how soft the bedside rugs are. So many delightful touches. My teenage daughter and I stayed there for two nights. We had planned to go on some hikes in the area but in the end decided we couldn't tear ourselves away from the Pondhouse. We'll be 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 value for airport layovers. Make sure to check if the park is open when walking to the airport stop!!! Don’t be like me and have to walk around it, which takes up to an hour and almost miss your flight”

Vacation rentals for every style

Get the amount of space that is right for you.

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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

TINY HOUSE*Walk to Beach*Pet Friendly*SANITIZED!
SUPERHOSTEntire cottage
TINY HOUSE*Walk to Beach*Pet Friendly*SANITIZED!
Price:$165 / night
Beach House w Jacuzzi & Fireplace, no cleaning fee
SUPERHOSTEntire house
Beach House w Jacuzzi & Fireplace, no cleaning fee
Price:$529 / night
Traditional Log House Near Cape Cod
SUPERHOSTEntire cabin
Traditional Log House Near Cape Cod
Price:$200 / night
The Writer's Retreat: A Sweetwater Stay
SUPERHOSTEntire cottage
The Writer's Retreat: A Sweetwater Stay
Price:$143 / night
Historic Salem Oceanfront 2 Rm Apt
SUPERHOSTEntire apartment
Historic Salem Oceanfront 2 Rm Apt
Price:$138 / night
Steps to Cape Cod Bay!
SUPERHOSTEntire house
Steps to Cape Cod Bay!
Price:$275 / night
Romantic Cottage with Kayak, Bikes & Beach Chairs
SUPERHOSTTiny house
Romantic Cottage with Kayak, Bikes & Beach Chairs
Price:$235 / night
Martha's Vineyard Getaway Cottage
SUPERHOSTEntire cottage
Martha's Vineyard Getaway Cottage
Price:$195 / night
Classic New England Beach Cottage
SUPERHOSTEntire cottage
Classic New England Beach Cottage
Price:$160 / night
Romantic Ocean/Boston Views with Exclusive Hot Tub
SUPERHOSTEntire apartment
Romantic Ocean/Boston Views with Exclusive Hot Tub
Price:$208 / night
Sweet Brookside Cottage
SUPERHOSTEntire cottage
Sweet Brookside Cottage
Price:$139 / night
Sanitized Modern 3BD private home-near BCEC
SUPERHOSTEntire house
Sanitized Modern 3BD private home-near BCEC
Price:$83 / night
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