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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.”

  • Get to The Point!
    SUPERHOSTEntire guest suite · 2 guests · 1 bed · 1 bath
    Get to The Point!

    This cozy one bedroom, private bathroom includes FREE off-street parking, comfy and cozy queen bed with premium linens, nespresso, fridge with complimentary munchies and NO cleaning fee. Relax watching your favorite show on the HD smart television or catch up on work with the spacious desk area. PLEASE REVIEW CURRENT STATE RESTRICTIONS BEFORE BOOKING AT: https://www.mass.gov/doc/march-31-2020-hotel-motel-guidance/download

    What guests are saying:

    “John and Arturo’s place was perfect. From details like super stylish coffee cups, to super comfy bed and bed linen smelling amazing. Great communication and thoughtful details. Close to water, beach and a place to watch the sunset from. If I ever ran an airbnb, I would want it to be like this.”

  • The Writer's Retreat: A Sweetwater Stay
    SUPERHOSTEntire cottage · 2 guests · 1 bed · 1 bath
    The Writer's Retreat: A Sweetwater Stay

    Located on the shore of Tully Pond, The Writers Retreat is a newly designed 325sqft lake side cottage with breathtaking views of Tully Mountain. This 4-season cottage is built with salvaged barn wood; up-cycled maple floors and custom built furniture and lighting. It's the little sister to The Fishing Cottage. You'll find this intimate home has everything you need to relax, write the next Great American Novel, connect with a lover, or just plain chill. Note: landscaping is a work-in-progress.

    What guests are saying:

    “Patti’s Writer’s Cabin is just one of many properties that she and her family own and manage. All of them seem well appointed and thoughtfully designed with an eye for detail and comfort. This cabin is right off the water, which made for a gorgeous backdrop. Even with some rainy weather, my wife and I had the opportunity to enjoy the deck, fire pit and kayaks during our stay. The cabin was easy to find and Patti provided accurate instructions. The WiFi worked great, which was essential for us both to WFH, and also since there was very spotty reception off the road. We’d be happy to check out another one of their rentals in the future.”

Vacation rentals for every style

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  • Homes
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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

'Silo Studio' Cottage
SUPERHOSTEntire guesthouse
'Silo Studio' Cottage
Price:$310 CAD/night
Get to The Point!
SUPERHOSTEntire guest suite
Get to The Point!
Price:$103 CAD/night
The Writer's Retreat: A Sweetwater Stay
SUPERHOSTEntire cottage
The Writer's Retreat: A Sweetwater Stay
Price:$179 CAD/night
Country Charm minutes from the Hub - 1st Floor Apt
SUPERHOSTEntire apartment
Country Charm minutes from the Hub - 1st Floor Apt
Price:$67 CAD/night
The Pondhouse - A Magical Place
SUPERHOSTEntire cabin
The Pondhouse - A Magical Place
Price:$344 CAD/night
Private and Very Comfortable One-Bedroom Apartment
SUPERHOSTEntire apartment
Private and Very Comfortable One-Bedroom Apartment
Price:$88 CAD/night
Traditional Log House Near Cape Cod
SUPERHOSTEntire cabin
Traditional Log House Near Cape Cod
Price:$241 CAD/night
Romantic Ocean/Boston Views with Exclusive Hot Tub
SUPERHOSTEntire apartment
Romantic Ocean/Boston Views with Exclusive Hot Tub
Price:$274 CAD/night
Sweet Brookside Cottage
SUPERHOSTEntire cottage
Sweet Brookside Cottage
Price:$95 CAD/night
Studio Fully Fitted Near Downtown Worc & Clark- U
Entire house
Studio Fully Fitted Near Downtown Worc & Clark- U
Price:$90 CAD/night
Historic JP Brownstone with Parking. Pets Welcome!
SUPERHOSTEntire condominium
Historic JP Brownstone with Parking. Pets Welcome!
Price:$72 CAD/night
★ Spacious & Modern ★ Professionally Sanitized ★
SUPERHOSTPrivate room
★ Spacious & Modern ★ Professionally Sanitized ★
Price:$53 CAD/night
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