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Vacation rentals in Massachusetts

Vacation rentals in Massachusetts

Find and book unique accommodation on Airbnb

Top-rated holiday 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.”

  • Country Charm minutes from the Hub - 1st Floor Apt
    SUPERHOSTEntire apartment · 1 guest · 1 bed · 1 bath
    Country Charm minutes from the Hub - 1st Floor Apt

    Private, smoke/pet-free 1st floor efficiency apartment with independent access for ONE PERSON ONLY at back of family home. Includes full bathroom, refrigerator, microwave, coffee maker + WiFi. All basic supplies provided. Driveway parking. Mins from MBTA transit including commuter rail. Laundry-room access for rentals of 7 nights ore more. Sorry, no vaping and no smokers - even if you smoke outside - because smoke odor on you or your clothes can be left in your wake in the room. No open flame.

    What guests are saying:

    “The place was perfect for my one-week trip. It is cozy, but there is space to work and the fridge/microwave was enough for me in terms of food. The outdoor porch makes for a nice dining area. Very quiet and comfortable.”

  • 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:

    “I chose this place based off the pictures and the rental did not disappoint. I asked for a late check out and was accommodated, this place is nice and clean and if need be I will rent again in the future.”

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Massachusetts holiday rentals

  • Kitchen
  • Wi-Fi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Massachusetts

The Pondhouse - A Magical Place
SUPERHOSTEntire cabin
The Pondhouse - A Magical Place
Price:$385 NZD / night
★ Spacious & Modern ★ Professionally Sanitized ★
SUPERHOSTPrivate room
★ Spacious & Modern ★ Professionally Sanitized ★
Price:$68 NZD / night
Private studio by MIT/Harvard/BU/Fenway w/parking
SUPERHOSTEntire condominium
Private studio by MIT/Harvard/BU/Fenway w/parking
Price:$83 NZD / night
Flatiron Penthouse Unit-Downtown N. Adams
SUPERHOSTEntire apartment
Flatiron Penthouse Unit-Downtown N. Adams
Price:$46 NZD / night
Traditional Log House Near Cape Cod
SUPERHOSTEntire cabin
Traditional Log House Near Cape Cod
Price:$269 NZD / night
Romantic Ocean/Boston Views with Exclusive Hot Tub
SUPERHOSTEntire apartment
Romantic Ocean/Boston Views with Exclusive Hot Tub
Price:$306 NZD / night
Sweet Brookside Cottage
SUPERHOSTEntire cottage
Sweet Brookside Cottage
Price:$109 NZD / night
The Writer's Retreat: A Sweetwater Stay
SUPERHOSTEntire cottage
The Writer's Retreat: A Sweetwater Stay
Price:$200 NZD / night
Cape Cod Room, With Private Bath-Townhouse-RedLine
SUPERHOSTPrivate room
Cape Cod Room, With Private Bath-Townhouse-RedLine
Price:$88 NZD / night
Grace's Harborview Fast T Downtown
SUPERHOSTPrivate room
Grace's Harborview Fast T Downtown
Price:$62 NZD / night
Singing Beach Apartment in Manchester by the Sea
SUPERHOSTEntire apartment
Singing Beach Apartment in Manchester by the Sea
Price:$99 NZD / night
Luxury studio w/ parking by MIT/Harvard/BU/Fenway
SUPERHOSTEntire apartment
Luxury studio w/ parking by MIT/Harvard/BU/Fenway
Price:$99 NZD / night
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