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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 guest house · 2 guests · 1 bed · 1 bathroom
    '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!”

  • Cozy 1-Bedroom Place/25min to Boston/Walk to Train
    SUPERHOSTEntire house · 4 guests · 2 beds · 1 bathroom
    Cozy 1-Bedroom Place/25min to Boston/Walk to Train

    ⭐️ Cleaned & Fully Sanitized / COVID Conscious Host ⭐️ Details Below This 100% private space features: 1 Bedroom, 2-level addition onto our 3-Family home -Granite Kitchen w/ dishwasher + essentials & cookware -Living Room w/ Queen sofa bed & table for 4 guests 2nd Floor: -Memory Foam Bed -Piano/Music Space -Bathroom with Shower/Bathtub Laundry in Basement Driveway Parking 25 min drive to Boston 15 min walk to Train 5 min walk to Jack’s Abby & Springdale Breweries 3 min walk to Park/Playground

    What guests are saying:

    “This was a wonderful place to stay with easy access to nearby locations (Boston and Concord, for me). Instructions on checking in and all notes around the house were very clear. The place was comfortable, very clean, and I was happy to find the apartment well stocked with coffee, cooking oil and spices, shampoo and soap, and anything else you might need. Andrea was easy to contact and very responsive.”

  • Get to The Point and the beach!
    SUPERHOSTEntire guest suite · 2 guests · 1 bed · 1 bathroom
    Get to The Point and the beach!

    The perfect staycation! Enjoy a day at the beach, a five minute walk from your Airbnb. 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.

    What guests are saying:

    “This is the best spot if visiting Boston/Brookline/newton/ everything. Not far from other awesome locations. When I pulled up I loved the table outside with the lights. Such a relaxing spot to sit and smell the fresh Winthrop beach air. The huge mirror to your right when you first enter is a gift! Absolutely beautiful, the decor. The bed was so comfortable. Perfect shower and bathroom. You could access the laundry room. There was a desk to place my belongings and do some writing. They even left me clean towels for the beach. The communication was on point! And the arrival and departure was so incredibly easy and stress free. Before I even left the premises I rebooked for the end of August for another amazing get away. If you’re looking to explore and get away especially with all this craziness in the world right now, I would highly staying here. Oh and there were even drinks and snacks! Delicious 😋”

Holiday rentals for every style

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Popular amenities for Massachusetts holiday rentals

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

Other great holiday rentals in Massachusetts

The Writer's Retreat: A Sweetwater Stay
SUPERHOSTEntire cottage
The Writer's Retreat: A Sweetwater Stay
Price:₹10,874 / night
Sweet Brookside Cottage
SUPERHOSTEntire cottage
Sweet Brookside Cottage
Price:₹5,175 / night
★ Spacious & Modern ★ Professionally Sanitized ★
SUPERHOSTPrivate room
★ Spacious & Modern ★ Professionally Sanitized ★
Price:₹3,761 / night
The Pondhouse - A Magical Place
SUPERHOSTEntire cabin
The Pondhouse - A Magical Place
Price:₹21,373 / night
Traditional Log House Near Cape Cod
SUPERHOSTEntire cabin
Traditional Log House Near Cape Cod
Price:₹13,124 / night
Steps to Cape Cod Bay!
SUPERHOSTEntire house
Steps to Cape Cod Bay!
Price:₹7,499 / night
Private and Very Comfortable One-Bedroom Apartment
SUPERHOSTEntire flat
Private and Very Comfortable One-Bedroom Apartment
Price:₹4,800 / night
Cape Cod Room, With Private Bath-Townhouse-RedLine
SUPERHOSTPrivate room
Cape Cod Room, With Private Bath-Townhouse-RedLine
Price:₹3,975 / night
Barn Cottage on Minister Pond
SUPERHOSTEntire cottage
Barn Cottage on Minister Pond
Price:₹5,850 / night
Studio Fully Fitted Near Downtown Worc & Clark- U
Entire house
Studio Fully Fitted Near Downtown Worc & Clark- U
Price:₹4,875 / night
★ Sunny, Spacious & Modern ★ Cleaned & Sanitized!
SUPERHOSTPrivate room
★ Sunny, Spacious & Modern ★ Cleaned & Sanitized!
Price:₹3,671 / night
Classic Cape Cod Cottage
SUPERHOSTEntire cottage
Classic Cape Cod Cottage
Price:₹9,374 / night
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