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Vacation rentals in Sandisfield

Vacation rentals in Sandisfield

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Sandisfield

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:

“The Santarella property is truly amazing! As soon as you arrive on the grounds, it feels like you’re walking into a fairy tale. The grounds are truly amazing with gorgeous perennials in bloom and trails throughout the property. Denise and Dennis were welcoming hosts who provided extensive recommendations of restaurants and activities in the area. Communication was extremely prompt and we felt welcome immediately. The Silo Studio is an amazing space and arranged in a way that truly maximizes the space of the unique design. The window seat was my favorite spot where you have a view of the pond and beautiful landscaping. You can watch chipmunks, bunnies and all kinds of beautiful birds enjoying the landscape. This is a beautiful, unique stay that allows you to disconnect from the business of life. Highly recommended!”

Private, Cozy Studio in the Berkshires
Entire guest suite · 3 guests · 1 bed · 1 bathroom
Private, Cozy Studio in the Berkshires

Bright, cheery, peaceful and cozy studio apartment in a quiet rural town, near the attractions of the Berkshires and close to the many private schools: Hotchkiss, Berkshire and Salisbury. "Impeccably clean, gorgeous space, outstanding attention to detail. Laurie and Michael’s spot has the feel of staying at a boutique hotel for a better price than you would ever find at one, especially in western CT. " - Ramon C. Private entry, full bath, queen bed, stove, coffee/tea. Private & peaceful.

What guests are saying:

“Mike and Laurie's place was fantastic. It was very clean and comfortable. We throughly enjoyed our stay. There was a small winter storm while we were staying here and they kindly cleaned off our vehicle and took care of the driveway. Highly recommended. Thank you.”

Berkshire Get Away in GB
SUPERHOSTEntire flat · 4 guests · 3 beds · 1 bathroom
Berkshire Get Away in GB

Come stay in our playful, eclectic home in Great Barrington in the heart of the Berkshires. Our house is designed with a creative touch that is both comfortable and full of original art and collected treasures.

What guests are saying:

“The apartment has one bathroom and a shower, two bedrooms (three beds overall) and couch space. There is a living room with a TV, a nicely sized kitchen space, and a sun room. There are also chairs on the lawn outside near the garden. The location is minutes away from Main Street in Great Barrington and is a short drive away from Stockbridge. Carolyn is a great host. Her apartment is a convenient home base for day of hiking or an afternoon exploring the town. Or you could enjoy a lazy afternoon in, make dinner instead of getting take-out, etc. Don't miss your opportunity to stay here.”

Holiday rentals for every style

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Popular amenities for Sandisfield holiday rentals

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

Other great holiday rentals in Sandisfield

Romantic, Chic Interlaken Cottage Stockbridge
Entire cottage
Romantic, Chic Interlaken Cottage Stockbridge
Price:$ 395 SGD / night
Glass Cabin in the Woods
Entire cabin
Glass Cabin in the Woods
Price:$ 482 SGD / night
Hideaway with Spectacular Berkshire Views
SUPERHOSTEntire flat
Hideaway with Spectacular Berkshire Views
Price:$ 193 SGD / night
The Old Red Barn
SUPERHOSTEntire loft
The Old Red Barn
Price:$ 185 SGD / night
Waldtreff - quiet grand cabin
Entire cabin
Waldtreff - quiet grand cabin
Price:$ 344 SGD / night
Comfortable living in 1870's house!
SUPERHOSTPrivate room
Comfortable living in 1870's house!
Price:$ 59 SGD / night
Charming cottage w/ gorgeous views.
SUPERHOSTEntire house
Charming cottage w/ gorgeous views.
Price:$ 220 SGD / night
Country Cabin
SUPERHOSTPrivate room
Country Cabin
Price:$ 144 SGD / night
Private En Suite in Beautiful Victorian
SUPERHOSTEntire flat
Private En Suite in Beautiful Victorian
Price:$ 148 SGD / night
Cozy cottage by the brook
SUPERHOSTEntire house
Cozy cottage by the brook
Price:$ 216 SGD / night
Lake View Cabin in the Berkshires
SUPERHOSTEntire cabin
Lake View Cabin in the Berkshires
Price:$ 303 SGD / night
Beautiful Downtown Lee setting
SUPERHOSTPrivate room
Beautiful Downtown Lee setting
Price:$ 67 SGD / night
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