The Berkshires vacation rentals
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Top-rated vacation rentals in The Berkshires
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for The Berkshires vacation rentals
Other great vacation rentals in The Berkshires
Home in North Adams
4.99 out of 5 average rating, 266 reviewsSteps to MoCA private house + SAUNA!
Jan 15 – 22
Home in Monterey
4.93 out of 5 average rating, 307 reviewsCharming cottage w/ gorgeous views.
Jan 4 – 11
Home in Lee
4.89 out of 5 average rating, 236 reviewsCozy Berkshires Cottage
Oct 19 – 26
Home in Kingston
4.97 out of 5 average rating, 277 reviewsThis New House
Apr 8 – 15
Home in Chester
4.96 out of 5 average rating, 311 reviewsRiverfront Getaway
Dec 7 – 14
Home in New Paltz
4.97 out of 5 average rating, 679 reviewsVictorian Haven
Jan 10 – 17
Home in Germantown
4.95 out of 5 average rating, 363 reviewsScandinavian Barn Featured in Airbnb Magazine
Oct 1 – 8
Home in Canaan
5.0 out of 5 average rating, 134 reviewsCountry Cottage
Apr 19 – 26
Other great vacation rentals in The Berkshires
Apartment in Lenox
4.88 out of 5 average rating, 170 reviewsStation House 1E Private Room & Bath
Jul 18 – 25
Earthen home in West Sand Lake
4.98 out of 5 average rating, 150 reviewsThe Hobbit House at June Farms
Apr 11 – 18
Apartment in Sheffield
5.0 out of 5 average rating, 319 reviewsHideaway with Spectacular Berkshire Views
Jan 2 – 9
Tiny home in New Paltz
4.99 out of 5 average rating, 743 reviewsHudson Valley Tiny House
Jul 16 – 23
Cottage in Petersham
4.99 out of 5 average rating, 150 reviewsCider House Cottage
Dec 26 – Jan 2
Yurt in Pattersonville
4.99 out of 5 average rating, 778 reviewsMariaville Goat Farm Yurt
Jan 8 – 15
Tiny home in Wilmington
4.99 out of 5 average rating, 142 reviewsBeautiful Timber Frame Retreat
Aug 13 – 20
Barn in Marlboro
4.95 out of 5 average rating, 263 reviewsThe Studio With a View. Bring your dog, too!
Aug 25 – Sep 1
Destinations to explore
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- Family travel hub Tips and inspiration
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