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
The Berkshires house rentals
Home in Lee
4.9 out of 5 average rating, 208 reviews1817 Berkshire Farmhouse- Close to Everything.
Home in Catskill
4.96 out of 5 average rating, 139 reviewsHEAVEN ON EARTH - Hudson Riverfront Home
Home in Germantown
4.95 out of 5 average rating, 365 reviewsAirbnb Magazine Featured Gorgeous Swedish Barn
Home in Germantown
4.96 out of 5 average rating, 261 reviewsModern Cottage, Views, Walking Trails, Fireplace!
Home in Rhinebeck
5.0 out of 5 average rating, 165 reviewsEagle Rock House
Home in Chester
4.96 out of 5 average rating, 314 reviewsRiverfront Getaway
Home in Becket
4.86 out of 5 average rating, 293 reviewsReal Estate:Therapy - Lake, Laundry, Love it
Home in Cornwall
4.92 out of 5 average rating, 231 reviewsSecluded modern forest cabin with private brook
Other great vacation rentals in The Berkshires
Farm stay in Ancram
4.96 out of 5 average rating, 268 reviewsRelaxing secluded stay with loving social animals.
Cabin in Red Hook
4.96 out of 5 average rating, 308 reviewsModern Upstate Cabin, near Rhinebeck NY
Apartment in Lenox
4.88 out of 5 average rating, 170 reviewsStation House 1E Private Room & Bath
Tiny home in New Paltz
4.99 out of 5 average rating, 747 reviewsHudson Valley Tiny House
Earthen home in West Sand Lake
4.98 out of 5 average rating, 154 reviewsThe Hobbit House at June Farms
Farm stay in Pittsfield
4.99 out of 5 average rating, 110 reviewsPrivate 2nd-floor studio on a working produce farm
Tiny home in Wilmington
4.99 out of 5 average rating, 149 reviewsBeautiful Timber Frame Retreat
Guesthouse in Williamstown
4.93 out of 5 average rating, 219 reviewsPerfect Base for Your Berkshire Adventure
Destinations to explore
- Waterfront rentals The Berkshires
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