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, 209 reviews1817 Berkshire Farmhouse- Close to Everything.
Home in Germantown
4.96 out of 5 average rating, 261 reviewsModern Cottage, Views, Walking Trails, Fireplace!
Home in Monterey
4.93 out of 5 average rating, 310 reviewsCharming cottage w/ gorgeous views.
Home in Germantown
4.95 out of 5 average rating, 368 reviewsAirbnb Magazine Featured Gorgeous Swedish Barn
Home in Catskill
4.96 out of 5 average rating, 138 reviewsHEAVEN ON EARTH - Hudson Riverfront Home
Home in Rhinebeck
5.0 out of 5 average rating, 165 reviewsEagle Rock House
Home in Catskill
4.99 out of 5 average rating, 137 reviewsAthens, NY House - 1 Bedroom "Want to Get Away"?
Home in Chester
4.96 out of 5 average rating, 315 reviewsRiverfront Getaway
Other great vacation rentals in The Berkshires
Apartment in Sheffield
5.0 out of 5 average rating, 324 reviewsHideaway with Spectacular Berkshire Views
Guesthouse in Lenox
4.95 out of 5 average rating, 289 reviewsThe Granary at House on Golden Hill
Loft in Great Barrington
4.99 out of 5 average rating, 298 reviewsThe Old Red Barn
Loft in East Nassau
4.99 out of 5 average rating, 155 reviewsDog Friendly Farm Spring bird watching
Cabin in North Adams
4.95 out of 5 average rating, 187 reviewsMahican Cabin - A Private Nature's Reserve For 2
Cabin in Red Hook
4.96 out of 5 average rating, 308 reviewsModern Upstate Cabin, near Rhinebeck NY
Apartment in Plainfield
4.95 out of 5 average rating, 241 reviewsSunny carriage house apartment
Earthen home in West Sand Lake
4.98 out of 5 average rating, 156 reviewsThe Hobbit House at June Farms
Destinations to explore
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