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.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for The Berkshires vacation rentals
The Berkshires house rentals
Guest favorite
Home in Catskill
4.96 out of 5 average rating, 138 reviewsHEAVEN ON EARTH - Hudson Riverfront Home
Guest favorite
Home in Germantown
4.96 out of 5 average rating, 262 reviewsModern Cottage, Views, Walking Trails, Fireplace!
Guest favorite
Home in Kingston
4.96 out of 5 average rating, 284 reviewsThis New House
Guest favorite
Home in Catskill
4.99 out of 5 average rating, 139 reviewsAthens, NY House - 1 Bedroom "Want to Get Away"?
Guest favorite
Home in Chester
4.96 out of 5 average rating, 316 reviewsRiverfront Getaway
Guest favorite
Home in New Paltz
4.97 out of 5 average rating, 689 reviewsVictorian Haven
Guest favorite
Home in Great Barrington
4.96 out of 5 average rating, 217 reviewsJaw dropping mountain & lake views
Guest favorite
Home in Pownal
4.98 out of 5 average rating, 218 reviewsCozy Vermont mini-house
Other great vacation rentals in The Berkshires
Guest favorite
Barn in Marlboro
4.95 out of 5 average rating, 268 reviewsThe Studio With a View. Bring your dog, too!
Guest favorite
Treehouse in Tyringham
5.0 out of 5 average rating, 236 reviewsGingerbread House Tower in the Berkshire Hills
Guest favorite
Loft in Great Barrington
4.99 out of 5 average rating, 299 reviewsThe Old Red Barn
Guest favorite
Guesthouse in Lenox
4.95 out of 5 average rating, 293 reviewsThe Granary at House on Golden Hill
Guest favorite
Cabin in Red Hook
4.96 out of 5 average rating, 311 reviewsModern Upstate Cabin, near Rhinebeck NY
Guest favorite
Cottage in Great Barrington
4.91 out of 5 average rating, 229 reviewsCottage on Scenic Road
Guest favorite
Cottage in Highland
4.91 out of 5 average rating, 546 reviewsLittle Yellow Cottage New Paltz - Kitchen wash/dry
Guest favorite
Guesthouse in Williamstown
4.93 out of 5 average rating, 220 reviewsPerfect Base for Your Berkshire Adventure
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