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, 239 reviewsCozy Berkshires Cottage
Home in Monterey
4.93 out of 5 average rating, 117 reviewsPerfect Berkshire getaway.Cozy cottage.Great wifi.
Home in Catskill
4.96 out of 5 average rating, 138 reviewsHEAVEN ON EARTH - Hudson Riverfront Home
Home in Chester
4.96 out of 5 average rating, 316 reviewsRiverfront Getaway
Home in Germantown
4.96 out of 5 average rating, 262 reviewsModern Cottage, Views, Walking Trails, Fireplace!
Home in Kingston
4.96 out of 5 average rating, 284 reviewsThis New House
Home in Rhinebeck
5.0 out of 5 average rating, 165 reviewsEagle Rock House
Home in Germantown
4.95 out of 5 average rating, 369 reviewsAirbnb Magazine Featured Gorgeous Swedish Barn
Other great vacation rentals in The Berkshires
Loft in Great Barrington
4.99 out of 5 average rating, 299 reviewsThe Old Red Barn
Earthen home in West Sand Lake
4.98 out of 5 average rating, 157 reviewsThe Hobbit House at June Farms
Tiny home in Wilmington
4.99 out of 5 average rating, 154 reviewsBeautiful Timber Frame Retreat
Guest suite in Bethlehem
4.99 out of 5 average rating, 213 reviewsBreezy Crest private & restful w/antique charm
Guesthouse in Stockbridge
4.96 out of 5 average rating, 182 reviewsModern studio with views of the treetops
Cottage in Becket
4.94 out of 5 average rating, 242 reviewsBERKSHIRE COTTAGE NEAR CRYSTAL CLEAR LAKE.
Cottage in Highland
4.91 out of 5 average rating, 549 reviewsLittle Yellow Cottage New Paltz - Kitchen wash/dry
Guesthouse in North Bennington
4.98 out of 5 average rating, 162 reviewsBirch House - lake, green trees + modern comforts
Destinations to explore
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