Condo vacation rentals in The Berkshires
Find and book unique condos on Airbnb
Top-rated condo rentals in The Berkshires
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for The Berkshires condo rentals
Weekly condo rentals
Condo in Norwich
4.99 out of 5 average rating, 170 reviewsModern & Cozy Villa with low cleaning charge!
Condo in Vernon Township
4.9 out of 5 average rating, 129 reviewsLodge style getaway 50 miles from NYC patio 207
Condo in Norwich
4.9 out of 5 average rating, 147 reviewsRenovated Condo rental at Norwich inn villa & Spa
Condo in Dover
4.99 out of 5 average rating, 100 reviewsWinter Dream! The Handle Lodge at Snowtree Condos
Condo in Norwich
4.88 out of 5 average rating, 211 reviewsThe N-V ...The Spa at the Norwich Inn.
Condo in Saratoga Springs
4.98 out of 5 average rating, 216 reviewsBest Location Racing Season, Broadway, The Belmont
Condo in Vernon Township
4.84 out of 5 average rating, 148 reviewsOne bedroom Condo at the Appalachian Resort
Condo in Hunter
4.96 out of 5 average rating, 227 reviewsMint*Cozy Ski On/Off Hunter Mt Condo w/Fireplace
Pet-friendly condo rentals
Condo in Hunter
4.8 out of 5 average rating, 283 reviewsMountain side ski and snowboard condo
Condo in Kingston
4.92 out of 5 average rating, 106 reviewsCozy home walking distance to cafés & waterfront
Condo in Dover
4.84 out of 5 average rating, 157 reviewsMount Snow Close, Great Price, Lots of Room
Condo in West Kill
4.85 out of 5 average rating, 131 reviewsTrailside At Hunter-Phase II-Hunter NY
Condo in North Adams
5.0 out of 5 average rating, 25 reviewsNewly renovated 2BR on historic Eagle Street.
Condo in Hancock
4.9 out of 5 average rating, 21 reviewsAll-season Berkshires ski resort condo - Sitzmark
Condo in Hartford
5.0 out of 5 average rating, 40 reviewsPosh Pad in The Business District
Condo in Londonderry
4.95 out of 5 average rating, 44 reviewsMagical Ski-In/Ski-Out Condo at Magic w/ game room
Condo rentals with a pool
Condo in Stratton
4.96 out of 5 average rating, 118 reviewsCozy condo within walking distance to the slopes.
Condo in Vernon Township
4.95 out of 5 average rating, 241 reviewsNYC Escape 1 hr away
Condo in Vernon
4.94 out of 5 average rating, 126 reviewsMtn front Resort Pool Hot Tub Sauna Best View 340
Condo in Stratton
4.88 out of 5 average rating, 107 reviewsPerfect Location! Steps to Village and Mountain
Condo in Dover
4.99 out of 5 average rating, 105 reviews*Summer Mountain Oasis: Base of Mount Snow Retreat
Condo in Hancock
4.95 out of 5 average rating, 19 reviewsUpscale 2 bed/2bath Condo at a Mountain Resort!
Condo in Dover
4.96 out of 5 average rating, 23 reviewsSki in Ski out condo great location
Condo in Norwich
5.0 out of 5 average rating, 40 reviewsKING bed, Spa, casinos, hot tub, pool, balcony
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