Condo vacation rentals in Western Massachusetts
Find and book unique condos on Airbnb
Top-rated condo rentals in Western Massachusetts
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 Western Massachusetts condo rentals
Weekly condo rentals
Condo in Stratton
4.94 out of 5 average rating, 138 reviewsUpdated Ski in/Ski out Stratton Condo!
Condo in Norwich
4.99 out of 5 average rating, 101 reviewsJacuzzi/Sauna/Pool, On-site Spa, 3-mins to Mohegan
Condo in Dover
4.99 out of 5 average rating, 100 reviewsWinter Dream! The Handle Lodge at Snowtree Condos
Condo in Stratton
4.96 out of 5 average rating, 118 reviewsCozy condo within walking distance to the slopes.
Condo in Norwich
4.9 out of 5 average rating, 147 reviewsRenovated Condo rental at Norwich inn villa & Spa
Condo in Lanesville
4.92 out of 5 average rating, 114 reviewsThe Views! Beautiful Hunter Mtn. 1BR.
Condo in Saratoga Springs
4.98 out of 5 average rating, 215 reviewsBest Location Racing Season, Broadway, The Belmont
Condo in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
Pet-friendly condo rentals
Condo in Hunter
4.8 out of 5 average rating, 283 reviewsMountain side ski and snowboard condo
Condo in Kingston
4.91 out of 5 average rating, 105 reviewsCozy home walking distance to cafés & waterfront
Condo in Ludlow
4.95 out of 5 average rating, 115 reviewsRustic Condo-Long Term Summer Rental Available
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 Londonderry
4.95 out of 5 average rating, 44 reviewsMagical Ski-In/Ski-Out Condo at Magic w/ game room
Condo in North Adams
5.0 out of 5 average rating, 23 reviewsNewly renovated 2BR on historic Eagle Street.
Condo in Albany
4.89 out of 5 average rating, 45 reviewsCozy luxury brownstone w/ parking & yard
Condo rentals with a pool
Condo in Dover
4.99 out of 5 average rating, 105 reviews*Summer Mountain Oasis: Base of Mount Snow Retreat
Condo in Stratton
4.88 out of 5 average rating, 107 reviewsPerfect Location! Steps to Village and Mountain
Condo in Dover
4.87 out of 5 average rating, 222 reviewsMt Snow Ski In/Out at Seasons
Condo in Ludlow
4.8 out of 5 average rating, 148 reviewsEnjoy a Ski-On/Ski-Off Okemo Ski Getaway
Condo in Hancock
4.9 out of 5 average rating, 51 reviewsJiminy Peak Country Inn - ski in/out condo MT view
Condo in Norwich
5.0 out of 5 average rating, 39 reviewsKING bed, Spa, casinos, hot tub, pool, balcony
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
Destinations to explore
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