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 Norwich
4.99 out of 5 average rating, 112 reviewsPeaceful Oasis steps from Mohegan Sun
Oct 30 – Nov 6
Condo in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
Sep 22 – 29
Condo in Stratton
4.94 out of 5 average rating, 138 reviewsUpdated Ski in/Ski out Stratton Condo!
Jun 13 – 20
Condo in Providence
5.0 out of 5 average rating, 104 reviewsNook in the Arcade
Jul 21 – 28
Condo in Tilton
4.8 out of 5 average rating, 198 reviewsAdventure Awaits
May 5 – 12
Condo in Ludlow
4.99 out of 5 average rating, 100 reviewsUpdated Main St Condo in downtown Ludlow!
Jun 13 – 20
Condo in Norwich
4.99 out of 5 average rating, 167 reviewsModern & Cozy Villa with low cleaning charge!
Nov 26 – Dec 3
Condo in Tilton
4.88 out of 5 average rating, 323 reviewsLakefront King Studio with Private Porch
Jan 22 – 29
Pet-friendly condo rentals
Condo in Hunter
4.8 out of 5 average rating, 283 reviewsMountain side ski and snowboard condo
Jan 9 – 16
Condo in Kingston
4.91 out of 5 average rating, 105 reviewsCozy home walking distance to cafés & waterfront
Oct 21 – 28
Condo in Ludlow
4.95 out of 5 average rating, 115 reviewsRustic Ski Condo in Historic Mill
May 19 – 26
Condo in Dover
4.84 out of 5 average rating, 157 reviewsMount Snow Close, Great Price, Lots of Room
Aug 28 – Sep 4
Condo in West Kill
4.85 out of 5 average rating, 131 reviewsTrailside At Hunter-Phase II-Hunter NY
Oct 21 – 28
Condo in Londonderry
4.95 out of 5 average rating, 44 reviewsMagical Ski-In/Ski-Out Condo at Magic w/ game room
May 21 – 28
Condo in North Adams
5.0 out of 5 average rating, 22 reviewsNewly renovated 2BR on historic Eagle Street.
Aug 29 – Sep 5
Condo in Hartford
5.0 out of 5 average rating, 37 reviewsPosh Pad in The Business District
Sep 26 – Oct 3
Condo rentals with a pool
Condo in Norwich
4.9 out of 5 average rating, 146 reviewsRenovated Condo rental at Norwich inn villa & Spa
Dec 16 – 23
Condo in Dover
4.99 out of 5 average rating, 100 reviewsWinter Dream! The Handle Lodge at Snowtree Condos
Oct 5 – 12
Condo in Dover
4.99 out of 5 average rating, 105 reviews*Mountain Oasis: Base of Mount Snow Retreat*
May 23 – 30
Condo in Stratton
4.88 out of 5 average rating, 107 reviewsPerfect Location! Steps to Village and Mountain
Jul 29 – Aug 5
Condo in Dover
4.87 out of 5 average rating, 222 reviewsMt Snow Ski In/Out at Seasons
Feb 5 – 12
Condo in Dover
4.96 out of 5 average rating, 23 reviewsSki in Ski out condo great location
Sep 22 – 29
Condo in Hancock
4.9 out of 5 average rating, 51 reviewsJiminy Peak Country Inn - ski in/out condo MT view
Sep 21 – 28
Condo in Dover
4.94 out of 5 average rating, 53 reviewsMt. Snow Dream Mtn View+Fireplace!
Aug 10 – 17
Destinations to explore
- Cambridge Vacation rentals
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- Rentals with a sauna Western Massachusetts
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- Ski-in/ski-out rentals Western Massachusetts
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