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