Western Massachusetts vacation rentals
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Top-rated vacation rentals in Western Massachusetts
Guests agree: these vacation rentals 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 vacation rentals
Western Massachusetts fishing vacation rentals
Home in Southwick
4.99 out of 5 average rating, 184 reviewsLinny's Lakeview Cottage
Cottage in Becket
4.96 out of 5 average rating, 134 reviewsCozy lakeside cottage
Cabin in Warwick
4.97 out of 5 average rating, 196 reviewsArtsy Pine Cabin in the Woods
Apartment in Great Barrington
4.95 out of 5 average rating, 321 reviewsPrivate En Suite in Beautiful Victorian
Cottage in Ashfield
4.97 out of 5 average rating, 302 reviewshope house
Home in Monterey
4.93 out of 5 average rating, 309 reviewsCharming cottage w/ gorgeous views.
Cottage in Becket
4.94 out of 5 average rating, 239 reviewsBERKSHIRE COTTAGE NEAR CRYSTAL CLEAR LAKE.
Guest suite in Tyngsborough
4.98 out of 5 average rating, 219 reviewsLakefront Suite Two-Room, Comfy, Tranquil
House rentals in Western Massachusetts
Home in Chester
4.96 out of 5 average rating, 314 reviewsRiverfront Getaway
Home in Pownal
4.99 out of 5 average rating, 215 reviewsCozy Vermont mini-house
Home in Dalton
4.88 out of 5 average rating, 115 reviewsThe Yellow House
Home in Williamsburg
4.99 out of 5 average rating, 162 reviewsHilltown Studio
Home in New Paltz
4.97 out of 5 average rating, 683 reviewsVictorian Haven
Home in Bennington
4.99 out of 5 average rating, 241 reviewsCozy Modern Sugar House with spectacular views.
Home in Lee
4.89 out of 5 average rating, 237 reviewsCozy Berkshires Cottage
Home in Putney
4.94 out of 5 average rating, 342 reviewsVermont Botanical Studio Apartment
Lakefront house rentals in Western Massachusetts
Home in Wappingers Falls
4.97 out of 5 average rating, 110 reviewsTranquil Tree-House on the beautiful Hudson River
Home in East Haddam
4.95 out of 5 average rating, 103 reviewsRomantic Getaway at The Lake!
Home in Woodstock
4.94 out of 5 average rating, 272 reviewsWoodstock Historic Artist Estate - The Pond House
Home in Preston
5.0 out of 5 average rating, 123 reviewsNew Lake Front Home w/ Game Room & Stunning Views
Home in Northwood
4.99 out of 5 average rating, 116 reviewsPleasant Lake Paradise - Heaven w/private hot tub!
Home in Mont Vernon
4.95 out of 5 average rating, 137 reviews~ Private Waterfront, Hot Tub, King Bed ~
Home in Lyme
4.97 out of 5 average rating, 195 reviews“The Answer” Tidal River-Kayaks Fire pit Fireplace
Home in Coventry
5.0 out of 5 average rating, 109 reviewsWaterfront 10 min to Uconn outdoor tv gas fire pit
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