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.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Western Massachusetts vacation rentals
Other great vacation rentals in Western Massachusetts
Guest favorite
Home in Chester
4.96 out of 5 average rating, 316 reviewsRiverfront Getaway
Guest favorite
Guesthouse in North Bennington
4.98 out of 5 average rating, 162 reviewsBirch House - lake, green trees + modern comforts
Guest favorite
Apartment in Northampton
4.95 out of 5 average rating, 290 reviewsBike Path Hideaway Near Smith, Cooley, Northampton
Guest favorite
Guesthouse in Putney
4.97 out of 5 average rating, 210 reviewsCozy cottage loft and retreat
Guest favorite
Tiny home in Wilmington
4.99 out of 5 average rating, 154 reviewsBeautiful Timber Frame Retreat
Guest favorite
Guesthouse in Williamstown
4.97 out of 5 average rating, 154 reviewsBrookside Cottage
Guest favorite
Loft in Shelburne Falls
4.95 out of 5 average rating, 269 reviewsThe Railroad House
Guest favorite
Treehouse in Tyringham
5.0 out of 5 average rating, 236 reviewsGingerbread House Tower in the Berkshire Hills
Other great vacation rentals in Western Massachusetts
Guest favorite
Home in Williamsburg
4.99 out of 5 average rating, 165 reviewsHilltown Studio
Guest favorite
Guesthouse in Belchertown
4.94 out of 5 average rating, 139 reviewsAmherst Area Studio Apartment
Guest favorite
Apartment in Copake Falls
4.93 out of 5 average rating, 266 reviewsModern Copake Falls Getaway - 8 Mins to Catamount
Superhost
Yurt in Williamsburg
4.87 out of 5 average rating, 175 reviewsmagical yurt in the woods. long term discount
Guest favorite
Home in New Lebanon
4.99 out of 5 average rating, 351 reviewsThe old sawmill from 1771
Guest favorite
Cottage in Bernardston
4.88 out of 5 average rating, 291 reviewsCozy, Quiet Cottage on Country rd 2 mil from I-91
Guest favorite
Guest suite in Northampton
4.98 out of 5 average rating, 231 reviewsLuxurious and Sunny Bedroom Suite!
Guest favorite
Farm stay in Johnsonville
4.98 out of 5 average rating, 281 reviewsOverlook at Graceful Acres Farmstay
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- Rentals with pools Western Massachusetts
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