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
Apartment in Plainfield
4.97 out of 5 average rating, 238 reviewsSunny, light filled loft in 1873 Colonial
Guest favorite
Guesthouse in Brattleboro
4.93 out of 5 average rating, 433 reviewsMahalo Temple Retreat
Guest favorite
Tiny home in Wilmington
4.99 out of 5 average rating, 144 reviewsBeautiful Timber Frame Retreat
Guest favorite
Loft in Shelburne Falls
4.95 out of 5 average rating, 265 reviewsThe Railroad House
Guest favorite
Cabin in Savoy
4.98 out of 5 average rating, 188 reviewsThe Camp - 20 Minutes to Berkshire East!
Guest favorite
Barn in Marlboro
4.95 out of 5 average rating, 264 reviewsThe Studio With a View. Bring your dog, too!
Guest favorite
Guesthouse in Williamstown
4.97 out of 5 average rating, 147 reviewsBrookside Cottage
Guest favorite
Guesthouse in Becket
4.93 out of 5 average rating, 258 reviewsCountry Cabin
Other great vacation rentals in Western Massachusetts
Guest favorite
Apartment in Hadley
4.97 out of 5 average rating, 215 reviewsSweet Retreat minutes from Northampton & Amherst
Guest favorite
Apartment in Shelburne Falls
4.96 out of 5 average rating, 292 reviewsAnnies’ Place by The Bridge of Flowers ~
Guest favorite
Guesthouse in Putney
4.97 out of 5 average rating, 201 reviewsCozy cottage loft and retreat
Guest favorite
Guesthouse in Northampton
4.92 out of 5 average rating, 240 reviewsLarge Studio – Walk to Town
Guest favorite
Cabin in Guilford
4.96 out of 5 average rating, 482 reviewsSerenity Now - Couples Retreat or Writer's Dream
Guest favorite
Guest suite in Charlemont
4.9 out of 5 average rating, 183 reviewsUnique People & Pet-Welcoming Haven
Guest favorite
Guesthouse in North Bennington
4.98 out of 5 average rating, 152 reviewsBirch House - lake, green trees + modern comforts
Guest favorite
Guesthouse in Amherst
4.95 out of 5 average rating, 486 reviewsCozy get-away!
Destinations to explore
- Cambridge Vacation rentals
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- Condo rentals Western Massachusetts
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