Vacation home rentals in Western Massachusetts
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Top-rated vacation home rentals in Western Massachusetts
Guests agree: these vacation home 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 home rentals
Family-friendly vacation home rentals
Vacation home in Ludlow
4.75 out of 5 average rating, 79 reviewsLudlow Big Family Fun Home
Vacation home in Westerly
4.92 out of 5 average rating, 24 reviewsGuest Suite Garden & Retreat
Vacation home in Cairo
4.65 out of 5 average rating, 23 reviewsChalet on the Hill
Room in Derry
4.82 out of 5 average rating, 122 reviewsBeautiful Lakefront Vacation
Vacation home in Hudson
4.9 out of 5 average rating, 81 reviews2 blocks to Warren ST with a yard and parking ba
Vacation home in Hudson
4.78 out of 5 average rating, 60 reviews2 blocks to Warren ST with Backyard,& Parking
Vacation home in Hudson
4.81 out of 5 average rating, 70 reviews2 blocks to Warren ST with an office and a yard cb
Vacation home in Hudson
4.94 out of 5 average rating, 80 reviews2BRT 3 blocks to Warren ST with backyard gb
Vacation home rentals with a patio
Vacation home in Town of Rockingham
4.96 out of 5 average rating, 53 reviewsCozy studio at Leslie's Tavern in Rockingham
Vacation home in East Hampton
5.0 out of 5 average rating, 24 reviewsFamily Friendly Lake House Lake Pocotopaug Sunsets
Vacation home in Salt Point
4.87 out of 5 average rating, 39 reviewsRiverfront, cozy farmhouse near Rhinebeck
Vacation home in Westerly
4.92 out of 5 average rating, 24 reviewsPurple Ape Escape: Unit 4
Vacation home in Windham
4.93 out of 5 average rating, 57 reviewsFarmhouse Chic with Mountain and Lake Views
Vacation home in Hudson
5.0 out of 5 average rating, 3 reviewsThe Hudson House, Apt 2
Vacation home in Holmes
5.0 out of 5 average rating, 16 reviewsThe Dahlia Villa within Westerhall Gardens
Vacation home in Broadalbin
4.99 out of 5 average rating, 84 reviewsHotTub | Hiking Trails | Land of 44 Lakes
Vacation home rentals with a washer and dryer
Vacation home in Monroe
4.93 out of 5 average rating, 29 reviewsFamily Home in the mountains. Get out and explore!
Vacation home in Becket
4.95 out of 5 average rating, 42 reviewsPerfect Serene Waterfront All Season Retreat!
Vacation home in Athens
4.93 out of 5 average rating, 76 reviewsLakefront Retreat | Kayaks, Paddle Board & Hot tub
Vacation home in Otis
5.0 out of 5 average rating, 11 reviewsSunny oasis in the woods in Otis
Vacation home in Sunapee
5.0 out of 5 average rating, 29 reviewsLake Sunapee Gathering Place, Serene Restored Barn
Vacation home in Brewster
4.94 out of 5 average rating, 49 reviewsScandi Peaceful Oasis, Kayak, Hour from NYC!
Vacation home in Kingston
4.91 out of 5 average rating, 45 reviewsSpacious hilltop getaway on 10 secluded acres
Vacation home in Wappingers Falls
4.94 out of 5 average rating, 36 reviewsOnce in a Lifetime Hudson River Views
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- Family travel hub Tips and inspiration
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