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
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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, 123 reviewsBeautiful Lakefront Vacation
Vacation home in Hudson
4.9 out of 5 average rating, 83 reviews2 blocks to Warren ST with a yard and parking ba
Vacation home in Hudson
4.94 out of 5 average rating, 81 reviews2BRT 3 blocks to Warren ST with backyard gb
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
4.81 out of 5 average rating, 96 reviewsGreat top fl near cnter with sunroom and a view cc
Vacation home rentals with a patio
Vacation home in Woodbury
4.81 out of 5 average rating, 16 reviewsUNIQUE and GORGEOUS historic loft style rental
Vacation home in East Hampton
5.0 out of 5 average rating, 26 reviewsFamily Friendly Lake House Lake Pocotopaug Sunsets
Vacation home in Litchfield County
4.93 out of 5 average rating, 14 reviewsPacer's Pasture
Vacation home in Hudson
5.0 out of 5 average rating, 3 reviewsLa Maison Hudson, Apt 2
Vacation home in Putnam Valley
4.91 out of 5 average rating, 22 reviewsHudson Valley Glass-sided Lakehouse
Vacation home in Salt Point
4.87 out of 5 average rating, 39 reviewsRiverfront, cozy farmhouse near Rhinebeck
Vacation home in Ulster Park
4.89 out of 5 average rating, 19 reviewsWeeping Willow Hideaway on the Lake Studio Suite
Vacation home in Beacon
5.0 out of 5 average rating, 53 reviewsPrivate, modern carriage house. Great for couples.
Vacation home rentals with a washer and dryer
Vacation home in Monroe
4.93 out of 5 average rating, 30 reviewsFamily Home in the mountains. Get out and explore!
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 Newport
4.93 out of 5 average rating, 68 reviewsWalk to The Heart of All That is Newport
Vacation home in Glens Falls
4.96 out of 5 average rating, 28 reviewsGlens Falls cozy home away from home
Vacation home in Temple
4.84 out of 5 average rating, 31 reviewsCozy Cabin in a Rural Setting #16
Vacation home in Lebanon
4.85 out of 5 average rating, 20 reviewsTranquility awaits on Amston Lake!
Vacation home in Westerly
4.93 out of 5 average rating, 29 reviewsComfy Spacious Home Close to Beach
Destinations to explore
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- Family travel hub Tips and inspiration
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