Cottage vacation rentals in Western Massachusetts
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Top-rated cottage rentals in Western Massachusetts
Guests agree: these cottages 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 cottage rentals
Cottage rentals with a hot tub
Cottage in Great Barrington
4.93 out of 5 average rating, 239 reviewsArtist Cottage
Cottage in Ledyard
4.9 out of 5 average rating, 150 reviewsWaterfront cottage overhanging the water!
Cottage in Woodstock
4.9 out of 5 average rating, 377 reviewsFamous Architect - Streamside Cottage w/ hot tub
Cottage in Phoenicia
4.89 out of 5 average rating, 807 reviewsRomantic hot tub cottage. Hiking/breweries nearby.
Cottage in Narragansett
5.0 out of 5 average rating, 191 reviews♥CozyGetaway-Narragansett-15min to Newport-HotTub♛
Cottage in Red Hook
4.92 out of 5 average rating, 326 reviewsGoose Landing Cottage by the lake with NEW Hot Tub
Cottage in Litchfield
4.89 out of 5 average rating, 263 reviewsLitchfield - Hot Tub - Mohawk Mountain - Fireplace
Cottage in Kerhonkson
4.85 out of 5 average rating, 143 reviewsGunks Cottage|Fire Pit|Pool|Near Minnewaska Park
Pet-friendly cottage rentals
Cottage in North Bennington
4.89 out of 5 average rating, 295 reviewsRomantic Private Vermont Cottage - Waterfront
Cottage in Gilboa
4.94 out of 5 average rating, 203 reviewsHome Alone Mountain Retreat
Cottage in Williamstown
4.9 out of 5 average rating, 165 reviewsCute Cozy Comfy Cottage in the Berkshires
Cottage in Dover
4.95 out of 5 average rating, 216 reviewsCozy summer cottage in the woods of southern VT
Cottage in Argyle
4.99 out of 5 average rating, 115 reviewsThree Pines Lake House on Cossayuna Lake
Cottage in Red Hook
4.98 out of 5 average rating, 601 reviewsbright serene + spacious barn
Cottage in High Falls
4.99 out of 5 average rating, 414 reviewsSun Cottage- "A view with a room(s)."
Cottage in Florida
4.83 out of 5 average rating, 106 reviewsPeaceful Mountain Cabin by Ski, Kayak, Museums +!
Private cottage rentals
Cottage in Newfane
4.89 out of 5 average rating, 216 reviewsRidgeview: Cozy Cottage with a View
Cottage in Saugerties
4.93 out of 5 average rating, 220 reviewsNew:Cozy Barn-Style Retreat Minutes From Woodstock
Cottage in Accord
4.88 out of 5 average rating, 218 reviewsSweet Cottage on a Farm Road
Cottage in Shutesbury
4.93 out of 5 average rating, 201 reviewsLake Wyola House Shutesbury Massachusetts
Cottage in Shaftsbury
4.96 out of 5 average rating, 113 reviewsRollin Cottage
Cottage in Valatie
4.99 out of 5 average rating, 127 reviewsKinderhook Lake Retreat-private+kayaks/sup+swim+ac
Cottage in Woodstock
4.99 out of 5 average rating, 279 reviewsGrapevine Cottage
Cottage in Weare
4.94 out of 5 average rating, 259 reviewsSeasonal lake side cottage
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