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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Western Massachusetts vacation rentals
Western Massachusetts fishing vacation rentals
Cottage in Ashfield
4.97 out of 5 average rating, 304 reviewshope house
Tiny home in Brattleboro
4.86 out of 5 average rating, 174 reviews“Sugar Maple” Rustic Cabin Getaway with Fireplace
Home in New Lebanon
4.99 out of 5 average rating, 351 reviewsThe old sawmill from 1771
Apartment in Great Barrington
4.95 out of 5 average rating, 322 reviewsPrivate En Suite in Beautiful Victorian
Apartment in Brookfield
4.94 out of 5 average rating, 190 reviewsPeaceful apartment on 3.5 acres w/ Artist studio.
Home in Monterey
4.93 out of 5 average rating, 310 reviewsCharming cottage w/ gorgeous views.
Cottage in Becket
4.96 out of 5 average rating, 137 reviewsCozy lakeside cottage
Home in Putney
4.85 out of 5 average rating, 128 reviewsSpacious Loft with View
House rentals in Western Massachusetts
Home in Dalton
4.88 out of 5 average rating, 116 reviewsThe Yellow House
Home in Pownal
4.98 out of 5 average rating, 217 reviewsCozy Vermont mini-house
Home in Williamsburg
4.99 out of 5 average rating, 163 reviewsHilltown Studio
Home in Lee
4.89 out of 5 average rating, 238 reviewsCozy Berkshires Cottage
Home in New Paltz
4.97 out of 5 average rating, 687 reviewsVictorian Haven
Home in Northampton
4.98 out of 5 average rating, 102 reviewsDiscover Cozy Elegance in the Heart of Northampton
Home in Feeding Hills
4.89 out of 5 average rating, 892 reviewsFarm Fresh Feeding Hills
Home in Bennington
4.99 out of 5 average rating, 242 reviewsCozy Modern Sugar House with spectacular views.
Lakefront house rentals in Western Massachusetts
Home in Ghent
4.87 out of 5 average rating, 273 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Home in Wappingers Falls
4.97 out of 5 average rating, 112 reviewsTranquil Tree-House on the beautiful Hudson River
Home in Winchendon
4.8 out of 5 average rating, 154 reviewsWaterfront home 2 bedrooms withdeck beach and dock
Home in Becket
4.93 out of 5 average rating, 119 reviewsLake front retreat - Stylish Berkshire home
Home in Mont Vernon
4.95 out of 5 average rating, 139 reviews~ Private Waterfront, Hot Tub, King Bed ~
Home in Preston
5.0 out of 5 average rating, 123 reviewsNew Lake Front Home w/ Game Room & Stunning Views
Home in Woodstock
4.94 out of 5 average rating, 274 reviewsWoodstock Historic Artist Estate - The Pond House
Home in Vernon
4.99 out of 5 average rating, 119 reviewsLuxe Bolton Lake!
Destinations to explore
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