House holiday rentals in Western Massachusetts
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Top-rated house rentals in Western Massachusetts
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Western Massachusetts
House rentals with a pool
Home in Woodstock
4.98 out of 5 average rating, 101 reviewsWoodstock Historic Artist Estate- The Museum House
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
Home in New Paltz
4.98 out of 5 average rating, 437 reviewsmidcentury modern in ground pool walk 2 trail/town
Home in Colrain
4.88 out of 5 average rating, 112 reviewsThe 1770 House
Home in Ghent
4.87 out of 5 average rating, 271 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Home in Cold Spring
4.95 out of 5 average rating, 152 reviewsCozy, Modern Retreat in the Woods of Cold Spring
Home in Cheshire
5.0 out of 5 average rating, 118 reviewsPool House
Home in Hudson
4.93 out of 5 average rating, 227 reviewsCasa Luna Country Retreat with Pool, Hudson, NY
Weekly house rentals
Home in Becket
4.93 out of 5 average rating, 118 reviewsLake front retreat - Stylish Berkshire home
Home in Putney
4.95 out of 5 average rating, 309 reviewsCozy Train Depot in Putney Vermont
Home in Canaan
5.0 out of 5 average rating, 135 reviewsCountry Cottage
Home in Colrain
4.96 out of 5 average rating, 158 reviewsWMass- 5Bed, HotTub, BerkshireEast, Zoar,CrabApple
Home in Dalton
5.0 out of 5 average rating, 34 reviewsCleveland House - renovated Berkshires' gem.
Home in Putney
4.94 out of 5 average rating, 340 reviewsVermont Botanical Studio Apartment
Home in Lee
5.0 out of 5 average rating, 234 reviewsBerkshire Mountain retreat with Urban eco-luxuries
Home in Ware
4.88 out of 5 average rating, 113 reviewsLittle House Inn
Private house rentals
Home in Germantown
4.95 out of 5 average rating, 364 reviewsAirbnb Magazine Featured Gorgeous Swedish Barn
Home in Woodstock
4.91 out of 5 average rating, 217 reviewsDutch Touch Woodstock Cottage
Home in Rhinebeck
4.91 out of 5 average rating, 256 reviewsArchitectural wonder in the woods
Home in Hudson
4.86 out of 5 average rating, 132 reviews19th Century Mill House with River View
Home in Greenfield
4.88 out of 5 average rating, 164 reviewsPeaceful Blossoms Victorian Home
Home in Granby
4.82 out of 5 average rating, 159 reviewsClean, Spacious 3 BR Half-Duplex on Quiet 4+ Acres
Home in Cummington
4.89 out of 5 average rating, 100 reviewsBeautiful Secluded Country House
Home in Rhinebeck
5.0 out of 5 average rating, 165 reviewsEagle Rock House
Destinations to explore
- Cambridge Holiday rentals
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