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 Saugerties
4.94 out of 5 average rating, 65 reviewsPerfect Family Winter Retreat•Close to Ski•Firepit
Home in Cheshire
5 out of 5 average rating, 130 reviewsPool House
Home in Stanfordville
5 out of 5 average rating, 5 reviewsThe Round House w/ Heated Pool
Home in Lagrangeville
4.84 out of 5 average rating, 134 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Home in New Paltz
4.93 out of 5 average rating, 133 reviewsHarrison Field Holiday’s In The Hudson Valley
Home in Wallkill
4.89 out of 5 average rating, 47 reviewsResort style house with saltwater inground pool
Home in Corinth
4.99 out of 5 average rating, 204 reviewsBeautiful HotTub and Pool Home Adirondacks
Home in Plainfield
4.89 out of 5 average rating, 137 reviewsHistoric Home on 17 acres of land. Go escape!
Weekly house rentals
Home in Mount Tremper
4.9 out of 5 average rating, 216 reviewsStunning Modern Barn minutes from Woodstock 21N195
Home in Mt Tabor
4.92 out of 5 average rating, 179 reviewsNow thru Dec 15th 140.00
Home in Ancram
4.82 out of 5 average rating, 109 reviewsSecluded Post-And-Beam Retreat
Home in Queensbury
4.99 out of 5 average rating, 160 reviewsSunset Bay: Amazing waterfront w/ dock on 5 acres!
Home in Mount Tremper
4.97 out of 5 average rating, 154 reviewsPerfect Abbey Road Retreat
Home in Laconia
4.93 out of 5 average rating, 233 reviewsWaterfront w firepit, game room, close to gunstock
Home in Sturbridge
4.96 out of 5 average rating, 168 reviewsCedar Lake 3 Bed 3 1/2 Bath Home Sturbridge MA
Home in Woodstock
4.98 out of 5 average rating, 123 reviewsSpacious, Private, Close to Town, Work From Home
Private house rentals
Home in Warrensburg
4.94 out of 5 average rating, 112 reviewsPrivate Adirondack Chalet Game Room and Bar/Lounge
Home in Gardiner
4.91 out of 5 average rating, 225 reviewsRiverfront Stone Cottage Private/ hot tub/ boats
Home in Ulster Park
4.88 out of 5 average rating, 221 reviewsEntire lake house to yourself. Great for groups
Home in Jewett
4.87 out of 5 average rating, 54 reviews2023 Cave mountain house -Hunter/Windham mountain
Home in Greenville
4.87 out of 5 average rating, 243 reviewsBeautiful Fall cabin, North Catskills/Greenville
Home in Dublin
5 out of 5 average rating, 15 reviewsPrivate Field House - Spacious 4 Bedroom Home
Home in Catskill
4.92 out of 5 average rating, 256 reviewsCatskill Village House near parks/river
Home in Narragansett
4.81 out of 5 average rating, 36 reviewsQuiet & Cozy Beach Escape House
Destinations to explore
- Cambridge Holiday rentals
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