House vacation rentals in Stockbridge
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Top-rated house rentals in Stockbridge
Guests agree: these houses 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 Stockbridge house rentals
House rentals with free parking
Home in Egremont
4.93 out of 5 average rating, 256 reviewsModern Farm House 5 minutes from Great Barrington
Home in Canaan
4.9 out of 5 average rating, 150 reviewsBerkshire Lakefront House with Amazing Views
Home in Lenox
4.96 out of 5 average rating, 170 reviewsLenox - Walk to Town - Berkshire Home
Home in Ghent
4.9 out of 5 average rating, 259 reviewsRenovated guesthouse on 52 acres!
Home in Hudson
4.86 out of 5 average rating, 132 reviews19th Century Mill House with River View
Home in Catskill
4.96 out of 5 average rating, 137 reviewsHEAVEN ON EARTH - Hudson Riverfront Home
Home in Great Barrington
4.96 out of 5 average rating, 142 reviewsElegant Year-Round Lakeside Retreat with AC
Home in Becket
4.95 out of 5 average rating, 38 reviewsNerd Preservation Sanctuary
House rentals with a pool
Home in Ghent
4.87 out of 5 average rating, 271 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Home in Woodstock
4.98 out of 5 average rating, 101 reviewsWoodstock Historic Artist Estate- The Museum House
Home in Hudson
4.93 out of 5 average rating, 227 reviewsCasa Luna Country Retreat with Pool, Hudson, NY
Home in New Paltz
4.98 out of 5 average rating, 438 reviewsmidcentury modern in ground pool walk 2 trail/town
Home in Hudson
4.95 out of 5 average rating, 112 reviewsHudson Retreat w/HotTub, PlungePool+ OutdoorShower
Home in Saugerties
5.0 out of 5 average rating, 133 reviewsUpstate Modern Scandinavian Barn in the Catskills
Home in Kerhonkson
4.94 out of 5 average rating, 326 reviewsCountry House: Rustic Charm With Modern Feel
Home in Litchfield
4.93 out of 5 average rating, 166 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
House rentals with a hot tub
Home in Pittsfield
4.98 out of 5 average rating, 102 reviewsHidden Oasis in the Mountains by Evergreen Home
Home in Catskill
4.95 out of 5 average rating, 146 reviewsHot Tub & Catskill hiking 15min from Hudson
Home in Colebrook
4.99 out of 5 average rating, 204 reviewsNorbrook Farm ~ Rustic farmhouse w/ pond & trails
Home in Otis
4.85 out of 5 average rating, 164 reviewsThe Meadows House @ Otis Ridge w/ 7-person hot tub
Home in Craryville
4.92 out of 5 average rating, 220 reviewsThe City Farmers Upstate. Farm house with hot tub
Home in Highland
4.96 out of 5 average rating, 111 reviewsHouse in Highland: Secluded Retreat
Home in Saugerties
4.93 out of 5 average rating, 339 reviewsCatskills Oasis | Hot Tub, Fire Pit, Fenced Yard
Home in Hudson
4.95 out of 5 average rating, 250 reviewsLivingston Farmhouse Escape with hot tub and sauna
Quick stats about house rentals in Stockbridge
Total rentals
60 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
2.3K reviews
Nightly prices starting at
G$20,887 GYD before taxes and fees
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