House vacation rentals in Stockbridge
Find and book unique houses on Airbnb
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 a hot tub
Home in Putney
4.85 out of 5 average rating, 126 reviewsSpacious Loft with View
Home in Great Barrington
4.96 out of 5 average rating, 142 reviewsElegant Year-Round Lakeside Retreat with AC
Home in Pittsfield
4.98 out of 5 average rating, 102 reviewsHidden Oasis in the Mountains by Evergreen Home
Home in Colebrook
4.99 out of 5 average rating, 204 reviewsNorbrook Farm ~ Rustic farmhouse w/ pond & trails
Home in High Falls
5.0 out of 5 average rating, 196 reviewsOur Place - A Big Little House
Home in Saugerties
4.93 out of 5 average rating, 340 reviewsCatskills Oasis | Hot Tub, Fire Pit, Fenced Yard
Home in West Hurley
4.99 out of 5 average rating, 140 reviewsThe Monarch | Modern luxury | hot tub, firepit
Home in Hudson
4.95 out of 5 average rating, 251 reviewsLivingston Farmhouse Escape with hot tub and sauna
House rentals with a pool
Home in Ghent
4.87 out of 5 average rating, 272 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Home in New Paltz
4.98 out of 5 average rating, 440 reviewsmidcentury modern in ground pool walk 2 trail/town
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 Woodstock
4.91 out of 5 average rating, 214 reviewsJapanese Teahouse & Onsen, outside shower, tennis
Home in Cottekill
4.96 out of 5 average rating, 245 reviewsPeace & Privacy - High Falls (hot tub & salt pool)
Home in Saugerties
5.0 out of 5 average rating, 133 reviewsUpstate Modern Scandinavian Barn in the Catskills
Home in Hudson
4.95 out of 5 average rating, 112 reviewsHudson Retreat w/HotTub, PlungePool+ OutdoorShower
Weekly house rentals
Home in Lenox
4.96 out of 5 average rating, 170 reviewsLenox - Walk to Town - Berkshire Home
Home in Egremont
4.93 out of 5 average rating, 256 reviewsModern Farm House 5 minutes from Great Barrington
Home in Lenox
4.93 out of 5 average rating, 211 reviewsHeart of Lenox Walk to Town Cozy Cottage!
Home in Southwick
4.99 out of 5 average rating, 184 reviewsLinny's Lakeview Cottage
Home in Kerhonkson
5.0 out of 5 average rating, 213 reviewsCook House | Modern Cottage w/ Fireplace
Home in Putney
4.94 out of 5 average rating, 342 reviewsVermont Botanical Studio Apartment
Home in Germantown
4.96 out of 5 average rating, 261 reviewsModern Cottage, Views, Walking Trails, Fireplace!
Home in Ghent
4.98 out of 5 average rating, 108 reviewsStylish Hawthorne Valley Farmhouse Retreat
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
$100 before taxes and fees
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