
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 pool

Pond, Pool, Mountain Views | Au Bout du Chemin

Epic Views of the Green Mountains

Ranch at Mendon Mt Orchards

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

Charming Sugarbush Standalone Condo

Dana Road House Sunlit VT Country Home w/HotTub

Historic Home on 17 acres of land. Go escape!

Luxurious family retreat home in the mountains
Weekly house rentals

Charming Vermont Schoolhouse

BEST Views! Close to Silver Lake + Woodstock VT

Skyeburst | Modern Mtn Home

Chalet Suite | 2BR+Loft (Secure Mtn Bike Storage)

Private Farmhouse w/ River Access Fly Fishing Hole

Fred Eddy Farmhouse

Hideaway Mountain at Killington

Cottage in the middle of family horse farm
Private house rentals

Quaint Cottage

Fish, Bike, Golf, or Hike!

Fabulous Log Home in the Woods

Secluded Chittenden Home close to MT Top Inn

Architectural House Prickly Mountain

Barn Hollow Farm

Rockwell Haus: modern cabin 14 min from Killington

Rural 2br house near horseback riding
Quick stats about house rentals in Stockbridge
Total rentals
30 properties
Nightly prices starting at
€ 77 before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- Mount Pocono Vacation rentals
- Quebec City Vacation rentals
- The Hamptons Vacation rentals
- Rentals with a fire pit Stockbridge
- Pet-friendly rentals Stockbridge
- Rentals with a washer and dryer Stockbridge
- Rentals with a fireplace Stockbridge
- Rentals with a patio Stockbridge
- Family-friendly rentals Stockbridge
- Rentals with a hot tub Stockbridge
- Rentals with outdoor seating Stockbridge
- House rentals Windsor County
- House rentals Vermont
- House rentals United States
- Stratton Mountain
- Okemo Mountain Resort
- Sugarbush Resort
- Magic Mountain Ski Resort
- Fort Ticonderoga
- Tenney Mountain Resort
- Bolton Valley Resort
- Dartmouth Skiway
- Stratton Mountain Resort
- Dorset Field Club
- Cochran's Ski Area
- Pico Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Lucky Bugger Vineyard & Winery
- Ekwanok Country Club
- Fox Run Golf Club
- Whaleback Mountain
- Northeast Slopes Ski Tow
- Autumn Mountain Winery
- Montshire Museum of Science
- Baker Hill Golf Club
- Mount Sunapee Resort
- Adirondack Extreme Adventure Course
- Storrs Hill Ski Area