
House holiday 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.
Holiday 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

Luxury Condo Tucked in the Heart of Killington

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!
Weekly house rentals

Charming Vermont Schoolhouse

Skyeburst | Modern Mtn Home

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

Private Farmhouse w/ River Access Fly Fishing Hole

Fabulous Log Home in the Woods

Fred Eddy Farmhouse

Hideaway Mountain at Killington

Cottage in the middle of family horse farm
Private house rentals

BEST Views! Close to Silver Lake + Woodstock VT

Serene renovated farmhouse w/private swimming pond

Cozy Contemporary Downtown Texaco

Romantic Retreat, Hot Tub, near Killington Mtn

Barn Hollow Farm

Shimla - A Mountain Retreat

The Creek House in Barnard near Woodstock

Rockwell Haus: modern cabin 14 min from Killington
Quick stats about house rentals in Stockbridge
Total rentals
30 properties
Nightly prices starting at
$153 NZD 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 Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Quebec City Holiday rentals
- Rentals with a hot tub Stockbridge
- Pet-friendly rentals Stockbridge
- Rentals with outdoor seating Stockbridge
- Family-friendly rentals Stockbridge
- Rentals with a patio Stockbridge
- Rentals with a fire pit Stockbridge
- Rentals with a fireplace Stockbridge
- Rentals with a washing machine and dryer Stockbridge
- House rentals Windsor County
- House rentals Vermont
- House rentals United States
- Stratton Mountain
- Sugarbush Resort
- Okemo Mountain Resort
- Magic Mountain Ski Resort
- Fort Ticonderoga
- Bolton Valley Resort
- Tenney Mountain Resort
- Dorset Field Club
- Dartmouth Skiway
- Autumn Mountain Winery
- Northeast Slopes Ski Tow
- Cochran's Ski Area
- Pico Mountain Ski Resort
- Ekwanok Country Club
- Fox Run Golf Club
- Hildene, The Lincoln Family Home
- Lucky Bugger Vineyard & Winery
- Whaleback Mountain
- Mount Sunapee Resort
- Stratton Mountain Resort
- Baker Hill Golf Club
- Bromley Mountain Ski Resort
- Adirondack Extreme Adventure Course
- Montshire Museum of Science