
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

Magical Farm Getaway - a must visit!

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

Farmhouse, Fireplace & Office | Wheelock Hideaway

Historic Home on 17 acres of land. Go escape!

Historic 1850’s Renovated Farmhouse w/ Pool!
Weekly house rentals

Skyeburst | Modern Mtn Home

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

Private Farmhouse w/ River Access Fly Fishing Hole

Ski, snow mobile, hiking, fun on slopes & trails!

Nature Lover's Paradise

The McKinley House

Hideaway Mountain at Killington

150 acres of serenity at Light Hill in Barnard, VT
Private house rentals

Charming Vermont Schoolhouse

Fabulous Log Home in the Woods

Fred Eddy Farmhouse

*New* Skye Ridge Lodge: 3 Bd, Hot Tub, Fireplace

Cottage in the middle of family horse farm

Architectural House Prickly Mountain

Barn Hollow Farm

The Creek House in Barnard near Woodstock
Quick stats about house rentals in Stockbridge
Total rentals
30 properties
Nightly prices starting at
G$18,810 GYD 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
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- Rentals with a fire pit Stockbridge
- Family-friendly rentals Stockbridge
- Pet-friendly rentals Stockbridge
- Rentals with a washer and dryer Stockbridge
- Rentals with a hot tub Stockbridge
- Rentals with a fireplace Stockbridge
- Rentals with outdoor seating Stockbridge
- Rentals with a patio 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
- Tenney Mountain Resort
- Bolton Valley Resort
- Dartmouth Skiway
- Dorset Field Club
- Pico Mountain Ski Resort
- Autumn Mountain Winery
- Northeast Slopes Ski Tow
- Cochran's Ski Area
- Whaleback Mountain
- Ekwanok Country Club
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Lucky Bugger Vineyard & Winery
- Mount Sunapee Resort
- Stratton Mountain Resort
- Adirondack Extreme Adventure Course
- Killington Adventure Center
- Baker Hill Golf Club
- Bromley Mountain Ski Resort