
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

Magical Farm Getaway - a must visit!

Ranch at Mendon Mt Orchards

Winter Wonderful Waitsfield Spacious VT Home w/Spa

Charming Barre Getaway

Charming Sugarbush Standalone Condo

Private Farmhouse with in ground pool!

Historic Home on 17 acres of land. Go escape!
Weekly house rentals

Modern Home in Lincoln Sauna / Pond / Ev Chg / Pvt

Home Sweet Home

Large New England Home w/ Gorgeous Mountain Views

Clean, Captivating VT Farmhouse near Stratton!

Sunapee Four Season Getaway with a Mountain View

Beautiful guesthouse -perfect for long stays

Holiday open Mtn Treasures Waiting

Holiday Retreat
Private house rentals

Charming Vacation Home in Manchester Center

2 Units, 1 Home | Perfect for Multiple Families

Bluebird Cottage - Three Min to Sugarbush Resort

FULL HOUSE w/HOT TUB - Waitsfield Common

Morin Manor, spacious home w/fireplace, large yard

4 story 3BR 2BA sunlit house w/ gorgeous mtn views

LaFlame Chalet - 10 mins to Sugarbush

Cozy Riverfront Home in beautiful Jamaica
Quick stats about house rentals in Stockbridge
Total rentals
30 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
980 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
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- Rentals with a fireplace Stockbridge
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- Stratton Mountain
- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Bolton Valley Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Cochran's Ski Area
- Fort Ticonderoga
- Tenney Mountain Resort
- Dartmouth Skiway
- Northeast Slopes Ski Tow
- Hildene, The Lincoln Family Home
- Ekwanok Country Club
- Cozy Cottages & Otter Valley Winery
- Dorset Field Club
- Vermont National Country Club
- Autumn Mountain Winery
- Country Club of Vermont
- Baker Hill Golf Club
- Fox Run Golf Club
- Adirondack Extreme Adventure Course
- Lincoln Peak Vineyard
- Bromley Mountain Ski Resort
- Family travel hub Tips and inspiration
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- Outdoor adventure Explore nature with the family
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- Kid-friendly state parks Check out these family-friendly hikes