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
Home in Killington
4.92 out of 5 average rating, 165 reviewsCozy Condo Tucked in the Heart of Killington
Aug 28 – Sep 4
Home in Plainfield
4.89 out of 5 average rating, 119 reviewsHistoric Home on 17 acres of land. Go escape!
Dec 27 – Jan 3
Home in Peru
4.92 out of 5 average rating, 139 reviewsBeautiful Bromley/Manchester VT Retreat w/hot tub
Mar 5 – 12
Home in Warren
4.81 out of 5 average rating, 107 reviewsCharming Sugarbush Standalone Condo
May 3 – 10
Home in Killington
5.0 out of 5 average rating, 31 reviewsBearmont! Pool, HotTub, AC, FirePit
Jun 1 – 8
Home in Killington
5.0 out of 5 average rating, 28 reviews* Slope Side Sauna w/ Shuttle *
Jul 11 – 18
Home in Bridgewater
4.9 out of 5 average rating, 41 reviewsLuxurious family retreat home in the mountains
Oct 31 – Nov 7
Home in Chittenden
4.9 out of 5 average rating, 81 reviewsComfortable, relaxing large country home
Sep 23 – 30
Weekly house rentals
Home in Rutland
5.0 out of 5 average rating, 121 reviewsONE ROOM SCHOOL HOUSE
May 30 – Jun 6
Home in Hartford
4.95 out of 5 average rating, 130 reviewsThe Quechee Haus: VT Retreat with Outdoor Hot Tub
Dec 10 – 17
Home in Ripton
4.89 out of 5 average rating, 257 reviewsCozy cottage near nature
Aug 20 – 27
Home in Goshen
4.82 out of 5 average rating, 251 reviewsNature Lover's Paradise
Aug 8 – 15
Home in Newbury
4.97 out of 5 average rating, 114 reviewsWright’s Mountain Retreat with Sauna
Mar 31 – Apr 7
Home in West Windsor
4.98 out of 5 average rating, 163 reviewsMeadow View. 35 acres outside your door!
Oct 23 – 30
Home in Fairlee
4.96 out of 5 average rating, 411 reviewsCozy Bow House Perched in Trees w/ Hot Tub & View
Feb 6 – 13
Home in Barre
4.92 out of 5 average rating, 321 reviewsSouth(ern) Comfort
Mar 30 – Apr 6
Private house rentals
Home in Ludlow
4.92 out of 5 average rating, 139 reviews149 Upper Crossroad Unit A
Oct 20 – 27
Home in Pittsfield
4.97 out of 5 average rating, 38 reviewsHideaway Mountain at Killington
Apr 8 – 15
Home in Stockbridge
4.96 out of 5 average rating, 27 reviewsThe Views @ Music Mountain
May 27 – Jun 3
Home in Barnard
4.98 out of 5 average rating, 90 reviewsThe Looking Glass, a modernistic escape
Feb 17 – 24
Home in Stockbridge
4.88 out of 5 average rating, 16 reviewsFarmhouse Cabin
Feb 28 – Mar 7
Home in Bethel
4.95 out of 5 average rating, 84 reviewsComfortable 3 Bedroom King size Master w/ En suite
Mar 27 – Apr 3
Home in Bethel
4.93 out of 5 average rating, 42 reviews150 acres of serenity at Light Hill in Barnard, VT
Jun 15 – 22
Home in Rochester
5.0 out of 5 average rating, 42 reviewsSecluded Oasis: Sugarbush, Killington, Mtn Biking
Oct 17 – 24
Quick stats about house rentals in Stockbridge
Total rentals
50 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
1.7K reviews
Nightly prices starting at
€ 103 before taxes and fees
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