House vacation rentals in Stockbridge
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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 Mendon
4.88 out of 5 average rating, 210 reviewsRanch at Mendon Mt Orchards
Oct 23 – 30
Home in Plainfield
4.89 out of 5 average rating, 119 reviewsHistoric Home on 17 acres of land. Go escape!
Oct 26 – Nov 2
Home in Peru
4.92 out of 5 average rating, 139 reviewsBeautiful Bromley/Manchester VT Retreat w/hot tub
Sep 18 – 25
Home in Warren
4.81 out of 5 average rating, 107 reviewsCharming Sugarbush Standalone Condo
May 15 – 22
Home in Killington
5.0 out of 5 average rating, 31 reviewsBearmont! Pool, HotTub, AC, FirePit
Jun 4 – 11
Home in Chittenden
4.9 out of 5 average rating, 81 reviewsComfortable, relaxing large country home
Aug 25 – Sep 1
Home in Bridgewater
4.9 out of 5 average rating, 41 reviewsLuxurious family retreat home in the mountains
Dec 26 – Jan 2
Home in Killington
5.0 out of 5 average rating, 28 reviews* Slope Side Sauna w/ Shuttle *
Sep 18 – 25
Weekly house rentals
Home in Rutland
5.0 out of 5 average rating, 121 reviewsONE ROOM SCHOOL HOUSE
Jun 23 – 30
Home in Tunbridge
4.98 out of 5 average rating, 316 reviewsThe Barnbrook House
Jan 5 – 12
Home in Hartford
4.95 out of 5 average rating, 130 reviewsThe Quechee Haus: VT Retreat with Outdoor Hot Tub
Sep 15 – 22
Home in Roxbury
4.9 out of 5 average rating, 157 reviewsCaptain Tom's Cabin - Secluded Vermont Getaway
Aug 14 – 21
Home in Fairlee
4.96 out of 5 average rating, 412 reviewsCozy Bow House Perched in Trees w/ Hot Tub & View
Apr 14 – 21
Home in West Windsor
4.98 out of 5 average rating, 163 reviewsMeadow View. 35 acres outside your door!
Apr 7 – 14
Home in Ripton
4.89 out of 5 average rating, 257 reviewsCozy cottage near nature
Aug 24 – 31
Home in Newbury
4.97 out of 5 average rating, 114 reviewsWright’s Mountain Retreat with Sauna
Nov 1 – 8
Private house rentals
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
Mar 4 – 11
Home in Bethel
4.95 out of 5 average rating, 84 reviewsComfortable 3 Bedroom King size Master w/ En suite
Mar 1 – 8
Home in Woodstock
5.0 out of 5 average rating, 10 reviewsWinterfound Farm - renovated VT barn & farm stay
May 27 – Jun 3
Home in Hancock
4.91 out of 5 average rating, 89 reviewsThe Branch House | between Sugarbush & Killington
Sep 9 – 16
Home in Bethel
4.93 out of 5 average rating, 42 reviews150 acres of serenity at Light Hill in Barnard, VT
Jun 8 – 15
Home in Rochester
5.0 out of 5 average rating, 42 reviewsSecluded Oasis: Sugarbush, Killington, Mtn Biking
Oct 11 – 18
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
ﺩ.ﺇ404 before taxes and fees
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