House holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Stockbridge
House rentals with a pool
Home in Killington
4.92 out of 5 average rating, 165 reviewsCozy Condo Tucked in the Heart of Killington
8–15 Aug
Home in Plainfield
4.89 out of 5 average rating, 119 reviewsHistoric Home on 17 acres of land. Go escape!
4–11 Apr
Home in Peru
4.92 out of 5 average rating, 139 reviewsBeautiful Bromley/Manchester VT Retreat w/hot tub
22–29 Sep
Home in Salem
4.98 out of 5 average rating, 180 reviewsMagical Farm Getaway - a must visit!
12–19 Apr
Home in Warren
4.81 out of 5 average rating, 107 reviewsCharming Sugarbush Standalone Condo
5–12 May
Home in Killington
4.97 out of 5 average rating, 37 reviews2 Minute Shuttle to the Slopes Unit 9
15–22 May
Home in Killington
4.98 out of 5 average rating, 45 reviewsGlamorous Dog Friendly 2BR 2.5 Bath w/ Pool Sauna
2–9 Sep
Home in Killington
5.0 out of 5 average rating, 27 reviews* Slope Side Sauna w/ Shuttle *
25 Jun – 2 Jul
Weekly house rentals
Home in Rochester
4.9 out of 5 average rating, 282 reviewsMountain Home ready for you!
19–26 Sep
Home in Hartford
4.95 out of 5 average rating, 130 reviewsThe Quechee Haus: VT Retreat with Outdoor Hot Tub
25 Aug – 1 Sep
Home in Woodstock
5.0 out of 5 average rating, 110 reviewsBeautiful Woodstock Home-Perfect for entertaining
17–24 Sep
Home in Ripton
4.89 out of 5 average rating, 257 reviewsCozy cottage near nature
13–20 May
Home in Fairlee
4.96 out of 5 average rating, 411 reviewsCozy Bow House Perched in Trees w/ Hot Tub & View
5–12 Mar
Home in Newbury
4.97 out of 5 average rating, 114 reviewsWright’s Mountain Retreat with Sauna
24–31 Mar
Home in Rutland
5.0 out of 5 average rating, 121 reviewsONE ROOM SCHOOL HOUSE
26 Jul – 2 Aug
Home in S Londonderry
4.95 out of 5 average rating, 270 reviewsCozy barn apartment in So. Vermont
28 Jan – 4 Feb
Private house rentals
Home in Rochester
4.93 out of 5 average rating, 202 reviewsPorch House
8–15 Jan
Home in Killington
4.88 out of 5 average rating, 215 reviewsTanglewood Vista Ski Home: Close|Hot Tub|Sauna|BBQ
11–18 May
Home in South Londonderry
4.85 out of 5 average rating, 100 reviewsLovers Honey Pond Treehouse with hot tub & sauna
16–23 Mar
Home in Pittsfield
4.97 out of 5 average rating, 38 reviewsHideaway Mountain at Killington
5–12 Jun
Home in Stockbridge
4.96 out of 5 average rating, 26 reviewsThe Views @ Music Mountain
23–30 Aug
Home in Barnard
4.98 out of 5 average rating, 90 reviewsThe Looking Glass, a modernistic escape
17–24 Feb
Home in Stockbridge
4.88 out of 5 average rating, 16 reviewsFarmhouse Cabin
4–11 Dec
Home in Bethel
4.95 out of 5 average rating, 84 reviewsComfortable 3 Bedroom King size Master w/ En suite
5–12 Apr
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
1.7T reviews
Nightly prices starting at
₹9,175 before taxes and fees
Destinations to explore
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