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Search results; Over 1,000 homes in Stockbridge

Top guest favourite
Guest suite in Stockbridge
Studio Suite with Vermont Style & Amazing Views
1 bedroom, 1 bed, 1 private bathroom
15–20 Aug
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5.0 out of 5 average rating, 116 reviews
Top guest favourite
Chalet in Stockbridge
Gnome Home Mountain Ski Chalet w/Sauna Killington
4 bedrooms, 6 beds
27 Aug – 1 Sept
4.97 out of 5 average rating, 164 reviews
Top guest favourite
Home in Stockbridge
Riverfront Retreat in Stockbridge
3 bedrooms, 4 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Cabin in Stockbridge
1958 Classic "Hunting Cabin" w/ Breathtaking Views
1 bedroom, 1 double bed
7–12 Sept
4.94 out of 5 average rating, 132 reviews
Top guest favourite
Cabin in Stockbridge
RZEKA Cottage: Riverfront home in the Green mts.
3 bedrooms, 4 beds
17–22 Aug
4.95 out of 5 average rating, 66 reviews
Guest favourite
Home in Stockbridge
1800s Farmhouse with River Access. Private w/ Land
3 bedrooms, 3 beds
24–29 Aug
4.95 out of 5 average rating, 37 reviews
Home in Rochester
Iron Springs Cabin (Black Haus 2.0)
1 bedroom, 1 queen bed
26–31 Oct
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Killington
Ski, Bike, Hike. Golf. - AC - Killington.
3 bedrooms, 4 beds
30 Aug – 4 Sept
Guest favourite
Home in Stockbridge
Centrally located for your Vermont adventures
3 bedrooms, 5 beds
18–23 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Cabin in Bethel
Firefly Cottage
1 bedroom, 1 bed
1–6 Nov
4.97 out of 5 average rating, 96 reviews
Top guest favourite
Home in Rochester
The Guest House at Sky Hollow
2 bedrooms, 2 beds
8–13 Sept
4.97 out of 5 average rating, 236 reviews
Top guest favourite
Cabin in Bethel
Green Stone Getaway
2 bedrooms, 2 beds
15–20 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Chalet in Stockbridge
BENT TREE Vermont, Mtn Chalet 25 min to Killington
4 bedrooms, 7 beds
1–6 Sept
4.94 out of 5 average rating, 50 reviews
Top guest favourite
Home in Mendon
New Firepit, Great Location, Dog Friendly, Kitchen
3 bedrooms, 3 beds
19–24 Aug
4.98 out of 5 average rating, 166 reviews
Guest favourite
Cabin in Bethel
The Gourmet Cabin at Stitchdown Farm
1 bedroom, 1 queen bed
23–28 Aug
4.95 out of 5 average rating, 108 reviews
Guest favourite
Cabin in Bethel
Pasture View Cabin
1 bedroom, 2 double beds
16–21 Aug
4.84 out of 5 average rating, 96 reviews
Guest favourite
Home in Pittsfield
Post & Beam Vermont Farmhouse | Near Killington
3 bedrooms, 4 beds
4–9 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Room in Bridgewater
MT Retreat / Killington, Woodstock, Rutland, Okemo
1 queen bed
16–21 Aug
4.99 out of 5 average rating, 182 reviews
Top guest favourite
Cabin in Bethel
Phoebe’s Perch
1 bedroom, 3 beds
25–30 Aug
5.0 out of 5 average rating, 20 reviews