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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
8–13 Aug
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5.0 out of 5 average rating, 116 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, 34 reviews
Guest favourite
Chalet in Stockbridge
Vermont Chalet
2 bedrooms, 2 beds
16–21 Aug
4.85 out of 5 average rating, 201 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, 130 reviews
Top guest favourite
Cabin in Stockbridge
RZEKA Cottage: Riverfront home in the Green mts.
3 bedrooms, 4 beds
11–16 Aug
4.95 out of 5 average rating, 66 reviews
Top guest favourite
Chalet in Stockbridge
Gnome Home Mountain Ski Chalet w/Sauna Killington
4 bedrooms, 6 beds
14–19 Aug
4.97 out of 5 average rating, 164 reviews
Guest favourite
Home in Stockbridge
1800s Farmhouse with River Access. Private w/ Land
3 bedrooms, 3 beds
10–15 Aug
4.94 out of 5 average rating, 36 reviews
Top guest favourite
Cabin in Bethel
Firefly Cottage
1 bedroom, 1 bed
25–30 Oct
4.97 out of 5 average rating, 96 reviews
Bungalow in Pittsfield
Woodland Retreat ~ Green Mtns ~ Hike Bike Ski
2 bedrooms, 4 beds
21–26 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cabin in Pittsfield
Tiny Vermont Cabin!
1 bedroom, 1 queen bed
30 Aug – 4 Sept
4.98 out of 5 average rating, 192 reviews
Guest favourite
Home in Stockbridge
Centrally located for your Vermont adventures
3 bedrooms, 5 beds
11–16 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Killington
Holiday Haus- AC, game room, near golf
3 bedrooms, 6 beds
11–16 Aug
4.97 out of 5 average rating, 36 reviews
Top guest favourite
Cottage in Windsor
Ogden's Mill Farm
2 bedrooms, 3 beds
4–9 Nov
4.97 out of 5 average rating, 462 reviews
Guest favourite
Home in Stockbridge
Ski Home/Arcade Mountain Views Near Killington/Woo
3 bedrooms, 6 beds
21–26 Aug
5.0 out of 5 average rating, 22 reviews
Guest favourite
Home in Pittsfield
Peak Hill – 3 Bedroom, Hot Tub. Car Charger!
3 bedrooms, 5 beds
8–13 Aug
5.0 out of 5 average rating, 21 reviews
Guest favourite
Flat in Plymouth
Moguls Unit: Skyeship Gondola 2 miles w/ HOT TUB
2 bedrooms, 4 beds
13–18 Aug
4.93 out of 5 average rating, 202 reviews
Guest favourite
Cabin in Bethel
The Gourmet Cabin at Stitchdown Farm
1 bedroom, 1 queen bed
17–22 Aug
4.95 out of 5 average rating, 108 reviews
Top guest favourite
Chalet in Stockbridge
Cozy Vermont Chalet
4 bedrooms, 9 beds
3–8 Jan
4.94 out of 5 average rating, 103 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