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Search results; Over 1,000 homes in Stockbridge

Top guest favourite
Cabin in Stockbridge
1958 Classic "Hunting Cabin" w/ Breathtaking Views
1 bedroom, 1 bed, 1 private bathroom
31 Aug – 5 Sept
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4.94 out of 5 average rating, 129 reviews
Top guest favourite
Home in Stockbridge
Riverfront Retreat in Stockbridge
5.0 out of 5 average rating, 31 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
2–7 Aug
Guest favourite
Chalet in Stockbridge
Vermont Chalet
4.85 out of 5 average rating, 199 reviews, 2 bedrooms, 2 beds, 1 bathroom
8–13 Sept
Top guest favourite
Guest suite in Stockbridge
Studio Suite with Vermont Style & Amazing Views
5.0 out of 5 average rating, 115 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Aug
Top guest favourite
Chalet in Stockbridge
Gnome Home Mountain Ski Chalet w/Sauna Killington
4.97 out of 5 average rating, 163 reviews, 4 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Cabin in Pittsfield
Tiny Vermont Cabin!
4.98 out of 5 average rating, 189 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Aug
Guest favourite
Home in Stockbridge
1800s Farmhouse with River Access. Private w/ Land
4.94 out of 5 average rating, 35 reviews, 3 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Cabin in Stockbridge
RZEKA Cottage: Riverfront home in the Green mts.
4.95 out of 5 average rating, 65 reviews, 3 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
Top guest favourite
Rooms in Royalton
Log Heaven
4.97 out of 5 average rating, 453 reviews, 2 bedrooms, 2 queen beds, 2 bathrooms
10–15 Aug
Guest favourite
Home in Stockbridge
Ski Home/Arcade Mountain Views Near Killington/Woo
5.0 out of 5 average rating, 22 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
16–21 Aug
Bungalow in Pittsfield
Woodland Retreat ~ Green Mtns ~ Hike Bike Ski
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 4 beds, 1 bathroom
22–27 Aug
Guest favourite
Cabin in Bethel
The Gourmet Cabin at Stitchdown Farm
4.95 out of 5 average rating, 108 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Guest favourite
Home in Stockbridge
Little House on the Green
5.0 out of 5 average rating, 13 reviews, 1 bedroom, 4 beds, 1 bathroom
2–7 Apr
Top guest favourite
Room in Randolph
Farm Stay in Antique Farmhouse
4.94 out of 5 average rating, 49 reviews, 1 queen bed, 1 bathroom
23–28 Aug
Guest favourite
Home in Stockbridge
Buck & Bev’s Bungalow (Triple B)
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
2–7 Jan
Top guest favourite
Home in Pittsfield
Skyeburst | Modern Mtn Home
4.98 out of 5 average rating, 41 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Aug
Guest favourite
Room in Brandon
Budget Friendly Large Room
4.84 out of 5 average rating, 405 reviews, 1 double bed, 1 bathroom
1–6 Aug
Guest favourite
Cabin in Woodstock
Hideaway Cabin by the Stream on 27 Acres
4.94 out of 5 average rating, 211 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Dec
Guest favourite
Guest suite in Barnard
Easy Peasy Studio - Barnard/Woodstock VT
4.87 out of 5 average rating, 164 reviews, 1 bed, 1 bathroom
21–26 Oct