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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
7–12 Sept
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4.94 out of 5 average rating, 130 reviews
Top guest favourite
Home in Stockbridge
Riverfront Retreat in Stockbridge
3 bedrooms, 4 beds, 1.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 34 reviews
Guest favourite
Chalet in Stockbridge
Vermont Chalet
2 bedrooms, 2 beds, 1 bathroom
8–13 Sept
4.85 out of 5 average rating, 199 reviews
Top guest favourite
Chalet in Stockbridge
Gnome Home Mountain Ski Chalet w/Sauna Killington
4 bedrooms, 6 beds, 2 bathrooms
3–9 Aug
4.97 out of 5 average rating, 163 reviews
Guest favourite
Home in Stockbridge
1800s Farmhouse with River Access. Private w/ Land
3 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
4.94 out of 5 average rating, 35 reviews
Top guest favourite
Cabin in Stockbridge
RZEKA Cottage: Riverfront home in the Green mts.
3 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
4.95 out of 5 average rating, 66 reviews
Top guest favourite
Guest suite in Stockbridge
Studio Suite with Vermont Style & Amazing Views
1 bedroom, 1 bed, 1 bathroom
4–9 Aug
5.0 out of 5 average rating, 115 reviews
Guest favourite
Home in Stockbridge
Ski Home/Arcade Mountain Views Near Killington/Woo
3 bedrooms, 6 beds, 2.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Chalet in Stockbridge
Cozy Vermont Chalet
4 bedrooms, 9 beds, 2 bathrooms
3–8 Jan
4.94 out of 5 average rating, 103 reviews
Top guest favourite
Home in Stockbridge
Unique Mountain Retreat
4 bedrooms, 7 beds, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 42 reviews
Bungalow in Pittsfield
Woodland Retreat ~ Green Mtns ~ Hike Bike Ski
2 bedrooms, 4 beds, 1 bathroom
22–27 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Rochester
Tiny House set between ski resorts and mtn bikehub
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Mendon
New Firepit, Great Location, Dog Friendly, Kitchen
3 bedrooms, 3 beds, 1 bathroom
17–22 Aug
4.98 out of 5 average rating, 163 reviews
Top guest favourite
Earthen home in Granville
Sculpted Earthen Yurt in Green Mtns
3 bedrooms, 4 beds, 1 bathroom
8–13 Aug
4.93 out of 5 average rating, 173 reviews
Guest favourite
Home in Pittsfield
Romantic Retreat, Hot Tub, near Killington Mtn
2 bedrooms, 2 beds, 1 bathroom
8–13 Aug
4.94 out of 5 average rating, 50 reviews
Guest favourite
Home in Pittsfield
Post & Beam Vermont Farmhouse | Near Killington
3 bedrooms, 4 beds, 2.5 bathrooms
4–9 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Cabin in Bethel
The Gourmet Cabin at Stitchdown Farm
1 bedroom, 1 queen bed, 1 bathroom
3–8 Aug
4.95 out of 5 average rating, 108 reviews
Guest favourite
Home in Stockbridge
Buck & Bev’s Bungalow (Triple B)
2 bedrooms, 3 beds, 1.5 bathrooms
2–7 Jan
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Cabin in Royalton
Genuine Vermont Sugar House on 70 peaceful acres.
1 bed, 1 bathroom
9–14 Aug
4.99 out of 5 average rating, 261 reviews