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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
24–29 Aug
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4.94 out of 5 average rating, 129 reviews
Top guest favourite
Home in Stockbridge
Riverfront Retreat in Stockbridge
3 bedrooms, 4 beds, 1.5 bathrooms
2–7 Aug
5.0 out of 5 average rating, 31 reviews
Guest favourite
Chalet in Stockbridge
Vermont Chalet
2 bedrooms, 2 beds, 1 bathroom
31 Aug – 5 Sept
4.85 out of 5 average rating, 198 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
Chalet in Stockbridge
Gnome Home Mountain Ski Chalet w/Sauna Killington
4 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
4.97 out of 5 average rating, 163 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
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, 65 reviews
Top guest favourite
Home in Stockbridge
Unique Mountain Retreat
4 bedrooms, 7 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 42 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
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
Guest favourite
Home in Stockbridge
Ski/MTB/Arcade/Pool Table near Killington/Pico/Sug
6 bedrooms, 10 beds, 5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Cabin in Barnard
Romantic Retreat in Vermont
1 bedroom, 1 king bed, 1 bathroom
8–13 Aug
4.95 out of 5 average rating, 93 reviews
Top guest favourite
Cabin in Pittsfield
Tiny Vermont Cabin!
1 bedroom, 1 queen bed, 1 bathroom
8–13 Aug
4.98 out of 5 average rating, 189 reviews
Guest favourite
Cabin in Goshen
The Berghüttli: Glowing Swiss Hut in the Forest
2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept
4.97 out of 5 average rating, 143 reviews
Guest favourite
Flat in Plymouth
Moguls Unit: Skyeship Gondola 2 miles w/ HOT TUB
2 bedrooms, 4 beds, 1 bathroom
1–6 Aug
4.93 out of 5 average rating, 199 reviews
Top guest favourite
Home in Mendon
New Firepit, Great Location, Dog Friendly, Kitchen
3 bedrooms, 3 beds, 1 bathroom
12–17 Aug
4.98 out of 5 average rating, 162 reviews
Guest favourite
Cabin in Bethel
The Gourmet Cabin at Stitchdown Farm
1 bedroom, 2 queen beds, 1 bathroom
2–7 Aug
4.95 out of 5 average rating, 108 reviews
Top guest favourite
Tiny home in Ludlow
Alpine Reflection + Hot Tub
1 bedroom, 1 queen bed, 1 bathroom
18–23 Aug
4.96 out of 5 average rating, 102 reviews
Guest favourite
Home in Killington
Killington Condo Near Mountain Biking Trails
2 bedrooms, 5 beds, 2 bathrooms
1–6 Aug
4.94 out of 5 average rating, 63 reviews