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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
5.0 out of 5 average rating, 31 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
2–7 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
21–26 Jul
Guest favourite
Chalet in Stockbridge
Vermont Chalet
4.85 out of 5 average rating, 198 reviews, 2 bedrooms, 2 beds, 1 bathroom
31 Aug – 5 Sept
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
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
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
Guest favourite
Home in Pittsfield
Peak Hill – 3 Bedroom, Hot Tub. Car Charger!
5.0 out of 5 average rating, 21 reviews, 3 bedrooms, 5 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Cabin in Bethel
Firefly Cottage
4.97 out of 5 average rating, 88 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Sept
Top guest favourite
Cabin in Leicester
Log Cabin Getaway near Middlebury and Green Mtns
4.98 out of 5 average rating, 876 reviews, 2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
Guest favourite
Home in Killington
Beautiful ski house 8 min from mountains
4.88 out of 5 average rating, 93 reviews, 4 bedrooms, 6 beds, 2 bathrooms
21–26 Jul
Guest favourite
Cabin in Goshen
The Berghüttli: Glowing Swiss Hut in the Forest
4.97 out of 5 average rating, 142 reviews, 2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept
Flat in Rutland
Skier's dream, hiker's paradise!
New place to stay, 1 bedroom, 8 beds, 1 bathroom
21–26 Jul
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
Cabin in Royalton
Genuine Vermont Sugar House on 70 peaceful acres.
4.99 out of 5 average rating, 260 reviews, 1 bed, 1 bathroom
2–7 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
26–31 Jul
Top guest favourite
Cabin in Pittsfield
Tiny Vermont Cabin!
4.98 out of 5 average rating, 189 reviews, 1 bedroom, 1 bed, 1 bathroom
25–30 Jul
Guest favourite
Tent in Stockbridge
Serene & lovely camp site #2
5.0 out of 5 average rating, 7 reviews, 1 bed, No bathroom
22–27 Jul
Top guest favourite
Flat in Randolph
Phil's Place: Neat apartment close to downtown
4.99 out of 5 average rating, 233 reviews, 2 bedrooms, 2 beds, 1 bathroom
26–31 Jul