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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
28 Jul – 2 Aug
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4.94 out of 5 average rating, 128 reviews
Guest favourite
Chalet in Stockbridge
Vermont Chalet
4.86 out of 5 average rating, 196 reviews, 2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
Top guest favourite
Home in Stockbridge
Riverfront Retreat in Stockbridge
5.0 out of 5 average rating, 28 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
20–26 Jul
Top guest favourite
Cabin in Stockbridge
RZEKA Cottage: Riverfront home in the Green mts.
4.95 out of 5 average rating, 64 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, 33 reviews, 3 bedrooms, 3 beds, 2 bathrooms
18–23 Jul
Guest favourite
Home in Pittsfield
Peak Hill – 3 Bedroom, Hot Tub. Car Charger!
5.0 out of 5 average rating, 20 reviews, 3 bedrooms, 5 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Cabin in Bethel
Firefly Cottage
4.97 out of 5 average rating, 86 reviews, 1 bedroom, 1 bed, 1 bathroom
25–30 Oct
Top guest favourite
Home in Stockbridge
Unique Mountain Retreat
5.0 out of 5 average rating, 42 reviews, 4 bedrooms, 7 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Shipping container in Ludlow
Luxury Container Home with Sauna & Heated Pool
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Home in Mendon
New Firepit, Great Location, Dog Friendly, Kitchen
4.98 out of 5 average rating, 160 reviews, 3 bedrooms, 3 beds, 1 bathroom
17–22 Jul
Top guest favourite
Home in Rochester
Tiny House set between ski resorts and mtn bikehub
5.0 out of 5 average rating, 13 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Guest favourite
Home in Bethel
Fred Eddy Farmhouse
4.92 out of 5 average rating, 75 reviews, 2 bedrooms, 2 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Home in Stockbridge
Ski Home/Arcade Mountain Views Near Killington/Woo
5.0 out of 5 average rating, 21 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
26–31 Jul
Guest favourite
Cabin in Bethel
The Gourmet Cabin at Stitchdown Farm
4.95 out of 5 average rating, 108 reviews, 1 bedroom, 2 beds, 1 bathroom
12–17 Jul
Top guest favourite
Flat in Killington
Private Killington Retreat | Hot Tub | Fireplace
5.0 out of 5 average rating, 12 reviews, 2 bedrooms, 3 beds, 1 bathroom
18–23 Jul
Home in Pittsfield
Mountain Home 15 min to Killington
5.0 out of 5 average rating, 3 reviews, 6 bedrooms, 7 beds, 4 bathrooms
14–19 Jul
Top guest favourite
Flat in Randolph
Hebard Hill Hideaway
4.95 out of 5 average rating, 44 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug