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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, 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, 29 reviews
Guest favourite
Chalet in Stockbridge
Vermont Chalet
2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
4.86 out of 5 average rating, 196 reviews
Guest favourite
Home in Stockbridge
1800s Farmhouse with River Access. Private w/ Land
3 bedrooms, 3 beds, 2 bathrooms
18–23 Jul
4.94 out of 5 average rating, 33 reviews
Top guest favourite
Chalet in Stockbridge
Gnome Home Mountain Ski Chalet w/Sauna Killington
4 bedrooms, 6 beds, 2 bathrooms
20–26 Jul
4.97 out of 5 average rating, 163 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, 64 reviews
Guest favourite
Home in Stockbridge
Ski/MTB/Arcade/Pool Table near Killington/Pico/Sug
6 bedrooms, 10 beds, 5 bathrooms
26–31 Jul
5.0 out of 5 average rating, 10 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 Pittsfield
Post & Beam Vermont Farmhouse | Near Killington
3 bedrooms, 4 beds, 2.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Stockbridge
Centrally located for your Vermont adventures
3 bedrooms, 5 beds, 2 bathrooms
17–22 Jul
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Stockbridge
Killington ski house jacuzzi great for large group
6 bedrooms, 12 beds, 4 bathrooms
18–23 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Stockbridge
Ski Home/Arcade Mountain Views Near Killington/Woo
3 bedrooms, 6 beds, 2.5 bathrooms
26–31 Jul
5.0 out of 5 average rating, 21 reviews
Guest favourite
Home in Pittsfield
Killington area home - 4 seasons - hot tub and A/C
3 bedrooms, 10 beds, 2.5 bathrooms
16–21 Aug
4.85 out of 5 average rating, 256 reviews
Guest favourite
Home in Pittsfield
VT Cabin, close to Killington Mountain and lakes.
5 bedrooms, 4 beds, 3 bathrooms
14–19 Jul
4.96 out of 5 average rating, 47 reviews
Top guest favourite
Home in Bethel
Comfortable 3 Bedroom King size Master w/ En suite
3 bedrooms, 4 beds, 2 bathrooms
28 Aug – 2 Sept
4.95 out of 5 average rating, 114 reviews
Guest favourite
Cabin in Stockbridge
Stunning Artist Retreat Cabin
1 bedroom, 2 beds, No bathroom
19–24 Jul
4.92 out of 5 average rating, 72 reviews
Top guest favourite
Home in Pittsfield
Killington area Inn all to yourself! 9bd/10 bath
9 bedrooms, 14 beds, 10 bathrooms
23–28 Jul
5.0 out of 5 average rating, 52 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 Killington
Beautiful ski house 8 min from mountains
4 bedrooms, 6 queen beds, 2 bathrooms
19–24 Jul
4.88 out of 5 average rating, 93 reviews