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Search results; Over 1,000 homes in Berkshire

Guest favourite
Home in Berkshire, Vermont, US
1860 Farmhouse
6 bedrooms, 8 beds, 2.5 private bathrooms
18–23 Aug
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4.94 out of 5 average rating, 167 reviews
Top guest favourite
Cabin in Berkshire, Vermont, US
Rustic Log Cabin in Berkshire, Vermont
3 bedrooms, 4 beds, 1.5 bathrooms
30 Aug – 4 Sept
4.99 out of 5 average rating, 100 reviews
Top guest favourite
Cabin in Richford, Vermont, US
Cozy Cabin in a Cabin • Near Jay Peak Ski Resort
4 bedrooms, 5 beds, 2.5 bathrooms
8–13 Aug
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Home in Richford, Vermont, US
Peaceful + Cozy Farmhouse Near Jay Peak + Sutton
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 162 reviews
Guest favourite
Home in Berkshire, Vermont, US
Cape Hollow House - Beautiful summer location
3 bedrooms, 5 beds, 1 bathroom
4–9 Aug
4.83 out of 5 average rating, 48 reviews
Superhost
Tiny home in Berkshire, Vermont, US
Rustic Vermont Tiny Home - Off Grid
2 beds, 1 bathroom
4–9 Aug
4.93 out of 5 average rating, 46 reviews
Guest favourite
Home in Berkshire, Vermont, US
Quiet Vermont Getaway w/ Stunning Views
4 bedrooms, 4 beds, 2.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Berkshire, Vermont, US
The Farmhouse
4 bedrooms, 6 beds, 2 bathrooms
4–9 Aug
5.0 out of 5 average rating, 31 reviews
Guest favourite
Bed and breakfast in Philipsburg, Canada
Le Champlain B&B, Saint-Armand (Bedroom 5)
1 bedroom, 2 single beds, 1.5 bathrooms
16–21 Aug
4.98 out of 5 average rating, 52 reviews
Guest favourite
Chalet in Sutton, Canada
Le chalet des bois, Peace and calm in the woods
1 bedroom, 3 beds, 1 bathroom
18–23 Sept
4.95 out of 5 average rating, 264 reviews
Top guest favourite
Farm stay in Fairfield, Vermont, US
Meadow Cottage on Organic Farm with Mountain Views
1 bedroom, 2 beds, 1 bathroom
15–20 Aug
4.97 out of 5 average rating, 462 reviews
Superhost
Cabin in Richford, Vermont, US
Scandi Cabin • Expansive Deck & Green Mtn Views
1 bedroom, 1 king bed, 1 bathroom
6–11 Aug
New place to stay
Top guest favourite
Cabin in Brome, Canada
"Le Shac" a bit of paradise awaits you
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 165 reviews
Guest favourite
Home in Berkshire, Vermont, US
Cozy Vermont Home Near Jay Peak & Wedding Venues
3 bedrooms, 4 beds, 2 bathrooms
7–12 Aug
4.95 out of 5 average rating, 22 reviews
Guest favourite
Farm stay in Fairfield, Vermont, US
Organic Farm Hideaway Home and Pond
3 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
4.98 out of 5 average rating, 330 reviews
Guest favourite
Chalet in Dunham, Canada
Le Martin Pêcheur, lakeside chalet
3 bedrooms, 4 beds, 1 bathroom
20–25 Sept
4.95 out of 5 average rating, 83 reviews
Guest favourite
Guest house in Fairfax, Vermont, US
Firefly Meadows Farm Sunset Vista Cabin
1 bedroom, 2 single beds, 1.5 bathrooms
4–9 Aug
4.91 out of 5 average rating, 162 reviews
Guest favourite
Place to stay in Magog, Canada
Rustic Room in Ancestral House
1 bedroom, 2 double beds, 1.5 bathrooms
9–14 Aug
4.87 out of 5 average rating, 100 reviews
Top guest favourite
Flat in Richford, Vermont, US
Northern Vermont shackteau
2 bedrooms, 2 beds, 1 bathroom
6–11 Aug
4.94 out of 5 average rating, 156 reviews