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Search results; Over 1,000 homes in Berkshire

Top guest favourite
Cabin in Berkshire, Vermont, US
Rustic Log Cabin in Berkshire, Vermont
3 bedrooms, 4 beds, 1.5 private bathrooms
12–17 Jul
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4.99 out of 5 average rating, 99 reviews
Top guest favourite
Cabin in Richford, Vermont, US
Cozy Cabin in a Cabin • Near Jay Peak Ski Resort
5.0 out of 5 average rating, 19 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
12–17 Jul
Guest favourite
Home in Berkshire, Vermont, US
Cozy Vermont Home Near Jay Peak & Wedding Venues
4.95 out of 5 average rating, 21 reviews, 3 bedrooms, 4 beds, 2 bathrooms
15–20 Jul
Guest favourite
Home in Berkshire, Vermont, US
1860 Farmhouse
4.94 out of 5 average rating, 166 reviews, 6 bedrooms, 8 beds, 2.5 bathrooms
29 Jul – 3 Aug
Top guest favourite
Home in Richford, Vermont, US
Peaceful + Cozy Farmhouse Near Jay Peak + Sutton
4.99 out of 5 average rating, 160 reviews, 2 bedrooms, 3 beds, 1 bathroom
20–25 Jul
Top guest favourite
Farm stay in Berkshire, Vermont, US
The Berkshire House - Spacious Farmhouse
4.98 out of 5 average rating, 58 reviews, 7 bedrooms, 9 beds, 4 bathrooms
28 Jul – 2 Aug
Guest favourite
Home in Berkshire, Vermont, US
Cape Hollow House - Beautiful summer location
4.83 out of 5 average rating, 48 reviews, 3 bedrooms, 5 beds, 1 bathroom
12–17 Jul
Top guest favourite
Home in Berkshire, Vermont, US
The Farmhouse
5.0 out of 5 average rating, 31 reviews, 4 bedrooms, 6 beds, 2 bathrooms
12–17 Jul
Guest favourite
Home in Berkshire, Vermont, US
Quiet Vermont Getaway w/ Stunning Views
5.0 out of 5 average rating, 5 reviews, 4 bedrooms, 4 beds, 2.5 bathrooms
12–17 Jul
Superhost
Home in Richford, Vermont, US
Cozy Farmhouse - Stargaze + Unwind - 5 Star Views
4 bedrooms, 5 beds, 2 bathrooms
15–20 Jul
Superhost
Tiny home in Berkshire, Vermont, US
Rustic Vermont Tiny Home - Off Grid
4.93 out of 5 average rating, 45 reviews, 2 beds, 1 bathroom
12–17 Jul
Top guest favourite
Flat in Richford, Vermont, US
Northern Vermont shackteau
4.94 out of 5 average rating, 156 reviews, 2 bedrooms, 2 beds, 1 bathroom
13–18 Jul
Top guest favourite
Cottage in Franklin, Vermont, US
3 BR Camp on Lake Carmi
5.0 out of 5 average rating, 42 reviews, 3 bedrooms, 3 beds, 1 bathroom
7–12 Sept
Top guest favourite
Home in Montgomery, Vermont, US
Pet Welcoming Cottage l Hiking + Fishing + Golf
5.0 out of 5 average rating, 14 reviews, 3 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
Home in Enosburg, Vermont, US
Renovated Farmhouse
5.0 out of 5 average rating, 3 reviews, 6 bedrooms, 7 beds, 2 bathrooms
1–6 Aug
Guest favourite
Place to stay in Knowlton, Canada
Chez Quinn
4.87 out of 5 average rating, 91 reviews, 5 bedrooms, 5 beds, 3.5 bathrooms
30 Aug – 4 Sept
Chalet in Potton, Canada
Chalet l'Échappée - bouger et vous reposer
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 5 beds, 2 bathrooms
12–17 Jul
Guest favourite
Cabin in Montgomery, Vermont, US
Secluded Montgomery Cabin near Jay Peak
4.9 out of 5 average rating, 113 reviews, 3 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Cottage in Franklin, Vermont, US
Lakehouse w/ private yard, lake & mtn. views.
4.95 out of 5 average rating, 43 reviews, 2 bedrooms, 8 beds, 1 bathroom
5–10 Sept