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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
Guest favourite
Home in Berkshire, Vermont, US
Cape Hollow House - Beautiful summer location
3 bedrooms, 5 beds, 1 bathroom
16–21 Aug
4.83 out of 5 average rating, 48 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
17–22 Aug
5.0 out of 5 average rating, 22 reviews
Guest favourite
Home in Berkshire, Vermont, US
Cozy Vermont Home Near Jay Peak & Wedding Venues
3 bedrooms, 4 beds, 2 bathrooms
28 Sept – 3 Oct
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Flat in Richford, Vermont, US
Northern Vermont shackteau
2 bedrooms, 2 beds, 1 bathroom
20–25 Aug
4.94 out of 5 average rating, 158 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
Top guest favourite
Home in Berkshire, Vermont, US
The Farmhouse
4 bedrooms, 6 beds, 2 bathrooms
17–22 Aug
5.0 out of 5 average rating, 31 reviews
Cottage in Montgomery, Vermont, US
Chic Montgomery Haven | 4 Beds, Games & Workspace
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Home in Dunham, Canada
Chalet on Lake Selby
5 bedrooms, 5 beds, 2 bathrooms
17–22 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Farm stay in Fairfield, Vermont, US
Organic Farm Hideaway Home and Pond
3 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
4.98 out of 5 average rating, 330 reviews
Top guest favourite
Cottage in Franklin, Vermont, US
Lakehouse w/ private yard, lake & mtn. views.
2 bedrooms, 2 queen beds, 1 bathroom
9–14 Sept
4.94 out of 5 average rating, 50 reviews
Top guest favourite
Cottage in Dunham, Canada
Lakeside Chalet • Exceptional View
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.96 out of 5 average rating, 25 reviews
Home in Abercorn, Canada
Domaine du Maréchal
2 bedrooms, 4 beds, 1.5 bathrooms
31 Aug – 5 Sept
Top guest favourite
Home in Abercorn, Canada
Modern, clean, natural light filled chalet
2 bedrooms, 2 beds, 2 bathrooms
16–21 Oct
4.99 out of 5 average rating, 74 reviews
Guest favourite
Home in Dunham, Canada
Cozy home, Lake 2 min walk 2 kayaks available
4 bedrooms, 5 beds, 1 bathroom
17–22 Aug
4.93 out of 5 average rating, 41 reviews
Guest favourite
Tiny home in Mansonville, Canada
La Cabine Potton
2 bedrooms, 4 beds, 1 bathroom
28 Aug – 2 Sept
4.96 out of 5 average rating, 208 reviews
Guest favourite
Home in Montgomery, Vermont, US
Private 3BR, 1.5 Bath — Green Mountain Guesthouse
3 bedrooms, 5 beds, 1.5 bathrooms
16–21 Aug
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Cabin in Enosburg, Vermont, US
The Rustic Retreat at Twin Ponds
2 bedrooms, 3 beds, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 204 reviews