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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 bathrooms
8–13 Sept
4.99 out of 5 average rating, 101 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
25–30 Aug
5.0 out of 5 average rating, 22 reviews
Guest favourite
Home in Berkshire, Vermont, US
Cape Hollow House - Beautiful summer location
3 bedrooms, 5 beds, 1 bathroom
26–31 Aug
4.83 out of 5 average rating, 48 reviews
Guest favourite
Home in Berkshire, Vermont, US
1860 Farmhouse
6 bedrooms, 8 beds, 2.5 bathrooms
20–25 Aug
4.94 out of 5 average rating, 168 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
Flat in Richford, Vermont, US
Northern Vermont shackteau
2 bedrooms, 2 beds, 1 bathroom
21–26 Aug
4.94 out of 5 average rating, 159 reviews
Top guest favourite
Home in Berkshire, Vermont, US
The Farmhouse
4 bedrooms, 6 beds, 2 bathrooms
20–25 Aug
5.0 out of 5 average rating, 32 reviews
Guest favourite
Home in Berkshire, Vermont, US
Cozy Vermont Home Near Jay Peak & Wedding Venues
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.95 out of 5 average rating, 22 reviews
Guest favourite
Cabin in Montgomery, Vermont, US
Jay Peak Retreat
1 bedroom, 2 beds, 1.5 bathrooms
27 Aug – 1 Sept
4.94 out of 5 average rating, 185 reviews
Top guest favourite
Treehouse in Newport, Vermont, US
Secluded Luxury Treehouse - Hot Tub + Projector
1 bedroom, 1 king bed, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 330 reviews
Superhost
Cabin in Richford, Vermont, US
Scandi Cabin • Expansive Deck & Green Mtn Views
1 bedroom, 1 king bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Home in Abercorn, Canada
Domaine du Maréchal
2 bedrooms, 4 beds, 1.5 bathrooms
31 Aug – 5 Sept
Guest favourite
Home in Dunham, Canada
Cozy home, Lake 2 min walk 2 kayaks available
4 bedrooms, 5 beds, 1 bathroom
8–13 Sept
4.93 out of 5 average rating, 42 reviews
Guest favourite
Cottage in Franklin, Vermont, US
3 BR Camp on Lake Carmi
3 bedrooms, 3 beds, 1 bathroom
22–27 Aug
4.94 out of 5 average rating, 47 reviews
Home in Barton, Vermont, US
Upscale NEK 100 Acre Retreat, Views, VAST & Skiing
3 bedrooms, 3 queen beds, 3.5 bathrooms
8–13 Sept
Guest favourite
Home in Brome-Missisquoi, Canada
Chalet-3 bedrooms-Frelighsburg
3 bedrooms, 3 queen beds, 1 bathroom
26–31 Aug
4.81 out of 5 average rating, 27 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
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, 75 reviews