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Search results; Over 1,000 homes in Jamaica

Top guest favourite
Cabin in Jamaica
Cozy Cabin at Frog Pond Farm
1 bedroom, 4 beds, 1 private bathroom
20–25 Sept
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4.99 out of 5 average rating, 320 reviews
Guest favourite
Tiny home in Jamaica
Apple Blossom Cottage: A Tiny House
1 bedroom, 2 beds, 1 bathroom
18–23 Oct
4.94 out of 5 average rating, 1382 reviews
Top guest favourite
Treehouse in Jamaica
The Treehouse at Frog Pond Farm
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 13 reviews
Home in Jamaica
Green Mountain Modern House: iconic modern getaway
3 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
Guest favourite
Cabin in Jamaica
Cabin-Swim-Fire Pit-Sauna-7min to Stratton-DogsOK
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.9 out of 5 average rating, 115 reviews
Top guest favourite
Guest house in Jamaica
The Chick Inn
1 bedroom, 1 king bed, WC
14–19 Sept
4.96 out of 5 average rating, 203 reviews
Guest favourite
Cabin in Jamaica
Artsy & Cozy Cabin - Renovated - River & VT skiing
1 bedroom, 1 bed, 1 bathroom
20–25 Sept
4.94 out of 5 average rating, 31 reviews
Top guest favourite
Home in Stratton
Modern Cabin ~ 3min to Stratton Resort
2 bedrooms, 3 beds, 1 bathroom
15–20 Sept
4.92 out of 5 average rating, 146 reviews
Top guest favourite
Home in Wardsboro
Bear Den: Hot Tub + Secluded | Sleeps 8 | Modern
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 19 reviews
Guest favourite
Cabin in Jamaica
Bluebird Cottage: Large all season getaway
4 bedrooms, 7 beds, 3 bathrooms
14–19 Sept
4.94 out of 5 average rating, 62 reviews
Guest favourite
Home in Jamaica
Riverfront Escape Near Mt Snow & Stratton
3 bedrooms, 4 beds, 2.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Cabin in Jamaica
Cozy Cabin in Jamaica
4 bedrooms, 7 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 14 reviews
Guest favourite
Flat in West Townshend
Private Apt on Farm, Hot Tub with views!
3 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.9 out of 5 average rating, 395 reviews
Guest favourite
Home in Winhall
Hilltop Hideaway: Stratton Views | Hot Tub | A/C
3 bedrooms, 7 beds, 3.5 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 70 reviews
Top guest favourite
Cabin in Londonderry
Stone Fence Cabin
1 bedroom, 1 double bed, 1 bathroom
28 Sept – 3 Oct
4.94 out of 5 average rating, 391 reviews
Guest favourite
Home in Jamaica
Magic Cottage in Jamaica Vermont
4 bedrooms, 7 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 20 reviews
Guest favourite
Cabin in Jamaica
The Woodland A-Frame
2 bedrooms, 2 queen beds, 1.5 bathrooms
20–25 Sept
4.92 out of 5 average rating, 115 reviews
Top guest favourite
Home in Stratton
The MountainTop | Stratton & Mt Snow | Fire Pit
2 bedrooms, 3 beds, 2 bathrooms
16–21 Sept
5.0 out of 5 average rating, 21 reviews
Guest favourite
Chalet in Wardsboro
Ski Chalet Near Mt Snow | Fireplace, Fire Pit
4 bedrooms, 7 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 21 reviews