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Search results; Over 1,000 homes in Jamaica

Guest favourite
Tiny home in Jamaica
Stratton; 5 min. Pikes Falls, 1 min. Fire pit
1 bed, 1 private bathroom
22–27 Sept
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4.95 out of 5 average rating, 21 reviews
Guest favourite
Tiny home in Jamaica
Apple Blossom Cottage: A Tiny House
1 bedroom, 2 beds, 1 bathroom
10–15 Aug
4.94 out of 5 average rating, 1372 reviews
Top guest favourite
Treehouse in Jamaica
The Treehouse at Frog Pond Farm
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 8 reviews
Cabin in Jamaica
Riverfront - Brookside Cottage Retreat
3 bedrooms, 4 beds, 2 bathrooms
2–7 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Winhall
Hilltop Hideaway: Stratton Views | Hot Tub | A/C
3 bedrooms, 7 beds, 3.5 bathrooms
9–14 Aug
4.97 out of 5 average rating, 63 reviews
Guest favourite
Chalet in Jamaica
Classic Vermont A-Frame | Fire Pit | Near Stratton
2 bedrooms, 2 queen beds, 1 bathroom
26–31 Aug
4.98 out of 5 average rating, 291 reviews
Top guest favourite
Cottage in Jamaica
Cottage-Swim-View-Firepit-7min to Stratton-Dog OK
3 bedrooms, 4 beds, 1 bathroom
7–12 Sept
4.85 out of 5 average rating, 634 reviews
Guest favourite
Home in Wardsboro
Oak Hill Getaway, Indoor pool
3 bedrooms, 6 beds, 2 bathrooms
26–31 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Cabin in Jamaica
Cabin-Swim-Fire Pit-Sauna-7min to Stratton-DogsOK
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
4.89 out of 5 average rating, 107 reviews
Top guest favourite
Chalet in Jamaica
Mountain Chalet with Hot Tub
3 bedrooms, 8 beds, 2 bathrooms
22–27 Aug
4.96 out of 5 average rating, 80 reviews
Top guest favourite
Cabin in Jamaica
Cozy Cabin at Frog Pond Farm
1 bedroom, 4 beds, 1 bathroom
24–29 Aug
4.99 out of 5 average rating, 317 reviews
Guest favourite
Chalet in Wardsboro
The Great Escape!
4 bedrooms, 7 beds, 2 bathrooms
13–18 Aug
5.0 out of 5 average rating, 21 reviews
Home in Jamaica
Green Mountain Modern House: iconic modern getaway
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
New place to stay
Home in Jamaica
Stratton Chalet | 5BR + Mountain Views
5 bedrooms, 9 beds, 3 bathrooms
8–13 Aug
New place to stay
Top guest favourite
Home in Winhall
3BR 2BA Stratton Condo w/ Fireplace & Forest Views
3 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
4.98 out of 5 average rating, 166 reviews
Top guest favourite
Chalet in Jamaica
Family Fun, Summer in VT, 10 min to Stratton
4 bedrooms, 8 beds, 3 bathrooms
16–21 Aug
4.99 out of 5 average rating, 74 reviews
Top guest favourite
Cabin in Jamaica
Cozy Cabin in Jamaica
4 bedrooms, 7 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Flat in Jamaica
The Overlook VT by Stratton Mountain : New Listing
1 bedroom, 3 beds, 1 bathroom
9–14 Aug
4.97 out of 5 average rating, 90 reviews
Guest favourite
Cabin in Stratton
Modern Cabin in Stratton
2 bedrooms, 3 beds, 1 bathroom
12–17 Aug
4.95 out of 5 average rating, 65 reviews