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Search results; Over 1,000 homes in Jamaica

Guest favourite
Tiny home in Jamaica
Apple Blossom Cottage: A Tiny House
1 bedroom, 2 beds, 1 private bathroom
9–14 Aug
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4.94 out of 5 average rating, 1370 reviews
Top guest favourite
Treehouse in Jamaica
The Treehouse at Frog Pond Farm
1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Cottage in Jamaica
Cottage-Swim-View-Firepit-7min to Stratton-Dog OK
3 bedrooms, 4 beds, 1 bathroom
21–26 Aug
4.85 out of 5 average rating, 630 reviews
Guest favourite
Cabin in Jamaica
Cabin-Swim-Fire Pit-Sauna-7min to Stratton-DogsOK
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
4.89 out of 5 average rating, 105 reviews
Guest favourite
Chalet in Jamaica
Classic Vermont A-Frame | Fire Pit | Near Stratton
2 bedrooms, 2 queen beds, 1 bathroom
24–29 Aug
4.98 out of 5 average rating, 291 reviews
Home in Jamaica
Stratton Chalet | 5BR + Mountain Views
5 bedrooms, 9 beds, 3 bathrooms
2–7 Aug
New place to stay
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, 6 reviews
Home in Jamaica
Green Mountain Modern House: iconic modern getaway
3 bedrooms, 3 beds, 2 bathrooms
14–19 Aug
New place to stay
Top guest favourite
Chalet in Jamaica
Designer Chalet w/ Mountain Views close to it all
3 bedrooms, 4 beds, 2 bathrooms
29 Aug – 3 Sept
4.99 out of 5 average rating, 107 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, 316 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, 78 reviews
Guest favourite
Cabin in Wardsboro
Snow Mtn Lodge- Mt Snow, Stratton, Pool, VAST
3 bedrooms, 5 beds, 1 bathroom
9–14 Aug
4.94 out of 5 average rating, 18 reviews
Guest favourite
Home in Winhall
Shred Shack: A/C | Hot Tub | Sauna | EV charger
4 bedrooms, 11 beds, 3 bathrooms
2–7 Aug
4.94 out of 5 average rating, 109 reviews
Top guest favourite
Cabin in Jamaica
Wishing Well Cabin
3 bedrooms, 7 beds, 2 bathrooms
17–22 Aug
4.98 out of 5 average rating, 62 reviews
Top guest favourite
Barn in Jamaica
The Rafters Lodge
2 bedrooms, 14 beds, 1 bathroom
9–14 Aug
4.97 out of 5 average rating, 116 reviews
Top guest favourite
Cabin in Townshend
Air Conditioned Vermont Cozy Cabin near Stratton
2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Cabin in Jamaica
12 min to Stratton! Cozy Rustic w Fireplace + Deck
4 bedrooms, 7 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 75 reviews
Top guest favourite
Flat in Londonderry
Bread and Butter Apartment
2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 97 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