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Search results; Over 1,000 homes in Jamaica

Guest favourite
Cottage in Jamaica
Cottage-Swim-View-Firepit-7min to Stratton-Dog OK
3 bedrooms, 4 beds, 1 private bathroom
21–26 Aug
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4.85 out of 5 average rating, 630 reviews
Guest favourite
Tiny home in Jamaica
Apple Blossom Cottage: A Tiny House
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
4.94 out of 5 average rating, 1369 reviews
Superhost
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, 4 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
1–6 Aug
New place to stay
Top guest favourite
Chalet in Jamaica
Mountain Chalet with Hot Tub
3 bedrooms, 8 beds, 2 bathrooms
3–8 Aug
4.96 out of 5 average rating, 78 reviews
Top guest favourite
Cabin in Jamaica
Cozy Cabin at Frog Pond Farm
1 bedroom, 4 beds, 1 bathroom
20–25 Aug
4.99 out of 5 average rating, 315 reviews
Top guest favourite
Cabin in Jamaica
12 min to Stratton! Cozy Rustic w Fireplace + Deck
4 bedrooms, 7 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 75 reviews
Top guest favourite
Chalet in Jamaica
Designer Chalet w/ Mountain Views close to it all
3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
4.99 out of 5 average rating, 106 reviews
Guest favourite
Cabin in Jamaica
Cabin-Swim-Fire Pit-Sauna-7min to Stratton-DogsOK
1 bedroom, 2 beds, 1 bathroom
1–6 Aug
4.89 out of 5 average rating, 105 reviews
Home in Stratton
Luxury Condo Stratton Mountain
4 bedrooms, 11 beds, 4.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Cabin in Jamaica
The Woodland A-Frame
2 bedrooms, 2 queen beds, 1.5 bathrooms
23–28 Aug
4.92 out of 5 average rating, 109 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
Home in Wardsboro
Oak Hill Getaway, Indoor pool
3 bedrooms, 6 beds, 2 bathrooms
26–31 Aug
5.0 out of 5 average rating, 5 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
Guest favourite
Cabin in Londonderry
Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba
3 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
4.95 out of 5 average rating, 257 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
Guest house in Jamaica
3 Room Suite, Monthly, Historic Inn, Jamaicahaus
2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
4.98 out of 5 average rating, 53 reviews
Top guest favourite
Chalet in Wardsboro
Shiny Elk Chalet - near Mt Snow w/ cozy fireplace
3 bedrooms, 3 beds, 1.5 bathrooms
1–6 Aug
4.98 out of 5 average rating, 109 reviews