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Search results; Over 1,000 homes in Jamaica

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Guest favourite
Chalet in Jamaica
Artists Chalet minutes from Stratton Ski Resort
4 bedrooms, 9 beds, 2 private bathrooms
7–12 Sept
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4.84 out of 5 average rating, 194 reviews
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Home in Jamaica
Green Mountain Modern House: iconic modern getaway
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
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Guest favourite
Tiny home in Jamaica
Apple Blossom Cottage: A Tiny House
1 bedroom, 2 beds, 1 bathroom
12–17 Sept
4.94 out of 5 average rating, 1379 reviews
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Guest favourite
Cabin in Jamaica
Cabin-Swim-Fire Pit-Sauna-7min to Stratton-DogsOK
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.89 out of 5 average rating, 113 reviews
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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, 11 reviews
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Top guest favourite
Guest house in Jamaica
The Chick Inn
1 bedroom, 1 king bed, WC
7–12 Sept
4.96 out of 5 average rating, 201 reviews
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Cabin in Jamaica
Riverfront - Brookside Cottage Retreat - Foliage
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
New place to stay
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Top guest favourite
Cabin in Jamaica
Cozy Cabin at Frog Pond Farm
1 bedroom, 4 beds, 1 bathroom
8–13 Sept
4.99 out of 5 average rating, 319 reviews
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Top guest favourite
Home in Stratton
Modern Cabin ~ 3min to Stratton Resort
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
4.92 out of 5 average rating, 145 reviews
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Guest favourite
Home in Townshend
30-Acre Chalet | Peak Foliage, Hot Tub & Sauna
5 bedrooms, 10 beds, 2.5 bathrooms
1–6 Sept
4.78 out of 5 average rating, 9 reviews
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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
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Top guest favourite
Chalet in Jamaica
Designer Chalet w/ Mountain Views close to it all
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.99 out of 5 average rating, 109 reviews
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Top guest favourite
Chalet in Jamaica
Mountain Chalet with Hot Tub
3 bedrooms, 8 beds, 2 bathrooms
7–12 Sept
4.96 out of 5 average rating, 82 reviews
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Top guest favourite
Chalet in Jamaica
Vermont A-Frame | Sleeps10, Hot Tub, Sauna, EV, AC
4 bedrooms, 7 beds, 2.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 33 reviews
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Top guest favourite
Home in Stratton
The MountainTop | Stratton & Mt Snow | Fire Pit
2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 19 reviews
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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
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Guest favourite
Chalet in Wardsboro
The Great Escape!
4 bedrooms, 7 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 21 reviews
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Guest favourite
Home in Winhall
Hilltop Hideaway: Stratton Views | Hot Tub | A/C
3 bedrooms, 7 beds, 3.5 bathrooms
8–13 Sept
4.97 out of 5 average rating, 66 reviews
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Top guest favourite
Home in Wardsboro
Vermont Foliage Indoor Pool 10 min from Mt Snow
3 bedrooms, 6 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 9 reviews