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Search results; Over 1,000 homes in Jamaica

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Guest favourite
Chalet in Jamaica
Classic Vermont A-Frame | Fire Pit | Near Stratton
2 bedrooms, 2 beds, 1 private bathroom
23–28 Sept
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4.97 out of 5 average rating, 295 reviews
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Home in Jamaica
Green Mountain Modern House: iconic modern getaway
3 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
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Top 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, 1384 reviews
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Cabin in Jamaica
Riverfront - Brookside Cottage Retreat - Foliage
3 bedrooms, 4 beds, 2 bathrooms
9–14 Oct
New place to stay
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Guest favourite
Cottage in Jamaica
Cottage-Swim-View-Firepit-7min to Stratton-Dog OK
3 bedrooms, 4 beds, 1 bathroom
15–20 Oct
4.85 out of 5 average rating, 641 reviews
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Top guest favourite
Cabin in Jamaica
Wishing Well Cabin
3 bedrooms, 7 beds, 2 bathrooms
3–8 Oct
4.98 out of 5 average rating, 62 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, 13 reviews
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Top guest favourite
Cabin in Jamaica
12 min to Stratton! Cozy rustic w fireplace + deck
4 bedrooms, 7 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 75 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
11–16 Oct
4.9 out of 5 average rating, 116 reviews
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Home in Jamaica
Luxe 5,000 Sq Ft Retreat: 5 Mi to Stratton Resort
4 bedrooms, 7 beds, 3.5 bathrooms
11–16 Oct
4.92 out of 5 average rating, 13 reviews
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Guest favourite
Home in Jamaica
Magic Cottage in Jamaica Vermont
4 bedrooms, 7 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 21 reviews
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Top guest favourite
Chalet in Jamaica
Family Fun, Summer in VT, 10 min to Stratton
4 bedrooms, 8 beds, 3 bathrooms
21–26 Sept
4.99 out of 5 average rating, 75 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
27 Sept – 2 Oct
4.98 out of 5 average rating, 112 reviews
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Top guest favourite
Cabin in Jamaica
Cozy Cabin at Frog Pond Farm
1 bedroom, 4 beds, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 321 reviews
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Guest favourite
Home in Jamaica
Comfortable Home Close to Stratton - Let It Snow!
4 bedrooms, 4 beds, 2 bathrooms
25–30 Nov
5.0 out of 5 average rating, 20 reviews
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Top guest favourite
Guest house in Jamaica
The Chick Inn
1 bedroom, 1 king bed, WC
21–26 Sept
4.96 out of 5 average rating, 203 reviews
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Guest favourite
Cabin in Wardsboro
Lucky Log Cabin- Hottub fireplace 12min to Mt Snow
5 bedrooms, 6 beds, 2 bathrooms
20–25 Sept
4.93 out of 5 average rating, 42 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
20–25 Sept
4.8 out of 5 average rating, 10 reviews
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Guest favourite
Home in Jamaica
Large Riverfront Home | Minutes to Stratton!
5 bedrooms, 10 beds, 5 bathrooms
27 Sept – 2 Oct
4.95 out of 5 average rating, 76 reviews