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Search results; Over 1,000 homes in Jamaica

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Guest favourite
Tiny home in Jamaica
Stratton; 5 min. Pikes Falls, 1 min. Fire pit
1 bed, 1 private bathroom
1–6 Oct
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4.95 out of 5 average rating, 21 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, 118 reviews
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Guest favourite
Cottage in Jamaica
Cottage-Swim-View-Firepit-7min to Stratton-Dog OK
3 bedrooms, 4 beds, 1 bathroom
18–23 Oct
4.85 out of 5 average rating, 641 reviews
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Guest favourite
Tiny home in Jamaica
Hot Tub Fall Foliage · 10mi Stratton · Jamaica VT
1 bedroom, 2 beds, 1 bathroom
18–23 Oct
4.89 out of 5 average rating, 384 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, 15 reviews
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Cabin in Jamaica
Riverfront - Brookside Cottage Retreat - Foliage
3 bedrooms, 4 beds, 2 bathrooms
19–24 Oct
New place to stay
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Home in Jamaica
Green Mountain Modern House: iconic modern getaway
3 bedrooms, 4 beds, 2 bathrooms
17–22 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Chalet in Jamaica
Plush Vermont ski + summer chalet in a great spot
3 bedrooms, 5 beds, 2 bathrooms
13–18 Oct
4.93 out of 5 average rating, 28 reviews
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Guest favourite
Chalet in Jamaica
Classic Vermont A-Frame | Fire Pit | Near Stratton
2 bedrooms, 2 queen beds, 1 bathroom
13–18 Oct
4.97 out of 5 average rating, 295 reviews
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Top guest favourite
Guest house in Jamaica
The Chick Inn
1 bedroom, 1 king bed, WC
17–22 Oct
4.96 out of 5 average rating, 203 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, 63 reviews
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Guest favourite
Flat in Jamaica
The Getaway
1 bedroom, 1 double bed, 1 bathroom
12–17 Oct
4.85 out of 5 average rating, 223 reviews
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Top guest favourite
Cabin in Jamaica
Cozy Cabin at Frog Pond Farm
1 bedroom, 4 beds, 1 bathroom
31 Oct – 5 Nov
4.99 out of 5 average rating, 323 reviews
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Guest favourite
Home in Jamaica
The Post Haus - One-of-A-Kind Modern VT Experience
2 bedrooms, 3 beds, 1 bathroom
11–16 Oct
4.93 out of 5 average rating, 137 reviews
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Top guest favourite
Chalet in Jamaica
Family Fun, Ski/ Snowboard 10 min to Stratton
4 bedrooms, 8 beds, 3 bathrooms
1–6 Oct
4.99 out of 5 average rating, 75 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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Home in Jamaica
Hemlock Lodge at Cole Pond
5 bedrooms, 9 beds, 3 bathrooms
5–10 Oct
New place to stay
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Guest favourite
Cabin in Jamaica
Rustic Cabin in between MountSnow & Stratton
1 bedroom, 4 beds, 1 bathroom
17–22 Oct
4.78 out of 5 average rating, 297 reviews
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Guest favourite
Home in Jamaica
Stratton; 6 min. King beds. Game rm. Dog friendly
5 bedrooms, 10 beds, 2 bathrooms
18–23 Oct
5.0 out of 5 average rating, 11 reviews