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Search results; Over 1,000 homes in Jamaica

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Guest favourite
Cottage in Jamaica
Cottage-Swim-View-Firepit-7min to Stratton-Dog OK
3 bedrooms, 4 beds, 1 private bathroom
15–20 Oct
,
4.85 out of 5 average rating, 637 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
Hot Tub Fall Foliage · 10mi Stratton · Jamaica VT
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.88 out of 5 average rating, 376 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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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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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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Guest favourite
Home in Jamaica
The Post Haus - One-of-A-Kind Modern VT Experience
2 bedrooms, 3 beds, 1 bathroom
8–13 Sept
4.93 out of 5 average rating, 134 reviews
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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
Guest house in Jamaica
The Chick Inn
1 bedroom, 1 king bed, WC
7–12 Sept
4.96 out of 5 average rating, 200 reviews
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Guest favourite
Cabin in Jamaica
Artsy & Cozy Cabin - Renovated - River & VT skiing
1 bedroom, 1 bed, 1 bathroom
25–30 Oct
4.93 out of 5 average rating, 29 reviews
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Top guest favourite
Cabin in Jamaica
Wishing Well Cabin
3 bedrooms, 7 beds, 2 bathrooms
7–12 Sept
4.98 out of 5 average rating, 62 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
1–6 Sept
5.0 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
6–11 Sept
4.99 out of 5 average rating, 109 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
1–6 Sept
4.97 out of 5 average rating, 66 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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Home in Jamaica
Luxe 5,000 Sq Ft Retreat: 5 Mi to Stratton Resort
4 bedrooms, 7 beds, 3.5 bathrooms
13–18 Sept
4.92 out of 5 average rating, 13 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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Top guest favourite
Chalet in Jamaica
Family Fun, Summer in VT, 10 min to Stratton
4 bedrooms, 8 beds, 3 bathrooms
1–6 Sept
4.99 out of 5 average rating, 75 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
23–28 Sept
4.98 out of 5 average rating, 291 reviews