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Search results; Over 1,000 homes in Jamaica

Top guest favourite
Chalet in Jamaica
Vermont A-Frame | Sleeps10, Hot Tub, Sauna, EV, AC
4 bedrooms, 7 beds, 2.5 private bathrooms
16–21 Sept
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5.0 out of 5 average rating, 34 reviews
Home in Jamaica
Green Mountain Modern House: iconic modern getaway
3 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
Cabin in Jamaica
Riverfront - Brookside Cottage Retreat - Foliage
3 bedrooms, 4 beds, 2 bathrooms
12–17 Oct
New place to stay
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
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
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
Home in Jamaica
Luxe 5,000 Sq Ft Retreat: 5 Mi to Stratton Resort
4 bedrooms, 7 beds, 3.5 bathrooms
20–25 Sept
4.92 out of 5 average rating, 13 reviews
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, 1382 reviews
Top guest favourite
Cabin in Jamaica
Wishing Well Cabin
3 bedrooms, 7 beds, 2 bathrooms
15–20 Sept
4.98 out of 5 average rating, 62 reviews
Top guest favourite
Chalet in Jamaica
Designer Chalet w/ Mountain Views close to it all
3 bedrooms, 4 beds, 2 bathrooms
16–21 Sept
4.98 out of 5 average rating, 111 reviews
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, 136 reviews
Guest favourite
Cabin in Jamaica
Cabin-Swim-Fire Pit-Sauna-7min to Stratton-DogsOK
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.9 out of 5 average rating, 115 reviews
Guest favourite
Cottage in Jamaica
Cottage-Swim-View-Firepit-7min to Stratton-Dog OK
3 bedrooms, 4 beds, 1 bathroom
17–22 Oct
4.85 out of 5 average rating, 640 reviews
Superhost
Cabin in Jamaica
Beaver Pond Retreat |3 Homes+Private Pond Stratton
4 bedrooms, 7 beds, 4 bathrooms
17–22 Sept
New place to stay
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
Guest favourite
Home in Townshend
30-Acre Chalet | Peak Foliage, Hot Tub & Sauna
5 bedrooms, 10 beds, 2.5 bathrooms
14–19 Sept
4.8 out of 5 average rating, 10 reviews
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, 320 reviews
Superhost
Home in Jamaica
On the Whetstone
3 bedrooms, 5 beds, 2 bathrooms
17–22 Sept
4.8 out of 5 average rating, 5 reviews
Top guest favourite
Cabin in Jamaica
12 min to Stratton! Cozy rustic w fireplace + deck
4 bedrooms, 7 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 75 reviews