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Search results; Over 1,000 homes in Jamaica

Guest favourite
Chalet in Jamaica
Classic Vermont A-Frame | Fire Pit | Near Stratton
2 bedrooms, 2 beds, 1 private bathroom
27 Aug – 1 Sept
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4.98 out of 5 average rating, 291 reviews
Superhost
Cabin in Jamaica
Beaver Pond Compound 3 Homes in 1- Stratton Mtn
4 bedrooms, 5 beds, 4 bathrooms
25–30 Aug
New place to stay
Guest favourite
Tiny home in Jamaica
Apple Blossom Cottage: A Tiny House
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.94 out of 5 average rating, 1376 reviews
Top guest favourite
Treehouse in Jamaica
The Treehouse at Frog Pond Farm
1 bedroom, 2 beds, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 10 reviews
Cabin in Jamaica
Riverfront - Brookside Cottage Retreat - Foliage
3 bedrooms, 4 beds, 2 bathrooms
2–7 Sept
New place to stay
Guest favourite
Cottage in Jamaica
Cottage-Swim-View-Firepit-7min to Stratton-Dog OK
3 bedrooms, 4 beds, 1 bathroom
7–12 Sept
4.85 out of 5 average rating, 635 reviews
Home in Jamaica
Green Mountain Modern House: iconic modern getaway
3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
Top guest favourite
Cabin in Jamaica
Cozy Cabin at Frog Pond Farm
1 bedroom, 4 beds, 1 bathroom
24–29 Aug
4.99 out of 5 average rating, 317 reviews
Top guest favourite
Home in Wardsboro
Vermont Foliage Escape Near Mount Snow & Stratton
3 bedrooms, 6 beds, 2 bathrooms
26–31 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Cabin in Townshend
Air Conditioned Vermont Cozy Cabin near Stratton
2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Home in Windham
Artistic Southern Vt Countryside Home at Windham
3 bedrooms, 5 beds, 2 bathrooms
10–15 Sept
4.96 out of 5 average rating, 99 reviews
Guest favourite
Cabin in Jamaica
Cabin-Swim-Fire Pit-Sauna-7min to Stratton-DogsOK
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.89 out of 5 average rating, 111 reviews
Top guest favourite
Cabin in Jamaica
Wishing Well Cabin
3 bedrooms, 7 beds, 2 bathrooms
19–24 Aug
4.98 out of 5 average rating, 62 reviews
Home in Jamaica
Stratton Chalet | 5BR + Mountain Views
5 bedrooms, 9 beds, 3 bathrooms
18–23 Aug
New place to stay
Guest favourite
Home in Townshend
30-Acre Chalet | Peak Foliage, Hot Tub & Sauna
5 bedrooms, 10 beds, 2.5 bathrooms
23–28 Aug
4.75 out of 5 average rating, 8 reviews
Guest favourite
Home in Jamaica
The Post Haus - One-of-A-Kind Modern VT Experience
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.94 out of 5 average rating, 132 reviews
Guest favourite
Home in Jamaica
Stratton; 4 min. Renovated, games, fireplace!
3 bedrooms, 5 beds, 2 bathrooms
16–21 Sept
5.0 out of 5 average rating, 11 reviews
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, 12 reviews
Guest favourite
Cabin in Jamaica
The Woodland A-Frame
2 bedrooms, 2 queen beds, 1.5 bathrooms
17–22 Sept
4.92 out of 5 average rating, 113 reviews