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Search results; Over 1,000 homes in Jamaica

Guest favourite
Chalet in Jamaica
7min-Stratton Dogs OK Fire Pit EV Charger Arboreal
2 bedrooms, 4 beds, 2 private bathrooms
14–19 Sept
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4.86 out of 5 average rating, 113 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, 1381 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
Green Mountain Modern House: iconic modern getaway
3 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
Top guest favourite
Guest house in Jamaica
The Chick Inn
1 bedroom, 1 king bed, WC
14–19 Sept
4.96 out of 5 average rating, 202 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
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
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
Guest favourite
Home in Winhall
Hilltop Hideaway: Stratton Views | Hot Tub | A/C
3 bedrooms, 7 beds, 3.5 bathrooms
14–20 Sept
4.96 out of 5 average rating, 70 reviews
Guest favourite
Home in Jamaica
Riverfront Escape Near Mt Snow & Stratton
3 bedrooms, 4 beds, 2.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Cabin in Jamaica
Cozy Cabin in Jamaica
4 bedrooms, 7 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 14 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
Home in Stratton
Modern Cabin ~ 3min to Stratton Resort
2 bedrooms, 3 beds, 1 bathroom
15–20 Sept
4.92 out of 5 average rating, 146 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
Guest favourite
Chalet in Wardsboro
Ski Chalet Near Mt Snow | Fireplace, Fire Pit
4 bedrooms, 7 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Chalet in Jamaica
Tall Pines Mountain Home near Stratton & Mt Snow
5 bedrooms, 7 beds, 3 bathrooms
22–27 Sept
5.0 out of 5 average rating, 54 reviews
Top guest favourite
Chalet in Jamaica
Vermont A-Frame | Sleeps10, Hot Tub, Sauna, EV, AC
4 bedrooms, 7 beds, 2.5 bathrooms
16–21 Sept
5.0 out of 5 average rating, 33 reviews
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
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