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Search results; Over 1,000 homes in Jamaica

Top guest favourite
Cabin in Jamaica
Cozy Cabin at Frog Pond Farm
1 bedroom, 4 beds, 1 private bathroom
26–31 Jul
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4.99 out of 5 average rating, 311 reviews
Top guest favourite
Tiny home in Jamaica
Apple Blossom Cottage: A Tiny House
4.94 out of 5 average rating, 1362 reviews, 1 bedroom, 2 beds, 1 bathroom
25–30 Jul
Top guest favourite
Guest house in Jamaica
The Chick Inn
4.96 out of 5 average rating, 191 reviews, 1 bedroom, 1 bed, Toilet with sink
19–24 Jul
Superhost
Treehouse in Jamaica
The Treehouse at Frog Pond Farm
New place to stay, 1 bedroom, 2 beds, 1 bathroom
13–18 Jul
Guest favourite
Home in Winhall
Hilltop Hideaway: Stratton Views | Hot Tub | A/C
4.97 out of 5 average rating, 60 reviews, 3 bedrooms, 7 beds, 3.5 bathrooms
12–17 Jul
Top guest favourite
Room in Jamaica
1 Room Suite, Large, Historic Inn, Jamaicahaus
5.0 out of 5 average rating, 41 reviews, 1 bed, 1 bathroom
12–17 Jul
Top guest favourite
Flat in Townshend
Private Apt. on Farm, Hot Tub with views!
4.93 out of 5 average rating, 273 reviews, 3 bedrooms, 3 beds, 1 bathroom
10–15 Aug
Guest favourite
Cabin in Jamaica
Artsy & Cozy Cabin - Renovated - River & VT skiing
4.92 out of 5 average rating, 26 reviews, 1 bedroom, 1 bed, 1 bathroom
14–19 Sept
Guest favourite
Cabin in Jamaica
The Woodland A-Frame
4.93 out of 5 average rating, 104 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
15–20 Aug
Guest favourite
Cottage in Jamaica
Cottage-Swim-View-Firepit-7min to Stratton-Dog OK
4.85 out of 5 average rating, 625 reviews, 3 bedrooms, 4 beds, 1 bathroom
15–20 Jul
Top guest favourite
Room in Townshend
Overlook at River & Rye in Jamaica, VT
5.0 out of 5 average rating, 54 reviews, 1 bed, 1 bathroom
16–21 Jul
Top guest favourite
Home in Jamaica
Stratton Summer House | Trails + Swim Holes + AC
5.0 out of 5 average rating, 43 reviews, 3 bedrooms, 3 beds, 2 bathrooms
18–23 Jul
Top guest favourite
Cabin in Jamaica
12 min to Stratton! Cozy Rustic w Fireplace + Deck
5.0 out of 5 average rating, 74 reviews, 4 bedrooms, 7 beds, 2 bathrooms
10–15 Jul
Guest favourite
Home in Stratton
The MountainTop | Stratton & Mt Snow | Fire Pit
5.0 out of 5 average rating, 11 reviews, 2 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
Guest favourite
Cabin in Wardsboro
Mt. Snow/Stratton Log Cabin in the Woods
4.97 out of 5 average rating, 59 reviews, 3 bedrooms, 8 beds, 2 bathrooms
27 Jul – 1 Aug
Top guest favourite
Chalet in Jamaica
Classic Vermont A-Frame | Fire Pit | Near Stratton
4.98 out of 5 average rating, 288 reviews, 2 bedrooms, 2 beds, 1 bathroom
6–11 Aug
Top guest favourite
Chalet in Wardsboro
The Great Escape!
5.0 out of 5 average rating, 21 reviews, 4 bedrooms, 7 beds, 2 bathrooms
10–15 Jul
Top guest favourite
Cabin in Jamaica
Bluebird Cottage: Large all season getaway
4.93 out of 5 average rating, 60 reviews, 4 bedrooms, 7 beds, 3 bathrooms
10–15 Jul
Top guest favourite
Cabin in Londonderry
Stone Fence Cabin
4.94 out of 5 average rating, 381 reviews, 1 bedroom, 1 bed, 1 bathroom
20–25 Oct