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Search results; Over 1,000 homes in Jamaica

Guest favourite
Cottage in Jamaica
Cottage-Swim-View-Firepit-7min to Stratton-Dog OK
3 bedrooms, 4 beds, 1 private bathroom
17–22 Oct
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4.85 out of 5 average rating, 639 reviews
Guest favourite
Tiny home in Jamaica
Apple Blossom Cottage: A Tiny House
1 bedroom, 2 beds, 1 bathroom
12–17 Sept
4.94 out of 5 average rating, 1380 reviews
Home in Jamaica
Green Mountain Modern House: iconic modern getaway
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
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, 202 reviews
Guest favourite
Cabin in Jamaica
Cabin-Swim-Fire Pit-Sauna-7min to Stratton-DogsOK
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.9 out of 5 average rating, 115 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, 12 reviews
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, 320 reviews
Guest favourite
Home in Winhall
Hilltop Hideaway: Stratton Views | Hot Tub | A/C
3 bedrooms, 7 beds, 3.5 bathrooms
8–13 Sept
4.96 out of 5 average rating, 67 reviews
Guest favourite
Home in Jamaica
Cozy Riverfront Home in beautiful Jamaica
2 bedrooms, 3 beds, 1.5 bathrooms
7–12 Sept
4.94 out of 5 average rating, 189 reviews
Top guest favourite
Chalet in Jamaica
Mountain Chalet with Hot Tub
3 bedrooms, 8 beds, 2 bathrooms
7–12 Sept
4.96 out of 5 average rating, 83 reviews
Top guest favourite
Home in Stratton
Modern Cabin ~ 3min to Stratton Resort
2 bedrooms, 3 beds, 1 bathroom
9–14 Sept
4.92 out of 5 average rating, 145 reviews
Guest favourite
Home in Jamaica
One of a kind post and beam- On a 100 acre island!
4 bedrooms, 8 beds, 3.5 bathrooms
21–26 Sept
4.94 out of 5 average rating, 17 reviews
Guest favourite
Cabin in Jamaica
Artsy & Cozy Cabin - Renovated - River & VT skiing
1 bedroom, 1 bed, 1 bathroom
25–30 Oct
4.94 out of 5 average rating, 31 reviews
Superhost
Home in Jamaica
On the Whetstone
3 bedrooms, 5 beds, 2 bathrooms
10–15 Sept
4.8 out of 5 average rating, 5 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
Home in Jamaica
Riverside cabin
4 bedrooms, 7 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 17 reviews
Guest favourite
Tiny home in Jamaica
Affordable · Ski Stratton · Long Stays Welcome
1 bedroom, 1 queen bed, 1 bathroom
9–14 Sept
4.85 out of 5 average rating, 20 reviews
Top guest favourite
Chalet in Jamaica
Vermont A-Frame | Sleeps10, Hot Tub, Sauna, EV, AC
4 bedrooms, 7 beds, 2.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 33 reviews
Guest favourite
Cabin in Jamaica
The Woodland A-Frame
2 bedrooms, 2 queen beds, 1.5 bathrooms
20–25 Sept
4.92 out of 5 average rating, 115 reviews