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Search results; Over 1,000 homes in Jamaica

Guest favourite
Cabin in Jamaica
The Woodland A-Frame
2 bedrooms, 2 beds, 1.5 shared bathrooms
20–25 Sept
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4.92 out of 5 average rating, 115 reviews
Guest favourite
Tiny home in Jamaica
Apple Blossom Cottage: A Tiny House
1 bedroom, 2 beds
18–23 Oct
4.94 out of 5 average rating, 1382 reviews
Guest favourite
Cabin in Jamaica
Cabin-Swim-Fire Pit-Sauna-7min to Stratton-DogsOK
1 bedroom, 2 beds
27 Sept – 2 Oct
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
25–30 Oct
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Cabin in Jamaica
Cozy Cabin at Frog Pond Farm
1 bedroom, 4 beds
20–25 Sept
4.99 out of 5 average rating, 320 reviews
Home in Jamaica
Green Mountain Modern House: iconic modern getaway
3 bedrooms, 4 beds
27 Sept – 2 Oct
Top guest favourite
Guest house in Jamaica
The Chick Inn
1 bedroom, 1 king bed
21–26 Sept
4.96 out of 5 average rating, 203 reviews
Guest favourite
Flat in West Townshend
Private Apt on Farm, Hot Tub with views!
3 bedrooms, 3 beds
27 Sept – 2 Oct
4.9 out of 5 average rating, 395 reviews
Guest favourite
Home in Townshend
30-Acre Chalet | Peak Foliage, Hot Tub & Sauna
5 bedrooms, 10 beds
15–20 Sept
4.8 out of 5 average rating, 10 reviews
Guest favourite
Cabin in Jamaica
Artsy & Cozy Cabin - Renovated - River & VT skiing
1 bedroom, 1 bed
20–25 Sept
4.94 out of 5 average rating, 31 reviews
Top guest favourite
Cabin in Londonderry
Stone Fence Cabin
1 bedroom, 1 double bed
28 Sept – 3 Oct
4.94 out of 5 average rating, 391 reviews
Top guest favourite
Home in Stratton
Modern Cabin ~ 3min to Stratton Resort
2 bedrooms, 3 beds
15–20 Sept
4.92 out of 5 average rating, 146 reviews
Guest favourite
Cabin in Jamaica
Bluebird Cottage: Large all season getaway
4 bedrooms, 7 beds
15–20 Sept
4.94 out of 5 average rating, 62 reviews
Top guest favourite
Rooms in Jamaica
2 Room Suite, Historic Inn, Jamaicahaus
2 bedrooms, 2 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 71 reviews
Top guest favourite
Flat in Townshend
Private Apt. on Farm, Hot Tub with views!
3 bedrooms, 3 queen beds
28 Oct – 2 Nov
4.93 out of 5 average rating, 282 reviews
Guest favourite
Home in Jamaica
Cozy Riverfront Home in beautiful Jamaica
2 bedrooms, 3 beds
15–20 Sept
4.94 out of 5 average rating, 189 reviews
Guest favourite
Home in Winhall
Hilltop Hideaway: Stratton Views | Hot Tub | A/C
3 bedrooms, 7 beds
27 Sept – 2 Oct
4.96 out of 5 average rating, 70 reviews
Top guest favourite
Flat in Londonderry
Bread and Butter Apartment
2 bedrooms, 2 beds
20–25 Sept
4.99 out of 5 average rating, 104 reviews
Guest favourite
Cabin in Jamaica
Jamaica Mod A Frame
2 bedrooms, 3 beds
15–20 Sept
4.9 out of 5 average rating, 170 reviews