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Search results; Over 1,000 homes in Jamaica

Guest favourite
Tiny home in Jamaica
Apple Blossom Cottage: A Tiny House
1 bedroom, 2 beds, 1 private bathroom
16–21 Aug
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4.94 out of 5 average rating, 1370 reviews
Guest favourite
Cabin in Jamaica
Cabin-Swim-Fire Pit-Sauna-7min to Stratton-DogsOK
1 bedroom, 2 beds
2–7 Aug
4.89 out of 5 average rating, 105 reviews
Superhost
Treehouse in Jamaica
The Treehouse at Frog Pond Farm
1 bedroom, 2 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Cottage in Jamaica
Cottage-Swim-View-Firepit-7min to Stratton-Dog OK
3 bedrooms, 4 beds
21–26 Aug
4.85 out of 5 average rating, 630 reviews
Guest favourite
Cabin in Wardsboro
Snow Mtn Lodge- Mt Snow, Stratton, Pool, VAST
3 bedrooms, 5 beds
9–14 Aug
4.94 out of 5 average rating, 18 reviews
Guest favourite
Chalet in Wardsboro
The Great Escape!
4 bedrooms, 7 beds
13–18 Aug
5.0 out of 5 average rating, 21 reviews
Guest favourite
Home in Winhall
Shred Shack: A/C | Hot Tub | Sauna | EV charger
4 bedrooms, 11 beds
2–7 Aug
4.94 out of 5 average rating, 109 reviews
Top guest favourite
Room in Jamaica
1 Room Suite, Large, Historic Inn, Jamaicahaus
1 bed
9–14 Aug
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Cabin in Townshend
Air Conditioned Vermont Cozy Cabin near Stratton
2 bedrooms, 2 beds
16–21 Aug
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Place to stay in Jamaica
2 Room Suite, Historic Inn, Jamaicahaus
2 bedrooms, 2 beds
8–13 Aug
5.0 out of 5 average rating, 70 reviews
Guest favourite
Chalet in Jamaica
Classic Vermont A-Frame | Fire Pit | Near Stratton
2 bedrooms, 2 queen beds
24–29 Aug
4.98 out of 5 average rating, 291 reviews
Top guest favourite
Chalet in Jamaica
Mountain Chalet with Hot Tub
3 bedrooms, 8 beds
22–27 Aug
4.96 out of 5 average rating, 78 reviews
Guest favourite
Home in Winhall
Hilltop Hideaway: Stratton Views | Hot Tub | A/C
3 bedrooms, 7 beds
9–14 Aug
4.97 out of 5 average rating, 63 reviews
Top guest favourite
Cabin in Jamaica
Cozy Cabin at Frog Pond Farm
1 bedroom, 4 beds
24–29 Aug
4.99 out of 5 average rating, 316 reviews
Top guest favourite
Chalet in Jamaica
Designer Chalet w/ Mountain Views close to it all
3 bedrooms, 4 beds
29 Aug – 3 Sept
4.99 out of 5 average rating, 107 reviews
Top guest favourite
Cabin in Stratton
Beautiful log cabin on 3 acres
3 bedrooms, 3 beds
2–7 Aug
4.9 out of 5 average rating, 39 reviews
Top guest favourite
Chalet in Wardsboro
The Mont Haus- WOOD FIRED SAUNA!
3 bedrooms, 4 beds
9–14 Aug
4.99 out of 5 average rating, 67 reviews
Top guest favourite
Home in Winhall
3BR 2BA Stratton Condo w/ Fireplace & Forest Views
3 bedrooms, 5 beds
16–21 Aug
4.98 out of 5 average rating, 166 reviews
Top guest favourite
Cabin in Townshend
Modern Cabin with Outdoor Spa on Vermont Farm
1 bedroom, 1 king bed
2–7 Aug
4.96 out of 5 average rating, 202 reviews