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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
21–26 Aug
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4.85 out of 5 average rating, 628 reviews
Superhost
Treehouse in Jamaica
The Treehouse at Frog Pond Farm
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
Guest favourite
Tiny home in Jamaica
Apple Blossom Cottage: A Tiny House
4.94 out of 5 average rating, 1369 reviews, 1 bedroom, 2 beds, 1 bathroom
14–19 Aug
Top guest favourite
Chalet in Jamaica
Mountain Chalet with Hot Tub
4.96 out of 5 average rating, 78 reviews, 3 bedrooms, 8 beds, 2 bathrooms
3–8 Aug
Top guest favourite
Cabin in Jamaica
Cozy Cabin at Frog Pond Farm
4.99 out of 5 average rating, 314 reviews, 1 bedroom, 4 beds, 1 bathroom
15–20 Aug
Top guest favourite
Chalet in Jamaica
Classic Vermont A-Frame | Fire Pit | Near Stratton
4.98 out of 5 average rating, 290 reviews, 2 bedrooms, 2 beds, 1 bathroom
5–10 Aug
Guest favourite
Home in Winhall
Hilltop Hideaway: Stratton Views | Hot Tub | A/C
4.97 out of 5 average rating, 63 reviews, 3 bedrooms, 7 beds, 3.5 bathrooms
2–7 Aug
Top guest favourite
Flat in Londonderry
Bread and Butter Apartment
4.99 out of 5 average rating, 94 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Cabin in Jamaica
12 min to Stratton! Cozy Rustic w Fireplace + Deck
5.0 out of 5 average rating, 75 reviews, 4 bedrooms, 7 beds, 2 bathrooms
1–6 Aug
Guest favourite
Cabin in Wardsboro
Snow Mtn Lodge- Mt Snow, Stratton, Pool, VAST
4.94 out of 5 average rating, 17 reviews, 3 bedrooms, 5 beds, 1 bathroom
9–14 Aug
Guest favourite
Home in Wardsboro
Oak Hill Getaway, Indoor pool
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 6 beds, 2 bathrooms
26–31 Aug
Guest favourite
Chalet in Wardsboro
The Great Escape!
5.0 out of 5 average rating, 21 reviews, 4 bedrooms, 7 beds, 2 bathrooms
13–18 Aug
Top guest favourite
Room in Jamaica
1 Room Suite, Large, Historic Inn, Jamaicahaus
5.0 out of 5 average rating, 42 reviews, 1 bed, 1 bathroom
9–14 Aug
Top guest favourite
Chalet in Jamaica
Designer Chalet w/ Mountain Views close to it all
4.99 out of 5 average rating, 106 reviews, 3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Chalet in Wardsboro
Shiny Elk Chalet - near Mt Snow w/ cozy fireplace
4.98 out of 5 average rating, 109 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
1–6 Aug
Superhost
Cabin in Jamaica
The Woodland A-Frame
4.92 out of 5 average rating, 109 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
23–28 Aug
Home in Jamaica
Stratton Chalet | 5BR + Mountain Views
New place to stay, 5 bedrooms, 9 beds, 3 bathrooms
1–6 Aug
Top guest favourite
Chalet in Wardsboro
The Mont Haus- WOOD FIRED SAUNA!
4.98 out of 5 average rating, 66 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
9–14 Aug
Top guest favourite
Home in Winhall
3BR 2BA Stratton Condo w/ Fireplace & Forest Views
4.98 out of 5 average rating, 165 reviews, 3 bedrooms, 5 beds, 2 bathrooms
2–7 Aug