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Search results; Over 1,000 homes in Jamaica

Guest favourite
Chalet in Jamaica
7min-Stratton Dogs OK Fire Pit EV Charger Arboreal
2 bedrooms, 4 beds, 2 private bathrooms
30 Aug – 4 Sept
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4.86 out of 5 average rating, 112 reviews
Superhost
Treehouse in Jamaica
The Treehouse at Frog Pond Farm
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 2 beds, 1 bathroom
28 Aug – 2 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
Classic Vermont A-Frame | Fire Pit | Near Stratton
4.98 out of 5 average rating, 289 reviews, 2 bedrooms, 2 beds, 1 bathroom
5–10 Aug
Top guest favourite
Cabin in Jamaica
Cozy Cabin at Frog Pond Farm
4.99 out of 5 average rating, 312 reviews, 1 bedroom, 4 beds, 1 bathroom
2–7 Aug
Guest favourite
Cottage in Jamaica
Cottage-Swim-View-Firepit-7min to Stratton-Dog OK
4.85 out of 5 average rating, 627 reviews, 3 bedrooms, 4 beds, 1 bathroom
21–26 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
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
Chalet in Wardsboro
The Great Escape!
5.0 out of 5 average rating, 21 reviews, 4 bedrooms, 7 beds, 2 bathrooms
13–18 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
Flat in Townshend
Private Apt. on Farm, Hot Tub with views!
4.93 out of 5 average rating, 276 reviews, 3 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
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
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
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
Wishing Well Cabin
4.98 out of 5 average rating, 62 reviews, 3 bedrooms, 7 beds, 2 bathrooms
17–22 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
Guest house in Jamaica
3 Room Suite, Monthly, Historic Inn, Jamaicahaus
4.98 out of 5 average rating, 53 reviews, 2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
Top guest favourite
Chalet in Londonderry
10 min from Stratton! Log Cabin w/ Beautiful Views
4.95 out of 5 average rating, 128 reviews, 3 bedrooms, 5 beds, 2 bathrooms
1–6 Aug