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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, 625 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
13–18 Jul
Top guest favourite
Tiny home in Jamaica
Apple Blossom Cottage: A Tiny House
4.94 out of 5 average rating, 1364 reviews, 1 bedroom, 2 beds, 1 bathroom
25–30 Jul
Top guest favourite
Cabin in Jamaica
12 min to Stratton! Cozy Rustic w Fireplace + Deck
5.0 out of 5 average rating, 74 reviews, 4 bedrooms, 7 beds, 2 bathrooms
14–19 Jul
Top guest favourite
Cabin in Jamaica
Cozy Cabin at Frog Pond Farm
4.99 out of 5 average rating, 311 reviews, 1 bedroom, 4 beds, 1 bathroom
2–7 Aug
Top guest favourite
Chalet in Wardsboro
The Mont Haus- WOOD FIRED SAUNA!
4.98 out of 5 average rating, 65 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
19–24 Jul
Top guest favourite
Home in Stratton
Modern Cabin ~ 3min to Stratton Resort
4.92 out of 5 average rating, 144 reviews, 2 bedrooms, 3 beds, 1 bathroom
20–25 Jul
Top guest favourite
Flat in Townshend
Private Apt. on Farm, Hot Tub with views!
4.93 out of 5 average rating, 275 reviews, 3 bedrooms, 3 beds, 1 bathroom
4–9 Aug
Guest favourite
Cottage in Wardsboro
Mount Snow & Stratton Riverfront Cozy Cottage
5.0 out of 5 average rating, 23 reviews, 3 bedrooms, 4 beds, 1 bathroom
15–20 Jul
Top guest favourite
Rooms in Jamaica
3 Room Suite, Monthly, Historic Inn, Jamaicahaus
4.98 out of 5 average rating, 53 reviews, 2 bedrooms, 3 beds, 1 bathroom
14–19 Jul
Top guest favourite
Chalet in Jamaica
Classic Vermont A-Frame | Fire Pit | Near Stratton
4.98 out of 5 average rating, 288 reviews, 2 bedrooms, 2 beds, 1 bathroom
5–10 Aug
Top guest favourite
Flat in West Townshend
Private Apt on Farm, Hot Tub with views!
4.9 out of 5 average rating, 387 reviews, 3 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Top guest favourite
Chalet in Jamaica
Mountain Chalet with Hot Tub
4.96 out of 5 average rating, 77 reviews, 3 bedrooms, 8 beds, 2 bathrooms
21–26 Jul
Superhost
Home in Winhall
Summit View Ski and Golf Retreat w/hot tub & Sauna
New place to stay, 4 bedrooms, 8 beds, 2.5 bathrooms
13–18 Jul
Top guest favourite
Home in Jamaica
Stratton Summer House | Trails + Swim Holes + AC
5.0 out of 5 average rating, 44 reviews, 3 bedrooms, 3 beds, 2 bathrooms
18–23 Jul
Top guest favourite
Cabin in Jamaica
Wishing Well Cabin
4.98 out of 5 average rating, 62 reviews, 3 bedrooms, 7 beds, 2 bathrooms
14–19 Jul
Home in Jamaica
Sprawling Fully Renovated 1800s Farm House
3 bedrooms, 3 beds, 2 bathrooms
14–19 Jul
Top guest favourite
Home in Jamaica
Riverside cabin
5.0 out of 5 average rating, 13 reviews, 4 bedrooms, 7 beds, 2 bathrooms
24–29 Aug
Top guest favourite
Room in Townshend
Overlook at River & Rye in Jamaica, VT
5.0 out of 5 average rating, 55 reviews, 1 bed, 1 bathroom
16–21 Jul