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Search results; Over 1,000 homes in Jamaica

Top guest favourite
Chalet in Jamaica
Classic Vermont A-Frame | Fire Pit | Near Stratton
2 bedrooms, 2 beds, 1 private bathroom
5–10 Aug
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4.98 out of 5 average rating, 288 reviews
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
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
Top guest favourite
Guest house in Jamaica
The Chick Inn
4.96 out of 5 average rating, 192 reviews, 1 bedroom, 1 bed, Toilet with sink
19–24 Jul
Guest favourite
Home in Winhall
Hilltop Hideaway: Stratton Views | Hot Tub | A/C
4.97 out of 5 average rating, 61 reviews, 3 bedrooms, 7 beds, 3.5 bathrooms
19–24 Jul
Top guest favourite
Room in Jamaica
1 Room Suite, Large, Historic Inn, Jamaicahaus
5.0 out of 5 average rating, 41 reviews, 1 bed, 1 bathroom
26–31 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
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
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
Guest favourite
Cabin in Jamaica
Artsy & Cozy Cabin - Renovated - River & VT skiing
4.93 out of 5 average rating, 28 reviews, 1 bedroom, 1 bed, 1 bathroom
14–19 Sept
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
15–20 Jul
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
Guest favourite
Chalet in Jamaica
Artists Chalet minutes from Stratton Ski Resort
4.84 out of 5 average rating, 192 reviews, 4 bedrooms, 9 beds, 2 bathrooms
14–19 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
15–20 Jul
Top guest favourite
Chalet in Wardsboro
The Great Escape!
5.0 out of 5 average rating, 21 reviews, 4 bedrooms, 7 beds, 2 bathrooms
14–19 Jul
Top guest favourite
Home in Wardsboro
Bear Den: Hot Tub + Secluded | Sleeps 8 | Modern
5.0 out of 5 average rating, 12 reviews, 3 bedrooms, 4 beds, 2 bathrooms
17–22 Jul
Home in Jamaica
Sprawling Fully Renovated 1800s Farm House
3 bedrooms, 3 beds, 2 bathrooms
15–20 Jul
Superhost
Cabin in Jamaica
The Woodland A-Frame
4.91 out of 5 average rating, 105 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
19–24 Aug
Top guest favourite
Cabin in Jamaica
Bluebird Cottage: Large all season getaway
4.93 out of 5 average rating, 60 reviews, 4 bedrooms, 7 beds, 3 bathrooms
19–24 Jul