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Search results; Over 1,000 homes in Jamaica

Guest favourite
Chalet in Jamaica
The Skihaus - modern chalet minutes from Stratton
3 bedrooms, 4 beds, 2 private bathrooms
15–20 Jul
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4.93 out of 5 average rating, 103 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
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
16–21 Jul
Guest favourite
Cottage in Jamaica
Cottage-Swim-View-Firepit-7min to Stratton-Dog OK
4.85 out of 5 average rating, 625 reviews, 3 bedrooms, 4 beds, 1 bathroom
21–26 Aug
Guest favourite
Home in Winhall
Hilltop Hideaway: Stratton Views | Hot Tub | A/C
4.97 out of 5 average rating, 62 reviews, 3 bedrooms, 7 beds, 3.5 bathrooms
19–24 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
16–21 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
Guest favourite
Cabin in Wardsboro
Snow Mtn Lodge- Mt Snow, Stratton, Pool, VAST
4.94 out of 5 average rating, 16 reviews, 3 bedrooms, 5 beds, 1 bathroom
20–25 Jul
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
19–24 Jul
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
19–24 Jul
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
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
Wishing Well Cabin
4.98 out of 5 average rating, 62 reviews, 3 bedrooms, 7 beds, 2 bathrooms
16–21 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
Chalet in Jamaica
Family Fun, Summer in VT, 10 min to Stratton
4.99 out of 5 average rating, 72 reviews, 4 bedrooms, 8 beds, 3 bathrooms
19–24 Jul
Top guest favourite
Room in Townshend
Rustic elegance at its best!
5.0 out of 5 average rating, 75 reviews, 1 king bed, 2 bathrooms
19–24 Jul
Top guest favourite
Place to stay in Jamaica
2 Room Suite, Historic Inn, Jamaicahaus
5.0 out of 5 average rating, 70 reviews, 2 bedrooms, 2 beds, 1 bathroom
26–31 Jul
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
21–26 Jul