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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
1 bedroom, 2 beds, 1 bathroom
25–30 Jul
4.94 out of 5 average rating, 1364 reviews
Superhost
Treehouse in Jamaica
The Treehouse at Frog Pond Farm
1 bedroom, 2 beds, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Guest house in Jamaica
The Chick Inn
1 bedroom, 1 king bed, WC
19–24 Jul
4.96 out of 5 average rating, 192 reviews
Top guest favourite
Home in Wardsboro
Bear Den: Hot Tub + Secluded | Sleeps 8 | Modern
3 bedrooms, 4 beds, 2 bathrooms
17–22 Jul
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Cabin in Jamaica
Cozy Cabin at Frog Pond Farm
1 bedroom, 4 beds, 1 bathroom
2–7 Aug
4.99 out of 5 average rating, 311 reviews
Top guest favourite
Room in Jamaica
1 Room Suite, Large, Historic Inn, Jamaicahaus
1 bed, 1 bathroom
26–31 Jul
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Cabin in Jamaica
Artsy & Cozy Cabin - Renovated - River & VT skiing
1 bedroom, 1 bed, 1 bathroom
14–19 Sept
4.93 out of 5 average rating, 28 reviews
Top guest favourite
Room in Townshend
Overlook at River & Rye in Jamaica, VT
1 bed, 1 bathroom
16–21 Jul
5.0 out of 5 average rating, 55 reviews
Top guest favourite
Home in Jamaica
Stratton Summer House | Trails + Swim Holes + AC
3 bedrooms, 3 queen beds, 2 bathrooms
18–23 Jul
5.0 out of 5 average rating, 44 reviews
Guest favourite
Cottage in Wardsboro
Mount Snow & Stratton Riverfront Cozy Cottage
3 bedrooms, 4 beds, 1 bathroom
15–20 Jul
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Cabin in Jamaica
12 min to Stratton! Cozy Rustic w Fireplace + Deck
4 bedrooms, 7 beds, 2 bathrooms
16–21 Jul
5.0 out of 5 average rating, 74 reviews
Top guest favourite
Chalet in Jamaica
Designer Chalet w/ Mountain Views close to it all
3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
4.99 out of 5 average rating, 105 reviews
Superhost
Cabin in Jamaica
The Woodland A-Frame
2 bedrooms, 2 queen beds, 1.5 bathrooms
19–24 Aug
4.91 out of 5 average rating, 105 reviews
Top guest favourite
Chalet in Jamaica
Classic Vermont A-Frame | Fire Pit | Near Stratton
2 bedrooms, 2 queen beds, 1 bathroom
5–10 Aug
4.98 out of 5 average rating, 289 reviews
Top guest favourite
Chalet in Wardsboro
The Great Escape!
4 bedrooms, 7 beds, 2 bathrooms
15–20 Jul
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Cabin in Jamaica
Wishing Well Cabin
3 bedrooms, 7 beds, 2 bathrooms
16–21 Jul
4.98 out of 5 average rating, 62 reviews
Top guest favourite
Chalet in Wardsboro
Shiny Elk Chalet - near Mt Snow w/ cozy fireplace
3 bedrooms, 3 beds, 1.5 bathrooms
1–6 Aug
4.98 out of 5 average rating, 107 reviews
Guest favourite
Cabin in Wardsboro
Snow Mtn Lodge- Mt Snow, Stratton, Pool, VAST
3 bedrooms, 5 beds, 1 bathroom
20–25 Jul
4.94 out of 5 average rating, 16 reviews