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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
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
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
Guest favourite
Cottage in Jamaica
Cottage-Swim-View-Firepit-7min to Stratton-Dog OK
3 bedrooms, 4 beds, 1 bathroom
21–26 Aug
4.85 out of 5 average rating, 625 reviews
Top guest favourite
Cabin in Jamaica
12 min to Stratton! Cozy Rustic w Fireplace + Deck
4 bedrooms, 7 beds, 2 bathrooms
15–20 Jul
5.0 out of 5 average rating, 74 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
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
Rooms in Jamaica
3 Room Suite, Monthly, Historic Inn, Jamaicahaus
2 bedrooms, 3 beds, 1 bathroom
14–19 Jul
4.98 out of 5 average rating, 53 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
Top guest favourite
Home in Stratton
Modern Cabin ~ 3min to Stratton Resort
2 bedrooms, 3 beds, 1 bathroom
20–25 Jul
4.92 out of 5 average rating, 144 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
Cabin in Newfane
Whimsical Mountain Log Cabin Retreat Near Mt Snow
2 bedrooms, 2 queen beds, 1 bathroom
26–31 Jul
New place to stay
Top guest favourite
Cabin in Jamaica
Wishing Well Cabin
3 bedrooms, 7 beds, 2 bathrooms
15–20 Jul
4.98 out of 5 average rating, 62 reviews
Top guest favourite
Flat in Townshend
Private Apt. on Farm, Hot Tub with views!
3 bedrooms, 3 queen beds, 1 bathroom
15–20 Aug
4.93 out of 5 average rating, 275 reviews
Top guest favourite
Chalet in Jamaica
Family Fun, Summer in VT, 10 min to Stratton
4 bedrooms, 8 beds, 3 bathrooms
19–24 Jul
4.99 out of 5 average rating, 72 reviews
Top guest favourite
Chalet in Wardsboro
The Mont Haus- WOOD FIRED SAUNA!
3 bedrooms, 4 beds, 1.5 bathrooms
19–24 Jul
4.98 out of 5 average rating, 65 reviews
Guest favourite
Home in Winhall
Hilltop Hideaway: Stratton Views | Hot Tub | A/C
3 bedrooms, 7 beds, 3.5 bathrooms
19–24 Jul
4.97 out of 5 average rating, 61 reviews
Home in Jamaica
Sprawling Fully Renovated 1800s Farm House
3 bedrooms, 3 beds, 2 bathrooms
15–20 Jul
Guest favourite
Tiny home in Wardsboro
Little Red House Vermont
2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
4.94 out of 5 average rating, 364 reviews