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Search results; Over 1,000 homes in Jamaica

Guest favourite
Chalet in Jamaica
Artists Chalet minutes from Stratton Ski Resort
4 bedrooms, 9 beds, 2 private bathrooms
3–8 Aug
,
4.84 out of 5 average rating, 192 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
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 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
Wishing Well Cabin
3 bedrooms, 7 beds, 2 bathrooms
16–21 Jul
4.98 out of 5 average rating, 62 reviews
Home in Jamaica
Sprawling Fully Renovated 1800s Farm House
3 bedrooms, 3 beds, 2 bathrooms
16–21 Jul
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
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
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
Guest favourite
Home in Windham
Artistic 3BR VT Mtn Retreat w/ Trails & Starlink
3 bedrooms, 5 beds, 2 bathrooms
3–8 Aug
4.96 out of 5 average rating, 98 reviews
Guest favourite
Cabin in Londonderry
Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba
3 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
4.95 out of 5 average rating, 254 reviews
Guest favourite
Flat in West Townshend
Private Apt on Farm, Hot Tub with views!
3 bedrooms, 3 beds, 1 bathroom
19–24 Jul
4.9 out of 5 average rating, 387 reviews
Home in Jamaica
Green Mountain Modern House: iconic modern getaway
3 bedrooms, 3 beds, 2 bathrooms
4–9 Aug
New place to stay
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
Chalet in Jamaica
Mountain Chalet with Hot Tub
3 bedrooms, 8 beds, 2 bathrooms
21–26 Jul
4.96 out of 5 average rating, 77 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
Guest favourite
Home in Jamaica
Cozy cabin in Jamaica
1 bedroom, 2 beds, 1 bathroom
4–9 Aug
4.83 out of 5 average rating, 86 reviews
Top guest favourite
Rooms in Jamaica
3 Room Suite, Monthly, Historic Inn, Jamaicahaus
2 bedrooms, 3 beds, 1 bathroom
15–20 Jul
4.98 out of 5 average rating, 53 reviews