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Search results; Over 1,000 homes in Jamaica

Guest favourite
Cottage in Jamaica
Cottage-Swim-View-Firepit-7min to Stratton-Dog OK
3 bedrooms, 4 beds, 1 private bathroom
15–20 Jul
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4.85 out of 5 average rating, 623 reviews
Guest favourite
Tiny home in Jamaica
Apple Blossom Cottage: A Tiny House
1 bedroom, 2 beds, 1 bathroom
16–21 Jul
4.94 out of 5 average rating, 1358 reviews
Top guest favourite
Chalet in Jamaica
Classic Vermont A-Frame | Fire Pit | Near Stratton
2 bedrooms, 2 queen beds, 1 bathroom
21–26 Jul
4.98 out of 5 average rating, 287 reviews
Top guest favourite
Cabin in Jamaica
Wishing Well Cabin
3 bedrooms, 7 beds, 2 bathrooms
11–16 Jul
4.98 out of 5 average rating, 61 reviews
Top guest favourite
Chalet in Jamaica
Family Fun, Summer in VT, 10 min to Stratton
4 bedrooms, 8 beds, 3 bathrooms
2–7 Jul
4.99 out of 5 average rating, 72 reviews
Top guest favourite
Cabin in Wardsboro
Cabin w/Hot tub, Sauna near Mt.Snow & Stratton.
4 bedrooms, 8 beds, 2 bathrooms
1–6 Jul
4.95 out of 5 average rating, 155 reviews
Guest favourite
Home in Jamaica
Luxe 5,000 Sq Ft Retreat: 5 Mi to Stratton Resort
4 bedrooms, 7 beds, 3.5 bathrooms
25–30 Aug
4.91 out of 5 average rating, 11 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, 43 reviews
Top guest favourite
Rooms in Jamaica
3 Room Suite, Monthly, Historic Inn, Jamaicahaus
2 bedrooms, 3 beds, 1 bathroom
1–6 Jul
4.98 out of 5 average rating, 52 reviews
Top guest favourite
Chalet in Jamaica
Designer Chalet w/ Mountain Views close to it all
3 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
4.99 out of 5 average rating, 104 reviews
Top guest favourite
Cabin in Jamaica
12 min to Stratton! Cozy Rustic w Fireplace + Deck
4 bedrooms, 7 beds, 2 bathrooms
1–6 Jul
5.0 out of 5 average rating, 74 reviews
Top guest favourite
Chalet in Wardsboro
Shiny Elk Chalet - near Mt Snow w/ cozy fireplace
3 bedrooms, 3 beds, 1.5 bathrooms
11–16 Jul
4.98 out of 5 average rating, 104 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, 53 reviews
Guest favourite
Home in Jamaica
Large Riverfront Home | Minutes to Stratton!
5 bedrooms, 10 beds, 5 bathrooms
15–20 Aug
4.94 out of 5 average rating, 71 reviews
Guest favourite
Cabin in Wardsboro
Snow Mtn Lodge- Mt Snow, Stratton, Pool, VAST
3 bedrooms, 5 beds, 1 bathroom
6–11 Jul
4.92 out of 5 average rating, 13 reviews
Guest favourite
Townhouse in Winhall
Stratton 5 BR/3BA Pet and Family Friendly Townhome
5 bedrooms, 9 beds, 3 bathrooms
1–6 Jul
4.8 out of 5 average rating, 20 reviews
Top guest favourite
Home in Jamaica
5BR near Stratton- Hot tub, sauna, fire pit, views
5 bedrooms, 12 beds, 3.5 bathrooms
1–6 Jul
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Winhall
Stratton; 8 min. King beds, fire place, dogs ok!
5 bedrooms, 12 beds, 4 bathrooms
1–6 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Chalet in Jamaica
Vermont A-Frame | Sleeps10, Hot Tub, Sauna, EV, AC
4 bedrooms, 7 beds, 2.5 bathrooms
13–19 Jul
5.0 out of 5 average rating, 28 reviews