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Search results; Over 1,000 homes in Jamaica

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Guest favourite

Home in Jamaica

Cozy Riverfront Home in beautiful Jamaica

2 bedrooms, 3 beds, 1.5 private bathrooms

4–9 Oct

$2,112 SGD for 5 nights

,

4.94 out of 5 average rating, 190 reviews

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Home in Jamaica

Green Mountain Modern House: iconic modern getaway

3 bedrooms, 4 beds

17–22 Oct

$2,734 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 3 reviews

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Top guest favourite

Tiny home in Jamaica

Apple Blossom Cottage: A Tiny House

1 bedroom, 2 beds

18–23 Oct

$697 SGD for 5 nights

Free cancellation

4.94 out of 5 average rating, 1385 reviews

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Cabin in Jamaica

Riverfront - Brookside Cottage Retreat - Foliage

3 bedrooms, 4 beds

19–24 Oct

$1,831 SGD for 5 nights

Free cancellation

New place to stay

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Guest favourite

Cottage in Jamaica

Cottage-Swim-View-Firepit-7min to Stratton-Dog OK

3 bedrooms, 4 beds

18–23 Oct

$855 SGD for 5 nights

Free cancellation

4.85 out of 5 average rating, 641 reviews

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Top guest favourite

Treehouse in Jamaica

The Treehouse at Frog Pond Farm

1 bedroom, 2 beds

25–30 Oct

$1,401 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 15 reviews

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Top guest favourite

Chalet in Jamaica

Family Fun, Ski/ Snowboard 10 min to Stratton

4 bedrooms, 8 beds

1–6 Oct

$2,010 SGD for 5 nights

4.99 out of 5 average rating, 75 reviews

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Guest favourite

Cabin in Jamaica

Cabin-Swim-Fire Pit-Sauna-7min to Stratton-DogsOK

1 bedroom, 2 beds

11–16 Oct

$722 SGD for 5 nights

Free cancellation

4.9 out of 5 average rating, 119 reviews

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Home in Jamaica

Luxe 5,000 Sq Ft Retreat: 5 Mi to Stratton Resort

4 bedrooms, 7 beds

11–16 Oct

$3,342 SGD for 5 nights

4.92 out of 5 average rating, 13 reviews

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Top guest favourite

Cabin in Jamaica

12 min to Stratton! Cozy rustic w fireplace + deck

4 bedrooms, 7 beds

1–6 Oct

5.0 out of 5 average rating, 75 reviews

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Guest favourite

Home in Jamaica

Magic Cottage in Jamaica Vermont

4 bedrooms, 7 beds

1–6 Oct

5.0 out of 5 average rating, 21 reviews

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Guest favourite

Chalet in Jamaica

Plush Vermont ski + summer chalet in a great spot

3 bedrooms, 5 beds

13–18 Oct

$1,253 SGD for 5 nights

4.93 out of 5 average rating, 28 reviews

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Guest favourite

Chalet in Jamaica

Classic Vermont A-Frame | Fire Pit | Near Stratton

2 bedrooms, 2 queen beds

13–18 Oct

Extended stay discount

4.97 out of 5 average rating, 295 reviews

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Top guest favourite

Cabin in Jamaica

Wishing Well Cabin

3 bedrooms, 7 beds

3–8 Oct

$2,279 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 63 reviews

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Guest favourite

Home in Jamaica

The Post Haus - One-of-A-Kind Modern VT Experience

2 bedrooms, 3 beds

11–16 Oct

$2,733 SGD for 5 nights

4.93 out of 5 average rating, 137 reviews

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Top guest favourite

Guest house in Jamaica

3 Room Suite, Historic Inn, Jamaicahaus

2 bedrooms, 3 beds

1–6 Oct

$1,341 SGD for 5 nights

4.98 out of 5 average rating, 53 reviews

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Top guest favourite

Home in Jamaica

Stratton Ski/Yoga retreat

3 bedrooms, 5 beds

1–6 Oct

$1,771 SGD for 5 nights

4.9 out of 5 average rating, 91 reviews

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Top guest favourite

Rooms in Jamaica

2 Room Suite, Historic Inn, Jamaicahaus

2 bedrooms, 2 beds

11–16 Oct

$1,149 SGD for 5 nights

5.0 out of 5 average rating, 71 reviews

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Guest favourite

Home in Jamaica

Stratton; 6 min. King beds. Game rm. Dog friendly

5 bedrooms, 10 beds

18–23 Oct

$2,158 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 11 reviews