A road flanked by dense bamboo groves.

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Jamaica chalets

A white, single-story cabin with a red door, surrounded by trees.

1. Ski Stratton A-Frame | Sleeps 10, Hot Tub, Sauna

Ski Stratton A-Frame | Sleeps 10, Hot Tub, Sauna
Jamaica
10.0 out of 10, Exceptional, (3 reviews)
"Great peaceful stay. Hosts were always in communication with us. Close to Stratton. Hot tube & sauna were a great top off to a day of skiing. "
United States
fran g.
The price is €963
includes taxes & fees
3 Nov - 4 Nov
Ski Stratton A-Frame | Sleeps 10, Hot Tub, Sauna
A wooden deck with a black Adirondack chair and a small table, surrounded by trees.

2. Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
Wardsboro
10.0 out of 10, Exceptional, (20 reviews)
"Cute place, very pet-friendly."
United States
Jeff H.
The price is €389
includes taxes & fees
3 Nov - 4 Nov
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
A wooden deck with a table and chairs, surrounded by a forest.

3. The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!

The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
Wardsboro
10.0 out of 10, Exceptional, (13 reviews)
"Loved this place so much! Adorable spot, quaint but has everything you need. Loved the luxury details. "
United States
Carly L.
The price is €442
includes taxes & fees
9 Nov - 10 Nov
The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
A small, single-story house with a front porch, a red door, and a white fence.

4. The Perfect Vermont Getaway! 3 bedroom, Fireplace, indoor Pool & Mountain Charm

The Perfect Vermont Getaway! 3 bedroom, Fireplace, indoor Pool & Mountain Charm
Wardsboro
10.0 out of 10, Exceptional, (3 reviews)
"Everything was wonderful and perfect for our family. Super clean and great Vermont experience"
United States
Lisa B.
The price is €460
includes taxes & fees
25 Oct - 26 Oct
The Perfect Vermont Getaway! 3 bedroom, Fireplace, indoor Pool & Mountain Charm
A wooden house with a porch lit by string lights, surrounded by snow.

5. Chalet Mount Snow/Stratton Skiing/hiking

Chalet Mount Snow/Stratton Skiing/hiking
East Dover
10.0 out of 10, Exceptional, (17 reviews)
"Clean, cozy, set back and had all the amenities that you would need"
United States
Chelsea G.
The price is €403
includes taxes & fees
4 Nov - 5 Nov
Chalet Mount Snow/Stratton Skiing/hiking
A two-story wooden house with a stone retaining wall, a covered porch, and a small shed.

6. 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Dover
9.4 out of 10, Exceptional, (29 reviews)
"Very clean - kitchen well stocked with utensils for cooking - great proximity to Mount Snow."
United States
Brian S.
The price is €416
includes taxes & fees
2 Nov - 3 Nov
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
A two-story wooden cabin with a stone foundation, large windows, and a stone chimney.

7. Luxe Chalet - Leaf Peeping, Near Mt Snow and Stratton Mountain w/Hot Tub, Sauna

Luxe Chalet - Leaf Peeping, Near Mt Snow and Stratton Mountain w/Hot Tub, Sauna
Stratton
10.0 out of 10, Exceptional, (7 reviews)
"Everything about our stay was top notch. Highly recommend and I will book this house again. "
United States
samantha b.
The price is €640
includes taxes & fees
26 Oct - 27 Oct
Luxe Chalet - Leaf Peeping, Near Mt Snow and Stratton Mountain w/Hot Tub, Sauna
A two-story house with a covered porch, surrounded by a well-maintained garden and trees.

8. Tranquil Brookside Retreat with Hot Tub & Firepit

Tranquil Brookside Retreat with Hot Tub & Firepit
Peru
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful place. Comfortable and well furnished. "
United States
Michael B.
The price is €627
includes taxes & fees
1 Nov - 2 Nov
Tranquil Brookside Retreat with Hot Tub & Firepit
Exterior

9. NEW Private Chalet - 4 mins to Mt Snow

NEW Private Chalet - 4 mins to Mt Snow
Dover
10.0 out of 10, Exceptional, (4 reviews)
"Great place close enough to everything you need but set off the road for quiet evenings. Clean, spacious open floor plan great accommodation that checks all the needs for a ski getaway. "
United States
Mark C.
The price is €590
includes taxes & fees
23 Oct - 24 Oct
NEW Private Chalet - 4 mins to Mt Snow
A two-story house with a large deck and a covered porch, surrounded by trees and a grassy yard.

10. Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!

Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!
Dover
10.0 out of 10, Exceptional, (7 reviews)
"Perfect spot for a family ski vacation! Thanks you for behind a great host!"
United States
Andrew B.
The price is €476
includes taxes & fees
25 Oct - 26 Oct
Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Jamaica Hotel Reviews

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT

10/10 Excellent
"Clean room, but very old and needs updating. TV had Netflix and Prime."
Nazia 2-night trip
Posted 15 hours ago
Travelodge by Wyndham Brattleboro VT

Find out more about Jamaica

Jamaica Chalets information

Number of reviews
112
Accommodation
102 Chalets
Lowest Price
€403
Highest Price
€963