A road flanked by dense bamboo groves.

Search Chalets in Jamaica from CA $645

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Jamaica chalets

Terrace/patio

1. 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, (19 reviews)
"Cute place, very pet-friendly."
United States
Jeff H.
The price is CA $287
CA $645 total
includes taxes & fees
Aug 31 - Sep 1
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
Exterior

2. Green Mountain Chalet w/ Hot Tub, Sauna, Treehouse on 4 acres

Green Mountain Chalet w/ Hot Tub, Sauna, Treehouse on 4 acres
Stratton
10.0 out of 10, Exceptional, (6 reviews)
"Everything about our stay was top notch. Highly recommend and I will book this house again. "
United States
samantha b.
Green Mountain Chalet w/ Hot Tub, Sauna, Treehouse on 4 acres
Outdoor dining

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, (9 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 CA $259
CA $684 total
includes taxes & fees
Aug 25 - Aug 26
The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
Exterior

4. Chalet Mount Snow/Stratton Skiing/hiking

Chalet Mount Snow/Stratton Skiing/hiking
East Dover
10.0 out of 10, Exceptional, (13 reviews)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
United States
Roy-michael G.
The price is CA $207
CA $667 total
includes taxes & fees
Aug 13 - Aug 14
Chalet Mount Snow/Stratton Skiing/hiking
Exterior

5. Stratton Mountain Ski Chalet: Hot Tub, Gameroom, Firepit, Grill, EV & Pond Views

Stratton Mountain Ski Chalet: Hot Tub, Gameroom, Firepit, Grill, EV & Pond Views
Winhall
9.0 out of 10, Wonderful, (20 reviews)
"had everything we needed and was close to skiing "
United States
Frank P.
Stratton Mountain Ski Chalet: Hot Tub, Gameroom, Firepit, Grill, EV & Pond Views
Exterior

6. 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 CA $770
CA $1,402 total
includes taxes & fees
Aug 4 - Aug 5
Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!
Exterior

7. 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
9.6 out of 10, Exceptional, (27 reviews)
"Very clean - kitchen well stocked with utensils for cooking - great proximity to Mount Snow."
United States
Brian S.
The price is CA $200
CA $681 total
includes taxes & fees
Aug 25 - Aug 26
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Exterior

8. 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 CA $343
CA $933 total
includes taxes & fees
Aug 4 - Aug 5
NEW Private Chalet - 4 mins to Mt Snow
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

Hampton Inn Brattleboro

Hampton Inn Brattleboro

8/10 Good
"We called down to the desk the night we checked in to get help with TV. Said someone would be up in 10 minutes but that person never showed up. In the morning we called again and the person came shortly but we had to leave the room. Why?"
KATHLEEN 1-night trip
Posted 8 hours ago
Hampton Inn Brattleboro

Find out more about Jamaica

Jamaica Chalets information

Number of reviews
85
Accommodation
110 Chalets
Lowest Price
CA $645
Highest Price
CA $1,402

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