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Jamaica Chalets

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Jamaica chalets

4 bedrooms, desk, iron/ironing board, free WiFi
7 min, 10 guests | Stratton Ski Haus | Sauna, HotTub, BootWarmers, 1GB

Chalet in Jamaica

$708 nightly
The price is $800
Dec 10 - Dec 11
Total with taxes and fees
7 min, 10 guests | Stratton Ski Haus | Sauna, HotTub, BootWarmers, 1GB
Exterior
Mountain Chalet mins from Mt Snow Skiing/hiking

Chalet in East Dover

9.8 out of 10, Exceptional, (9)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
United States
Roy-michael G.
$353 nightly
The price is $398
Dec 10 - Dec 11
Total with taxes and fees
Mountain Chalet mins from Mt Snow Skiing/hiking
Terrace/patio
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

Chalet in Wardsboro

10.0 out of 10, Exceptional, (14)
"Perfect weekend getaway "
United States
Seth G.
$344 nightly
The price is $389
Dec 10 - Dec 11
Total with taxes and fees
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
Outdoor spa tub
8 Minutes to ski Mount Snow, Hot Tub, Game Room, Fire Pit, Dog friendly

Chalet in West Dover

10.0 out of 10, Exceptional, (20)
"Had a delightful time here for the Holiday. Quiet place which held us all comfortably! Easy to get to the places we wanted to go to and was well maintained. Communication with the hosts was fantastic."
United States
Jeannine A.
$483 nightly
The price is $546
Dec 10 - Dec 11
Total with taxes and fees
8 Minutes to ski Mount Snow, Hot Tub, Game Room, Fire Pit, Dog friendly
Exterior
The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!

Chalet in Wardsboro

10.0 out of 10, Exceptional, (4)
"Impressively clean house! The owners were great to deal with and very responsive. Would certainly recommend to anyone traveling in the area."
United States
Kristen T.
$395 nightly
The price is $446
Dec 10 - Dec 11
Total with taxes and fees
The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
Terrace/patio
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

Chalet in Dover

9.8 out of 10, Exceptional, (22)
"Decently-sized rooms, great lighting, plenty of space for families with kids to relax, enjoy the outdoor space, easy drive to Stratton and Wilmington. "
United States
SZU YIN C.
$375 nightly
The price is $424
Jan 5 - Jan 6, 2026
Total with taxes and fees
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Exterior
NEW Private Chalet - 4 mins to Mt Snow

Chalet in Dover

10.0 out of 10, Exceptional, (2)
"Mary and Adam were absolutely lovely hosts! From the initial booking to check-in and throughout our stay, they were incredibly responsive. The house was fantastic—completely updated, with a fully equipped kitchen, spacious bedrooms, and a beautiful living area with a cozy fireplace.Our only regret is that we couldn’t stay longer. Thank you, Mary and Adam, for a wonderful stay!"
United States
Patricia N.
$589 nightly
The price is $666
Dec 10 - Dec 11
Total with taxes and fees
NEW Private Chalet - 4 mins to Mt Snow
Exterior
Green Mountain Chalet w/ Hot Tub, Sauna, Treehouse on 4 acres

Chalet in Stratton

10.0 out of 10, Exceptional, (5)
"We had an amazing stay. It was the perfect location for 4 couples. The owners were super responsive. Amenities were great (our only kitchen recommendation is a non-glass cutting board and individual salt and pepper shakers). Would love to stay again in the summer next time! "
United States
Nicholas D.
$617 nightly
The price is $697
Dec 10 - Dec 11
Total with taxes and fees
Green Mountain Chalet w/ Hot Tub, Sauna, Treehouse on 4 acres
Terrace/patio
A Charming Chalet with Hot Tub 1 Mile to Mt. Snow

Chalet in Dover

10.0 out of 10, Exceptional, (14)
"Place was super clean. My wife’s favorite video game pac man was down stairs which gave us all a chance to compete against each other and was a blast. We would love to go back A on this property "
United States
Rich H.
$630 nightly
The price is $712
Dec 15 - Dec 16
Total with taxes and fees
A Charming Chalet with Hot Tub 1 Mile to Mt. Snow
Exterior
Private cabin: 7 mins to slopes, wood fireplace

Chalet in Dover

2.0 star property
9.8 out of 10, Exceptional, (6)
"We spent the week, excellent location and the home was exactly as described in listing."
United States
Chris R.
$744 nightly
The price is $841
Dec 10 - Dec 11
Total with taxes and fees
Private cabin: 7 mins to slopes, wood fireplace
Exterior
Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!

Chalet in Dover

10.0 out of 10, Exceptional, (4)
"We had a great time at the Chalet. Great accommodations Jennifer made sure we had everything we needed She went above and beyond to accommodate our group. "
United States
Chris I.
$874 nightly
The price is $988
Dec 10 - Dec 11
Total with taxes and fees
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

The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent
"Nice staff, big room, comfortable bed, walking distance to downtown-overall great stay! "
Amanda 1-night trip
Posted 2 days ago
The Palmer House Resort, an Ascend Collection Hotel

Find out more about Jamaica

Jamaica Chalets information

Number of reviews
92
Accommodation
110 Chalets
Lowest Price
$389
Highest Price
$988

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