Compare Jamaica Chalets

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Featured Chalets in Jamaica

Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,

Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,

Ludlow VT
Guests of this chalet enjoy access to ski-in/ski-out access, laundry facilities, and barbecue grills.
Kitchen
Washer
Beautiful- Ski/Golf home, Hot tub, mins to MTN

Beautiful- Ski/Golf home, Hot tub, mins to MTN

Wilmington VT
Guests of this chalet enjoy features like a gym, a hot tub, and laundry facilities. Additional amenities include barbecue grills and a garden.
A-Frame Chalet | Floor-to-Ceiling Windows, 1 Mi to Bromley

A-Frame Chalet | Floor-to-Ceiling Windows, 1 Mi to Bromley

Peru VT
Guests staying at this chalet have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Cozy & Spacious Ski Condo 1 mile from Mount Snow VT

Cozy & Spacious Ski Condo 1 mile from Mount Snow VT

Dover VT
This chalet is a smoke-free chalet.
Kitchen
Pet friendly
Skybarn Vermont | Pool, 100-Mile Views, Historic Barn

Skybarn Vermont | Pool, 100-Mile Views, Historic Barn

West Dover VT
At this chalet, guests have access to features like laundry facilities. This smoke-free chalet also has barbecue grills.
Pool
Washer
Private 6 bedroom Chalet 5min to Mt Snow

Private 6 bedroom Chalet 5min to Mt Snow

Dover VT
At this chalet, guests have access to an arcade/game room, laundry facilities, and barbecue grills. This golf chalet also has a garden.
Kitchen
Washer
Brian Piece of Heaven for fall Foliage. Beautiful colors

Brian Piece of Heaven for fall Foliage. Beautiful colors

arlington VT
At this chalet, guests have access to features like laundry facilities. This smoke-free chalet also has barbecue grills.
Kitchen
Washer
Modern 7Bd/3Ba Mountain Chalet w/ Hot tub, 3 minutes from Okemo

Modern 7Bd/3Ba Mountain Chalet w/ Hot tub, 3 minutes from Okemo

Ludlow VT
At this chalet, guests have access to features like an arcade/game room and laundry facilities.
Dryer
Outdoor Space
Modern Lux Cabin w/ Mtn Views | Fire Pit

Modern Lux Cabin w/ Mtn Views | Fire Pit

Stratton VT
At this chalet, guests have access to features like laundry facilities. This smoke-free chalet also has a garden.
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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.

Hotel Options in Jamaica

    Hampton Inn Brattleboro

    Hampton Inn Brattleboro

    1378 Putney Road Brattleboro VT
    $122 nightly
    The price is $134 total per night from Jun 7 to Jun 8
    $134 total
    Jun 7 - Jun 8
    Total with taxes and fees
    8.2/10 Very Good! (984 reviews)
    Kimpton Taconic Hotel by IHG

    Kimpton Taconic Hotel by IHG

    3835 Main St. Manchester VT
    $196 nightly
    The price is $216 total per night from Jun 14 to Jun 15
    $216 total
    Jun 14 - Jun 15
    Total with taxes and fees
    9.4/10 Exceptional! (844 reviews)
    The Equinox Golf Resort & Spa

    The Equinox Golf Resort & Spa

    3567 Main Street Route 7A Manchester VT
    $198 nightly
    The price is $218 total per night from Jun 2 to Jun 3
    $218 total
    Jun 2 - Jun 3
    Total with taxes and fees
    7.4/10 Good! (629 reviews)

Chalets

Book the best chalets in Jamaica
Take a break from reality and kick back in a Jamaica chalet on your next vacation. Stay right in the middle of all the action, but feel like you’re miles away. Be as active or as relaxed as you want. Your chalet is truly yours. No one can tell you what to do on your chalet stay—and it’s the best way to enjoy a getaway.

Get the most from your chalet stay
You’ll make incredible new memories at chalets in Jamaica. They look great in your photos, with sunning backdrops and cozy touches like fireplaces and exposed beam ceilings. Wake up to light streaming through your big picture window and admire your incredible view. Don’t just look at the great outdoors, though. Get out there and experience all that Jamaica has to offer.

Bring the whole group, because you’ll find plenty of space to spread out at Jamaica chalet houses. Whether you use all those bedrooms for the kids or for your crazy crew, you can settle in quickly thanks to chalets’ convenient amenities. Whip up a meal in no time in the kitchen or kitchenette, or whip out your phone to call for delivery. Cozy up to the fire, or fire up the blender for some drinks. When you’ve got a chalet, it’s going to be good day.

Jamaica Chalets essential information

Accommodation
114 Chalets
Lowest Price
$134
Highest Price
$218
Popular accommodation
Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,, Beautiful- Ski/Golf home, Hot tub, mins to MTN, A-Frame Chalet | Floor-to-Ceiling Windows, 1 Mi to Bromley, Cozy & Spacious Ski Condo 1 mile from Mount Snow VT, Skybarn Vermont | Pool, 100-Mile Views, Historic Barn, Private 6 bedroom Chalet 5min to Mt Snow, Brian Piece of Heaven for fall Foliage. Beautiful colors, Modern 7Bd/3Ba Mountain Chalet w/ Hot tub, 3 minutes from Okemo, Modern Lux Cabin w/ Mtn Views | Fire Pit

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