Compare Jamaica Chalets

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Featured Chalets in Jamaica

Two Bedroom Chalet, Charming, Quiet, River Front

Two Bedroom Chalet, Charming, Quiet, River Front

Jamaica VT
At this chalet, guests have access to features like laundry facilities. This family-friendly chalet also has barbecue grills.
Kitchen
Free WiFi
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
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.
Pet friendly
Free WiFi
Mountain Chalet mins to Mt Snow - Clubhouse w/pool, mins to town for dining out.

Mountain Chalet mins to Mt Snow - Clubhouse w/pool, mins to town for dining out.

Wilmington VT
This chalet features an indoor pool, an outdoor pool, and a gym. Other amenities at this family-friendly chalet include a hot tub, an arcade/game room, and laundry facilities.
Pool
Hot Tub
Cozy 3 bedroom 2 bathroom chalet centrally located in Southern Vermont.

Cozy 3 bedroom 2 bathroom chalet centrally located in Southern Vermont.

Windham VT
At this chalet, guests have access to features like laundry facilities.
Washer
Dryer
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

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

Wardsboro VT
$348 nightly
The price is $393 total per night
$393 total
Apr 19 - Apr 20
Total with taxes and fees
At this chalet, guests have access to features like laundry facilities. This smoke-free chalet also has barbecue grills.
Kitchen
Washer
Comfy chalet near town, lake, skiing and hiking

Comfy chalet near town, lake, skiing and hiking

Wilmington VT
Guests staying at this chalet have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
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 VT
$404 nightly
The price is $456 total per night
$456 total
Apr 13 - Apr 14
Total with taxes and fees
At this chalet, guests enjoy ski-in/ski-out access, an outdoor pool, and a gym. Other amenities at this ski chalet include an arcade/game room, laundry facilities, and a garden.
Pool
Kitchen
Green Mountain Manor - Ski and Summer Chalet

Green Mountain Manor - Ski and Summer Chalet

Winhall VT
Ski-in/ski-out access, a sauna, and a hot tub are featured at this chalet. Staff members can answer questions about accommodations, and also provide concierge services. Other amenities at this ski chalet include an arcade/game room, laundry facilities, and local meal delivery service.
Pool
Hot Tub
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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

    Pointe at Castle Hill Resort

    Pointe at Castle Hill Resort

    2940 State Route 103 Cavendish VT
    $135 nightly
    The price is $146 total per night from Apr 12 to Apr 13
    $146 total
    Apr 12 - Apr 13
    Total with taxes and fees
    8.8/10 Excellent! (1,002 reviews)
    Colonial Motel And Spa

    Colonial Motel And Spa

    889 Putney Rd Brattleboro VT
    $104 nightly
    The price is $114 total per night from May 5 to May 6
    $114 total
    May 5 - May 6
    Total with taxes and fees
    6.8/10 (1,004 reviews)
    Hampton Inn and Suites Manchester

    Hampton Inn and Suites Manchester

    4519 Main St Manchester Center VT
    $147 nightly
    The price is $162 total per night from Apr 22 to Apr 23
    $162 total
    Apr 22 - Apr 23
    Total with taxes and fees
    9.6/10 Exceptional! (1,004 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
$114
Highest Price
$456
Popular accommodation
Two Bedroom Chalet, Charming, Quiet, River Front , Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,, Cozy & Spacious Ski Condo 1 mile from Mount Snow VT, Mountain Chalet mins to Mt Snow - Clubhouse w/pool, mins to town for dining out., Cozy 3 bedroom 2 bathroom chalet centrally located in Southern Vermont., Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!, Comfy chalet near town, lake, skiing and hiking, 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House, Green Mountain Manor - Ski and Summer Chalet

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