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
Chimney Hill Mtn Chalet w/resort access - heated pools, trails, near lake & town

Chimney Hill Mtn Chalet w/resort access - heated pools, trails, near lake & town

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 an arcade/game room, laundry facilities, and a garden.
Washer
Dryer
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

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

Wardsboro VT
$330 nightly
The price is $373 total per night
$373 total
May 20 - May 21
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
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
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, a garden, and barbecue grills.
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
$390 nightly
The price is $441 total per night
$441 total
Apr 21 - Apr 22
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
    $138 nightly
    The price is $150 total per night from Apr 27 to Apr 28
    $150 total
    Apr 27 - Apr 28
    Total with taxes and fees
    8.8/10 Excellent! (1,003 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 Apr 29 to Apr 30
    $216 total
    Apr 29 - Apr 30
    Total with taxes and fees
    Colonial Motel And Spa

    Colonial Motel And Spa

    889 Putney Rd Brattleboro VT
    $104 nightly
    The price is $114 total per night from Apr 23 to Apr 24
    $114 total
    Apr 23 - Apr 24
    Total with taxes and fees
    6.8/10 (1,003 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
$441
Popular accommodation
Two Bedroom Chalet, Charming, Quiet, River Front , Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,, Chimney Hill Mtn Chalet w/resort access - heated pools, trails, near lake & town, Cozy 3 bedroom 2 bathroom chalet centrally located in Southern Vermont., Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!, Cozy & Spacious Ski Condo 1 mile from Mount Snow VT, 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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