
Chalet vacation rentals in Jamaica
Find and book unique chalets on Airbnb
Top-rated chalet rentals in Jamaica
Guests agree: these chalets are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Jamaica chalet rentals
Family-friendly chalet rentals

Brookside Timber Chalet w/ Hot Tub at Mount Snow

Spacious Alpine Chalet near skiing and hiking

Cabin | Chalet | Mt Snow | Hot Tub & Pool Access

Hilltop Chalet on 20 rolling acres

Charming Chalet w. Hot Tub - 1 Mile to Mt. Snow

Clean cozy Stratton chalet

New! Mt Snow Chalet w/land, privacy, relaxation

Shiny Elk Chalet -Fire pit, Foliage, Fall in VT!
Luxury chalet rentals

Secluded Retreat on 22 Acres - Ponds, Hot Tub, A/C

Modern Chalet w/ Hot Tub by Stratton & Mount Snow

The Lodge on Warner Hill

Spacious Chalet W/ Endless Entertainment THE BARN

Okemo Mountain-Newly Renovated w AC, hottub, WiFi

Minutes to Stratton! Large, private home w. sauna

Hot Tub-Game Room-Fire Pit-Dogs Ok-8Min Mount Snow

Wine Moose Hot tub Fireplace Sauna 9min to Mt Snow
Quick stats about chalet rentals in Jamaica
Total rentals
10 properties
Nightly prices starting at
$124 CAD before taxes and fees
Total number of reviews
1.7K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Plainview Vacation rentals
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- Rentals with a patio Jamaica
- Rentals with a washer and dryer Jamaica
- Rentals with a firepit Jamaica
- Rentals with outdoor seating Jamaica
- Rentals with pools Jamaica
- Family-friendly rentals Jamaica
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- Waterfront rentals Jamaica
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- Fitness-friendly rentals Jamaica
- House rentals Jamaica
- Rentals with a hot tub Jamaica
- Pet-friendly rentals Jamaica
- Rentals with an EV charger Jamaica
- Rentals with a fireplace Jamaica
- Chalet rentals Windham County
- Chalet rentals Vermont
- Chalet rentals United States
- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Monadnock State Park
- Berkshire East Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Mount Greylock Ski Club
- West Mountain Ski Resort
- Mount Sugarloaf State Reservation
- Stratton Mountain Resort
- Dorset Field Club
- Pico Mountain Ski Resort
- Mount Snow Ski Resort
- Hildene, The Lincoln Family Home
- Hooper Golf Course
- The Shattuck Golf Club
- Crotched Mountain Ski and Ride
- Northern Cross Vineyard
- Ekwanok Country Club
- Fox Run Golf Club
- Whaleback Mountain