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Vacation rentals in Chester

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chester

Guests agree: these stays are highly rated for location, cleanliness, and more.

Cabin in North Creek
Cozy Blue A-Frame~ Loft~Pet friendly~5★ Location!
Come and unwind at our cozy Blue A-frame cabin, conveniently located in the heart of the beautiful Adirondack Mountains (North Creek, NY). Our modern cabin features large rooms, rustic decor, pine walls, a fully stocked kitchen, internet connection, and a loft bedroom. Enjoy Gore Mountain, Hudson River rafting, high Peaks access for hiking, biking and paddling, only 5-10 minutes away. Make this your home base for Lake George, Schroon Lake and all that the Adirondacks have to offer.
$160 per night
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Rental unit in Chestertown
Lily Pad South at Loon Lake near Gore Mountain
Lily Pad South is nestled in the Adirondack Mountains of upstate NY. This two bedroom unit is super clean and a great place to relax. The property is rural, yet centrally located to 5 lakes, skiing at Gore Mountain, and famous Lake George Village, with easy highway access only five minutes away. Sleeps 4 adults plus 1 infant. If you have a smaller or larger group, please inquire about the availability of a 4 bedroom house or the adjacent 7 bedroom house.
$92 per night
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Rental unit in Chestertown
Lily Pad North at Loon Lake near Gore Mountain
Lily Pad North is nestled in the Adirondack Mountains of upstate NY. This two bedroom unit is super clean and a great place to relax. The property is rural, yet centrally located to 5 lakes, skiing at Gore Mountain, and famous Lake George Village, with easy highway access only five minutes away. Sleeps 5 adults plus 1 infant. If you have a smaller or larger group, please inquire about the availability of a 4 bedroom unit or the adjacent 7 bedroom house.
$109 per night
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Stay near Chester's top sights

Photo of Gore Mountain Ski Resort
Gore Mountain Ski Resort201 locals recommend
Photo of Revolution Rail Co.
Revolution Rail Co.84 locals recommend
Photo of Natural Stone Bridge & Caves
Natural Stone Bridge & Caves93 locals recommend
Photo of Main Street Ice Cream Parlor
Main Street Ice Cream Parlor50 locals recommend
Photo of Black Bear
Black Bear9 locals recommend
Photo of Wild Waters Outdoor Center
Wild Waters Outdoor Center28 locals recommend

Other great vacation rentals in Chester

Home in Chestertown
Adirondack 🏠 near Gore Mt, North Creek, Loon lake.
$264 per night
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Rental unit in Chestertown
Rustic Adirondack Studio Apartment
$120 per night
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Loft in North Creek
Gore Mountain Studio Retreat
$115 per night
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Home in Chestertown
Rustic Adirondacks Home w/ Hot Tub & Lake Access!
$176 per night
Cabin in Wevertown
Riverview Cabin close to Gore Mt and Lake George
$179 per night
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Cabin in Johnsburg
* New listing* Cozy 2BR cabin 10min to Gore mtn
$109 per night
Cabin in Johnsburg
Butternut Adirondack Cabin.
$139 per night
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Cabin in Johnsburg
Adirondack 2 Bedroom Cabin 1st to the right. #1
$139 per night
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Private room in North Creek
North Creek & Gore Mtn Private Adirondack Ensuite
$99 per night
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Cabin in Chestertown
Pine Brook Lodge (aka "Kyalami")
$250 per night
Camper/RV in Johnsburg
Happy Camper!
$90 per night
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Cabin in North Creek
Twilight Cabin
$169 per night
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Other types of stays on Airbnb

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  2. United States
  3. New York
  4. Warren County
  5. Chester