Vacation Rentals & accomodation in Chestertown
Choose the right place for you
REVIEWS
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9+ Exceptional
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8+ Fabulous
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7+ Very Good
DISTANCE FROM CENTRE
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Less than 1 km
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Less than 3 km
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Less than 5 km
Vacation rental deals in Chestertown
We have selected the best vacation rentals in Chestertown. Save money with Bluepillow by comparing the best deals from major travel websites in Chestertown
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Chestertown - United States
Cozy Adirondack Apartment
- 4 Guests 1Bedroom
10 Exceptional (26)Cozy 1 bedroom apartment over a real estate office. Recently renovated charming space with vaulted ceilings, large bathroom, living room, kitchen and bedroom. Apartment includes entire second floor and ...Check Availability -
Chestertown - United States
Lily Pad North at Loon Lake near Gore Mountain
- 7 Guests 2Bedrooms
10 Exceptional (33)Welcome to The Lily Pad at Loon Lake. We have owned our little retreat since 2005. As frequent travelers’ ourselves, we want you to be able to relax and unwind whether just passing through or here for ...Check Availability -
Chestertown - United States
Lily Pad South at Loon Lake near Gore Mountain
- 6 Guests 2Bedrooms
10 Exceptional (32)The Lily Pad is nestled in the Adirondack Mountains of upstate New York is ready to be your home away from home. Only 15 minutes to Gore Mountain Ski Center. Located at Loon Lake in Chestertown, NY and ...Check Availability -
Chestertown - United States
Cozy Adirondack Efficiency
- 4 Guests 1Bedroom
10 Exceptional (45)Located 18 miles from Gore Mountain, 2 miles from Brant Lake and 1.5 miles from the Schroon River, this cozy Adirondack efficiency allows guests to experience all that the North Country has to offer with ...Check Availability -
Chestertown - United States
Alp Horn Motel GORE Mountain Region
- 4 Guests 1Bedroom
10 Exceptional (17)Private Room with outside entrance at The Alp Horn Motel. Just minutes away from GORE Mountain, nearby Nordic Ski Centers and plenty of wilderness in our own backyard for skating, ice fishing, snowmobiling, ...Check Availability -
Chestertown - United States
Authentic Rustic Log Condo
- 8 Guests 2Bedrooms
10 Exceptional (52)Voici l'une des rares coproprietes de bois rondes authentique dans la paisible communaute de "Green Mansions" sur le Lac Tripp situe sur la Rt 9 sur la ligne Chestertown/Warrensburg, a la sortie Adirondack ...Check Availability
Save on Bed & Breakfast in Chestertown
Are you looking for an accommodation in Chestertown and do you want to save money? Choose from 8 Bed & Breakfasts in Chestertown
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Chestertown - United States
NEW LISTING! Historic Greek Revival style home near attractions!
- Hotel
The Historic Chester Inn Take a step back in time at this Greek Revival style home. This rental is meticulously detailed with each room decorated in period fashion, from hand-painted and imported wallpaper ...Check Availability -
Chestertown - United States
Beautiful Adirondack Chalet on Brant Lake
- Hotel
10 Exceptional (1)Enjoy your morning coffee on the huge screen porch and watch the morning fog lift when the sun rises over the gorgeous Adirondack mountains. It is the best way to start your day. The house sleeps 9 people. ...Check Availability
Farmhouse or Hotel? Choose from the best offers
Choose the accommodation tailor-made for you for your next vacation: sleep in a farmhouse or sleep in a hotel?
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Farmstays in Chestertown -
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Hotels in Chestertown
The best places to stay in Chestertown
Book an apartment in Chestertown and choose the right accommodation for your needs
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Chestertown - United States
Rustic Adirondack Studio Apartment
- 2 Guests 0Bedroom
10 Exceptional (10)Come and enjoy the Adirondacks for an overnight stay or a couple of days. Our Adirondack themed studio apartment is 700 square feet with a private entrance. Enjoy our lakefront at our private dock with ...Check Availability -
Chestertown - United States
Brant Lake Ridge
- 7 Guests 3Bedrooms
10 Exceptional (14)A private country house that sits 1.5 miles from the shores of Brant Lake. Whether you are an outdoor enthusiast coming to the area to ski, boat, hunt, hike, or perhaps to just get away and relax in an ...Check Availability -
Chestertown - United States
Friends Lake Retreat: Cool cabin in the ADK
- 7 Guests 2Bedrooms
10 Exceptional (5)Charming, unique cabin tucked in the woods. Fabulous beach association a short walk away. A true Adirondack gem with one bedroom on main floor and two level open lofts on the upper floors. Vast lawn with ...Check Availability -
Chestertown - United States
Brand New Home 1 mile from Brant Lake Adirondacks!
- 10 Guests 3Bedrooms
10 Exceptional (5)Conveniently located to everything the Adirondacks has to offer. 20 minutes from Lake George, 10 minutes from Bolton Landing, 5 miles to Schroon Lake and 1 mile from Brant Lake (which both have public ...Check Availability -
Chestertown - United States
The Lily Pad at Loon Lake near Gore Mountain
- 15 Guests 4Bedrooms
10 Exceptional (5)The Lily Pad at Loon Lake in Chestertown, NY is nestled in the Adirondack Mountains of upstate New York and ready to be your home away from home. Only 20 min to Lake George. Ideal for four seasons of fun. This ...Check Availability -
Chestertown - United States
Year round lake front LOG CABIN on over 2 acres on Loon Lake updated in 2018
- 14 Guests 5Bedrooms
9.8 Exceptional (10)Come enjoy this 5 bedroom (one is a log cabin bunk house for 4; summer only)1 and 1/2 bath and outdoor shower, genuine log cabin in the Adirondacks with an updated beach, dock and swimdeck in June 2019!! ...Check Availability
