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- Ski Chalets
Chestertown Ski Chalets Rentals & Holiday Homes
Find the best ski chalets in Chestertown - We found 5 exact matches
- Lake George
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- Chester Shores
- 0.05 mi to center
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Parking
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Balcony/Terrace
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View
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Kitchen
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Parking
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Balcony/Terrace
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View
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Kitchen
- Lake George
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- Chestertown
- 2.36 mi to center
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Hot Tub
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Parking
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Balcony/Terrace
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Kitchen
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Hot Tub
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Parking
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Balcony/Terrace
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Kitchen
- Lake George
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- Chestertown
- 2.51 mi to center
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Hot Tub
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Parking
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Ocean View
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Balcony/Terrace
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Hot Tub
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Parking
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Ocean View
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Balcony/Terrace
- Lake George
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- Chestertown
- 3.26 mi to center
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Kitchen
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Air Conditioner
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Internet
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Child Friendly
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Kitchen
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Air Conditioner
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Internet
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Child Friendly
- Lake George
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- Chestertown
- 2.51 mi to center
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Hot Tub
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Parking
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Kitchen
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Internet
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Hot Tub
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Parking
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Kitchen
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Internet
- Lake George
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- Chestertown
- 1.76 mi to center
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Parking
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Balcony/Terrace
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Internet
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Pet Friendly
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Parking
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Balcony/Terrace
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Internet
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Pet Friendly
- Lake George
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- Chestertown
- 2.15 mi to center
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Parking
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Pool
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Balcony/Terrace
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Kitchen
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Parking
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Pool
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Balcony/Terrace
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Kitchen
- Lake George
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- Chestertown
- 0.98 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Internet
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Parking
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Balcony/Terrace
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Kitchen
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Internet
- Lake George
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- Chestertown
- 3.92 mi to center
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Private Beach
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Parking
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Skiing
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Ocean View
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Private Beach
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Parking
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Skiing
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Ocean View
- Lake George
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- Chestertown
- 1.71 mi to center
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Private Pool
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Parking
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Pool
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Balcony/Terrace
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Private Pool
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Parking
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Pool
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Balcony/Terrace
- Lake George
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- Chestertown
- 3.22 mi to center
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Parking
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Internet
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Wellness Facilities
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Sports/Activities
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Parking
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Internet
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Wellness Facilities
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Sports/Activities
- Lake George
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- Chestertown
- 4.04 mi to center
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
- Lake George
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- Chestertown
- 1.04 mi to center
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View
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Air Conditioner
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Internet
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Child Friendly
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View
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Air Conditioner
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Internet
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Child Friendly
- Lake George
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- Chestertown
- 3.97 mi to center
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Ocean View
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Balcony/Terrace
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View
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Kitchen
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Ocean View
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Balcony/Terrace
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View
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Kitchen
- Lake George
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- Chestertown
- 3.05 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- Lake George
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- Chestertown
- 2.81 mi to center
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Parking
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Ocean View
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Balcony/Terrace
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View
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Parking
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Ocean View
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Balcony/Terrace
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View
- Lake George
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- Chestertown
- 2.97 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- Lake George
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- Chestertown
- 0.91 mi to center
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Hot Tub
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Parking
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Pool
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Balcony/Terrace
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Hot Tub
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Parking
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Pool
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Balcony/Terrace
- Lake George
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- Chestertown
- 1.91 mi to center
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Hot Tub
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Parking
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Ocean View
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Balcony/Terrace
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Hot Tub
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Parking
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Ocean View
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Balcony/Terrace
- Lake George
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- Chestertown
- 0.56 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- Lake George
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- Chestertown
- 3.96 mi to center
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Parking
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Ocean View
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Balcony/Terrace
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View
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Parking
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Ocean View
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Balcony/Terrace
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View
- Lake George
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- Chestertown
- 2.11 mi to center
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Parking
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Pool
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Balcony/Terrace
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Kitchen
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Parking
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Pool
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Balcony/Terrace
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Kitchen
- Lake George
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- Chestertown
- 3.31 mi to center
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Hot Tub
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Parking
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Balcony/Terrace
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View
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Hot Tub
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Parking
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Balcony/Terrace
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View
- Lake George
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- Chestertown
- 2.58 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- Lake George
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- Chestertown
- 3.22 mi to center
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Parking
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Spa
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Balcony/Terrace
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Kitchen
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Parking
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Spa
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Balcony/Terrace
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Kitchen
- Lake George
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- Chestertown
- 1.18 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- Lake George
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- Chestertown
- 3.21 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- Lake George
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- Chestertown
- 2.66 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- Lake George
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- Chestertown
- 2.17 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
About Chestertown Ski Chalets on Estero Vacation Rentals
Ski-chalets are a popular choice in Chestertown. At Estero Vacation Rentals, we offer more than 5 ski chalets near Chestertown to suit your budget and preferences. These chalets are a great option for those looking for a place to stay while enjoying their skiing and snowboarding adventures in the winter, or hiking in the summer. Estero Vacation Rentals vacation homes are perfect for families, groups, friends, or wedding retreats, and they come with great amenities.
Estero Vacation Rentals offers several luxury chalets to those who love outdoor travel experiences. The site provides dog-friendly & self-catering ski chalet rentals near Chestertown, so you can take on all of your adventures with ease, then come back to your rental for more pleasure and comfort.
If you love chalet skiing with patio options or private chalets, there are more than 5 of them available near Chestertown. Some examples of these chalets include romantic chalets, mountain chalets, catered ski chalets, and self-catering ski chalets. Your vacation gets better as you book your holiday chalet with Estero Vacation Rentals for your next trip.
Estero Vacation Rentals has a large list of Airbnb, VRBO, Estero Vacation Rentals-style ski chalets, holiday rentals, and vacation homes that could be the perfect option for your next trip. Get ready for your next getaway by booking a top-rated chalet in Chestertown with views of the beautiful scenery & the best activities to engage with. So whether you are looking for a romantic place for the weekend, a spacious chalet for your family or friends, or something for yourself alone, you are one click away from getting all these on Estero Vacation Rentals.
Frequently Asked Questions About Chestertown Ski Chalets
What are the top rated Ski Chalet Rentals in Chestertown?
There are a lot of options in Chestertown. If you plan on staying in the Chestertown area, consider making a reservation for a few nights at one of these properties as these have been rated the top Ski Chalet Rentals in Chestertown:
- Eagles Nest at Loon Lake near Gore Mountain
- Secluded and Cozy Townhome at Tripp Lake
- Welcome home!
- The Roost, a lakefront 4 season home in the Adirondack Mountains
- Relax at Our River Retreat
- Rustic Adirondack Retreat on Tripp Lake
- Lakefront home steps away from a private, gentle sloping sandy beach & fire pit.
- Adirondack Base Camp by Loon Lake and Gore Mt.!
- Modern Cabin w/Hot Tub-Minutes to Lakes & Skiing
- Same local favorite, an even better nightly rate, and now with NO CLEANING FEE!
Which is the best ski chalet in Chestertown?
There are many ski chalets available in Chestertown; however, here are the most popular ski chalets listed in Chestertown:
- Loon Lake, Chestertown - close to Gore : cozy, clean and bright chalet for 6-8
- Loon Lake Chalet with HOT TUB,kayaks, canoe, Close to Gore Mnt and Lake George
- Winter on Loon Lake, Hot tub, ski Gore, snowmobile
- Family-friendly log cabin with sandy beach, kayaks, near Lake George
- Solitude at Lake's End
- Pine Tree Motel & Cabins
- A beautiful lake view cabin on Friends Lake
- Two Houses on One Magnificent Property
What is the best time to book a ski chalet near Chestertown?
Esterovacationrentals offers availability throughout the year, but you can book pre-Christmas, mid-January, or before and after the school break at Easter are the best times for renting in Chestertown.
What are the most family-friendly ski chalets Chestertown?
At Esterovacationrentals most of our ski chalets are perfect for families. Check out the complete list of ski chalets in Chestertown to find what works for you.
Can we get a self-catering family ski chalet in Chestertown?
Yes, there are 5 self-catering family ski chalet in Chestertown that have hot tubs & other amenities.