Vacation rentals in Chestertown
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Top-rated vacation rentals in Chestertown
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chestertown vacation rentals
Other great vacation rentals in Chestertown
Guest favorite
Cabin in Warrensburg
Bearpine Cottage
Guest favorite
Home in Chestertown
Adirondack š near Gore Mt, North Creek, Loon lake.
Guest favorite
Cabin in Johnsburg
2 bdrm ADK cabin 10 mins to GORE MTN
Guest favorite
Home in Chestertown
Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing
Guest favorite
Home in Minerva
Cozy Central Adirondack Charmer
Guest favorite
Loft in North Creek
Gore Mountain Studio Retreat
Guest favorite
Home in Chestertown
Cozy Adirondack Victorian! Ski, hike, swim, enjoy!
Guest favorite
Home in Chestertown
Blue Bay Retreat - Loon Lake Lakefront w/ Hot Tub
Quick stats about vacation rentals in Chestertown
Total rentals
10 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
10 properties include access to wifi
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
270 reviews
Nightly prices starting at
$90 before taxes and fees
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