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 favourite
Guesthouse in Brant Lake
4.98 out of 5 average rating, 86 reviewsArrowhead @ Brant Lake
Jun. 30 – Jul. 5
$239 CAD per night
Guest favourite
Vacation home in Chestertown
5.0 out of 5 average rating, 23 reviewsGreen Mansions Vacation Condo, 2 bedroom & 2 bath
Jan. 6 – 13
$217 CAD per night
Guest favourite
Barn in Chestertown
4.98 out of 5 average rating, 46 reviewsAdirondack Base Camp by Loon Lake and Gore Mt.!
Nov. 7 – 14
$285 CAD per night
Guest favourite
Cottage in Chestertown
4.93 out of 5 average rating, 14 reviewsPrivate, Loon Lake front cozy cabin on 3 Acres
Dec. 14 – 21
$275 CAD per night
Guest favourite
Cabin in Warrensburg
4.94 out of 5 average rating, 31 reviewsBearpine Cottage
Nov. 15 – 22
$226 CAD per night
Guest favourite
Home in Chestertown
4.96 out of 5 average rating, 68 reviewsModern Cabin w/ Hot Tub-Minutes to Lakes & Skiing
Oct. 29 – Nov. 5
$497 CAD per night
Guest favourite
Home in Minerva
4.96 out of 5 average rating, 94 reviewsCozy Central Adirondack Charmer
Oct. 15 – 22
$160 CAD per night
Guest favourite
Loft in North Creek
5.0 out of 5 average rating, 67 reviewsGore Mountain Studio Retreat
Nov. 29 – Dec. 6
$186 CAD per night
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
$123 CAD before taxes and fees
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