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  1. World
  2. >North America
  3. >United States
  4. >New York
  5. >Warren
  6. >Chestertown

Hotels with Swimming Pool in Chestertown

139 HOTELS IN AND AROUND CHESTERTOWNRanking can be influenced by the commissions we receive.
20 hotels nearby!
Adirondack Retreat w/ Heated Pool & Scenic Views! main photo
Adirondack Retreat w/ Heated Pool & Scenic Views!
3.4 mi from Chestertown
Vacation Home in North Creek NYUS flag
10
Excellent
$
+4
Pool
Heated Pool
Outdoor Pool
Private Pool
AI-generatedThis vacation home features a private heated pool. It also offers scenic views, providing a relaxing and luxurious experience.
Secluded Haven - Main House main photo
Secluded Haven - Main House
3.8 mi from Chestertown
Vacation Home in Wevertown NYUS flag
8.0
Very Good
Currently inactive on our platform.
$
+4
Info
Categories
Pool
Private Pool
Outdoor Pool
Ski
Secluded Haven - Entire House main photo
Secluded Haven - Entire House
3.8 mi from Chestertown
Vacation Home in Wevertown NYUS flag
Currently inactive on our platform.
$
+4
Info
Categories
Pool
Private Pool
Outdoor Pool
Ski
Lies by AvantStay main photo
Lies by AvantStay
7.1 mi from Chestertown
Vacation Home in North Creek NYUS flag
$
+4
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
Uncas by AvantStay main photo
Uncas by AvantStay
7.1 mi from Chestertown
Vacation Home in North Creek NYUS flag
$
+4
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
Little Twister Sister - Summit at Gore Mountain by AvantStay main photo
Little Twister Sister - Summit at Gore Mountain by AvantStay
7.1 mi from Chestertown
Vacation Home in North Creek NYUS flag
$
+4
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
Twister by AvantStay main photo
Twister by AvantStay
7.1 mi from Chestertown
Vacation Home in North Creek NYUS flag
$
+4
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
Peaceful Valley by AvantStay main photo
Peaceful Valley by AvantStay
7.1 mi from Chestertown
Vacation Home in North Creek NYUS flag
10
Excellent
$
+4
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
Tahawus - Summit at Gore Mountain by AvantStay main photo
Tahawus - Summit at Gore Mountain by AvantStay
7.1 mi from Chestertown
Vacation Home in North Creek NYUS flag
$
+4
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
Little Cloud - Summit at Gore Mountain by AvantStay main photo
Little Cloud - Summit at Gore Mountain by AvantStay
7.1 mi from Chestertown
Vacation Home in North Creek NYUS flag
$
+4
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
Pine Knot - Summit at Gore Mountain by AvantStay main photo
Pine Knot - Summit at Gore Mountain by AvantStay
7.2 mi from Chestertown
Vacation Home in North Creek NYUS flag
$
+4
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
Tannery - Summit at Gore Mountain by AvantStay main photo
Tannery - Summit at Gore Mountain by AvantStay
7.2 mi from Chestertown
Vacation Home in North Creek NYUS flag
$
+4
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
Fox Lair by AvantStay main photo
Fox Lair by AvantStay
7.2 mi from Chestertown
Vacation Home in North Creek NYUS flag
9.0
Excellent
$
+4
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
Open Pit by AvantStay main photo
Open Pit by AvantStay
7.2 mi from Chestertown
Vacation Home in North Creek NYUS flag
$
+4
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
Hedges - Summit at Gore Mountain by AvantStay main photo
Hedges - Summit at Gore Mountain by AvantStay
7.2 mi from Chestertown
Vacation Home in North Creek NYUS flag
$
+4
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
Powder Pass - Summit at Gore Mountain by AvantStay main photo
Powder Pass - Summit at Gore Mountain by AvantStay
7.2 mi from Chestertown
Vacation Home in North Creek NYUS flag
$
+4
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
Sagamore - Summit at Gore Mountain by AvantStay main photo
Sagamore - Summit at Gore Mountain by AvantStay
7.2 mi from Chestertown
Vacation Home in North Creek NYUS flag
$
+4
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
North Side - Summit at Gore Mountain by AvantStay main photo
North Side - Summit at Gore Mountain by AvantStay
7.2 mi from Chestertown
Vacation Home in North Creek NYUS flag
$
+4
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
Cloud - Summit at Gore Mountain by AvantStay main photo
Cloud - Summit at Gore Mountain by AvantStay
7.2 mi from Chestertown
Vacation Home in North Creek NYUS flag
$
+4
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
Echo by AvantStay main photo
Echo by AvantStay
7.2 mi from Chestertown
Vacation Home in North Creek NYUS flag
$
+4
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 1-20 out of 139 hotels in and around Chestertown
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