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Compare 398 Vacation Homes in Chestertown with updated reviews, rates, and availability.

Other property types in Chestertown

Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
Great Room
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
10.0 out of 10, Exceptional, (38)
"The place was amazing!!! So clean and had everything you need to stay away from home!!! Our do Oliver especially loved playing with Ruby and Pearl!!!"
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
Private child-friendly home with game room, high-speed WiFi, and wraparound deck
Private child-friendly home with game room, high-speed WiFi, and wraparound deck
9.8 out of 10, Exceptional, (48)
"Clean property. Kids enjoyed games in basement."
Private child-friendly home with game room, high-speed WiFi, and wraparound deck
Cozy retreat with fireplace, kayaks, and shared beach/pond access
Cozy retreat with fireplace, kayaks, and shared beach/pond access
8.8 out of 10, Excellent, (9)
"We loved the days we stayed there, beautiful environment, very nice view. Be careful with the mosquitos, they came out in the evening."
Cozy retreat with fireplace, kayaks, and shared beach/pond access
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Recent reviews of Chestertown hotels
Expedia verified reviews

The Queensbury Hotel

The Queensbury Hotel

5/5 Excellent
"Easy check in and easy check out. Staff is very nice And helpful. Room was small, but perfect size for two people. Great restaurants walkable distance. Very safe area right next to police station. Will definitely be back."
A verified traveler stayed at The Queensbury Hotel
Posted 2 days ago
The Queensbury Hotel