A waterfront town with a pier, dock, and several buildings.

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Chestertown cottages

A small cabin with a red roof, surrounded by trees and a body of water.

1. Beautiful cottage on quiet country road walking distance to charming North Creek

Beautiful cottage on quiet country road walking distance to charming North Creek
North Creek
9.8 out of 10, Exceptional, (61 reviews)
"Perfect for just the two of us. We looked at this cabin when it was for sale several years ago. The owners have done an amazing job restoring it."
United States
Tim T.
The price is NZ$456
includes taxes & fees
6 Nov - 7 Nov
Beautiful cottage on quiet country road walking distance to charming North Creek
A wooden deck with a view of a lake surrounded by trees.

2. Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!

Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!
Fort Ann
10.0 out of 10, Exceptional, (32 reviews)
"Wonderful stay at a GREAT property!Couldn't ask for more!"
United States
Robert H.
The price is NZ$799
includes taxes & fees
8 Nov - 9 Nov
Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!
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.
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Top Chestertown Hotel Reviews

Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George

10/10 Excellent
"Love baymont my daughter favorite place she loves the pool and the breakfast they do"
Mikki 2-night trip
Posted 4 hours ago
Baymont by Wyndham Queensbury / Lake George

Find out more about Chestertown

Chestertown Cottages information

Number of reviews
93
Accommodation
198 Cottages
Lowest Price
NZ$456
Highest Price
NZ$799

Frequently asked questions

How much do cottages in Chestertown cost?
Prices for cottages in Chestertown range between NZ$456 and NZ$799 per night. Whatever your budget, you're sure to find the perfect place to immerse yourself in nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Chestertown?
You can choose from 198 cottages in Chestertown. No matter if you're travelling with the little ones or planning a weekend break with close friends, Expedia can help you find the ideal property to reconnect with nature.
What is there to do in Chestertown near my cottage?
If you want to make the most of your time in Chestertown, make your way to Loon Lake Beach. It's popular among visitors and locals alike.