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, single-story house with a red roof and white siding, surrounded by a wooded area.

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 AU$365
includes taxes & fees
6 Nov - 7 Nov
Beautiful cottage on quiet country road walking distance to charming North Creek
A covered outdoor deck with a table and chairs, overlooking 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 AU$645
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
AU$365
Highest Price
AU$645

Frequently asked questions

How much do cottages in Chestertown cost?
You'll pay between AU$365 and AU$645 per night for cottages in Chestertown. No matter your budget, an ideal stay is only a few clicks away on Expedia. This price was 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?
Enjoy reconnecting with nature in one of the 198 cottages on offer in Chestertown. To help you choose a place that's right for you, use our filters to search for amenities or perks you need.
What is there to do in Chestertown near my cottage?
You'll find loads of fantastic things that'll fill up your itinerary in Chestertown. Explore big attractions like Loon Lake Beach, Natural Stone Bridge and Caves and Loon Lake. Friends Lake, Avalanche Lake and Tripp Pond are also visitor favourites.