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

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Chestertown cottages

Exterior

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, (56 reviews)
"Just what we wanted. Quiet, peaceful, convenient."
United States
SHARON g.
The price is AU$419
includes taxes & fees
17 Aug - 18 Aug
Beautiful cottage on quiet country road walking distance to charming North Creek
Exterior

2. Convenient location for adventures in the Adirondacks!

Convenient location for adventures in the Adirondacks!
Warrensburg
The price is AU$562
includes taxes & fees
1 Sept - 2 Sept
Convenient location for adventures in the Adirondacks!
Exterior

3. The Elms Waterfront Cottages

The Elms Waterfront Cottages
2.5 star property
Lake Luzerne
8.6 out of 10, Excellent, (18 reviews)
"The kids had fun using the rowboat and paddle boats. The staff was very friendly and helpful."
United States
Colleen
The price is AU$595
includes taxes & fees
13 Aug - 14 Aug
The Elms Waterfront Cottages
Property grounds

4. 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, (27 reviews)
"Wonderful stay at a GREAT property!Couldn't ask for more!"
United States
Robert H.
The price is AU$972
includes taxes & fees
21 Aug - 22 Aug
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

Six Flags Great Escape Lodge & Indoor Waterpark

Six Flags Great Escape Lodge & Indoor Waterpark

10/10 Excellent
"Clean and family frie dly"
Kevin 4-night trip
Posted less than an hour ago
Six Flags Great Escape Lodge & Indoor Waterpark

Find out more about Chestertown

Chestertown Cottages information

Number of reviews
18
Accommodation
199 Cottages
Lowest Price
AU$564
Highest Price
AU$595

Frequently asked questions

How much do cottages in Chestertown cost?
You'll pay between AU$564 and AU$595 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 199 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.