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

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Our top choices for Chestertown cottages

1. Adirondack Mountains Cottage Near Gore Mountain!

Adirondack Mountains Cottage Near Gore Mountain!
Warrensburg
9.8 out of 10, Exceptional, (130 reviews)
"We had a great stay here. The view was incredible and we really enjoyed exploring the area- would definitely recommend "
United Kingdom
Jennie M.
The price is AU$562
includes taxes & fees
25 Sept - 26 Sept
Adirondack Mountains Cottage Near Gore Mountain!

2. 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, (58 reviews)
"Just what we wanted. Quiet, peaceful, convenient."
United States
SHARON g.
The price is AU$414
includes taxes & fees
21 Sept - 22 Sept
Beautiful cottage on quiet country road walking distance to charming North Creek

3. Adirondack Mountains Cottage Near Gore Mountain!

Adirondack Mountains Cottage Near Gore Mountain!
3.0 star property
Warrensburg
The price is AU$559
includes taxes & fees
25 Sept - 26 Sept
Adirondack Mountains Cottage Near Gore Mountain!

4. Convenient location for adventures in the Adirondacks!

Convenient location for adventures in the Adirondacks!
Warrensburg
8.0 out of 10, Very good, (1 review)
"Satisfied with the stay. Host was very responsive. The house itself isn’t as big as it appears in pictures, but enjoyed my stay regardless."
United States
Chris A.
The price is AU$500
includes taxes & fees
22 Sept - 23 Sept
Convenient location for adventures in the Adirondacks!

5. The Elms Waterfront Cottages

The Elms Waterfront Cottages
2.5 star property
Lake Luzerne
8.6 out of 10, Excellent, (20 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$491
includes taxes & fees
21 Sept - 22 Sept
The Elms Waterfront Cottages

6. Walk to Million Dollar Beach from this awesome Cottage!

Walk to Million Dollar Beach from this awesome Cottage!
Lake George
10.0 out of 10, Exceptional, (181 reviews)
"Great communication from the owner throughout. The home was in beautiful condition and just as advertised. Very comfortable and cozy, and the location in relation to activities was perfect. We would definitely recommend this home and will look to rebook again in 2027"
United States
Sean
Walk to Million Dollar Beach from this awesome Cottage!
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

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Chestertown Cottages information

Number of reviews
Accommodation
207 Cottages
Lowest Price
AU$491
Highest Price
AU$559

Frequently asked questions

How much do cottages in Chestertown cost?
You'll pay between AU$491 and AU$559 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 207 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.