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Check prices for these dates

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28

Our top choices for Chestertown cottages

Property grounds

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, (24 reviews)
"Wonderful stay at a GREAT property!Couldn't ask for more!"
United States
Robert H.
The price is ￥28,968
￥58,074 total
includes taxes & fees
Mar 5 - Mar 6
Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!
Exterior

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, (51 reviews)
"It was exactly what I needed. Quiet and conveniently located for my plans. "
United States
Ruth A.
The price is ￥22,804
￥33,168 total
includes taxes & fees
Apr 4 - Apr 5
Beautiful cottage on quiet country road walking distance to charming North Creek
Exterior

Perfect Autumn Getaway!

Perfect Autumn Getaway!
Warrensburg
The price is ￥25,714
￥47,726 total
includes taxes & fees
Mar 17 - Mar 18
Perfect Autumn Getaway!
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

Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG

10/10 Excellent
"Excellent hotel with great breakfast"
David 1-night trip
Posted 2 days ago
Holiday Inn Resort Lake George - Adirondack Area by IHG

Find out more about Chestertown

Chestertown Cottages information

Number of reviews
75
Accommodation
159 Cottages
Lowest Price
￥33,168
Highest Price
￥58,074

Frequently asked questions

How much do cottages in Chestertown cost?
Prices for cottages in Chestertown range between ￥33,168 and ￥58,074 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 159 cottages in Chestertown. No matter if you're traveling with the little ones or planning a weekend break with close friends, Expedia can help you find the ideal property to reconnect with nature.
Are there any family-friendly cottages in Chestertown?
If you want to slow the pace down a notch in Chestertown, make a booking for the crew at Sunset Mountain Lodge. With a 3-star rating and conveniences like a playground and WiFi, you'll have no trouble settling in at this family-friendly cottage. After checking in and kicking back together in your cozy digs, it's time to head out and discover the local sights. Natural Stone Bridge and Caves and Loon Lake Beach are top family-friendly attractions in Chestertown.
Why book your cottage in Chestertown with Expedia?
Booking a cottage in Chestertown is as simple as entering your travel dates and picking your ideal place for a vacation in the outdoors. From chic retreats to budget-friendly stays and cottages that have perks like free WiFi, Expedia has something for all tastes. As for terrific deals? We've got them as well!
How can I find cheap cottages in Chestertown?
The easiest way to score cheap cottages in Chestertown is with Expedia's handy filter tool. Tailor your search results by amenities, budget and star rating to secure unbeatable prices in just a few keystrokes.
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.