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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Chestertown cottages

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, (53 reviews)
"It was exactly what I needed. Quiet and conveniently located for my plans. "
United States
Ruth A.
The price is £170
includes taxes & fees
15 May - 16 May
Beautiful cottage on quiet country road walking distance to charming North Creek
Backyard Cottage | Living area | Flat-screen TV

Beach Cottages at Lake George

Beach Cottages at Lake George
3.0 star property
Lake George
9.0 out of 10, Wonderful, (7 reviews)
"We were amazed how cute and comfortable the cabin was definitely staying here again."
United States
Jessie
The price is £162
includes taxes & fees
4 Jun - 5 Jun
Beach Cottages at Lake George
Exterior

The Elms Waterfront Cottages

The Elms Waterfront Cottages
2.5 star property
Lake Luzerne
8.4 out of 10, Very good, (16 reviews)
"We were treated like royalty here at the Elms. The owner, Chandler and his staff, go above and beyond. What a beautiful escape. We will most definitely return. "
United States
Amanda
The price is £258
includes taxes & fees
17 May - 18 May
The Elms Waterfront Cottages
Exterior

Convenient location for adventures in the Adirondacks!

Convenient location for adventures in the Adirondacks!
Warrensburg
The price is £267
includes taxes & fees
15 May - 16 May
Convenient location for adventures in the Adirondacks!
Exterior

Convenient location for adventures in the Adirondacks!

Convenient location for adventures in the Adirondacks!
Warrensburg
The price is £216
includes taxes & fees
18 May - 19 May
Convenient location for adventures in the Adirondacks!
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

La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George

10/10 Excellent
"It was amazing. Everything was clean "
Jennifer 1-night trip
Posted 19 hours ago
La Quinta Inn & Suites by Wyndham Lake George

Find out more about Chestertown

Chestertown Cottages information

Number of reviews
60
Accommodation
166 Cottages
Lowest Price
£162
Highest Price
£267

Frequently asked questions

How much do cottages in Chestertown cost?
Prices for cottages in Chestertown range between £162 and £267 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 166 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.
Are there any family-friendly cottages in Chestertown?
If you're looking to get in touch with nature in Chestertown, you can't go past Sunset Mountain Lodge. With a 3-star rating and amenities like a playground and a picnic area, you'll feel right at home at this family-friendly cottage. Chestertown boasts an array of family-friendly attractions to explore when you need to keep the kids busy. Natural Stone Bridge and Caves and Loon Lake Beach promise a fun day out for visitors of all ages.
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 holiday 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.