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

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Chestertown condo rentals

A spacious living room with a stone fireplace, wooden beams, large windows, and a cozy seating area.

1. Breathtaking Mountain Views Surround New Lakefront Condo

Breathtaking Mountain Views Surround New Lakefront Condo
Hague
9.8 out of 10, Exceptional, (108 reviews)
"Great location! Ideal deck that overlooks the water! Can't wait to come back!"
United States
Christine M.
$372 nightly
The price is $413
Nov 10 - Nov 11
Total with taxes and fees
Breathtaking Mountain Views Surround New Lakefront Condo
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

Depe Dene Lakeside Resort

Depe Dene Lakeside Resort

10/10 Excellent
"Everything was great we had a great time"
Besnik 3-night trip
Posted 21 hours ago
Depe Dene Lakeside Resort

Find out more about Chestertown

Chestertown Condo Rentals information

Number of reviews
108
Accommodation
8 Condo Rentals
Lowest Price
$413
Highest Price
$413

Frequently asked questions

Why book your condo in Chestertown with Expedia?
Reserving a condo in Chestertown is as easy as deciding on your travel dates and picking an option that checks your boxes. In search of something affordable or luxurious, or a stay that also comes with a kitchen and laundry? Use Expedia's search filters to narrow your results even further and find the perfect pad.
How can I find cheap condos in Chestertown?
With Expedia's handy filter tool, locating cheap condos in Chestertown is easy. To find accommodations that are easy on your bank balance, narrow down your search by budget, amenities and star rating.
What is there to do in Chestertown near my condo?
If you're eager to explore the best of Chestertown, find your way to Loon Lake Beach. It's a hit with visitors and locals alike.

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