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Holiday rentals in Chestertown, Maryland

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Chestertown, United States
1 May — 2 May2
...and more

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Other accommodations in Chestertown, MD

Find the perfect holiday rental for your stay in Chestertown, MD. There are 42 hotels in Chestertown, MD and price data was last updated on 24 April 2025. The average price for a hotel in Chestertown, MD is .
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Driftwood Inn
Driftwood Inn

Driftwood Inn

609 Washington Avenue, Chestertown, MD, United States
1.5 km from city centre
Free Wi-Fi
Parking
€61
Avg. per night
View Deal

Where to stay in Chestertown, MD

Explore different neighbourhoods and areas within Chestertown to find the perfect location for your stay. Map data was last updated on 24 April 2025.
Utilise the map to find properties close to the Chestertown area(s) or attractions you plan on visiting. Clicking on a holiday rental name will take you to a page with pricing, reviews, and more useful information.

Facts about staying in Chestertown, MD

Find useful tips and insights about staying in Chestertown to help you make the most of your experience. FAQs were last updated on 24 April 2025.

  • How much does a holiday rental in Chestertown cost?

    The average cost for a holiday rental in Chestertown is €261/night. A good holiday rental deal in Chestertown would be for €236/night or less. The cheapest rental deal found recently by our users was €105/night. If you’re flexible with your travel dates, then try to avoid booking January, the most expensive month of the year. Booking March is the cheapest month to book a holiday rental in Chestertown.

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