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Holiday rentals in Chestertown, Maryland

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Travel insights for holiday rentals in Chestertown

Use our HotelsCombined data-powered tips to help you find your next holiday rental in Chestertown.

What is the cheapest day to stay in a vacation rental in Chestertown?

The cheapest day to stay in Chestertown is Wednesday ($224). On the other hand, travellers can expect to pay the most on Friday, when the average nightly price is $452.

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Where to stay in Chestertown

Utilise the map to find properties close to the Chestertown area(s) or attractions you plan on visiting. More information on a given holiday rental can be accessed by clicking the holiday rental's name within the map.

Facts about staying in Chestertown, MD

  • How much does a holiday rental in Chestertown cost?

    $352/night is a typical cost for a holiday rental in Chestertown throughout the year. Rental prices do vary though, and you’ll find that May is the most expensive month to book, and October is the cheapest month to book. HotelsCombined users recently found Chestertown holiday rentals for as low as $189/night. In general, any Chestertown rental for $332 or less is a good deal.

  • Are there any Bed & breakfast holiday rentals in Chestertown?

    At the moment, there are 5 properties listed as a Bed & breakfast holiday rental in Chestertown. A popular Bed & breakfast in Chestertown amongst our users is Brampton 1860.

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