5 Chestertown Holiday Rentals

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Compare Chestertown holiday rentals from 4 rental sites including HomeAway, TripAdvisor, Booking.com and more, ranging from $60 to $2000 a night.
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Information about Chestertown

Vacation Rentals in Chestertown

Looking for a vacation rental in Chestertown? Tripping.com has 204 rental homes available in Chestertown. Potential renters will find 1 studios, 38 1-bedroom, 38 2-bedroom and 127 rentals with 3 or more bedrooms ranging from $60 a night to $2000 a night. Many of these properties are instantly bookable.

The average price of a nightly rental in Chestertown is $336 while the average price of a weekly rental is $2934. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a Chestertown home is $6000.

Wondering if you can bring your favorite dog or cat with you? We have 43 pet friendly vacation rentals available for you. In addition to accommodating pets, Chestertown rentals offer a variety of amenities. In particular, 144 rentals have internet and wifi, 141 have TV and/or cable and 12 have a pool or hot tub.

Search properties from 4 rental sites in Chestertown where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 127 HomeAway rentals, 46 TripAdvisor short term rentals and 28 Booking.com vacation rentals.