28 Chestertown Vacation Rentals & Short Term Rentals

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Compare Chestertown vacation rentals from 5 rental sites including HomeAway, TripAdvisor, Booking.com and more, ranging from $45 to $1250 a night.
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Information about Chestertown

Vacation Rentals in Chestertown

Looking for a vacation rental in Chestertown? Tripping.com has 28 rental homes available in Chestertown. Potential renters will find 0 studios, 12 1-bedroom, 3 2-bedroom and 13 rentals with 3 or more bedrooms ranging from $45 a night to $1250 a night. Many of these properties are instantly bookable.

The average price of a nightly rental in Chestertown is $359 while the average price of a weekly rental is $25. 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 $25.

Wondering if you can bring your favorite dog or cat with you? We have 10 pet friendly vacation rentals available for you. In addition to accommodating pets, Chestertown rentals offer a variety of amenities. In particular, 16 rentals have internet and wifi, 15 have TV and/or cable and 7 have a pool or hot tub.

Search properties from 5 rental sites in Chestertown where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 15 HomeAway rentals, 5 TripAdvisor short term rentals and 3 Booking.com vacation rentals.