6 Chestertown Vacation Rentals & Short Term Rentals

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Compare Chestertown vacation rentals from 7 rental sites including HomeAway, TripAdvisor, Booking.com and more, ranging from $34 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 212 rental homes available in Chestertown. Potential renters will find 1 studios, 26 1-bedroom, 38 2-bedroom and 147 rentals with 3 or more bedrooms ranging from $34 a night to $2000 a night. Many of these properties are instantly bookable.

The average price of a nightly rental in Chestertown is $342 while the average price of a weekly rental is $5511. 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 $4310.

Wondering if you can bring your favorite dog or cat with you? We have 51 pet friendly vacation rentals available for you. In addition to accommodating pets, Chestertown rentals offer a variety of amenities. In particular, 183 rentals have internet and wifi, 172 have TV and/or cable and 20 have a pool or hot tub.

Search properties from 7 rental sites in Chestertown where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 147 HomeAway rentals, 46 TripAdvisor short term rentals and 10 Booking.com vacation rentals.