Where to stay in Chestertown
Vacation rentals in Chestertown
There are 44 vacation rentals near Chestertown for all manner or mood of travel, availability of time off, and size of budget. So, if you are hoping for an affordable Chestertown vacation, you can find 10% rentals under $109/night. Or if you are willing to splurge on a luxury vacation in Chestertown, there are 4 between $892 and $2,192/night. Whether you are sleeping by yourself or with a significant other, or are travelling with a group of 81 there are short term home and apartment rentals in Chestertown to fit your vacation needs. The most popular types of short-term rental homes in Chestertown are houses, hotels and rvs. Chestertown has been a frequently searched travel destination this year and continues to grow in popularity. VacationRenter offers a wide selection of vacation rental availability from leading travel sites like Vrbo (Vacation Rentals By Owner), Booking.com, and many more. Search your travel dates to find available Chestertown vacation homes for your trip.
Pet friendly vacation homes in Chestertown





Home-types in Chestertown
Chestertown has a variety of property types for you to consider when booking a trip. Here are the most popular property types in Chestertown:
- House: 29 vacation rentals
Points of interests in Chestertown
Chestertown has several popular points of interest for you to check out when visiting the area. Here are the most popular points of interest in Chestertown:
- Widehall: 790 vacation rentals
- Wilmer Park: 790 vacation rentals
- Sultana Education Foundation: 790 vacation rentals
- John L Stam House: 790 vacation rentals
- MassoniArt Gallery: 790 vacation rentals
- Historical Society-Kent County: 790 vacation rentals
Popular rental amenities
Price trends in Chestertown
Nearby destinations
Anne Arundel County Riva Hillsmere Shores Spa Creek Brooklyn Winchester On Severn Admiral Heights Baltimore Dickeyville Annapolis St Michaels Bel Air Abingdon Claiborne Timonium Belcamp Bellevue Bozman North East Neavitt Oxford Wittman Delaware City Linthicum Heights Sherwood Rock Hall Chestertown Tilghman Dover Centreville Highland Beach Arnold Aberdeen Severna Park Nottingham Easton Kent Island Edgewood Tilghman Island Stevensville
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