Title: Cheap Car Hire in Chestertown, USA - Expedia.co.uk [Chestertown Travel Guide](https://expedia.co.uk/Chestertown.dx7215)[Hotels in Chestertown](https://expedia.co.uk/Chestertown-Hotels.d7215.Travel-Guide-Hotels)[Flights to Chestertown](https://expedia.co.uk/Cheap-Flights-To-Chestertown.d7215.Travel-Guide-Flights)[Chestertown Holidays](https://expedia.co.uk/Chestertown.d7215.Holidays-City-Breaks) ![](https://images.trvl-media.com/place/7215/6507b0e9-7981-44e0-9a0d-e95b6eb38908.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Car Rentals in Chestertown, USA ## Search and Compare from Car Companies in Chestertown Photo by Patricia Knorr ## Featured car rental suppliers Compare from agencies ![car supplier logos](https://forever.travel-assets.com/flex/flexmanager/images/2022/05/16/BEXUK-car-suppliers-logo-desktop.jpg) [Become a member for free](https://expedia.co.uk/member-price?rfrr=TG.CM) and get more than just a booking discount. Members also earn points towards their next trip. Compare car suppliers to unlock big savings, and package your flight, hotel, and car to save even more. Enjoy maximum flexibility with penalty-free cancellation on most car rentals. ## Top Rental Car Deals in Chestertown \* Price found within the past 6 days. Click for updated prices. Sun, 21 Sept - Mon, 22 Sept ### Compact Kia Soul or similar - 5 people - Unlimited mileage ![Budget](//mediaim.expedia.com/cars/logos/ZD.png) #### Pick-up location 609 South Philadelphia Blvd, Aberdeen, District of Columbia 21001-3615, USA 20.17 mi from Chestertown city centre ![Kia Soul](//mediaim.expedia.com/cars/39/f2133c3e-995c-4166-aa92-92eb16e2ee4d.jpg) #### £32 total found 3 days ago [](https://expedia.co.uk/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.500250&olon=-76.169430&date1=21/09/2025&date2=22/09/2025&pprfrr=null&tprfrr=32.24&cvrfrr=ZD&ctrfrr=CC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22compact%22]) Sun, 21 Sept - Mon, 22 Sept ### Full Size Toyota Camry or similar - 5 people - Unlimited mileage ![Budget](//mediaim.expedia.com/cars/logos/ZD.png) #### Pick-up location 609 South Philadelphia Blvd, Aberdeen, District of Columbia 21001-3615, USA 20.17 mi from Chestertown city centre ![Toyota Camry](//mediaim.expedia.com/cars/39/f3535817-71dc-458a-ac03-1a7fb9eca8f1.jpg) #### £33 total found 3 days ago [](https://expedia.co.uk/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.500250&olon=-76.169430&date1=21/09/2025&date2=22/09/2025&pprfrr=null&tprfrr=33.09&cvrfrr=ZD&ctrfrr=FC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22fullsize%22]) Sun, 21 Sept - Mon, 22 Sept ### Midsize Toyota Corolla or similar - 5 people - Unlimited mileage ![Budget](//mediaim.expedia.com/cars/logos/ZD.png) #### Pick-up location 609 South Philadelphia Blvd, Aberdeen, District of Columbia 21001-3615, USA 20.17 mi from Chestertown city centre ![Toyota Corolla](//mediaim.expedia.com/cars/39/a9ea2b9c-6ddd-421d-a9fc-e612f1c16d73.jpg) #### £33 total found 3 days ago [](https://expedia.co.uk/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.500250&olon=-76.169430&date1=21/09/2025&date2=22/09/2025&pprfrr=null&tprfrr=32.58&cvrfrr=ZD&ctrfrr=IC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22midsize%22]) Sun, 21 Sept - Mon, 22 Sept ### Standard Volkswagen Jetta or similar - 5 people - Unlimited mileage ![Budget](//mediaim.expedia.com/cars/logos/ZD.png) #### Pick-up location 609 South Philadelphia Blvd, Aberdeen, District of Columbia 21001-3615, USA 20.17 mi from Chestertown city centre ![Volkswagen Jetta](//mediaim.expedia.com/cars/39/56289c66-31f4-4c06-9ebb-28535f23fb58.jpg) #### £33 total found 3 days ago [](https://expedia.co.uk/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.500250&olon=-76.169430&date1=21/09/2025&date2=22/09/2025&pprfrr=null&tprfrr=33.09&cvrfrr=ZD&ctrfrr=SC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22standard%22]) Sun, 21 Sept - Mon, 22 Sept ### Premium Toyota Crown or similar - 5 people - Unlimited mileage ![Budget](//mediaim.expedia.com/cars/logos/ZD.png) #### Pick-up location 609 South Philadelphia Blvd, Aberdeen, District of Columbia 21001-3615, USA 20.17 mi from Chestertown city centre ![Toyota Crown](//mediaim.expedia.com/cars/39/c8a26817-7e68-4f58-b4f4-4174fd1f55c2.jpg) #### £36 total found 3 days ago [](https://expedia.co.uk/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.500250&olon=-76.169430&date1=21/09/2025&date2=22/09/2025&pprfrr=null&tprfrr=35.8&cvrfrr=ZD&ctrfrr=PC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22premium%22]) Sun, 21 Sept - Mon, 22 Sept ### Economy Kia Rio or similar - 5 people - Unlimited mileage ![Budget](//mediaim.expedia.com/cars/logos/ZD.png) #### Pick-up location 609 South Philadelphia Blvd, Aberdeen, District of Columbia 21001-3615, USA 20.17 mi from Chestertown city centre ![Kia Rio](//mediaim.expedia.com/cars/39/b9d32b3d-53fb-488b-82e9-498ebe923303.jpg) #### £42 total found 3 days ago [](https://expedia.co.uk/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.500250&olon=-76.169430&date1=21/09/2025&date2=22/09/2025&pprfrr=null&tprfrr=42.42&cvrfrr=ZD&ctrfrr=EC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22economy%22]) Mon, 22 Sept - Tue, 23 Sept ### Luxury Genesis G70 or similar - 5 people - Unlimited mileage ![Budget](//mediaim.expedia.com/cars/logos/ZD.png) #### Pick-up location 609 South Philadelphia Blvd, Aberdeen, District of Columbia 21001-3615, USA 20.17 mi from Chestertown city centre ![Genesis G70](//mediaim.expedia.com/cars/39/3a1e1af4-ddb4-4c1e-99b9-decb9dafa3b1.jpg) #### £46 total found 2 days ago [](https://expedia.co.uk/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.500250&olon=-76.169430&date1=22/09/2025&date2=23/09/2025&pprfrr=null&tprfrr=46.5&cvrfrr=ZD&ctrfrr=LC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22luxury%22]) Sun, 21 Sept - Mon, 22 Sept ### Standard Elite SUV Jeep Grand Cherokee L or similar - 5 people - Unlimited mileage ![Budget](//mediaim.expedia.com/cars/logos/ZD.png) #### Pick-up location 609 South Philadelphia Blvd, Aberdeen, District of Columbia 21001-3615, USA 20.17 mi from Chestertown city centre ![Jeep Grand Cherokee L](//mediaim.expedia.com/cars/39/08165bc5-3d9b-437c-a21a-a1bce6684b42.jpg) #### £51 total found 3 days ago [](https://expedia.co.uk/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.500250&olon=-76.169430&date1=21/09/2025&date2=22/09/2025&pprfrr=null&tprfrr=51.07&cvrfrr=ZD&ctrfrr=RF&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22suv%22]) Mon, 22 Sept - Tue, 23 Sept ### Mini Van Chrysler Pacifica or similar - 5 people - Unlimited mileage ![Budget](//mediaim.expedia.com/cars/logos/ZD.png) #### Pick-up location 609 South Philadelphia Blvd, Aberdeen, District of Columbia 21001-3615, USA 20.17 mi from Chestertown city centre ![Chrysler Pacifica](//mediaim.expedia.com/cars/39/e3df0a84-5d06-4107-92bb-a8b31156afa6.jpg) #### £82 total found 2 days ago [](https://expedia.co.uk/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.500250&olon=-76.169430&date1=22/09/2025&date2=23/09/2025&pprfrr=null&tprfrr=82.17&cvrfrr=ZD&ctrfrr=MV&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22minivan%22]) ### Don't see what you're looking for? See all car hire in Chestertown [View all cars](https://expedia.co.uk/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&locn=Chestertown,%20Maryland,%20United%20States%20of%20America&dpln=7215&date1=25/09/2025&date2=27/09/2025&crfrr=defaultFlex&SearchType=Place) Lowest prices found within the past 3 days. Prices and availability subject to change. Additional terms may apply. ## Frequently asked questions ### How much is a rental car per day in Chestertown? > The most affordable daily rate in Chestertown was £32 based on prices within the last seven days. Take a look at our fantastic range of options, from economy vehicles to roll-in-style rides. ### What happens if I need to cancel my Chestertown car reservation? > We all have times when plans are turned on their head. That's why we offer a full refund on the majority of hires if cancelled six hours ahead of the collection time. Don't forget to double-check your hire policy — there are some cases where it's not offered. Can't find anything there? Our [Customer Service Portal](https://www.expedia.co.uk/service/?langid=2057) is always available to help. ### What types of cars can I rent in Chestertown? > The most popular range of cars in Chestertown is standard. Don't be tricked by the name — these hires are full of handy features. With the perfect mix of comfort and price, they're something you can trust to get you from A to B. Why not check out some of our other rides too? Standard, compact and full-size vehicles are just a sample of what else we have available. ### Where can I go on a road trip from Chestertown? > There are so many adventures to be had in Chestertown, but head farther afield and you'll find even more magic. Pick up a set of wheels and you can discover the surrounding area at your own speed. Add these awesome places to your to-do list: > > > > - Washington is about 55 miles from Chestertown. Popular attractions like White House deserve to be at the top of your list while you're in town. > - Around 70 miles away, Philadelphia is also popular with wanderers. Make time to get to Liberty Bell Centre while you're here. It's one of the reasons people love visiting this thriving city. > - Get out into nature and breathe in some fresh air at First Landing State Park. It's approximately 160 miles from Chestertown. ### How do I find the best car hire deals in Chestertown with Expedia? > Check out customer reviews, choose your car type and compare prices from top brands. Expedia makes it easy to get the best deal on your hired wheels. Bundle your Chestertown car hire with flight or hotel bookings and hit the road with extra savings. ### How old do you have to be to rent a car in Chestertown? > Anyone with a valid driver's license aged 21 and over can hire a car in Chestertown. While some providers may be willing to accommodate drivers younger than 21, contracts will come with additional fees. Find out what age range the young renter fee applies to, and associated costs, before booking. Providers also restrict the categories of cars young drivers can rent. Higher age limits apply for luxury and specialty vehicles. ### What do you need to rent a car in Chestertown? > Before you can take the wheel in Chestertown, you'll need a valid driver's license and a credit card. If you decline to take out the hire company's insurance place, you may also have to provide proof of alternative coverage. Rules may vary, so read the policy terms and conditions before you choose a rental supplier. ### What is the cheapest car hire in Chestertown? > According to prices found within the past seven days, the lowest daily rate for a rental vehicle in Chestertown was just £32. The next best price was £33 a day. These rates were available on Expedia, with a rental starting date within the next year. Prices and availability are subject to change and additional terms apply. ### Can I hire a car for a month or longer in Chestertown? > Visit our [long-term car hire deals](https://www.expedia.co.uk/lp/b/car-rental/long-term) page, enter your preferences and then reserve a ride that suits. Whether you're basing yourself in Chestertown or plan to journey beyond, Expedia will help you find a long-term rental at a fabulous rate. ### Where can I find a Chestertown hire car if I am younger than 25? > Age policies differ between hire companies, so you'll have to do a little homework. Found a Chestertown outlet that does rent to drivers under 25? Awesome! Just bear in mind that an extra charge often applies to drivers between 21 and 24. The terms and conditions of each rental car you're looking at should have all the details you need. ### Can I drive in Chestertown with my current driver's license? > If you don't have a driver's license from the U.S, then you might need to apply for an International Driving Permit (IDP) in your country of residence before hiring a car. If you find that an IDP is required, be aware that you'll also have to show your current valid driver's license and your passport or other form of ID. Lastly, the credit card you used to hire the car must match the name on your driver's license and passport in order to finalize your car hire. Additional requirements for hire cars in the U.S. Are: > > > > - Age restrictions: You'll need to be 25 in many states in order to hire a car, although in some areas allow drivers as young as 21. We recommend checking local regulations, as well as with the hired car company before you go to understand all the regulations that may apply to you. > - Driving limitations: Make sure you read the fine print before you slide behind the wheel so you can avoid unnecessary fees. When hiring a car in the United States, you usually can't cross country borders into Canada or Mexico, use car ferries or go off-roading with your hired vehicle. Please read the details before you book! ## Car Hire Information | Popular car types: | [SUV](https://www.expedia.co.uk/lp/b/car-rental/suv?rfrr=car.table.SUV), [Full Size](https://www.expedia.co.uk/lp/b/car-rental/fullsize?rfrr=car.table.FullSize), [Economy](https://www.expedia.co.uk/lp/b/car-rental/economy?rfrr=car.table.Economy) | | --- | --- | | Car suppliers available: | | | Our best deal of the day: | £32 | | Our second best deal of the day: | £33 | | Our third best deal of the day: | £36 | | From the airport to your hotel: | [Airport Transportation](https://www.expedia.co.uk/ground-transfers?rfrr=car.table.AirportTransportation) | ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - [Aberdeen Proving Ground Hotels](https://www.expedia.co.uk/Aberdeen-Proving-Ground-Hotels.d553248634999428212.Travel-Guide-Hotels) - [Abingdon Hotels](https://www.expedia.co.uk/Abingdon-Hotels.d6338520.Travel-Guide-Hotels) - [Belcamp Hotels](https://www.expedia.co.uk/Belcamp-Hotels.d602125.Travel-Guide-Hotels) - 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