Car Rental Chester, MD

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Top Car Deals in Chester

* Price found within the past 6 days. Click for updated prices.

Economy

Chevrolet Spark or similar
  • 4 people
Chester, Maryland, USA
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Chester, Maryland, USA
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Chester, Maryland, USA
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Chester, Maryland, USA
Jeep Compass
SUV Jeep Compass

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Frequently asked questions

How much is a rental car per day in Chester?
Rental cars in Chester had a low daily rate of just within the past seven days. With prices this good, you'll be zipping around in a snazzy ride with cash to spare.
Can I rent a car from Baltimore Washington Intl. Thurgood Marshall Airport (BWI)?
Arrive at Baltimore Washington Intl. Thurgood Marshall Airport (BWI) and then head for Enterprise or Payless, a quick commute away. You'll be discovering the sights and sounds of Chester in your rental before you know it.
What happens if I need to cancel my Chester car reservation?
Our Customer Service Portal has all the details about cancellations. In the majority of cases, total refunds are available if a reservation is canceled more than six hours prior to the arranged pickup time. Be sure to scan the policy to see if there are any exceptions.
What types of cars can I rent in Chester?
If you'll be visiting busy cities, you'll want to think small — like an economy-sized car. The most booked type of rental in Chester, they can easily cruise around traffic-filled streets, slip into narrow parking spaces and deliver fantastic mileage. But there's nothing stopping you from thinking big either! Browse our mid-size or full-size options if you'd prefer some extra legroom, or take things to the next level with one of our sleek premium rides.
Where can I go on a road trip from Chester?
Chester is full of surprises, but don't restrict yourself to just one place. Grab a set of wheels and take to the road to explore the surrounding region. Here are some great options we've come up with:

  • Head to Washington for an excellent sightseeing adventure. About 40 mi from Chester, it's home to lots of amazing sights like White House.
  • About 90 mi away, Philadelphia is also a favorite with travelers. Set aside time to check out Liberty Bell Center while you're in town. It's one of the reasons people love this vibrant city.
  • Norfolk Botanical Garden is situated 140 mi from Chester and is one of the region's most scenic nature spots. Stretch your legs and enjoy the fresh air here.

Why should I rent a Chester car with Expedia?
From our exclusive offers to our rewards program and member prices, you're sure to save when you rent a car with Expedia. And with suppliers in Chester to select from, you have lots of choice when it comes to finding your ideal set of wheels. But we don't just offer excellent rates on rental cars. Hotels, flights and activities can be added to your booking to create your dream Chester vacation package. The more you bundle, the bigger the savings!
How do I find the best car rental deals in Chester with Expedia?
Browse our wide range of rental cars, check out customer recommendations and compare offers from big-name suppliers. In a few easy clicks, Expedia will help you score the best deal on your ride. Got a hotel or flight booking? Add on your Chester car rental and save even more.
How old do you have to be to rent a car in Chester?
In Chester, the requirement is 21 years of age and over. Most companies will charge extra fees for young drivers, which can vary based on the rental location. Rental agreements for young drivers may restrict certain vehicles, such as luxury cars, and require the purchase of inclusive insurance. Remember to check the fine print before choosing your wheels.
What do you need to rent a car in Chester?
Generally, you'll need a driver's license and a credit card in the same name when picking up your vehicle. You may also need proof of coverage if you'd prefer to opt out of the company's insurance policy. Rules often differ between suppliers, so remember to check before you book.
What is the cheapest car rental in Chester?
and were the two lowest daily prices picked up by car renters in Chester within the past seven days. 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 rent a car for a month or longer in Chester?
Whether you have plans to stop in Chester or journey beyond, you can reserve a long-term rental with Expedia. Enter your trip details and pick-up/drop-off locations and we'll find you the best long-term car rental deals.
Where can I find a Chester car rental if I am younger than 25?
Age policies differ between rental companies, so you'll have to do a little shopping around. Managed to find a Chester supplier that does rent to drivers under the age of 25? Awesome! Just bear in mind that some companies charge additional fees to drivers aged between 21 and 24. The terms and conditions of each rental car you're considering will have all the information you need.
What insurance should I choose for my car rental in Chester?
Start your road trip right by selecting Expedia's collision protection. While there are many types of car rental insurance, this is one you'll need to have. It provides primary coverage for collision damage, vandalism and theft up to $35,000, as well as 24/7 emergency assistance. Don't wait until you arrive at the rental desk to insure your precious wheels. Opt in to collision protection while booking your Chester ride with Expedia and save time and money.

Car Rental Information

 
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Finding the cheapest car rentals in Chester

Using our Search Wizard

If the deals that are available on our page do not suit your needs, then enter Chester into the search wizard at the top of the page. We will compare all the best deals available for your car rental in Chester and provide you with a list of the cheapest options, with no added fees.

Renting a car in Chester

Pay at pickup is available, so you don’t have to worry about spending your money until you arrive at your vehicle in Chester. We partner with reliable partners that guarantee an enjoyable experience for solo travelers, couples, and families. Package your car with a flight or hotel to unlock even more savings from Expedia.

Expected prices in Chester

Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book .

Flexibility & Cancellation

Most car suppliers offer penalty-free cancellations, so you don’t have to worry about losing money if your plans change. To cancel your booking log into your account through the Trips portal. Click manage booking and cancel this car. If you needed to alter your booking, then you can create a new one once you have canceled.

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Car classes available from Expedia in 2025

The classes of vehicles available will change depending on your chosen location.