$49 Car Rental Chestertown, MD

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Top Car Deals in Chestertown

Thu, May 30 - Sun, Jun 2

Compact SUV

Nissan Kicks or similar
  • 5 people
  • Unlimited mileage
Salisbury, Maryland, USA
Nissan Kicks

$49

per day
found 12 hours ago
Compact SUV Nissan Kicks
Sun, May 26 - Wed, May 29

Economy

Kia Rio or similar
  • 5 people
  • Unlimited mileage
Salisbury, Maryland, USA
Kia Rio

$54

per day
found 7 days ago
Economy Kia Rio
Tue, May 28 - Fri, May 31

Special

Mystery Car May Be Gas Hybrid or EV or similar
  • 3 people
  • Unlimited mileage
Salisbury, Maryland, USA
Mystery Car May Be Gas Hybrid or EV

$54

per day
found 3 hours ago
Special Mystery Car May Be Gas Hybrid or EV
Thu, May 30 - Sun, Jun 2

Midsize SUV

Toyota Rav4 or similar
  • 5 people
  • Unlimited mileage
Salisbury, Maryland, USA
Toyota Rav4

$55

per day
found 12 hours ago
Midsize SUV Toyota Rav4
Thu, May 30 - Sun, Jun 2

Standard Pickup Regular Cab

Chevrolet Colorado or similar
  • 4 people
  • Unlimited mileage
Salisbury, Maryland, USA
Chevrolet Colorado

$59

per day
found 12 hours ago
Standard Pickup Regular Cab Chevrolet Colorado
Sun, May 26 - Wed, May 29

Fullsize

Toyota Camry or similar
  • 5 people
  • Unlimited mileage
Salisbury, Maryland, USA
Toyota Camry

$60

per day
found 7 days ago
Fullsize Toyota Camry
Thu, May 30 - Sun, Jun 2

Premium Pickup Regular Cab

Ford F150 or similar
  • 4 people
  • Unlimited mileage
Salisbury, Maryland, USA
Ford F150

$62

per day
found 12 hours ago
Premium Pickup Regular Cab Ford F150
Sun, May 26 - Wed, May 29

Luxury

Chrysler 300 or similar
  • 5 people
  • Unlimited mileage
Salisbury, Maryland, USA
Chrysler 300

$75

per day
found 7 days ago
Luxury Chrysler 300
Thu, May 30 - Sun, Jun 2

Standard Elite SUV

Chevrolet Traverse or similar
  • 7 people
  • Unlimited mileage
Salisbury, Maryland, USA
Chevrolet Traverse

$85

per day
found 12 hours ago
Standard Elite SUV Chevrolet Traverse
Sun, May 26 - Wed, May 29

Mini Van

Chrysler Pacifica or similar
  • 7 people
  • Unlimited mileage
Salisbury, Maryland, USA
Chrysler Pacifica

$99

per day
found 7 days ago
Mini Van Chrysler Pacifica

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* Price found within the past 60 days. Click for updated prices.

Frequently asked questions

How much is a rental car per day in Chestertown?
The daily price of rental cars in Chestertown within the past seven days was as low as $49. With your own affordable ride, the attractions in and around this destination are well within your reach.
What happens if I need to cancel my Chestertown car reservation?
We have good news! You should receive a total refund if you cancel more than six hours ahead of the collection time. Your itinerary contains details about this, as does our Customer Service Portal. Not all prepaid rentals qualify for a refund though, so it’s a good idea to go over the car’s cancellation policy.
What types of cars can I rent in Chestertown?
Standard is the most popular rental class in Chestertown. Comfortable and reliable, it’s little wonder these budget-friendly vehicles are a firm favorite. Cruise around the city streets with ease and enjoy terrific gas mileage. However, standard cars aren’t your only choice. Check out our compact, full-size and premium wheels too.
Where can I go on a road trip from Chestertown?
Once you’ve visited all of the terrific places in Chestertown, there’s a lot more to explore in the surrounding region. Pick up the keys to a rental car, throw your bags in the trunk and get out on the open road. We’ve come up with some drives we’re confident you’ll love:

  • Washington is approximately 55 mi from Chestertown. Top-rated tourist attractions like White House deserve to be at the top of your list while you’re in town.
  • Next stop? It has to be Philadelphia, which is around 70 mi away. Liberty Bell Center is one local highlight you won’t want to miss.
  • Venture into the great outdoors and inhale the fresh air at Lewis Ginter Botanical Garden. It’s 130 mi from Chestertown.

Why should I rent a Chestertown car with Expedia?
There are lots of reasons to book your next set of wheels with Expedia. We have suppliers to choose from in Chestertown, and we’ll find you the lowest price with our member prices and exclusive offers. Love to save even more? Bundle your car, hotels and flights into a package. The more you travel and book with Expedia, the greater the perks!
How do I find the best car rental deals in Chestertown with Expedia?
Check customer ratings, choose your preferred ride and compare prices from the most popular suppliers. Expedia makes it a cinch to score the best deal on your rental wheels. Combine your Chestertown car rental with flight or hotel bookings and drive away with even greater savings.
How old do you have to be to rent a car in Chestertown?
The minimum age is 21. But there are several age-related requirements you should know about before locking in your wheels in Chestertown. If you’re a young motorist, most rental companies will charge an additional daily fee and limit the types of cars you can rent. The amount of the surcharge, and which ages it applies to, varies between companies. Take a moment to compare the rules.
What do you need to rent a car in Chestertown?
Your driver’s license and a credit card in the same name are essentials. Opting out of the company’s insurance plan? If that’s the case, you may need proof of other coverage. Requirements may differ between providers, so read through your policy.
What is the cheapest car rental in Chestertown?
We looked into prices over the last seven days and found that the most affordable daily rate was $49. The second lowest price for rental vehicles in Chestertown was $54 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 rent a car for a month or longer in Chestertown?
Visit our long-term car rental deals page, enter your preferences and then secure your perfect ride. Whether you’re basing yourself in Chestertown or discovering beyond, Expedia will help you find a long-term rental at an amazing rate.
Where can I find a Chestertown car rental if I am younger than 25?
You’ll need to look up the age policy of the Chestertown rental providers you’re considering. If you’re under 25, be aware that some will charge additional fees. It’s handy to know this before arriving at the desk so you can have the funds ready. Every rental car company has its own policies for young drivers, so it’s smart to do your research.
What insurance should I choose for my car rental in Chestertown?
You’ll want to add collision damage protection while reserving your Chestertown car rental with Expedia. This protects your ride against accident damage, theft and vandalism throughout your road trip. Offering up to $35,000 in primary coverage and 24/7 emergency support, you can get behind the wheel knowing you’re covered for many mishaps. You can opt in to this plan while booking your rental car.

Car Rental Information

 
Popular car types
SUV, Full Size, Economy
 
Car suppliers available
 
Our best deal of the day
$49
 
Our second best deal of the day
$54
 
Our third best deal of the day
$55
 
From the airport to your hotel
Airport Transportation
 
From popular domestic and international airports
Airport Car Rentals

Finding the cheapest car rentals in Chestertown

Using our Search Wizard

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

Renting a car in Chestertown

Pay at pickup is available, so you don’t have to worry about spending your money until you arrive at your vehicle in Chestertown. 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 Chestertown

Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book from $49.

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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One Key members save 10% or more on select hotels, cars, activities and vacation rentals. Not only that, earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands: Expedia, Hotels.com and VRBO. Learn more and join today.

Car classes available from Expedia in 2024

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