Chestertown Cheap Car Rentals & Car Hire Deals

Compare rent a car rates in Chestertown from popular car rental companies

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Enjoy maximum flexibility with penalty-free cancellation on most car rentals.

Explore Chestertown with Cheap Car Rentals and Car Hire Deals

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

Economy

Chevrolet Spark or similar
  • 4 people
Chestertown, New York, USA
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Chestertown, New York, USA
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Chestertown, New York, USA
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Chestertown, New York, USA
Jeep Compass
SUV Jeep Compass

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Frequently asked questions

Can I rent a car from Glens Falls, NY (GFL-Floyd Bennett Memorial)?
You can lock in a set of wheels from Hertz, which is just a short commute from Glens Falls, NY (GFL-Floyd Bennett Memorial).
What happens if I need to cancel my Chestertown car reservation?
We've got good news! You should be eligible for a complete refund if you cancel at least six hours prior to pickup. Your confirmation contains details about this, as does our Customer Service Portal. Not all prepaid reservations qualify for a refund though, so you may want to check your cancellation policy.
Why should I rent a Chestertown car with Expedia?
From short work trips to cross-country journeys, Expedia has vehicles to suit every adventure and style. Choose from reliable rental companies in Chestertown. And with our Best Price Guarantee, you'll always get an amazing deal on your ride. Did you know you can bundle your bookings into a vacation package? Add a flight or hotel to your rental car and watch the savings add up!
How do I find the best car rental deals in Chestertown with Expedia?
Expedia makes it easy and fast to compare fees, offers and rental companies, and to check reviews. Combine your Chestertown car rental with flight or hotel bookings and you can make even bigger savings.
What do you need to rent a car in Chestertown?
Before you can hit the road in Chestertown, you'll need a valid driver's license and a credit card that matches the name on your license. If you don't take out the company's insurance plan, you may also have to show proof of alternative coverage. Requirements may vary, so understand the policy terms and conditions before you select a rental provider.
Can I rent a car for a month or longer in Chestertown?
You can. We partner with reputable providers that offer long-term rentals for many categories of cars. Reserve one of our long-term car rental deals and explore every square inch of Chestertown --- or way beyond!
Where can I find a Chestertown car rental if I am younger than 25?
Some Chestertown providers will rent to drivers under 25 years of age, and others won't. Age policies differ from supplier to supplier, so you'll need to do your homework. Also, find out if there are any additional costs. Some places will have a surcharge for customers between 21 and 24. Be sure to read through the terms and conditions to avoid any surprise fees.