$61 Car Rental Chester, NY

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Top Car Deals in Chester

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

Sat, Nov 8 to Sun, Nov 9

Economy

Hyundai Venue or similar
  • 5 people
  • Unlimited mileage
Middletown, New York, USA
Hyundai Venue

$61

includes taxes & fees
$51 per day
found 4 days ago
Economy Hyundai Venue
Sat, Nov 8 to Sun, Nov 9

Compact

Kia Soul or similar
  • 5 people
  • Unlimited mileage
Middletown, New York, USA
Kia Soul

$62

includes taxes & fees
$52 per day
found 4 days ago
Compact Kia Soul
Sat, Nov 8 to Sun, Nov 9

Midsize

Toyota Corolla or similar
  • 5 people
  • Unlimited mileage
Middletown, New York, USA
Toyota Corolla

$65

includes taxes & fees
$54 per day
found 4 days ago
Midsize Toyota Corolla
Sat, Nov 8 to Sun, Nov 9

Standard

Volkswagen Jetta or similar
  • 5 people
  • Unlimited mileage
Middletown, New York, USA
Volkswagen Jetta

$66

includes taxes & fees
$55 per day
found 4 days ago
Standard Volkswagen Jetta
Sat, Nov 8 to Sun, Nov 9

Fullsize

Toyota Camry Hybrid or similar
  • 5 people
  • Unlimited mileage
Middletown, New York, USA
Toyota Camry Hybrid

$66

includes taxes & fees
$55 per day
found 4 days ago
Fullsize Toyota Camry Hybrid
Sat, Nov 8 to Sun, Nov 9

Premium

Toyota Crown or similar
  • 5 people
  • Unlimited mileage
Middletown, New York, USA
Toyota Crown

$86

includes taxes & fees
$72 per day
found 4 days ago
Premium Toyota Crown
Sat, Nov 8 to Sun, Nov 9

Standard Elite SUV

Ford Explorer or similar
  • 7 people
  • Unlimited mileage
Middletown, New York, USA
Ford Explorer

$88

includes taxes & fees
$73 per day
found 4 days ago
Standard Elite SUV Ford Explorer
Sat, Nov 8 to Sun, Nov 9

Luxury

Cadillac CT5 or similar
  • 5 people
  • Unlimited mileage
Middletown, New York, USA
Cadillac CT5

$97

includes taxes & fees
$81 per day
found 4 days ago
Luxury Cadillac CT5
Mon, Nov 10 to Tue, Nov 11

Premium Elite SUV

Audi Q5 or similar
  • 5 people
  • Unlimited mileage
New Windsor, New York, USA
Audi Q5

$128

includes taxes & fees
$93 per day
found 5 days ago
Premium Elite SUV Audi Q5
Sat, Nov 8 to Sun, Nov 9

Mini Van

Chrysler Pacifica or similar
  • 7 people
  • Unlimited mileage
Middletown, New York, USA
Chrysler Pacifica

$113

includes taxes & fees
$94 per day
found 4 days ago
Mini Van Chrysler Pacifica
Mon, Nov 10 to Tue, Nov 11

Luxury Elite

BMW 7-Series Audi A8 or similar
  • 5 people
  • Unlimited mileage
New Windsor, New York, USA
BMW 7-Series Audi A8

$201

includes taxes & fees
$146 per day
found 5 days ago
Luxury Elite BMW 7-Series Audi A8
Mon, Nov 10 to Tue, Nov 11

Special

Vehicle determined upon pick-up Compact or Larger or similar
  • 5 people
  • Unlimited mileage
New Windsor, New York, USA
Vehicle determined upon pick-up Compact or Larger

$236

includes taxes & fees
$172 per day
found 5 days ago
Special Vehicle determined upon pick-up Compact or Larger

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Lowest prices found within the past 4 days. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is a rental car per day in Chester?
You get serious bang for your travel buck in Chester, with car rental prices within the past seven days starting from as little as $61 a day.
Can I rent a car from Stewart Intl. Airport (SWF)?
Touch down at Stewart Intl. Airport (SWF) and then head for Enterprise or Budget, a quick commute away. You'll be discovering the sights and sounds of Chester in your own set of wheels before you know it.
What happens if I need to cancel my Chester car reservation?
We appreciate that things can change at the last minute. That's why the majority of prepaid reservations offer a full refund if you cancel six hours prior to the pickup time. Your cancellation policy should contain all the specifics you need. If you can't locate the answer there, our Customer Service Portal is always here to help.
Where can I go on a road trip from Chester?
Chester is full of surprises, but don't restrict yourself to one place. Organize a set of wheels and hit the road to discover what else awaits in the surrounding area. Here are some places to consider:

  • Head to Hartford for a fun-filled sightseeing adventure. About 85 miles from Chester, it has numerous cool attractions such as Mark Twain House & Museum.
  • About 95 miles away, Albany is also a favorite with wanderers. Make time to take in The Egg while you're here. It's one of the reasons people love staying a while in this thriving city.
  • Plymouth Rock is about 190 miles from Chester and is one of the region's most gorgeous nature spots. Go for a walk around and enjoy the fresh air here.

How do I find the best car rental deals in Chester with Expedia?
Expedia makes it simple to compare costs, offers and rental companies, and to check customer recommendations. Combine your Chester car rental with hotel or flight bookings to save even more.
How old do you have to be to rent a car in Chester?
Rental car rules in Chester require drivers to be 21 and older. Are you a younger driver? A few surcharges and restrictions may apply. Most rental providers impose what's known as a young renter surcharge, which is an additional fee to the car rental cost. Restrictions often apply to the categories of cars young people can rent as well. Age limits may vary between outlets, so check before booking.
What do you need to rent a car in Chester?
Renting a car in Chester is easy as pie. Generally, all that's required is a valid driver's license and a credit card in your name. After selecting your ride, read the terms and conditions to ensure there are no further requirements prior to the pickup date.
What is the cheapest car rental in Chester?
The two cheapest daily prices recorded in Chester within the past seven days were $61 and $62. How's that for a great deal? 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?
Expedia makes it a snap to score a long-term car rental in Chester. Simply head to our long-term car rental deals page, enter your travel dates and compare your choices.
Where can I find a Chester car rental if I am younger than 25?
Some Chester outlets will rent cars to drivers under 25, and others won't. Age policies differ between suppliers, so you should do some research. Also, find out if there are additional costs. Some outlets will have a surcharge for customers between 21 and 24. Be sure to read through the terms and conditions to avoid any surprise fees.
What insurance should I choose for my car rental in Chester?
Purchase collision damage protection while booking your Chester rental car with Expedia. This protects your ride against collision damage, theft and vandalism throughout your road trip. Offering up to $35,000 in primary coverage and 24-hour emergency assistance, you can get behind the wheel knowing you'll be covered in the event of a mishap. Simply opt in to this insurance while reserving your rental vehicle.

Car Rental Information

 
Popular car types
SUV, Full Size, Economy
 
Car suppliers available
 
Our best deal of the day
$61
 
Our second best deal of the day
$62
 
Our third best deal of the day
$65
 
From the airport to your hotel
Airport Transportation
 
From popular domestic and international airports
Airport Car Rentals

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 from $61.

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.

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