Cheshire car rentals from $60/day

Save up to 40% on car rentals. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, agency and more to find your best car rental.

Car Rental Deals
Booking Insights
Car Rental Deals

Cheap car rentals in Cheshire

Toyota Corolla car
Toyota Corolla
or similar Medium
5
3
2/4
$60/day
View deal
Chrysler Pacifica car
Chrysler Pacifica
or similar Van
5
5
4-5
$65/day
View deal
Dodge Durango car
Dodge Durango
or similar Luxury
5
5
2/4
$67/day
View deal
Class Premium SUV car
Class Premium SUV
or similar SUV
5
5
4-5
$74/day
View deal
Booking Insights

KAYAK’s insights & trends for Cheshire car rentals

Check out the latest trends and booking tips to rent a car in Cheshire with confidence.

How far in advance should you book a rental car in Cheshire?

You should book your rental car in Cheshire around 50 days before your trip in order to get a below-average price.

What is the cheapest month to rent a car in Cheshire?

The cheapest month to rent a car in Cheshire is May at an average cost of $46/day. August is the most expensive month to rent a car in Cheshire when prices are $91/day on average, which tends to be 49% above the yearly average rental price for Cheshire.

What rental car company in Cheshire has the most locations?

Enterprise Rent-A-Car operates 4 locations in Cheshire, more than any other rental company.

Find deals

Good to know

Most popular agency

Average price

Good deal

Hertz
$55/day
$43/day

KAYAK’s top tips for renting a car in Cheshire

  • 25% of our users found rental cars in Cheshire for $43 or less

FAQs about renting a car in Cheshire

  • How much does it cost to rent a car in Cheshire?

    On average a rental car in Cheshire costs $55 per day. But prices differ between operators and you can save money through a price comparison of car rental deals from different agencies. The cheapest price for a car rental in Cheshire found in the last 2 weeks is $50.

  • Which car rental companies will pick you up at Tweed-New Haven airport (HVN)?

    The only car rental company that offers shuttle or pick-up services from Tweed-New Haven airport to off-airport locations is Rent-A-Wreck.

  • How can I find car rentals near me in Cheshire?

    Take a look at our extensive car rental location map to find the best rental cars near you.

  • Should I get insurance when renting a car in Cheshire?

    Most car rental providers in Cheshire offer insurance but the level of protection can differ substantially. If you're unsure whether to get extra protection for your car rental in Cheshire, check out KAYAK's car rental insurance guide.

  • How many car agencies are operating in Cheshire?

    KAYAK has deals for you to compare from 2 car rental agencies in Cheshire.

  • What do I need to know before booking a car rental in Cheshire?

    Finding the right price, understanding the add-ons and staying up to date with policy changes can be a challenge. That’s why KAYAK has produced the ultimate guide to renting a car to help you cut though the jargon and make the right choice for your rental car. Find tips and insights for how to book your rental, what car rental insurance you’ll need, how to deal with a car rental agency and what extra fees to expect (and avoid!).

  • Why should I use KAYAK to rent a car in Cheshire?

    KAYAK searches thousands of car rental agencies to provide you with offers from all car rental agencies operating in Cheshire so that you can compare car rental rates, reviews and pick-up and drop-off locations to find the best deal for you.

Cheshire car rental reviews and directory

 

Dollar

6.4

Okay

One location in Cheshire

Locations in Cheshire

1211a S. Broad Street

+1 203 265 0324

Monday08:00 - 17:00
Tuesday08:00 - 17:00
Wednesday08:00 - 17:00
Thursday08:00 - 17:00
Friday08:00 - 17:00
Saturday09:00 - 12:00

Filters

No reviews available

U-Save

4.4

Mediocre

Cleanliness

5.5

Comfort

5.2

Pick-up/Drop-off

4.4

Value for money

4.7

One location in Cheshire

Locations in Cheshire

380 South Broad Street

Opening times not available

Filters

No reviews available

Global Rent A Car

3.5

Poor

Cleanliness

4.8

Comfort

4.6

Pick-up/Drop-off

3.7

Value for money

3.7

One location in Cheshire

Locations in Cheshire

380 South Broad Street

Opening times not available

Filters

No reviews available

Enterprise Rent-A-Car

No score available yet

4 locations in Cheshire

Locations in Cheshire

209 Maple Ave

+1 203 272 0525

Opening times not available

2500 E Main St

+1 203 755 3770

Monday08:00 - 17:00
Tuesday08:00 - 17:00
Wednesday08:00 - 17:00
Thursday08:00 - 17:00
Friday08:00 - 17:00
Saturday09:00 - 12:00
Sunday

600 North Colony Road

+1 203 634 1233

Opening times not available

856 N Colony Rd

+1 203 634 1233

Monday07:30 - 17:00
Tuesday07:30 - 17:00
Wednesday07:30 - 17:00
Thursday07:30 - 17:00
Friday07:30 - 17:00
Saturday09:00 - 12:00
Sunday

Filters

Reviews

8.0 Very good

Anonymous, May 2026

Passenger van

KAYAK
I like how I went in and there was someone there to immediately help me. I was there for less than 10 minute’s. The gentleman was very friendly and very easy to talk to.

10.0 Wonderful

laddawan, Apr 2026

Minivan

KAYAK
Wallingford branch in Connecticut is the best office. Less busy and short waiting line, great services. The staff are friendly and helpful with choices and options.

10.0 Wonderful

Charles, Nov 2025

Pickup truck

KAYAK
Extremely courteous staff. However, vehicle pick-up took much longer than expected. Short staffed?

1 out of 2

Arow Enterprises Corp.

No score available yet

One location in Cheshire

Locations in Cheshire

209 Maple Ave, Cheshire

+1 203 272 0525

Monday00:00 - 23:59
Tuesday00:00 - 23:59
Wednesday00:00 - 23:59
Thursday00:00 - 23:59
Friday00:00 - 23:59
Saturday00:00 - 23:59
Sunday00:00 - 23:59

Filters

No reviews available

Hertz

No score available yet

One location in Cheshire

Locations in Cheshire

1211a S. Broad Street

+1 203 265 0324

Monday08:00 - 17:00
Tuesday08:00 - 17:00
Wednesday08:00 - 17:00
Thursday08:00 - 17:00
Friday08:00 - 17:00
Saturday09:00 - 12:00

Filters

Reviews

2.0 Poor

Erick, Jun 2026

Intermediate

KAYAK
I need my refund back because I didn't get the car I tried to call kayak and hertz y'all took a deposit from my account.

1 out of 1

Thrifty

No score available yet

One location in Cheshire

from$41/day

Locations in Cheshire

1211a S. Broad Street

+1 203 265 0324

Monday08:00 - 17:00
Tuesday08:00 - 17:00
Wednesday08:00 - 17:00
Thursday08:00 - 17:00
Friday08:00 - 17:00
Saturday09:00 - 12:00

Filters

Reviews

2.0 Poor

Anonymous, Jul 2025

Pickup truck

KAYAK
I reserved a pickup truck. Called ahead to confirm that they would have a ram or tundra, they confirmed verbally. I was sent a confirmation email to say the truck would be waiting. Get to a Thrifty or *shifty*, and no trucks! I could maybe wait for someone to bring something from another location and delay my trip, but I had time sensitive engagement, (legal documents to sign) so I couldn’t wait for whoever to come whenever they might have time. Part of this is my own fault because in the time crunch I didn’t have any options, and it’s such a small operation that the only other vehicle with similar capacity on the lot was a mini van, so I was offered the van with the caveat that it was just returned and I would have to clean it out myself. I know this sounds silly but it was my only option. Whoever the previous renters were we’re very abusive to this van, it was filled with sand and vape pens and trash, and on the exterior there were literally parts hanging off the undercarriage that had to be cut and yanked off by the *shifty/hurts agent so they weren’t just scraping along the road. Took the 360 video walk around and thank goodness 😅 because it caught the cracked windshield, so I’m assuming that’s not what the extra $318 dollars 💸 charge was for, although I wouldn’t know because I’ve not received any bill like I asked for, I just saw the rental fee and the extra $318. I got to Bar Harbor Maine and went to put some air in the tires before I noticed a fairly deep gash in the sidewall of the rear passenger side. This was a *probably going to pop and leave me stranded somewhere type gash. After reviewing the 360* walk around video you can see it was there when I took possession of the vehicle. Along with the cracked windshield, and the pieces that had to be cut and yanked off hanging from the undercarriage of the dirty filthy vehicle, which due to time constraints I had to take instead of what I reserved, and had verbal and written communication that would be available and waiting. Which brings me to the point of wondering 🤔 if I should just go ahead and pursue small claims court to recoup my $318 random extra fee that was charged over my rental fee. Don’t rent from *Shifty/Hurtz Meriden.

Car rental locations in or near Cheshire

Go to map view

Traveling to a place near Cheshire?

Rent a car at Cheshire if you plan to visit one of these locations
Essex
Chester

More options for your car rental in Cheshire

Cheshire car rental information

Pick-up locationCheshire
Car typesMedium, Van, Luxury, SUV
Rental locations2
Airport locations0
Popular agenciesEnterprise Rent-A-Car