Title: Cheshire, CT Car Rental - Free Cancellation Options - Expedia.com [Cheshire Travel Guide](https://expedia.com/Cheshire.dx183057)[Hotels in Cheshire](https://expedia.com/Cheshire-Hotels.d183057.Travel-Guide-Hotels)[Flights to Cheshire](https://expedia.com/Cheap-Flights-To-Cheshire.d183057.Travel-Guide-Flights)[Things to do in Cheshire](https://expedia.com/Things-To-Do-In-Cheshire.d183057.Travel-Guide-Activities)[Cheshire Vacation Packages](https://expedia.com/Cheshire.d183057.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/183057/92c74fd9-1a45-4931-a43e-251e181e803f.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # $127 Car Rental Cheshire, CT ## Search and Compare from Car Companies in Cheshire ## Featured car rental suppliers Compare from agencies ![car suppliers logo](https://forever.travel-assets.com/flex/flexmanager/images/2022/02/16/car-suppliers-logo-desktop.jpg) ## Top Car Deals in Cheshire \* Price found within the past 6 days. Click for updated prices. Fri, Feb 27 - Sat, Feb 28 ### Economy Hyundai Venue or similar - 5 people - Unlimited mileage ![Avis](//mediaim.expedia.com/cars/logos/ZI.png) New Haven, Connecticut, USA ![Hyundai Venue](//mediaim.expedia.com/cars/41/8790b76e-3028-4f1e-b3ff-9c11cf788d03.jpg) #### $127 includes taxes & fees $95 per day found 16 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=41.268844&olon=-72.891164&date1=2/27/2026&date2=2/28/2026&pprfrr=94.99&tprfrr=126.62&cvrfrr=ZI&ctrfrr=EC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22economy%22]) Fri, Feb 27 - Sat, Feb 28 ### Compact Kia Soul or similar - 5 people - Unlimited mileage ![Budget](//mediaim.expedia.com/cars/logos/ZD.png) New Haven, Connecticut, USA ![Kia Soul](//mediaim.expedia.com/cars/39/2bd128fa-aabd-4e07-aad9-dff27a18e3fd.jpg) #### $128 includes taxes & fees $96 per day found 16 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=41.268840&olon=-72.891170&date1=2/27/2026&date2=2/28/2026&pprfrr=95.99&tprfrr=127.84&cvrfrr=ZD&ctrfrr=CC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22compact%22]) Fri, Feb 27 - Sat, Feb 28 ### Midsize Toyota Corolla or similar - 5 people - Unlimited mileage ![Avis](//mediaim.expedia.com/cars/logos/ZI.png) New Haven, Connecticut, USA ![Toyota Corolla](//mediaim.expedia.com/cars/41/724f6f6b-c451-44b5-b34e-8d67280e16eb.jpg) #### $129 includes taxes & fees $97 per day found 16 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=41.268844&olon=-72.891164&date1=2/27/2026&date2=2/28/2026&pprfrr=96.99&tprfrr=129.05&cvrfrr=ZI&ctrfrr=IC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22midsize%22]) Fri, Feb 27 - Sat, Feb 28 ### Standard Volkswagen Jetta or similar - 5 people - Unlimited mileage ![Avis](//mediaim.expedia.com/cars/logos/ZI.png) New Haven, Connecticut, USA ![Volkswagen Jetta](//mediaim.expedia.com/cars/41/518390a3-aa30-4ee4-9bb5-1243de3d0866.jpg) #### $130 includes taxes & fees $98 per day found 16 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=41.268844&olon=-72.891164&date1=2/27/2026&date2=2/28/2026&pprfrr=97.99&tprfrr=130.26&cvrfrr=ZI&ctrfrr=SC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22standard%22]) Fri, Feb 27 - Sat, Feb 28 ### Fullsize Toyota Camry or similar - 5 people - Unlimited mileage ![Budget](//mediaim.expedia.com/cars/logos/ZD.png) New Haven, Connecticut, USA ![Toyota Camry](//mediaim.expedia.com/cars/39/4bdc7515-df09-4702-8fda-c9522c95cf21.jpg) #### $130 includes taxes & fees $98 per day found 16 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=41.268840&olon=-72.891170&date1=2/27/2026&date2=2/28/2026&pprfrr=97.99&tprfrr=130.26&cvrfrr=ZD&ctrfrr=FC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22fullsize%22]) Fri, Feb 27 - Sat, Feb 28 ### Mini Van Chrysler Pacifica or similar - 7 people - Unlimited mileage ![Budget](//mediaim.expedia.com/cars/logos/ZD.png) New Haven, Connecticut, USA ![Chrysler Pacifica](//mediaim.expedia.com/cars/39/e7400a6a-2473-474b-9d79-35076bd3a23f.jpg) #### $169 includes taxes & fees $130 per day found 16 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=41.268840&olon=-72.891170&date1=2/27/2026&date2=2/28/2026&pprfrr=129.99&tprfrr=169.15&cvrfrr=ZD&ctrfrr=MV&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22minivan%22]) Fri, Feb 27 - Sat, Feb 28 ### Premium Toyota Crown or similar - 5 people - Unlimited mileage ![Avis](//mediaim.expedia.com/cars/logos/ZI.png) New Haven, Connecticut, USA ![Toyota Crown](//mediaim.expedia.com/cars/41/edb2e73f-8e89-438f-8867-f09c3dac1153.jpg) #### $234 includes taxes & fees $183 per day found 16 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=41.268844&olon=-72.891164&date1=2/27/2026&date2=2/28/2026&pprfrr=182.99&tprfrr=233.53&cvrfrr=ZI&ctrfrr=PC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22premium%22]) Fri, Feb 27 - Sat, Feb 28 ### Standard Elite SUV Ford Explorer or similar - 7 people - Unlimited mileage ![Budget](//mediaim.expedia.com/cars/logos/ZD.png) New Haven, Connecticut, USA ![Ford Explorer](//mediaim.expedia.com/cars/39/0117d125-955b-455f-87f1-0c60b7d7c1bc.jpg) #### $252 includes taxes & fees $198 per day found 16 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=41.268840&olon=-72.891170&date1=2/27/2026&date2=2/28/2026&pprfrr=197.99&tprfrr=251.76&cvrfrr=ZD&ctrfrr=RF&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22suv%22]) Fri, Feb 27 - Sat, Feb 28 ### Luxury Cadillac CT5 or similar - 5 people - Unlimited mileage ![Budget](//mediaim.expedia.com/cars/logos/ZD.png) New Haven, Connecticut, USA ![Cadillac CT5](//mediaim.expedia.com/cars/39/2bd5c014-4d39-4590-bba3-eb45924b7c90.jpg) #### $264 includes taxes & fees $208 per day found 16 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=41.268840&olon=-72.891170&date1=2/27/2026&date2=2/28/2026&pprfrr=207.99&tprfrr=263.91&cvrfrr=ZD&ctrfrr=LC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22luxury%22]) ### Don't see what you're looking for? See all car rentals in Cheshire [View all cars](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&locn=Cheshire,%20Connecticut,%20United%20States%20of%20America&dpln=183057&date1=3/4/2026&date2=3/6/2026&crfrr=defaultFlex&SearchType=Place) Lowest prices found within the past 16 hours. Prices and availability subject to change. Additional terms may apply. ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=CTG_SPRING_PROMO_183057) ## Frequently asked questions ### How much is a rental car per day in Cheshire? ### Can I rent a car from Tweed - New Haven Regional Airport (HVN)? ### What happens if I need to cancel my Cheshire car reservation? ### Where can I go on a road trip from Cheshire? > - Providence is 80 miles from Cheshire. Renowned tourist spots like Roger Williams Park Zoo deserve to be high on your must-see list while you're in town. > - About 90 miles away, Albany is also popular with travelers. Be sure to get to The Egg while you're here. It's one of the reasons people love coming to this vibrant city. > - Longwood Gardens is located 180 miles from Cheshire and is one of the region's most beautiful nature spots. Stretch your legs and enjoy the fresh air. ### How do I find the best car rental deals in Cheshire with Expedia? ### How old do you have to be to rent a car in Cheshire? ### What do you need to rent a car in Cheshire? ### What is the cheapest car rental in Cheshire? ### Can I rent a car for a month or longer in Cheshire? ### Where can I find a Cheshire car rental if I am younger than 25? ### What insurance should I choose for my car rental in Cheshire? ## Car Rental Information | Popular car types | [SUV](https://www.expedia.com/lp/b/car-rental/suv?rfrr=car.table.SUV), [Full Size](https://www.expedia.com/lp/b/car-rental/fullsize?rfrr=car.table.FullSize), [Economy](https://www.expedia.com/lp/b/car-rental/economy?rfrr=car.table.Economy) | | ------------------------------------------------ | ----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Car suppliers available | | | Our best deal of the day | $127 | | Our second best deal of the day | $128 | | Our third best deal of the day | $129 | | From the airport to your hotel | [Airport Transportation](https://www.expedia.com/ground-transfers?rfrr=car.table.AirportTransportation) | | From popular domestic and international airports | [Airport Car Rentals](https://www.expedia.com/lp/b/car-rental/airport) | ## Finding the cheapest car rentals in Cheshire ### **Using our Search Wizard** If the deals that are available on our page do not suit your needs, then enter Cheshire into the search wizard at the top of the page. We will compare all the best deals available for your car rental in Cheshire and provide you with a list of the cheapest options, with no added fees. ### **Renting a car in Cheshire** Pay at pickup is available, so you don’t have to worry about spending your money until you arrive at your vehicle in Cheshire. 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 Cheshire** Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book from $127. ### **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](https://www.expedia.com/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. ### **We all love being rewarded** [One Key](https://www.expedia.com/welcome-one-key?langid=1033) 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 2026** The classes of vehicles available will change depending on your chosen location. - [Compact car rentals](https://www.expedia.com/lp/b/car-rental/compact) - [Convertible car rentals](https://www.expedia.com/lp/b/car-rental/convertible) - [Economy car rentals](https://www.expedia.com/lp/b/car-rental/economy) - [Fullsize car rentals](https://www.expedia.com/lp/b/car-rental/fullsize) - [Luxury car rentals](https://www.expedia.com/lp/b/car-rental/luxury) - [Midsize car rentals](https://www.expedia.com/lp/b/car-rental/midsize) - [Mini car rentals](https://www.expedia.com/lp/b/car-rental/mini) - [Minivan rentals](https://www.expedia.com/lp/b/car-rental/minivan) - [Pickup car rentals](https://www.expedia.com/lp/b/car-rental/pickup) - [Premium car rentals](https://www.expedia.com/lp/b/car-rental/premium) - [Sportscar rentals](https://www.expedia.com/lp/b/car-rental/sportscar) - [Standard car rentals](https://www.expedia.com/lp/b/car-rental/standard) - [SUV rentals](https://www.expedia.com/lp/b/car-rental/suv) - [Van rentals](https://www.expedia.com/lp/b/car-rental/van) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Maplecroft Plaza Shopping Center ](https://www.expedia.com/Maplecroft-Plaza-Shopping-Center-Hotels.0-l553248621557931242-0.Travel-Guide-Filter-Hotels) - [B&B in Cheshire Historic District ](https://www.expedia.com/Cheshire-Historic-District-Bed-And-Breakfast.d6346724-aaBedAndBreakfast.Travel-Guide-Accommodation) - [3 Star Hotels in Cheshire Historic District ](https://www.expedia.com/3Star-Cheshire-Historic-District-Hotels.s30-0-d6346724.Travel-Guide-Filter-Hotels) - [Vacation Homes in Cheshire Historic District ](https://www.expedia.com/Cheshire-Historic-District-Private-Vacation-Homes.d6346724-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Hotels near Drazen Orchards ](https://www.expedia.com/Drazen-Orchards-Hotels.0-l553248621561886358-0.Travel-Guide-Filter-Hotels) - 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[Hotels near Panthorn Park ](https://www.expedia.com/Panthorn-Park-Hotels.0-l553248621561886483-0.Travel-Guide-Filter-Hotels) - [Plantsville Hotels ](https://www.expedia.com/Plantsville-Hotels.d6084748.Travel-Guide-Hotels) - [Luxury Hotels in Plantsville ](https://www.expedia.com/Plantsville-Hotels-Luxury-Hotel.0-0-d6084748-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Plantsville ](https://www.expedia.com/Plantsville-Hotels-Pet-Friendly-Hotel.0-0-d6084748-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Condo Rentals in Plantsville ](https://www.expedia.com/Plantsville-Condos.d6084748-aaCondos.Travel-Guide-Accommodation) - [Historic Hotels in Plantsville ](https://www.expedia.com/Plantsville-Hotels-Historic-Hotel.0-0-d6084748-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels near Mount Southington Ski Area ](https://www.expedia.com/Mount-Southington-Ski-Area-Hotels.0-l6089845-0.Travel-Guide-Filter-Hotels) - [Hotels near Hubbard Park ](https://www.expedia.com/Hubbard-Park-Hotels.0-l553248621532665857-0.Travel-Guide-Filter-Hotels) - 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[Motels in Meriden ](https://www.expedia.com/Meriden-Motels.d8818-aaMotels.Travel-Guide-Accommodation) - [Cheap Hotels in Wallingford ](https://www.expedia.com/Wallingford-Hotels-Cheap-Hotels.0-0-d7533-tCheapHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Meriden ](https://www.expedia.com/Meriden-Hotels-Pet-Friendly-Hotel.0-0-d8818-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Meriden ](https://www.expedia.com/Meriden-Hotels-Hotels-With-Indoor-Pool.0-0-d8818-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [B&B in Wallingford ](https://www.expedia.com/Wallingford-Bed-And-Breakfast.d7533-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Motels in Wallingford ](https://www.expedia.com/Wallingford-Motels.d7533-aaMotels.Travel-Guide-Accommodation) - [Hotels with Bars in Meriden ](https://www.expedia.com/Meriden-Hotels-Bar-Hotel.0-0-d8818-tBarHotel.Travel-Guide-Filter-Hotels) - [Extended Stay Hotels in Meriden ](https://www.expedia.com/Meriden-Hotels-Extended-Stay-Hotels.0-0-d8818-tExtendedStayHotels.Travel-Guide-Filter-Hotels) - 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[Sleeping Giant Golf Course ](https://www.expedia.com/Sleeping-Giant-Golf-Course-Hamden.d6269050.Vacation-Attraction) - [Mount Southington Ski Area ](https://www.expedia.com/Mount-Southington-Ski-Area-Plantsville.d6089845.Vacation-Attraction) - [Hubbard Park ](https://www.expedia.com/Hubbard-Park-Meriden.d553248621532665857.Vacation-Attraction) - [Toyota Oakdale Theatre ](https://www.expedia.com/Toyota-Oakdale-Theatre-Wallingford.d6089829.Vacation-Attraction) - [Andrews Homestead Museum ](https://www.expedia.com/Andrews-Homestead-Museum-Meriden.d553248621558035048.Vacation-Attraction) - [Sleeping Giant State Park ](https://www.expedia.com/Sleeping-Giant-State-Park-Hamden.d6269048.Vacation-Attraction) - [Visit Meriden ](https://www.expedia.com/Meriden.dx8818) - [Car rentals near Cheshire Historic District ](https://www.expedia.com/Car-Rentals-In-Cheshire-Historic-District.d6346724.Car-Rental-Guide) - [Car rentals near Prospect ](https://www.expedia.com/Car-Rentals-In-Prospect.d6004525.Car-Rental-Guide) - 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