Title: $99 Pickup Car Rentals in Chester - Expedia.com ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # $99 Pickup Car Rental Companies in Chester ## Find Cheap Pickup Car Deals for Chester \* Price found within the past 6 days. Click for updated prices. Wed, Feb 11 - Thu, Feb 12 ### Standard Pickup Regular Cab Toyota Tacoma or similar or similar - 5 people - Unlimited mileage ![Enterprise](//mediaim.expedia.com/cars/logos/ET.png) Croydon, New Hampshire, USA ![Toyota Tacoma or similar](https://mediaim.expedia.com/cars/15/606f5887-9439-4f25-b101-b42a6743190e.jpg?impolicy=resizecrop&ra=fit&rh=165&rw=165) #### $99 includes taxes & fees $89 per day found 0 minutes ago [](https://expedia.com/carsearch?olat=43.4168&olon=-72.1822&totalprice=99.44¤cy=USD&date1=2/11/2026&date2=2/12/2026&clientrfrr=CarMarketingLandingPages&tprfrr=99.44&cvrfrr=ET&ctrfrr=SP&piid=AQh3XDzUb4Yaw4cMGaeYnjj7avjCnI7in9MF41jMKsvokCqh8ZykKXRKoq2Tx1_GnBS5W_ddFLV8t_bhjWxsjQ3P3vFtsMJUXg15sB0Lf4Xbo&selCC=[%22pickup%22]) Wed, Feb 11 - Thu, Feb 12 ### Premium Pickup Regular Cab Ford F150 or similar or similar - 5 people - Unlimited mileage ![Enterprise](//mediaim.expedia.com/cars/logos/ET.png) Croydon, New Hampshire, USA ![Ford F150 or similar](https://mediaim.expedia.com/cars/15/1e5e8f76-968e-45c6-ab89-0f1953159e8b.jpg?impolicy=resizecrop&ra=fit&rh=165&rw=165) #### $116 includes taxes & fees $104 per day found 0 minutes ago [](https://expedia.com/carsearch?olat=43.4168&olon=-72.1822&totalprice=115.72¤cy=USD&date1=2/11/2026&date2=2/12/2026&clientrfrr=CarMarketingLandingPages&tprfrr=115.72&cvrfrr=ET&ctrfrr=PP&piid=AQh3XDzUb4Yaw4cMGaeYnjj7avjCnI7in9MF41jMKsvokCqh8ZykKXRKoq2Tx1_GnBEExoy9Qdq0s68aVmGgpZf_3vFtsMJUXg15sB0Lf4Xbo&selCC=[%22pickup%22]) Wed, Feb 11 - Thu, Feb 12 ### Standard Pickup Regular Cab Toyota Tacoma or similar or similar - 5 people - Unlimited mileage ![Enterprise](//mediaim.expedia.com/cars/logos/ET.png) Croydon, New Hampshire, USA ![Toyota Tacoma or similar](https://mediaim.expedia.com/cars/15/606f5887-9439-4f25-b101-b42a6743190e.jpg?impolicy=resizecrop&ra=fit&rh=165&rw=165) #### $135 includes taxes & fees $99 per day found 0 minutes ago [](https://expedia.com/carsearch?olat=43.4182&olon=-72.1817&totalprice=134.80¤cy=USD&date1=2/11/2026&date2=2/12/2026&clientrfrr=CarMarketingLandingPages&tprfrr=134.80&cvrfrr=ET&ctrfrr=SP&piid=AQh3XDzUb4Yaw4cMGaeYnjj7avjCnI7in9MF41jMKsvomYhmeJN05oQJIqaj7S_pJGH6htjxrW58Khhgr8KkoHvqPreiCLzQDPViGc548dpfA&selCC=[%22pickup%22]) Wed, Feb 11 - Thu, Feb 12 ### Premium Pickup Regular Cab Ford F150 or similar or similar - 5 people - Unlimited mileage ![Enterprise](//mediaim.expedia.com/cars/logos/ET.png) Croydon, New Hampshire, USA ![Ford F150 or similar](https://mediaim.expedia.com/cars/15/1e5e8f76-968e-45c6-ab89-0f1953159e8b.jpg?impolicy=resizecrop&ra=fit&rh=165&rw=165) #### $155 includes taxes & fees $114 per day found 0 minutes ago [](https://expedia.com/carsearch?olat=43.4182&olon=-72.1817&totalprice=154.70¤cy=USD&date1=2/11/2026&date2=2/12/2026&clientrfrr=CarMarketingLandingPages&tprfrr=154.70&cvrfrr=ET&ctrfrr=PP&piid=AQh3XDzUb4Yaw4cMGaeYnjj7avjCnI7in9MF41jMKsvomYhmeJN05oQJIqaj7S_pJGEIrz56lyZTx0N_2faS6If6PreiCLzQDPViGc548dpfA&selCC=[%22pickup%22]) ### Don't see what you're looking for? See all car rentals in Chester [View all cars](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&locn=Chester,%20Vermont,%20United%20States%20of%20America&dpln=89014&date1=2/17/2026&date2=2/19/2026&crfrr=defaultFlex&SearchType=Place&selCC=[%22pickup%22]) ## FAQs for Pickup Car Rentals in Chester ### Where can I get Pickup car rentals in Chester There are several locations and suppliers offering Pickup car rentals throughout Chester, Vermont. Click around to view the options in the area, compare and find the best deal that’s most convenient for you on Expedia.com. ### How do I get the best deals on Pickup car rentals in Chester with Expedia.com? You can compare the top deals from providers in the area on Expedia.com. Prices may vary depending on travel dates, car type, and pick-up location. Head over to the main [car rentals in Chester](https://www.expedia.com/Car-Rentals-In-Chester.d89014.Car-Rental-Guide) page to see all available offers and car types. ### What is the cancellation policy for car rentals in Chester? Cancellation policies differ by deal type. There are lots of deals that are free to cancel within your cancellation deadline. A pre-paid Pickup car rental in Chester will most likely be non-refundable. We recommend filtering by “free cancellation” to see the most flexible options. ### Why should I book my car rental on Expedia.com? Expedia.com is your one-stop-shop for all your travel needs. You’ll see a large selection and some of the best deals to find your Pickup rental in Chester. Whether you’re traveling for business or pleasure, whether you’re looking for a short or [long term car rental](https://www.expedia.com/lp/b/car-rental/long-term) we’ve got you covered. Book your car with flights or [hotels in Chester](https://www.expedia.com/Chester-Hotels.d89014.Travel-Guide-Hotels). We’ll bundle them into a [vacation package in Chester](https://www.expedia.com/Chester.d89014.Destination-Travel-Guides) with even more discounts. ## Pickup Car Rental Information | Car type: | Pickup | | ------------------------------------------------- | ------------------------------------------------------------------------------------------------------- | | Price: | from $99 | | 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) | ## Frequently asked questions ### How can I get a cheap pickup truck rental in Chester with Expedia? ### How much does it cost to rent a pickup truck in Chester? ### How old do you have to be to rent a pickup truck in Chester? ### Why should I rent a pickup truck in Chester? ### How can I rent a pickup truck in Chester? ### Why should I rent a pickup truck through Expedia? ### What happens if I need to cancel my Chester pickup truck rental reservation? ## Explore a world of travel with Expedia - 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