Title: Middlesboro Car Rental, KY - Search & Compare - Expedia.ca​ [Middlesboro Travel Guide](https://expedia.ca/Middlesboro.dx8853)[Hotels in Middlesboro](https://expedia.ca/Middlesboro-Hotels.d8853.Travel-Guide-Hotels)[Flights to Middlesboro](https://expedia.ca/Cheap-Flights-To-Middlesboro.d8853.Travel-Guide-Flights)[Middlesboro Vacation Packages](https://expedia.ca/Middlesboro.d8853.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/8853/4dcad675-90c8-4311-844e-cc929dfd2557.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Middlesboro Car Rental ## Search and Compare from Car Companies in Middlesboro ## Featured car rental suppliers Compare from agencies ![car supplier logos](https://forever.travel-assets.com/flex/flexmanager/images/2022/05/16/BEXCA-car-suppliers-logo-desktop.jpg) - ![protection illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__protection.svg) ### Change your mind Penalty-free cancellation on many/select car rentals - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Treat yourself Members save 10% or more on over 1 million car rentals - ![package illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__package.svg) ### Shop smart Compare car suppliers to unlock big savings ## Top Car Deals in Middlesboro \* Price found within the past 6 days. Click for updated prices. Mon, Mar 16 - Tue, Mar 17 ### Economy Mitsubishi Mirage or similar - 4 people - Unlimited mileage ![Enterprise](//mediaim.expedia.com/cars/logos/ET.png) Middlesboro, Kentucky, USA ![Mitsubishi Mirage](//mediaim.expedia.com/cars/15/361b2f76-50fa-46df-b9ff-f24c50ed23e9.jpg) #### CA $109 total found 22 hours ago [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=36.611050&olon=-83.702320&date1=16/03/2026&date2=17/03/2026&pprfrr=96.44&tprfrr=109.3&cvrfrr=ET&ctrfrr=EC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22economy%22]) Mon, Mar 16 - Tue, Mar 17 ### Compact Nissan Versa or similar - 5 people - Unlimited mileage ![Enterprise](//mediaim.expedia.com/cars/logos/ET.png) Middlesboro, Kentucky, USA ![Nissan Versa](//mediaim.expedia.com/cars/15/b878eb3d-98c2-4f17-b9e9-0269d0555f5d.jpg) #### CA $111 total found 22 hours ago [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=36.611050&olon=-83.702320&date1=16/03/2026&date2=17/03/2026&pprfrr=97.8&tprfrr=110.82&cvrfrr=ET&ctrfrr=CC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22compact%22]) Mon, Mar 16 - Tue, Mar 17 ### Midsize Toyota Corolla or similar - 5 people - Unlimited mileage ![Enterprise](//mediaim.expedia.com/cars/logos/ET.png) Middlesboro, Kentucky, USA ![Toyota Corolla](//mediaim.expedia.com/cars/15/6ef898a7-badb-4337-9fac-073e0a48fa95.jpg) #### CA $114 total found 22 hours ago [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=36.611050&olon=-83.702320&date1=16/03/2026&date2=17/03/2026&pprfrr=100.51&tprfrr=113.87&cvrfrr=ET&ctrfrr=IC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22midsize%22]) Mon, Mar 16 - Tue, Mar 17 ### Standard Volkswagen Jetta or similar - 5 people - Unlimited mileage ![Enterprise](//mediaim.expedia.com/cars/logos/ET.png) Middlesboro, Kentucky, USA ![Volkswagen Jetta](//mediaim.expedia.com/cars/15/6f73dd9a-acd4-49f9-809b-ac49548bf982.jpg) #### CA $117 total found 22 hours ago [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=36.611050&olon=-83.702320&date1=16/03/2026&date2=17/03/2026&pprfrr=103.23&tprfrr=116.91&cvrfrr=ET&ctrfrr=SC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22standard%22]) Mon, Mar 16 - Tue, Mar 17 ### Full Size Chevrolet Malibu or similar - 5 people - Unlimited mileage ![Enterprise](//mediaim.expedia.com/cars/logos/ET.png) Middlesboro, Kentucky, USA ![Chevrolet Malibu](//mediaim.expedia.com/cars/15/7d62a4fd-b908-468e-8c97-0944ec59f884.jpg) #### CA $120 total found 22 hours ago [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=36.611050&olon=-83.702320&date1=16/03/2026&date2=17/03/2026&pprfrr=105.95&tprfrr=119.95&cvrfrr=ET&ctrfrr=FC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22fullsize%22]) Mon, Mar 16 - Tue, Mar 17 ### Premium Nissan Maxima or similar - 5 people - Unlimited mileage ![Enterprise](//mediaim.expedia.com/cars/logos/ET.png) Middlesboro, Kentucky, USA ![Nissan Maxima](//mediaim.expedia.com/cars/15/c7648b47-bbaa-43b7-ab98-a59567c2ba19.jpg) #### CA $150 total found 22 hours ago [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=36.611050&olon=-83.702320&date1=16/03/2026&date2=17/03/2026&pprfrr=133.11&tprfrr=150.38&cvrfrr=ET&ctrfrr=PC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22premium%22]) Mon, Mar 16 - Tue, Mar 17 ### Luxury Audi A4 or BMW 3 Series or similar - 5 people - Unlimited mileage ![Enterprise](//mediaim.expedia.com/cars/logos/ET.png) Middlesboro, Kentucky, USA ![Audi A4 or BMW 3 Series](//mediaim.expedia.com/cars/15/ea4114d8-457c-4ef6-a55a-508b61f2bc66.jpg) #### CA $166 total found 22 hours ago [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=36.611050&olon=-83.702320&date1=16/03/2026&date2=17/03/2026&pprfrr=146.7&tprfrr=165.59&cvrfrr=ET&ctrfrr=LC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22luxury%22]) Mon, Mar 16 - Tue, Mar 17 ### Mini Van Chrysler Pacifica or similar - 7 people - Unlimited mileage ![Enterprise](//mediaim.expedia.com/cars/logos/ET.png) Middlesboro, Kentucky, USA ![Chrysler Pacifica](//mediaim.expedia.com/cars/15/fcc6db92-d9d2-4f94-8470-36aec1bd49c1.jpg) #### CA $194 total found 22 hours ago [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=36.611050&olon=-83.702320&date1=16/03/2026&date2=17/03/2026&pprfrr=172.5&tprfrr=194.49&cvrfrr=ET&ctrfrr=MV&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22minivan%22]) Mon, Mar 16 - Tue, Mar 17 ### Premium Elite SUV Audi Q5 or similar - 5 people - Unlimited mileage ![Enterprise](//mediaim.expedia.com/cars/logos/ET.png) Middlesboro, Kentucky, USA ![Audi Q5](//mediaim.expedia.com/cars/15/0d902804-3c80-4273-94fa-7b4ce34a7ac8.jpg) #### CA $196 total found 22 hours ago [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=36.611050&olon=-83.702320&date1=16/03/2026&date2=17/03/2026&pprfrr=173.86&tprfrr=196.02&cvrfrr=ET&ctrfrr=UF&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22suv%22]) Mon, Mar 16 - Tue, Mar 17 ### Standard Elite SUV Audi Q3 Cadillac XT4 or similar - 5 people - Unlimited mileage ![Enterprise](//mediaim.expedia.com/cars/logos/ET.png) Middlesboro, Kentucky, USA ![Audi Q3 Cadillac XT4](//mediaim.expedia.com/cars/15/aa5d54e0-f9a6-41e6-8986-600683837b01.jpg) #### CA $196 total found 22 hours ago [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=36.611050&olon=-83.702320&date1=16/03/2026&date2=17/03/2026&pprfrr=173.86&tprfrr=196.02&cvrfrr=ET&ctrfrr=RF&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22suv%22]) ### Don't see what you're looking for? See all car rentals in Middlesboro [View all cars](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&locn=Middlesboro,%20Kentucky,%20United%20States%20of%20America&dpln=8853&date1=18/03/2026&date2=20/03/2026&crfrr=defaultFlex&SearchType=Place) Lowest prices found within the past 22 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.ca/deals?rfrr=CTG_SPRING_PROMO_8853) ## Frequently asked questions ### How much is a rental car per day in Middlesboro? ### What happens if I need to cancel my Middlesboro car reservation? ### Where can I go on a road trip from Middlesboro? > - Make your way to Lexington for an excellent sightseeing experience. Around 177 kilometres from Middlesboro, it's home to many inspiring attractions like Keeneland Racing Course. > - Your next pit stop? It has to be Asheville, which is around 153 kilometres away. Biltmore Estate is one local hot spot you really shouldn't miss. > - Cincinnati Zoo and Botanical Garden is situated 290 kilometres from Middlesboro and is one of the region's most spectacular nature spots. Pack a picnic lunch and enjoy the fresh air here. ### How do I find the best car rental deals in Middlesboro with Expedia? ### How old do you have to be to rent a car in Middlesboro? ### What do you need to rent a car in Middlesboro? ### What is the cheapest car rental in Middlesboro? ### Can I rent a car for a month or longer in Middlesboro? ### Where can I find a Middlesboro car rental if I am younger than 25? ## Car Rental Information | Popular car types: | [SUV](https://www.expedia.ca/lp/b/car-rental/suv?rfrr=car.table.SUV), [Full Size](https://www.expedia.ca/lp/b/car-rental/fullsize?rfrr=car.table.FullSize), [Economy](https://www.expedia.ca/lp/b/car-rental/economy?rfrr=car.table.Economy) | | -------------------------------- | -------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Car suppliers available: | | | Our best deal of the day: | CA $109 | | Our second best deal of the day: | CA $111 | | Our third best deal of the day: | CA $114 | | From the airport to your hotel: | [Airport Transportation](https://www.expedia.ca/ground-transfers?rfrr=car.table.AirportTransportation) | ## Explore a world of travel with Expedia - 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