$55 Car Rental Leonardtown, MD

Reasons to book a car rental in and around Leonardtown

Renting a car in Leonardtown, Maryland, offers you the freedom to explore the area at your own pace, making it an ideal choice for sightseeing and outdoor experiences. With a rental car, you can easily visit Leonardtown Park, which is perfect for family-friendly activities, or the College of Southern Maryland - Leonardtown Campus for a touch of culture. If you're looking for a beach experience, Sandyland Beach is a great destination within the area. Additionally, the convenience of a rental car allows you to venture to nearby cities like California, just 7 miles away, where you can enjoy Wildewood Community Park and Myrtle Point Park. Solomons-Island-Hotels.d553248635975748868.Travel-Guide-Hotels >Solomons Island, located 10 miles from Leonardtown, offers attractions such as Calvert Cliffs State Park and the Cove Point Lighthouse. For those traveling with luggage or groups, a rental car simplifies logistics, allowing you to manage your belongings easily while enjoying flexible travel plans. Whether you're seeking outdoor activities or simply want to explore the scenic beauty of the region, renting a car gives you the convenience to create your own itinerary.

Where to stay around Leonardtown

• Lexington Park: Located 10 miles away from Leonardtown, Lexington Park is a vibrant city perfect for those seeking outdoor and cultural experiences. Visitors can explore attractions like Historic St. Mary's City for a dive into local history, or enjoy the scenic beauty at Calvert Cliffs State Park. The area also offers various food and drink options, including local wineries and breweries, enhancing your stay with delightful culinary experiences.
• California: Situated 7 miles from Leonardtown, California is an ideal destination for outdoor enthusiasts and adventure seekers. You can visit urban parks such as Wildewood Community Park and Myrtle Point Park for family-friendly activities. The proximity to recreational areas and local wineries makes it a great spot to relax and enjoy the natural scenery while also indulging in local flavors.
• Lusby: Lusby is 12 miles from Leonardtown and offers a rich outdoor experience with its beautiful beaches and cliffs. Key attractions include Calvert Cliffs State Park, perfect for adventure seekers, and the historic Cove Point Lighthouse for those interested in culture. With nearby wineries and sweet treat options, Lusby provides a delightful mix of nature and culinary experiences, suitable for a relaxing getaway.

10 tips to save on your car rental in and around Leonardtown

1. Use filters to find the right car: Refine your search by selecting vehicle type and desired features. Whether you're looking for an SUV for added space, a convertible for summer fun, or an economy car for budget-friendly travel, utilize the filters on Expedia to discover the ideal match for your journey.
2. Book in advance to help lower costs: Rental prices can vary based on demand, so it's wise to secure your car well ahead of your trip. By booking early, you're more likely to access lower rates and enjoy better availability, particularly during peak travel seasons.
3. Consider a smaller car for savings: Smaller vehicles typically cost less to rent and are easier to park in crowded areas. Mid-size cars strike a good balance between affordability, comfort, and fuel efficiency.
4. Age guidelines: Drivers under 30 may encounter higher deposits or daily fees, and certain vehicle types—such as SUVs or luxury models—might be unavailable. This also applies to renters over the age of 70. Always verify the age restrictions prior to booking.
5. Check fuel policies: Some rentals operate on a full-to-full fuel policy, meaning you must return the car with a full tank to avoid additional fees. This is generally the best option. Others may offer full-to-empty or prepaid fueling choices, which can also be acceptable. Just remember to return the car empty in that scenario.
6. Save on city and airport pickups: While picking up your rental car at an airport often incurs a surcharge, the convenience may make it worthwhile.
7. Know your payment options: Many car rental companies only accept credit cards for payment.
8. Understand your insurance coverage: Car rental insurance can help you avoid unnecessary expenses and provides peace of mind if unforeseen issues arise during your trip. It's simple to add car rental insurance when booking through Expedia.
9. Consider unlimited mileage: If you're planning extended road trips, search for rentals that offer unlimited mileage to prevent incurring extra charges.
10. Bring your driver's license and ID: A valid driver's license is necessary to rent a car.

Finding the cheapest car rentals in Leonardtown

Using our Search Wizard

If the deals that are available on our page do not suit your needs, then enter Leonardtown into the search wizard at the top of the page. We will compare all the best deals available for your car rental in Leonardtown and provide you with a list of the cheapest options, with no added fees.

Renting a car in Leonardtown

Pay at pickup is available, so you don’t have to worry about spending your money until you arrive at your vehicle in Leonardtown. 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 Leonardtown

Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book from $55.

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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One Key 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    
• Convertible car rentals    
• Economy car rentals    
• Fullsize car rentals    
• Luxury car rentals
• Midsize car rentals    
• Mini car rentals    
• Minivan rentals    
• Pickup car rentals    
• Premium car rentals
• Sportscar rentals    
• Standard car rentals    
• SUV rentals    
• Van rentals