$55 Car Rental Leonardtown, MD

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What you need to know for your Leonardtown car rental

Reasons to book a car rental in and around Leonardtown

Renting a car in Leonardtown provides the freedom and flexibility to explore the city and its surrounding attractions at your own pace. With a rental vehicle, you can easily manage your luggage and create flexible travel plans that suit your needs. For families seeking outdoor experiences, Leonardtown Park offers eco-friendly activities, while the College of Southern Maryland - Leonardtown Campus provides cultural insights. If you’re in the mood for beach time, Sandyland Beach is a great spot to relax and enjoy the scenery.

Your rental car also allows you to venture to nearby destinations such as California, located 7 miles away, where you can visit Wildewood Community Park and Myrtle Point Park. Solomons-Island-Hotels.d553248635975748868.Travel-Guide-Hotels >Solomons Island, just 10 miles from Leonardtown, features attractions like Harbor Island Marina and Calvert Cliffs State Park. Whether you’re traveling solo, with family, or friends, having a rental car ensures that you can explore Leonardtown and its picturesque surroundings comfortably and conveniently.

Where to stay around Leonardtown

  • Lexington Park: Located 10 miles from Leonardtown, Lexington Park offers a blend of outdoor activities and cultural experiences. Key attractions include the historic village of Historic St. Mary's City, perfect for those interested in local culture, and Calvert Cliffs State Park, a scenic spot great for outdoor adventures. The area also features the Michael P. O'Brien Athletics and Recreation Center for recreational pursuits. Visitors can enjoy a variety of nearby dining options, including local wineries and breweries, enhancing their stay.
  • California: Situated 7 miles from Leonardtown, California is ideal for those seeking outdoor scenery and adventure. The local highlights include Wildewood Community Park, Myrtle Point Park, and Willow Creek Gardens, all excellent spots for family-friendly outdoor activities. The area is also home to various wineries and breweries, offering visitors a taste of local beverages. California's blend of natural beauty and recreational opportunities makes it a perfect choice for an active getaway.
  • Lusby: Approximately 12 miles from Leonardtown, Lusby is known for its stunning natural landscapes and adventure experiences. Visitors can explore Calvert Cliffs State Park, a popular destination for outdoor enthusiasts, or the historic Cove Point Lighthouse. Jefferson Patterson Park and Museum adds an educational aspect to the itinerary. Lusby also features nearby wineries and sweet treat shops, making it a delightful place to relax and enjoy the scenery.

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

  1. Use filters to find the right car: Refine your search by vehicle type and features. Whether you require an SUV for extra space, a convertible for summer fun, or an economy car for budget-friendly travel, utilize filters on Expedia to identify the best option for your journey.
  2. Book in advance to help lower costs: Rental prices can vary based on demand, so it’s advisable to reserve your car well ahead of your trip. Booking in advance often allows you to secure lower rates and ensures better availability, particularly during peak seasons.
  3. Consider a smaller car for savings: Smaller vehicles are typically less expensive to rent and easier to navigate in crowded areas. Mid-size rentals strike a good balance between cost, comfort, and fuel efficiency.
  4. Age guidelines: Drivers under 30 may encounter higher deposits or daily surcharges, and certain vehicle types—such as SUVs or premium models—might not be available. This can also apply to renters over 70 years old. Always verify the age requirements before making a reservation.
  5. Check fuel policies: Some rental agreements require a full-to-full fuel policy, meaning you must return the vehicle with a full tank to avoid additional fees. This is generally the best option. Others may provide full-to-empty or prepaid fueling choices, which are acceptable as well. Just make sure to return the car empty in that case.
  6. Save on city and airport pickups: Picking up your rental car at airports often incurs a surcharge, but the added convenience may justify the extra cost.
  7. Know your payment options: Many car rental companies only accept credit cards for payment.
  8. Understand your insurance coverage: Rental car insurance can help you avoid unexpected expenses and provides peace of mind in case something unforeseen occurs during your trip. It’s straightforward to add car rental insurance when booking through Expedia.
  9. Consider unlimited mileage: If you're planning lengthy road trips, seek out rentals that offer unlimited mileage to prevent additional charges.
  10. Bring your driver's license and ID: A valid driver’s license is necessary to rent a vehicle.

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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Car classes available from Expedia in 2026

The classes of vehicles available will change depending on your chosen location.

Car Rental Information

 
Popular car types
SUV, Full Size, Economy
 
Car suppliers available
 
Our best deal of the day
$55
 
Our second best deal of the day
$57
 
Our third best deal of the day
$60
 
From the airport to your hotel
Airport Transportation
 
From popular domestic and international airports
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Frequently asked questions

What are the best cheap car rental companies in Leonardtown?
You can find cheap car rentals in Leonardtown from $12 a day with Thrifty Car Rental's compact 4-5 door cars. Sixt and Dollar Rent A Car offer midsize SUVs starting from $12 a day and compact SUVs starting from $12 a day. Compare suppliers on Expedia to find a cheap car rental in Leonardtown that fits your budget. For more options, explore Economy Car Rentals in Leonardtown.
What are the best luxury car companies in Leonardtown?
For luxury car rentals in Leonardtown, you can find premium options through providers on Expedia like Sixt. They offer luxury and premium elite categories, including convertibles and sports cars. Enterprise also provides luxury vehicles and sports cars. Luxury rentals may include premium insurance options and attentive service at pickup. For more options, explore Luxury Car Rentals in Leonardtown.
Can I rent a car one-way in Leonardtown?
A one-way car rental in Leonardtown is an excellent option for regional road trips, with prices starting from $14 a day. Providers like Sixt and Enterprise may have flexible one-way policies. These are good options for one-way car rental in Leonardtown. For more options, explore Standard Car Rentals in Leonardtown.
Can I rent a car round-trip in Leonardtown?
Leonardtown is well suited to round-trip rentals, with round-trip rentals starting from $12 a day. Picking up and dropping off at the same location generally avoids one-way drop-off fees, which can make it the most cost-effective option for exploring areas near Leonardtown and returning to the same spot. Providers like Sixt and Enterprise also offer wide round-trip availability. For more options, explore Fullsize Car Rentals in Leonardtown.
What are the best car rentals in Leonardtown?
Car rentals in Leonardtown offer extensive vehicle variety. The most popular car classes available include:
  • Midsize SUV
  • Compact SUV
  • Fullsize 2 or 4 door
  • Midsize 2 or 4 door
  • Standard 2 or 4 door
Most come with automatic transmission. Families visiting attractions prefer SUVs or minivans for space; couples and solo travelers do fine with economy or compact cars. Choose based on passenger count, luggage needs, and budget. For more options, explore Minivan Car Rentals in Leonardtown.

What are the best car rentals in Leonardtown for solo travelers?
Compact classes are well-suited for solo travelers in Leonardtown—small, easy to park, and cheap to run for one person exploring at their own pace. A compact 2 or 4 door car, starting from $15 a day, fits up to 5 people and up to 3 medium suitcases, making it nimble on tight city streets and simple to slot into small parking spaces. A compact SUV, starting from $12 a day, also fits up to 5 people and up to 3 medium suitcases, offering a higher ride for day trips. Both comfortably fit a solo traveler plus a bag or two. If you're planning longer drives, consider a compact SUV for extra highway comfort. For more options, explore Compact Car Rentals in Leonardtown.
What are the best car rentals in Leonardtown for couples?
The best car rentals in Leonardtown for couples balance comfort and easy handling for two. A midsize 2 or 4 door car, starting from $14 a day, fits up to 5 people and up to 3 large suitcases, offering smooth cruising for two. A compact SUV, starting from $12 a day, fits up to 5 people and up to 3 medium suitcases, providing a higher ride for day trips around the region. Both give a couple comfortable seating and trunk space without being hard to park. For a special trip, consider a convertible for scenic drives around Leonardtown. For more options, explore Midsize Car Rentals in Leonardtown.
What are the best car rentals in Leonardtown for families?
The best car rentals in Leonardtown for families are the ones with room for everyone and their gear:
  • Midsize SUV, starting from $12 a day — seats up to 5 people with room for 3 large suitcases and a car seat
  • Mini passenger van, starting from $20 a day — seats up to 8 people with room for 6 large suitcases, ideal for larger families with strollers and full luggage
SUVs and minivans have room for the whole family plus car seats, strollers, and luggage, making them the most comfortable fit for trips around Leonardtown. These vehicles are popular with families. Book 4+ weeks ahead, as family-sized vehicles can have lower availability during busy periods, especially in March and June, and consider adding GPS if you're new to the area. For more options, explore SUV Car Rentals in Leonardtown.

Are there any car rental companies that provide electric cars in Leonardtown?
Leonardtown has excellent electric and hybrid vehicle options: Sixt offers hybrid vehicles from $12 a day, and Enterprise provides hybrid options as well. Multiple rental companies in Leonardtown carry electric and hybrid cars, widely available on Expedia. EVs save on fuel—charging costs less than equivalent gas cars. Book EVs 4-6 weeks ahead as demand is high. Plan charging stops for trips beyond 200 miles.
What is the best time to book a car in Leonardtown?
From February, prices in Leonardtown are typically lower—rentals can start from as little as $12 a day during this period. March tends to be the busiest month, when high demand can lead to higher prices. During major holidays and special events, rates may also fluctuate. Booking 3-4 weeks ahead can help with availability and pricing. Many bookings allow free cancellation 24+ hours before pickup—book early and rebook if rates drop.
What are the best car companies in Leonardtown?
Car rentals in Leonardtown are available from providers like Sixt, Enterprise, and Alamo, offering vehicles suited to various travel needs. Sixt has midsize SUVs and compact SUVs that are easy to maneuver and fuel-efficient for local exploration. Enterprise offers standard SUVs and compact SUVs, providing more space and stability for longer journeys. Alamo rounds out the choices with fullsize 2 or 4 door cars and compact SUVs. Choosing a vehicle with ample space, like an SUV, can be beneficial for families and groups, while compact options offer good value for solo travelers or couples. For more options, explore Premium Car Rentals in Leonardtown.
What are good day trip destinations from Leonardtown by rental car?
Leonardtown offers several excellent day trip destinations by rental car, perfect for families, couples, and solo travelers seeking nature, recreation, or unique experiences. You can explore Calvert Cliffs State Park, just 16 miles away, offering opportunities for hiking and fossil hunting. For motorsports enthusiasts, the Maryland International Raceway is also 16 miles from Leonardtown. The scenic Potomac River is 57 miles away, ideal for a leisurely drive and enjoying water views. Further afield, the expansive Chesapeake Bay is 73 miles from Leonardtown, and Lake Anna, Virginia, is 75 miles away, both offering beautiful natural settings for relaxation and outdoor activities. These destinations are generally within a 1 to 2-hour drive, making them easily accessible for a day's adventure. For these trips, a midsize SUV or compact SUV, with options starting from $12 a day, provides comfort and space for luggage, making it a great choice for families or those carrying gear. A mini passenger van, with options starting from $20 a day, is also an excellent option for larger groups. For solo travelers or couples, a compact 2 or 4 door car, with options starting from $15 a day, offers good fuel efficiency and easy maneuverability. Before heading out, it is always a good idea to fuel up your rental car and bring water and snacks, especially when visiting natural parks. Booking a car with flexible cancellation policies can also be beneficial if your day trip plans are weather-dependent. For more options, explore Convertible Car Rentals in Leonardtown.
Are there any hidden fees when renting a car on Expedia?
Expedia aims to show the key price and important rental details clearly during booking, so you know what to expect before you reserve. In some cases, car rental companies may apply additional charges at pick-up or during the rental, such as security deposits, tolls, fuel charges, extra driver fees, or local requirements, so it's worth checking the supplier's rental terms before you book.
Are there any long-term car rentals in Leonardtown?
Yes, there are several long-term car rental options available in Leonardtown. Whether you're planning an extended holiday with the family, relocating temporarily, or simply need a vehicle for several weeks or months, many car rental providers offer flexible long-term rental plans tailored to your needs. Click on our long-term car rental deals page, enter your trip information and then book a ride that suits.
Do you need insurance to rent a car in Leonardtown?
No, you don't need personal auto insurance to rent a car in most cases. You will, however, be required to purchase some insurance to cover the duration of the rental. Rental companies will offer this insurance when you rent the car. Certain personal car insurance policies can also be applied to rental cars, and travelers can even use non-owner car insurance if they rent cars often but don't have a car of their own. Additionally, some car rentals simply include rental car insurance within the price of the rental.
How much does it cost to rent a car in Leonardtown?
Budget car rental in Leonardtown can be easy to find, with prices based on rates seen within the past seven days from $55. To find some of the cheapest options, sort your search results by price and use filters to match your budget and travel needs. For added flexibility, it's also worth exploring one-way car rentals.
What are the top car rental deals in Leonardtown?
No matter what kind of vehicle you're looking for, Expedia makes it easy to find a great car rental deal in Leonardtown. The easiest way to get a good deal on a rental car is to use our filters. At the top of the filter list, you'll find a section featuring our best car rental offers. Check the filter for "Great Deal," and your search results will be filled with specials. Compare offers from trusted rental providers, choose the option that fits your trip, and book with confidence. For even more value, bundle your Leonardtown car rental with a hotel or flight to unlock additional savings.
What do I need to rent a car in Leonardtown?
To rent a car in Leonardtown, a current driver's license and a credit card in the same name are essential. If you're opting out of the company's insurance plan, then you may also need proof of other coverage. Rules may differ between rental companies, so read through your policy.
What happens if I need to cancel my Leonardtown car rental?
If you need to cancel your Leonardtown car rental, read over the policy to be sure, but almost all prepaid rentals are eligible for a complete refund if you notify us at least six hours prior to the pickup time, though there may be some exclusions so check your itinerary for more information, or just click through to our Customer Service Portal.
Why should I rent a car in Leonardtown with Expedia?
Booking your car rental on Expedia makes it easier to get more out of your trip from the start. With a wide choice of car rentals, you can compare prices, suppliers and deals all in one place, then bundle your car with a hotel which could help you save even more. Join our free One Key™ travel rewards program to instantly unlock additional savings.

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