$50 Car Rental Annapolis, MD

Reasons to book a car rental in and around Annapolis

Renting a car in Annapolis offers unparalleled freedom and flexibility, allowing you to explore the city's rich history and natural beauty at your own pace. This option is particularly appealing for weekend travelers, historic site enthusiasts, and outdoor adventurers. With a rental car, you can easily manage your luggage and create flexible travel plans. You can visit the iconic Chesapeake Bay Bridge, which is ideal for city experiences, or head to Sandy Point State Park, a national park perfect for outdoor adventures and scenic views, both conveniently located in the area. Additionally, the Show Place Arena, situated 18 miles away from Annapolis, provides family-friendly entertainment options. A rental car also facilitates trips to nearby destinations like Brooklyn, 19 miles away, where you can explore popular sites such as the Baltimore Inner Harbor Marina and Fort McHenry. The Historic District and Eastport neighborhoods are also easily accessible, showcasing attractions like the Maryland State House and the Chesapeake Bay Bridge. For families and those seeking city-related experiences, a rental car ensures you can comfortably navigate Annapolis and its surroundings, making your visit enjoyable and hassle-free.

Most popular car rentals in Annapolis

• Fullsize: The fullsize car option is perfect for families or groups, accommodating up to 5 travelers with space for 3 large suitcases or 5 medium suitcases. This makes it an ideal choice for those who need room for both passengers and luggage, especially when exploring historic sites or enjoying weekend trips in and around Annapolis. With a fullsize car, you can travel comfortably and keep your belongings organized.
• Economy: The economy car is an excellent choice for solo travelers, couples, or smaller families, fitting up to 5 travelers with space for 2 medium suitcases. This option provides a budget-friendly way to explore Annapolis while offering flexibility and convenience for your travel plans. It’s a smart choice for those who want to experience the city without needing extensive storage space.
• Midsize SUV: The midsize SUV offers a great balance of space and comfort, fitting up to 5 travelers and accommodating up to 3 large suitcases. This option is particularly well-suited for families, couples, or small groups looking to explore the natural beauty and outdoor adventures around Annapolis. With a midsize SUV, you can enjoy a spacious ride while having the versatility to tackle various terrains during your journey.

Top rated car suppliers in Annapolis

• Enterprise: Enterprise is a top choice for travelers in Annapolis, offering 2 rental locations in the area. Known for its excellent customer service, it provides a wide selection of vehicles, with Midsize SUVs and Fullsize cars being the most booked options. The flexibility of Enterprise allows renters to enjoy their adventures in and around Annapolis at a comfortable pace, making it a great option for families and individuals alike.
• Hertz: Hertz operates from 1 convenient rental location in Annapolis, making it easily accessible for tourists. This supplier is popular for its Midsize and Economy vehicles, which are ideal for navigating the city and its surroundings efficiently. Customers appreciate Hertz for its straightforward rental process and quality vehicles, which enhance the travel experience while exploring Annapolis.
• Budget: Budget also has 1 rental location in the Annapolis area, offering great value and competitive rates. Midsize SUVs and Fullsize cars are the most requested rentals, catering to those who need extra space or comfort. Budget is favored by travelers for its ease of booking and reliable service, making it a solid option for visitors looking to explore the region.

Where to go in and around Annapolis

• Brooklyn: Located 19 miles away from Annapolis, Brooklyn offers a blend of family-friendly activities and city experiences. Popular venues include the Baltimore Inner Harbor Marina, perfect for outdoor adventures, and the Baltimore Convention Center, which caters to business travelers. For a taste of history, visit Fort McHenry, a significant landmark nearby. Although visitor numbers peak between June and August, Brooklyn's charm is accessible year-round.
• Historic District: Situated around Annapolis, the Historic District is rich in culture and offers numerous attractions for families and outdoor enthusiasts. Key points of interest include the Maryland State House, a historic civic government building, and the Chesapeake Bay Bridge, an architectural marvel. Sandy Point State Park, known for its scenic beauty and adventure opportunities, adds to the area’s appeal. Peak visitor times occur from July to August and October.
• Eastport: Also located around Annapolis, Eastport is a vibrant neighborhood ideal for outdoor activities and family outings. Notable attractions include the Chesapeake Bay Bridge and the Maryland State House, both offering rich cultural experiences. Sandy Point State Park provides additional opportunities for adventure and enjoying nature's scenery. Peak travel months are April and June to July, making it a great time to explore this lively area.

10 tips to save on your Annapolis car hire

1. Use filters to find the right car: Refine your search by vehicle type and features. Whether you need an SUV for extra room, a convertible for summer drives, or an economy car for budget-friendly travel, utilize filters on Expedia to help you discover the best option for your journey.
2. Book in advance to help lower costs: Rental rates can vary based on demand, so it's advisable to secure your car well in advance of your trip. By booking early, you’re likely to lock in lower prices and enjoy greater availability, especially during peak seasons.
3. Consider a smaller car for savings: Smaller vehicles are typically more affordable to rent and easier to park in crowded areas. Mid-size rentals offer a good compromise between cost, comfort, and fuel efficiency.
4. Age guidelines: Drivers under the age of 30 may encounter higher deposits or daily fees, and certain vehicle types—such as SUVs or luxury models—might not be accessible. This can also apply to renters over 70 years old. Always verify the age restrictions prior to booking.
5. Check fuel policies: Some rental agreements may require a full-to-full fuel policy, meaning you must return the car with a full tank to avoid additional charges. This is generally the most advantageous option. Others may offer full-to-empty or prepaid fueling choices, which are acceptable as well. Just make sure to return the car empty in those cases.
6. Save on city and airport pickups: Picking up your rental car at the airport often comes with a surcharge, but it may be worthwhile for the added convenience.
7. Know your payment options: Most car rental companies only accept credit cards for payments.
8. Understand your insurance coverage: Car rental insurance can help you avoid unexpected expenses and provide peace of mind in case of unforeseen events during your trip. Adding car rental insurance while booking with Expedia is a simple process.
9. Consider unlimited mileage: If you’re planning long road trips, search for rentals that offer unlimited mileage to steer clear of extra fees.
10. Bring your driver's license and ID: A valid driver's license is necessary to rent a car.

Best time to rent a car in and around Annapolis

The best time to rent a car in and around Annapolis is January, when prices are slightly low and demand is moderately low. This quiet period continues into February, which also sees lower demand and average pricing. As spring approaches, April maintains similar pricing, while May starts to see a slight increase in both prices and demand. July, however, is the most expensive month, with high demand and rental rates peaking during the summer season.

Calendar Month	Temperature	Precipitation	Cloudiness	Demand	Pricing
January	35.6°F (2.0°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
February	37.9°F (3.3°C)	Light Rain	Mostly Sunny	Moderately Low	Average
March	44.6°F (7.0°C)	Light Rain	Mostly Sunny	Average	Average
April	55.0°F (12.8°C)	Light Rain	Mostly Sunny	Moderately Low	Average
May	64.2°F (17.9°C)	Light Rain	Mostly Sunny	Average	Slightly High
June	73.0°F (22.8°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
July	78.4°F (25.8°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
August	76.8°F (24.9°C)	Light Rain	Mostly Sunny	Moderately High	Average
September	70.7°F (21.5°C)	Light Rain	Mostly Sunny	Average	Average
October	60.4°F (15.8°C)	Light Rain	Mostly Sunny	Average	Slightly Low
November	48.7°F (9.3°C)	Light Rain	Mostly Sunny	Average	Slightly Low
December	41.5°F (5.3°C)	Light Rain	Mostly Sunny	Average	Average

Finding the cheapest car rentals in Annapolis

Using our Search Wizard

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

Renting a car in Annapolis

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

Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book from $50.

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.

• 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