$68 Car Rental Oakland, MD

Reasons to book a car rental in and around Oakland

Renting a car in Oakland, Maryland, offers the freedom and flexibility to explore the area at your own pace. With a rental car, you can easily manage your luggage and create flexible travel plans, making it particularly appealing for families, outdoor enthusiasts, and couples seeking romantic experiences. You can visit attractions like Herrington Manor State Park, which is perfect for outdoor adventures, or take a scenic drive to Deep Creek Lake, located just 9 miles away, ideal for beach and romantic experiences. Additionally, the Lower Deep Creek Heritage Conservation Fund Site offers eco-friendly outdoor adventures right in the Oakland area.

A rental car also allows you to explore nearby cities such as McHenry, 11 miles from Oakland, where you can enjoy Sang Run State Park and other local attractions. Thayerville and Swanton, both in proximity to Oakland, feature Deep Creek Lake and various outdoor activities. Renting a car ensures you can take advantage of the beautiful landscapes and attractions around Oakland without relying on public transportation, allowing you to make the most of your trip.

Top rated car suppliers in Oakland

• Enterprise: With 1 rental location in the Oakland area, Enterprise is the most popular choice among travelers. They offer a great selection of vehicles, with Midsize and Premium cars being the most booked options. Enjoy the flexibility of exploring attractions at your own pace while managing your luggage easily.

Where to stay in and around Oakland

• McHenry: Located 11 miles from Oakland, McHenry is a charming city that offers a romantic experience alongside stunning outdoor scenery. It is perfect for travelers looking to engage in activities such as skiing or exploring the nearby Sang Run State Park and Deep Creek Lake State Park, both ideal for adventure vacations. Additionally, you can enjoy the beautiful Deep Creek Lake, perfect for relaxation and romance. McHenry also features local wineries and breweries, providing delightful options for food and drinks.
• Thayerville: Situated near Oakland, Thayerville is a picturesque village known for its outdoor activities and scenic views. With attractions like Deep Creek Lake and Deep Creek Lake State Park, this area is suited for those seeking adventure and romance. The Thousand Acres Lakeside Golf Course offers a unique accommodation experience for golf enthusiasts. Dining options include local wineries and breweries, ensuring a delightful culinary journey during your stay.
• Swanton: Approximately 10 miles from Oakland, Swanton is another city that emphasizes outdoor activities and beautiful scenery. Visitors can enjoy the stunning landscapes at Deep Creek Lake and the nearby Wolf Den Run State Park, both suitable for adventurous vacations. Swanton also provides a range of dining options, including local restaurants and wineries, making it an excellent choice for food lovers. The tranquil river views enhance the romantic atmosphere of this charming location.

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

1. Use filters to find the right car: Refine your search by vehicle type and features. Whether you're looking for an SUV for added space, a convertible for summer fun, or an economy car to save money, utilize the filters on Expedia to discover the best option for your trip.
2. Book in advance to help lower costs: Rental prices vary based on demand, so it's wise to secure your car well ahead of your journey. By booking in advance, you are more likely to access lower rates and better availability, particularly during peak seasons.
3. Consider a smaller car for savings: Compact cars are typically less expensive to rent and easier to park in crowded areas. Mid-size rentals strike a good balance between price, comfort, and fuel efficiency.
4. Age guidelines: Drivers under 30 may encounter higher deposits or daily surcharges, and certain vehicle categories—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 your reservation.
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 extra fees. This is generally the most favorable option. Others may offer full-to-empty or prepaid fueling options, which are acceptable as well. Just ensure you 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 convenience might justify the additional cost.
7. Know your payment options: Most car rental companies exclusively 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 goes wrong during your trip. It's easy to add car rental insurance when booking through Expedia.
9. Consider unlimited mileage: If you're planning extensive road trips, search for rentals that offer unlimited mileage to prevent additional charges.
10. Bring your driver's license and ID: A valid driver's license is mandatory for renting a car.

Best time to rent a car in and around Oakland

The best time to rent a car in and around Oakland is February, when prices are moderately low and demand is average. March follows closely, offering average prices with lower demand. April tends to be quieter as well, although prices rise slightly. June through August see higher demand and average prices, making them busier months. November stands out as the most expensive month, with moderately high prices and low demand preceding it.

Calendar Month	Temperature	Precipitation	Cloudiness	Demand	Pricing
January	26.4°F (-3.1°C)	Light Rain	Mostly Cloudy	Average	Moderately High
February	30.0°F (-1.1°C)	Light Rain	Mostly Cloudy	Average	Moderately Low
March	37.6°F (3.1°C)	Light Rain	Mostly Cloudy	Low	Average
April	47.7°F (8.7°C)	Light Rain	Mostly Cloudy	Low	Moderately High
May	57.6°F (14.2°C)	Light Rain	Mostly Cloudy	Average	Moderately Low
June	64.9°F (18.3°C)	Light Rain	Mostly Sunny	High	Average
July	69.1°F (20.6°C)	Light Rain	Mostly Sunny	High	Average
August	67.3°F (19.6°C)	Light Rain	Mostly Sunny	High	Average
September	61.5°F (16.4°C)	Light Rain	Mostly Sunny	Average	Average
October	50.7°F (10.4°C)	Light Rain	Mostly Sunny	Average	Moderately Low
November	39.0°F (3.9°C)	Light Rain	Mostly Sunny	Low	Moderately High
December	32.5°F (0.3°C)	Light Rain	Mostly Cloudy	Average	Average

Finding the cheapest car rentals in Oakland

Using our Search Wizard

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

Renting a car in Oakland

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

Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book from $68.

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