$33 Car Rental Chesapeake, VA

Reasons to book a car rental in and around Chesapeake

Renting a car in Chesapeake, Virginia, offers the freedom and flexibility to explore the area at your own pace. With a rental vehicle, you can easily manage your luggage and create a travel itinerary that suits your needs. Whether you are seeking family-friendly activities, outdoor adventures, or romantic experiences, having a car makes it convenient to visit various attractions. You can spend time at Chesapeake City Park for family outings, enjoy the scenic beauty of Lake Drummond, or explore the natural beauty of the Chesapeake Arboretum.

Additionally, a rental car allows you to venture beyond Chesapeake to nearby cities like Norfolk, located just 6 miles away, where you can visit the Norfolk Botanical Garden or the USS Wisconsin BB-64. Portsmouth is only 5 miles away and features sights such as the Portsmouth Naval Shipyard Museum and Town Point Park. If you are in the Greenbrier East neighborhood, you can easily access local attractions like the Sandler Center for the Performing Arts. Overall, renting a car in Chesapeake enhances your travel experience by providing comfort and ease of exploration.

Most popular car rentals in Chesapeake

• Standard SUV: The Standard SUV is a top choice for travelers in Chesapeake, accommodating up to 5 passengers along with 2 medium suitcases. This car type is perfect for couples, families, or groups who appreciate the extra space and comfort while exploring the area. Its versatility makes it an excellent option for both urban and outdoor adventures, providing the freedom to travel at your own pace.
• Economy: Ideal for solo travelers, couples, or small families, the Economy car also accommodates 5 travelers with up to 2 medium suitcases. This option is popular among those looking for a budget-friendly vehicle that doesn't compromise on comfort. The Economy car is particularly suitable for navigating Chesapeake's attractions efficiently, allowing for smooth travel without the hassle of larger vehicles.
• Mini: The Mini car is a great option for solo travelers or couples, accommodating up to 4 passengers and 2 small suitcases. This compact choice is perfect for those who prioritize easy maneuverability and parking in urban settings. Its smaller size makes it a practical solution for quick trips around Chesapeake, offering convenience while still allowing for an enjoyable travel experience.

Top rated car suppliers in Chesapeake

• Budget: Budget provides a great balance of affordability and convenience with 2 rental locations in Chesapeake. Known for their excellent value, the most booked vehicles include Midsize SUVs and Fullsize cars, allowing travelers to explore the area comfortably. With a focus on customer satisfaction, Budget makes it easy for you to manage your itinerary and luggage while enjoying the scenic attractions of Chesapeake.
• Enterprise: With 5 rental locations in Chesapeake, Enterprise stands out for its wide availability and diverse vehicle selection. Popular choices include Midsize SUVs and Premium Pickups, catering to various travel needs. The company emphasizes customer service, ensuring a smooth rental process so you can focus on enjoying your trip and making the most of your time in and around Chesapeake.
• Hertz: Hertz offers travelers a convenient car rental option with its single location in Chesapeake. Their most popular vehicles include Midsize SUVs and Fullsize cars, perfect for those looking to drive comfortably during their visit. Known for a straightforward rental experience, Hertz allows you to explore the local attractions at your own pace with ease and flexibility.

Where to stay in and around Chesapeake

• Norfolk: Located 6 miles from Chesapeake, Norfolk offers a blend of outdoor, family, and romantic experiences. Visitors can explore the beautiful Norfolk Botanical Garden, perfect for families and couples, or visit the USS Wisconsin BB-64 maritime museum for a cultural insight. The city is also home to vibrant shopping centers and delicious dining options, making it a great place to stay for those wanting both relaxation and activities.
• Portsmouth: Situated 5 miles from Chesapeake, Portsmouth is ideal for family and outdoor experiences. The city's attractions include the Portsmouth Naval Shipyard Museum, which provides a glimpse into maritime history, and the lush Portsmouth City Park, perfect for outdoor activities. With its charming boardwalk and nearby wineries, Portsmouth offers a delightful atmosphere for both relaxation and exploration.
• Western Branch North: This neighborhood around Chesapeake is a great option for travelers seeking a family-friendly and business-themed experience. With shopping centers and urban parks like Town Point Park nearby, visitors can enjoy a variety of activities. Notable attractions include the Virginia Port Authority and the USS Wisconsin BB-64 maritime museum, which are both accessible from this vibrant area, making it a convenient base for exploration.

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

1. Use filters to find the right car: Refine your search by vehicle type and specific features. Whether you're looking for an SUV for additional space, a convertible for summer enjoyment, or an economy car for budget-friendly travel, utilize filters on Expedia to discover 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 vehicle well ahead of your trip. Booking in advance often allows you to lock in lower rates and guarantees better availability, especially during peak travel seasons.
3. Consider a smaller car for savings: Smaller vehicles tend to be more affordable to rent and easier to park 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 also applies to renters over 70. 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 need to return the car with a full tank to avoid additional fees. This is typically the most advantageous option. Other policies may offer full-to-empty or prepaid fueling alternatives, which are also acceptable. 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 may justify the extra cost.
7. Know your payment options: Most car rental companies primarily accept credit cards for payment.
8. Understand your insurance coverage: Car rental insurance can help you avoid unexpected expenses and provides peace of mind if something unforeseen occurs during your trip. It’s easy to add car rental insurance when booking through Expedia.
9. Consider unlimited mileage: If you plan to embark on long 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 car.

Best time to rent a car in and around Chesapeake

The best time to rent a car in and around Chesapeake is February, when both prices and demand are slightly low. This month offers excellent value, making it a great choice. January also sees low demand, followed by March, which has average prices but still lower demand. As the year progresses, June through August tend to get pricier and busier, with June being the most expensive month for rentals. Prices remain elevated during this peak season, often catching travelers off guard.

Calendar Month	Temperature	Precipitation	Cloudiness	Demand	Pricing
January	41.0°F (5.0°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
February	43.7°F (6.5°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
March	49.3°F (9.6°C)	Light Rain	Mostly Sunny	Slightly Low	Average
April	58.6°F (14.8°C)	Light Rain	Mostly Sunny	Average	Average
May	67.1°F (19.5°C)	Light Rain	Mostly Sunny	Slightly High	Average
June	75.2°F (24.0°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
July	79.7°F (26.5°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	78.4°F (25.8°C)	Light Rain	Mostly Sunny	Average	Slightly High
September	73.6°F (23.1°C)	Light Rain	Mostly Sunny	Average	Slightly Low
October	64.0°F (17.8°C)	Light Rain	Mostly Sunny	Average	Average
November	52.9°F (11.6°C)	Light Rain	Mostly Sunny	Average	Average
December	46.4°F (8.0°C)	Light Rain	Mostly Sunny	Average	Average

Finding the cheapest car rentals in Chesapeake

Using our Search Wizard

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

Renting a car in Chesapeake

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

Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book from $33.

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