$52 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 city and its surroundings at your own pace. With a rental car, you can easily visit local attractions such as Chesapeake City Park, perfect for family and outdoor experiences, or Lake Drummond, which provides beautiful scenery for romantic outings. The Chesapeake Arboretum is another great spot for outdoor activities with family. Having a car also makes it convenient to explore nearby cities like Norfolk, just 6 miles away, where you can discover the Virginia Port Authority and Norfolk Botanical Garden. Portsmouth, located 5 miles from Chesapeake, offers attractions like the Portsmouth Naval Shipyard Museum and Town Point Park. Whether you are traveling with family, managing luggage, or seeking outdoor adventures, a rental car ensures a comfortable and enjoyable journey without the constraints of public transportation. The easy navigation of the area allows you to make the most of your trip while enjoying the flexibility to create your own travel plans.

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 features 2 rental locations within the Chesapeake area, making it a convenient choice for travelers. This supplier is popular for its Midsize SUV and Fullsize options, catering to those who need space for luggage or travel companions. Budget is known for providing flexibility, allowing you to explore Chesapeake and its surroundings at your own pace.
• Enterprise: With 5 rental locations all in the Chesapeake area, Enterprise stands out for its extensive availability and customer service. Travelers frequently choose Midsize SUVs and Premium Pickups from Enterprise, appreciating the comfort and reliability of these vehicles. The supplier’s strong reputation for helpful staff and smooth rental processes makes it a favored option for families and individuals alike.
• Hertz: Hertz operates 1 rental location in Chesapeake, offering a focused selection of vehicles. Travelers often opt for Midsize SUVs and Fullsize cars, which are ideal for enjoying local attractions or embarking on longer journeys. Hertz is recognized for its efficient service and well-maintained vehicles, ensuring that your rental experience is both enjoyable and hassle-free.

Where to stay in and around Chesapeake

• Norfolk: Located 6 miles from Chesapeake, Norfolk is ideal for outdoor, family, and romantic experiences. Visitors can explore attractions like the Virginia Port Authority, Norfolk Botanical Garden, and USS Wisconsin BB-64. Enjoy the boardwalk and nearby restaurants or wineries for dining options.
• Portsmouth: Just 5 miles away from Chesapeake, Portsmouth offers a mix of family, outdoor, and romantic activities. Highlights include the Portsmouth Naval Shipyard Museum, Portsmouth City Park, and Town Point Park. The area features a vibrant boardwalk and options for winery and brewery visits.
• Western Branch North: Situated around Chesapeake, Western Branch North caters to family, city-themed, and business-focused travelers. Attractions such as the Virginia Port Authority and Town Point Park are within reach. The neighborhood also offers shopping centers and nearby alcohol distilleries for a unique experience.

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 features. Whether you’re looking for an SUV for extra space, a convertible for summer enjoyment, 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 rates 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 lock in lower rates and have better options available, especially during peak travel seasons.
3. Consider a smaller car for savings: Compact cars are typically more affordable to rent and easier to maneuver in crowded spaces. Mid-size vehicles strike a good balance between cost, comfort, and fuel efficiency.
4. Age guidelines: Drivers under 30 may encounter higher deposits or daily fees, and certain vehicle categories—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 before finalizing your booking.
5. Check fuel policies: Some rentals require a full-to-full fuel policy, meaning you must return the car with a full tank to avoid additional charges. This is typically the most convenient option. Others might offer full-to-empty or prepaid fueling options, which can also work, but 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 convenience may be worth the extra cost.
7. Know your payment options: Many car rental companies exclusively accept credit cards for payment.
8. Understand your insurance coverage: Car rental insurance can help you avoid unexpected expenses and provides peace of mind in case of unforeseen events during your trip. Adding car rental insurance while booking through Expedia is an easy process.
9. Consider unlimited mileage: If you have long road trips planned, search for rentals that offer unlimited mileage to steer clear of extra 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 value period to rent a car in and around Chesapeake is February, when both prices and demand are slightly low. Nearby months like January and March also offer lower demand, making them good options for renting. Prices begin to rise in May as demand increases, and by June, car rentals become the most expensive and busiest of the year. July continues this trend, with high demand and slightly high prices, making it a less favorable time for rentals.

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 $52.

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