$49 Car Rental Chesterfield, VA

These Chesterfield insights are based on real traveler data from Expedia, aggregated using AI to help you plan your trip. Updated: August 31, 2026.

Reasons to book a car rental in and around Chesterfield

Renting a car in Chesterfield, Virginia, offers the freedom and flexibility to explore the area at your own pace. This is especially beneficial for families and travelers with luggage, as a rental car allows for easy management of space and comfort. With a vehicle, you can visit local attractions like Pocahontas State Park, ideal for outdoor adventures and scenic experiences. Just 11 miles away, you can explore Maymont Park, a beautiful private garden, or enjoy the picturesque James River, also located 11 miles from Chesterfield.

A rental car also makes it convenient to discover nearby destinations such as Chester, located only 4 miles away, where you can experience the Dutch Gap Conservation Area and Henricus Historical Park. Exploring Chesterfield Court House and Hampton Park offers more opportunities to enjoy nature and local history. With a rental car, you are not bound by public transportation schedules, giving you the flexibility to create your itinerary and explore the rich offerings in and around Chesterfield comfortably.

Where to stay in and around Chesterfield

• Chester: Located 4 miles from Chesterfield, Chester offers a family-friendly atmosphere with city-themed experiences. Here, you can explore the Dutch Gap Conservation Area and Presquile National Wildlife Refuge for nature lovers. For entertainment, visit the local arcade adventure zone or enjoy shopping at the nearby mall. Chester also boasts various dining options, including wineries and breweries, making it a great spot for a relaxed stay.
• Chesterfield Court House: Nestled within Chesterfield, Chesterfield Court House is ideal for those seeking outdoor adventures and scenic views. Key attractions include Pocahontas State Park, perfect for hiking and exploring nature. History enthusiasts can visit Castlewood, a historic house, while Maymont Park offers a beautiful private garden for leisurely strolls. This area is perfect for travelers looking to connect with the outdoors.
• Hampton Park: Located around Chesterfield, Hampton Park is a vibrant neighborhood suitable for families and city-themed experiences. Visitors can enjoy the recreational areas and shopping centers. The proximity to Pocahontas State Park provides access to outdoor activities, while Maymont Park and Carytown offer cultural and shopping experiences. This neighborhood is great for those wanting a mix of urban and nature experiences.

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

1. Use filters to find the right car: Refine your search by selecting vehicle type and desired features. Whether you need a spacious SUV, a convertible for summer outings, or an economical car for budget-friendly travel, utilize filters on Expedia to help identify 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 reserve your vehicle well before your trip. Booking early often secures lower prices and better availability, particularly during peak seasons.
3. Consider a smaller car for savings: Compact cars typically come with lower rental costs and are easier to maneuver and park in crowded areas. Mid-sized rentals strike a good balance between affordability, comfort, and fuel efficiency.
4. Age guidelines: Drivers under 30 may encounter higher deposits or daily fees, and certain vehicle types—such as SUVs or luxury models—might be unavailable. This can also apply to renters over 70 years old. Always verify the age requirements prior to booking.
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 charges. This option is typically the most cost-effective. Others may offer full-to-empty or prepaid fueling options, which can also be convenient. Just be sure to return the car empty in this case.
6. Save on city and airport pickups: Picking up your rental car at airports often incurs a surcharge, but the added convenience might make it worthwhile.
7. Know your payment options: Many car rental companies exclusively accept credit cards for payment.
8. Understand your insurance coverage: Car rental insurance can protect you from unexpected expenses and provides peace of mind during your travels. Adding car rental insurance when booking through Expedia is straightforward.
9. Consider unlimited mileage: If you're planning on taking long road trips, look for rental options that offer unlimited mileage to avoid additional costs.
10. Bring your driver's license and ID: A valid driver's license is necessary to rent a car.

Finding the cheapest car rentals in Chesterfield

Using our Search Wizard

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

Renting a car in Chesterfield

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

Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book from $49.

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