

Extraordinary selection
From standard cars to supercars, find the perfect car for any occasion or budget

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You can skip the rental counter at 100+ airports across the US and Canada
Average daily prices for a 3-day trip

Tesla Cybertruck
2025
•4.99
(72)

GMC Yukon
2025
•5.0
(56)

Tesla Cybertruck
2024
•5.0
(70)

Mercedes-Benz Sprinter
2024
•4.99
(92)

Tesla Model Y
2026
•5.0
(31)

Toyota Tundra
2025
•5.0
(8)

Acura MDX
2023
•5.0
(12)

GMC Acadia
2025
•5.0
(51)

Toyota Tundra
2026
•5.0
(13)

Chesapeake, Virginia, offers a blend of urban sophistication and natural beauty. This coastal city boasts picturesque waterways, upscale shopping districts, and proximity to historic landmarks. Renting a luxury car enhances your Chesapeake experience, whether you're attending a high-profile business meeting, exploring scenic routes along the Elizabeth River, or indulging in a weekend of refined leisure. A premium vehicle complements the city's charm, ensuring you travel in style and comfort.

Excellent vehicle and communication, very nice for our family small funeral service

It was such a pleasant experience renting this van! Munjed has been the most excellent host! The car is also the most excellent ride for long-haul family trips. We highly recommend this van to all Turo users.


Fantastic service!! Used for my Corporate relocation client and it was a huge success.
Munjed was a phenomenal host. His instructions and communications were clear and helpful. He even allowed flexibility in the times of the rental, which was extremely beneficial for us. The location of the pickup and drop off were safe and easy to find. We will definitely be using his rental service again soon.
The host was amazing. In the car was an amazing quality one of the best experiences I’ve ever had on turo and like no other if you have the opportunity rent this vehicle

This is my second time renting from Big Wheels LLC and will continue to use them. Great communication, super nice and friendly. Will definitely recommend

Smooth ride, seamless experience. Clean, reliable SUV and great communication throughout. Highly recommend for family trips and travel needs.
Excellent customer service. Open to all questions and concerns. The Sprinter was clean and fully functional. I would use again. I had a group of 10.
Easy pickup and drop off. The van was like new and great to drive.
Munjed was great. Very responsive. The van was the perfect size for our group of 7. Surprisingly versatile and able to fit in normal car spots.
It was one of the best truck i had every rental you have my business for now.
Renting a luxury car in Chesapeake transforms your visit into a premium experience. Cruise through the city's upscale neighborhoods in comfort and style, making a lasting impression at business meetings or special events. Enjoy top-tier features as you navigate from the bustling Greenbrier area to the serene waterfront, perfectly complementing Chesapeake's blend of urban and natural attractions.
The Greenbrier area is Chesapeake's premier shopping and dining destination. This upscale district features high-end boutiques, gourmet restaurants, and exclusive shops. Arriving in a luxury rental car adds to the sophisticated atmosphere, turning heads as you pull up to valet parking. Navigate the area's well-maintained roads with ease, enjoying the comfort of your premium vehicle between stops at designer stores or fine dining establishments. The spacious parking facilities cater well to luxury vehicles, ensuring a worry-free shopping experience.
Experience Chesapeake's natural beauty with a luxury car drive along the Intracoastal Waterway. This scenic route offers stunning views of marshlands and maritime forests, perfect for showcasing your high-end rental. Cruise in comfort as you pass through charming coastal communities and stop at waterfront parks. The smooth roads and picturesque landscapes make for an ideal luxury driving experience. Plan your drive during sunset for breathtaking views, and consider a stop at the Great Bridge Lock Park for a touch of local history and beautiful photo opportunities with your luxury vehicle.
The Chesapeake Conference Center, a hub for upscale events and business gatherings, is the perfect destination to showcase your luxury rental car. This state-of-the-art facility hosts high-profile conferences and elegant social functions, attracting a discerning clientele. Arriving in a premium vehicle aligns perfectly with the center's sophisticated atmosphere. Take advantage of the ample parking space, including valet services for select events. After your event, explore nearby upscale dining options or take a leisurely drive to the nearby Chesapeake Arboretum for a serene end to your day.
When renting a luxury car in Chesapeake, book in advance to secure your preferred model, especially during peak seasons or for special events. Choose a vehicle that suits your itinerary — a sleek sports car for city exploration or a luxurious SUV for comfort on longer drives. Look for premium features like advanced navigation systems to easily explore Chesapeake's diverse attractions. Consider the city's mix of urban and coastal environments when selecting your vehicle, and always check for any seasonal considerations that might affect your driving experience.
Chesapeake offers several convenient pickup locations for luxury car rentals through Turo. Popular spots include the Greenbrier area and the Chesapeake City Park, where you can easily connect with hosts on Turo. Once you've secured your luxury rental car, embark on a scenic drive along the Chesapeake & Albemarle Canal, offering picturesque views of the waterway and lush surroundings. For a taste of history, cruise down the Great Bridge Battlefield & Waterways History Trail in your luxury rental, where you can admire colonial-era architecture and learn about the area's rich past. Nature enthusiasts can explore the winding roads of Northwest River Park, perfect for testing the handling of your high-end rental car while taking in the beauty of Virginia's coastal plains.
Chesapeake offers several picturesque routes perfect for a luxury car excursion. The Colonial Parkway, connecting Jamestown to Yorktown, provides a stunning drive through historic landscapes. For coastal views, take your luxury rental car along the Chesapeake Bay Bridge-Tunnel, offering breathtaking vistas of the bay. The Blue Ridge Parkway, though a bit farther, is ideal for experiencing the beauty of Virginia's mountains in a high-end vehicle. These routes allow you to fully appreciate the comfort and performance of your luxury car rental while taking in the diverse scenery of the Chesapeake area.
To make the most of your luxury car rental in Chesapeake, familiarize yourself with its advanced features before setting out. Utilize the adaptive cruise control on longer drives along Interstate 64 for a smoother journey. Take advantage of the premium sound system by creating a playlist of your favorite tunes to enhance your driving experience. If your luxury rental car is equipped with a panoramic sunroof, open it up while cruising through the scenic areas around Chesapeake to fully immerse yourself in the surroundings. Don't forget to explore the various driving modes, adjusting them to suit different road conditions you might encounter during your Chesapeake adventure.
Arriving in a luxury car rental can certainly turn heads at Chesapeake's premier events. The Chesapeake Jubilee, held annually in May, is a perfect occasion to showcase your stylish ride. The Virginia Wine Festival, typically hosted in nearby Norfolk, is another event where a luxury car would fit right in. For art enthusiasts, the Stockley Gardens Fall Arts Festival provides an ideal backdrop for your high-end vehicle. If you're visiting during the holiday season, the Chesapeake Rotary Christmas Parade offers a festive atmosphere where your luxury rental car would add to the spectacle. These events not only allow you to enjoy Chesapeake's vibrant culture but also provide the perfect setting to appreciate your luxury car rental.
When exploring Chesapeake in a luxury car, several brands stand out for their performance and comfort. BMW offers models that combine sporty handling with luxurious interiors, perfect for navigating both city streets and coastal roads. Mercedes-Benz vehicles provide a smooth ride with advanced technology features, ideal for longer drives around Virginia. For those seeking high-performance options, Porsche offers sports cars that excel on Chesapeake's varied terrain. Audi's quattro all-wheel-drive system can be advantageous for handling different weather conditions you might encounter. These luxury brands ensure a premium driving experience, allowing you to enjoy Chesapeake's diverse landscapes in style and comfort.
To capture stunning photos of your luxury car rental in Chesapeake, consider the city's unique backdrops. The Great Bridge Lock Park offers a picturesque waterfront setting, perfect for showcasing your vehicle's sleek lines. For a more natural backdrop, head to Northwest River Park, where you can position your luxury rental car against lush greenery. Timing is crucial; aim for the golden hour just before sunset for warm, flattering light. Use wide-angle shots to capture both the car and Chesapeake's scenery, and don't forget to highlight distinctive features of your luxury rental. Remember, cleanliness is key — a well-polished car will shine in your photos, reflecting Chesapeake's beautiful surroundings.
When driving a luxury car rental in Chesapeake, understanding the difference between sport and comfort modes can enhance your experience. Sport mode typically provides more responsive acceleration and tighter handling, ideal for winding roads like those near the Great Dismal Swamp. It's perfect for drivers seeking a more engaging experience. Comfort mode, on the other hand, offers a smoother ride with softer suspension settings, making it suitable for longer drives or when navigating Chesapeake's city streets. This mode prioritizes a relaxed journey, reducing road noise and vibrations. Switching between these modes allows you to adapt your luxury rental car to Chesapeake's diverse terrain, from urban areas to scenic countryside routes.
Chesapeake's surrounding area offers several enticing destinations perfect for a luxury car road trip. Virginia Beach, a short drive away, provides beautiful coastal scenery and a vibrant boardwalk. For history enthusiasts, Colonial Williamsburg offers a step back in time, with your luxury rental car adding a modern contrast. The charming town of Smithfield, known for its historic district and culinary delights, makes for a delightful day trip. Nature lovers should consider driving to First Landing State Park, where you can enjoy scenic trails after your luxurious ride. These destinations allow you to fully appreciate your high-end vehicle while exploring the diverse attractions near Chesapeake.
When selecting a luxury car rental for a special occasion in Chesapeake, consider the nature of your event. For a romantic anniversary, a sleek convertible might be perfect for cruising along the Elizabeth River. If you're attending a high-profile business event, a sophisticated sedan like a Mercedes or BMW could make the right impression. For family celebrations, a spacious luxury SUV might be more appropriate, offering comfort for all passengers. Consider the season too; Chesapeake's varied weather might influence your choice between a car with all-wheel drive or a summer-friendly sports car. Ultimately, choose a vehicle that not only suits the occasion but also enhances your overall Chesapeake experience.
* Est. daily price. Search for up to date price information.