Need a rental car in Chesapeake, VA? Enterprise Rent-A-Car is Here For It. Whether your car is in the shop, you're running errands, or planning a weekend getaway, we're ready with a wide range of vehicles and flexible rental options. Enjoy easy, stress-free rentals and friendly service that gets you on your way fast. Reserve your rental car with Enterprise at our Greenbrier & Military location today.
Many customers praised the staff for their professionalism, friendliness, and willingness to assist, particularly highlighting individuals like Caleb and Field.
Vehicle Availability
Several reviews noted issues with vehicle availability, including customers not receiving the cars they reserved and being sent to other locations.
Mixed Experiences
While many customers had positive experiences, there were significant complaints about rude staff and poor service at certain times, particularly involving specific employees.
Cleanliness and Maintenance
Some customers reported issues with the cleanliness of vehicles and maintenance problems, such as dirty interiors and mechanical issues.
Reservation Issues
Multiple reviews mentioned problems with reservations, including lost reservations and being charged incorrectly.
TP
Tristen Pendergrass
Nov 7, 2025
1.0
Terrible service, bad manners, bad cars overall bad experience do not recommend.
RH
Regina Hall
Oct 28, 2025
5.0
I want to give a huge thank you to Caleb and the entire team at Enterprise. I rented a vehicle for an important out-of-town trip on October 18th, and Caleb went above and beyond to make sure everything was handled smoothly.
From start to finish, he showed outstanding professionalism, patience, and genuine care for my situation. He made sure I had exactly what I needed, ensured I felt supported throughout the rental process, and treated me like a valued customer instead of just another transaction. That kind of service is rare these days, and it meant a lot to me.
Caleb is a true leader at Enterprise. You can tell he takes pride in his work, respects people, and is committed to excellent customer service. Because of him, Enterprise has earned my trust and future business.
Thank you again, Caleb, for looking out and going the extra mile. You made a stressful situation much easier, and I truly appreciate you.
FW
Felicia Williams
Oct 28, 2025
5.0
Exceptional Customer Service! Staff did an outstanding job acknowledging and assisting every customer even when they were very busy
DG
Doug Gasparutti
Oct 4, 2025
5.0
I was picked up from work for my rental by Liam. We had a funny and genuine conversation on the way to Enterprise. There I was helped by Caleb. He politely and professionally finalized my rental quickly. The only gripe, is they gave me a lime yellow car lol. If that's the most of my problems, I'm doing alright. For contract business I travel often, and I would recommend this location to others.
Update: As I was finalizing my rental today, I was helped by Amelio. Another young person of substance. Polite, professional and efficient. Who ever is hiring people here, keep doing a great job. Employees make the company, IMO.
FW
Frances NICETY WMILLIONAIRESS Williams
Sep 30, 2025
5.0
I was so appreciative of the extreme courtesy and outstanding service I received during my rental experience. I will definitely be a return customer & spread the word to my family and friends.❤️
Frequently Asked Questions About Enterprise Rent-A-Car
What types of vehicles does Enterprise Rent-A-Car in Chesapeake offer?
Enterprise Rent-A-Car offers a wide range of vehicles including cars, vans, and luxury cars to suit various rental needs.
Where is Enterprise Rent-A-Car located in Chesapeake, VA?
It is located at 1636 S Military Hwy, Chesapeake, VA 23320, USA.
What are the operating hours for Enterprise Rent-A-Car in Chesapeake?
They are open Monday to Friday from 8:00 AM to 6:00 PM, Saturday from 9:00 AM to 12:00 PM, and closed on Sundays.
Can I make a reservation online for a rental car at this Enterprise location?
Yes, reservations can be made online at their website: https://www.enterprise.com/en/car-rental-locations/us/va/chesapeake-greenbrier-military-21g2.html
What payment methods are accepted at Enterprise Rent-A-Car in Chesapeake?
They accept American Express, Cash, Check, Discover, MasterCard, and Visa.
Does Enterprise Rent-A-Car offer any special discounts for military members?
Yes, they provide discounts for active military personnel.
What nearby dining options are available around Enterprise Rent-A-Car in Chesapeake?
Nearby dining options include Wendy's, New City Chinese Restaurant, Subway, Kervan Kebab House, Burger King, Taco Bell, and Crazy Buffet, offering a variety of fast food, Chinese, Middle Eastern, and other cuisines.
Are there other car rental agencies near this Enterprise Rent-A-Car location?
Yes, nearby you can find Dollar Rent a Car and Hertz for additional car or truck rental options.
What nearby services can customers access while renting from Enterprise Rent-A-Car?
Customers can visit nearby services such as Hampton Roads Smoke Shops, Ambition Barbershop, Greenbrier Florist, and Greenbrier Animal Care Center while in the area.
How can I contact Enterprise Rent-A-Car in Chesapeake?