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.
How in the world are you able to make a reservation using their number then the local place calls and tells me they have no cars. Horrible business, recommend using the airport or any other place then this place.
MC
Michael Cilla
Jun 3, 2026
5.0
Good support person, pickup was on time, and the car upgrade was unexpected and we'll appreciated. Car was comfortable and clean, with a mpg rating of 40+, very financially a plus for our long trip.
AH
Allison Howe
May 30, 2026
5.0
What a fun ride
MJ
Mari J
May 27, 2026
1.0
If I could give 0 stars, I would! Just wanted to let everyone know to beware of this enterprise location. The manager, Caleb, is a complete scam along with the rest of the corporation. I rented from them a while back and was given a raggedy car. Within two days of me having it, a low oil light popped and I contacted the branch. I was instructed by the branch to bring the car and swap it out for something else but I just returned the car. They apologized and gave me a partial refund for the inconvenience. A month later I received a bill from enterprise damage recovery unit for that rental stating damage to the engine and multiple other things didn’t happen when I had the car. I immediately called the branch and was continuously put on hold, so I decided to go up there. The branch manager, Caleb, took an hour and 30 mins to come out to speak to me regarding the situation. He was very short, claimed he didn’t know why i received that and said everything looked good on his end. Once I contacted the DRU, they stated that he was the one who actually reported this “damage” and also that he contacted me about it, which was false. When I disputed it, they said it would take at least two weeks to hear a decision. They got back to me the next business day, which is an indication that no investigation was done. Not to mention, a regional manager was supposed to speak to me regarding this matter and it never happened. I also left several voicemails with supervisors in the damage unit and no one has gotten back to me till this day. The claims adjuster, Ebony, they assigned to my case is very nasty; she has been refusing my request for documentation and also tries to speak over me while I am talking. It is very infuriating that I am being falsely accused of damage I didn’t do. I must mention that I paid for the carfax and the car hadn’t had a oil change in well over a year. Please beware of enterprise, especially this branch! I will contacting the BBB and also the attorney general of the state to assist!
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?
You can contact them by phone at +1 757-361-0081.
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