Enterprise Rent-A-Car

4.1
306 reviews
Enterprise employee helping Enterprise car rental customer roadside in the rain

About

Car Rental AgencyVan RentalEnterprise Rent-A-Car
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.

Location

Enterprise Rent-A-Car
1636 S Military Hwy, Chesapeake, VA
23320, United States

Hours

Reviews

4.1
306 reviews
5 stars
206
4 stars
30
3 stars
10
2 stars
11
1 star
49

What are people saying?

AI-generated from recent customer reviews

Customer Service

Many customers praised the staff for their helpfulness, professionalism, and outstanding service, particularly highlighting individuals like Caleb and Field.

Vehicle Availability

Several reviews indicated issues with vehicle availability, including customers not receiving the cars they reserved and experiencing delays.

Mixed Experiences

While many customers had positive experiences, there were notable complaints regarding rude staff and poor service at specific locations.

Cleanliness and Maintenance

Some customers reported issues with vehicle cleanliness and maintenance, including dirty cars and mechanical problems.
  • AA
    AbstractDawley
    Dec 22, 2025
    5.0
    Ayana was very helpful and made sure me and my wife were taken care of.
  • RA
    R Arrington
    Dec 21, 2025
    4.0
    Speed and convenience of online processing and manageable rates are the reasons I always prefer Enterprise.
  • CH
    Charlene Hurst
    Dec 5, 2025
    5.0
    Enterprise was very professional & with great customer service over all. The Manager called & ensured my rental was available. And the gentlemen that dropped the car off at the collision center great great customer service & very detailed. Thank you !
  • MF
    Maya Farrie
    Dec 2, 2025
    5.0
    Great service and employees! Mr. Caleb Wright went above and beyond to help me with my insurance company issues ensuring I get into the best rental car.
  • 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.

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.