Big Rentals Header Image

Rentals in Chesapeake, Virginia Trailers, Equipment & More

Find trailer and equipment rentals in Chesapeake, VA from local owners and small businesses — available by the day, week or longer.

Browse by category

Explore Rentals in Chesapeake

Trailer Icon

Trailer Rentals

Browse utility, enclosed, flatbed, and dump trailers, and more available in Chesapeake.

View All Trailer Rentals in Chesapeake
Equipment Icon

Equipment Rentals

Rent lifts, earthmovers, and other equipment by the day or week in Chesapeake.

Find Equipment Rentals in Chesapeake

About Chesapeake, Virginia

Chesapeake spans 340 square miles across Hampton Roads, from the Elizabeth River waterfront to the North Carolina border. Residents in established neighborhoods like Greenbrier, Great Bridge and Western Branch rely on trailer rentals for moves between the city's scattered communities, yard waste removal and home improvement projects. Commercial renters support ongoing development along Interstate 64 and the Battlefield Boulevard corridor, hauling equipment to job sites in emerging areas like South Norfolk and the Chesapeake City Park district. The city's mix of suburban developments and rural properties creates steady demand for utility trailers, dump trailers and specialized hauling equipment. Compare local rental options across Chesapeake and book the right trailer or equipment for your project through Big Rentals.

Chesapeake, VA
Chesapeake, VA

Help center

Big Rentals FAQs for Chesapeake, VA

How does renting from Big Rentals work?
Big Rentals is a marketplace that connects you with local trailer and equipment owners. Search by your city or zip code, compare listings with photos, specs and pricing, then book and pay online. Once checkout is complete, the owner shares pickup details. Pick up the rental, use it for your booking period and return it to the same location when you're done. The whole process runs through one platform — no shopping around or negotiating with multiple shops.
What types of things can I rent in Chesapeake?
Chesapeake inventory depends on what local owners have listed, but Big Rentals supports the full range of trailer rentals — utility, flatbed, enclosed cargo, dump, car hauler, gooseneck, deckover, tilt deck and roll-off — plus a growing selection of construction and landscaping equipment. Search by your dates to see exactly what's bookable nearby with specs, photos and rates. If nothing matches what you need, submit a quote request and we'll check with local partners.
How long can I rent equipment for?
There's no hard cap on rental duration. Most listings offer daily, weekly and monthly rates, with longer rentals typically priced lower per day. The initial rental period is paid in full at checkout, and any extension needs to be approved and paid before the original return time. If your timeline shifts mid-rental, contact the owner or Big Rentals support as soon as possible to request more time.
What is the Big Rentals damage protection policy?
Eligible rentals booked through Big Rentals include Basic Rental Protection at checkout. This is a damage waiver — not insurance — that can help limit your financial responsibility for certain damage or theft events, with renter liability capped. Before towing a rented trailer, check whether your auto insurance covers liability and towing-related damage claims. For full details on deductibles, exclusions and renter responsibilities, review our FAQ page.
FAQ Background

Have questions or need assistance?

 

Explore more

Nearby Cities in Virginia

Virginia BeachHamptonRichmondCharlottesvilleElktonMartinsvilleRoanoke

Learn more

Additional Resources

Enclosed Trailer Rentals for Farmers Market and Mobile Vendors
Trailer Rentals

Enclosed Trailer Rentals for Farmers Market and Mobile Vendors

November 10, 20265 min read

The Big Rentals Guide to Towing a Utility Trailer in and around Albuquerque, NM
Trailer Rentals

The Big Rentals Guide to Towing a Utility Trailer in and around Albuquerque, NM

November 9, 20265 min read

Telehandler vs. Forklift for Outdoor Job Site Material Handling
Equipment Rentals

Telehandler vs. Forklift for Outdoor Job Site Material Handling

November 9, 20265 min read