Trailer Rental & Towing in Chestertown, MD at Chesapeake Rentals

Moving to or from Chestertown, MD? U-Haul cargo and enclosed trailers are intelligently designed to protect and secure your precious belongings, while our open utility trailers are perfect for hauling building supplies, landscaping materials or bulky items. U-Haul car trailers have EZ load ramps for effortless loading of vehicles while our motorcycle trailers are lightweight and easy to tow. Get FREE trailer rental rate quotes in Chestertown MD 21620 today.

Get FREE trailer rental quotes on car trailers, utility trailers, cargo trailers, and motorcycle trailer rentals in Chestertown, MD

Cargo Trailers

Cargo trailers in Chestertown, MD are lightweight, aerodynamic, and engineered for better fuel economy which makes it easy to tow behind any vehicle. Millions of families use our enclosed cargo trailers to move every year. U-Haul has a large selection of enclosed trailers to rent in-town or one way, review our cargo trailer sizes and reserve a trailer rental online at Chesapeake Rentals!

Utility Trailers

Utility trailers are perfect for towing large or oversize cargo in Chestertown MD 21620. Many utility trailer rentals come equipped with a loading ramp for easy convenience. The utility trailer selection at Chesapeake Rentals provides an affordable solution for home improvement projects, furniture delivery and for towing recreational vehicles. Utility trailer rentals are also popular with businesses for deliveries and trade-show events. Utility trailers come in a wide range of sizes and styles so that any car can tow.

Car Trailers

Moving cross-country with your vehicle on a car trailer is a smart way to save gas and eliminate miles of wear and tear on your vehicle. Our Tow Dolly is a low-cost option for towing front wheel drive vehicles, while auto transports are ideal for long distance moves. Both car haulers fit most sized vehicles in Chestertown, MD and are also an economical alternative to calling a tow truck in the case of a break-down. Whether towing behind a U-Haul moving van or your own personal vehicle, you can rent a car hauler for both in-town and one way moves.

Remolques para motocicleta

Motorcycle trailers in are lightweight, easy to tow and have an easy-access loading ramp. Each motorcycle trailer also comes equipped with an integrated chock for the front wheel and with heavy-duty tie-down rings to support even the heaviest of motorcycles. Reserve your motorcycle trailer rental in Chestertown, MD online today!

Trailer and Towing Supplies

Enganches de U-Haul para remolque

Ingrese la información de su vehículo y le ayudaremos a encontrar el enganche adecuado para el remolque.

Bolas y montajes de enganche

Comprar bolas de enganche, montajes estándar y de especialidad.

Cableado y luces

Todo lo que usted necesita para enganchar el remolque a su vehículo.

Más accesorios para remolcar y para remolques

Customer Reviews

Doug A. en


Bruce Coleman is amazing! He goes above and beyond to find the rental truck size I need. Highly recommend him!!!!

Jan F. en


Always great customer service. Thank you for all your help.

Jim E. en


Everything was great. They waited for me to show after work and met me with a smile. Great Experience!!!

Richard K. en


A great vehicle. Service was very accommodating and flexible. Really fair price.

Phillip S. en


Outstanding customer service...........



No improvement needed for this location. Service was excellent. 5 star quality.

Linda F. en


Location was almost hidden. Needs better signage. Drove right by it. Turned around and was able to see it. Located in a low line area. Gentleman was very helpful, minor printer problem. All-in-all not a bad experience. ThanX

William F. en



David K. en


Friendly attendant who was very helpful for a customer who doesn't pull trailers very often. Trailer worked great.

Floyd C. en


He went the extra mile for me!

Paul A. en


The service was excellent A+++++!

Gary L. en


Excellent transaction! Bruce was very helpful. Thanks

Jeff P. en


The small, 4 x 8 trailer I used had insufficient tongue weight and rattled like CRAZY for hours until I put weight in it (in front). It was fine then. From what I've read running trailers without enough tongue weight is dangerous. Other than that infernal racket, however, it towed fine. Jeff Perry Rock Hall, MD

Jamie C. en


The employee was extremely helpful and the vehicle was perfect.

George B. en


The owner was very friendly and accomidating.

Tracey H. en


Great service, as always, from this location!

Bill F. en



Jean W. en


very helpful, friendly. Efficient and timely.

DOUG A. en


Bruce was great! He met me at a time that worked for best for me. I will always use Bruce in the future!!

Robin M. en


Bruce was great. He made the rental experience so easy.

Andrew G. en


Great customer service



I was suppose to get my truck on Saturday 13,2017 but when I went there it wasn't there so I had to reschedule for Sunday Mother's Day to pick up. It was ok bc it was nasty out Saturday with rain ??.

Kevin S. en


Truck has bad milage needs more power and better milage. it had a small miss in the engine I think that was the problem.

Samantha N. en


I would recommend this place to a friend only because it is the only place in town. It's is literally a shack, but the guy was nice and it got the job done. Seriously though, a moving place with no moving blankets. That was lame.

William F. en


Just exactly what I need, when I need it -- thanks!

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