Trailer Rentals in Winchester, Connecticut

2020 Kaufman 10k GVWR Car Trailer. Dove tail to make loading lower cars easier. Slide out underbelly ramps. Full led lighting. Heavier weight rating than most so it’s capable of hauling 2500 and 3500 trucks. Deck is 21 feet long and it is a diamond steel floor. Trailer is immaculately maintained and includes a spare tire. It has brakes on both axles and it stops excellent. It also features multiple tie down points on the deck as well as steak pocket anchor points as well. No winch at this time. Great trailer for hauling vehicles or atvs. 4 wheel straps are included with the rental.

2017 Freedom Trailer. 24' x 8.5' enclosed, can use to haul cars, and anything else you can fit inside it. Has e-tracks along the sides and on the floor. Also has a 5,000-lb. winch installed. Will supply 12 moving blankets, 3 green pads, 13 e-track straps, 4 car straps, and 10 regular small straps with 24 e-track tie-down points. Everything you see in the pictures are included with rental. Some items may not be available at pickup. Message me to confirm availability. ***MUST KNOW HOW TO TOW AND USE A 2500 TRUCK MINIMUM TO PULL THIS TRAILER***

Retired uhaul utility trailer. I use it for scrap runs but can be used for many other applications. Trailer can be used with a 1-7/8”, a 2” ball or a 2-1/8” ball. Will provide 4 small straps and a net with the trailer free of charge. I do have adapters to use for the lights if your vehicle doesn’t have the flat 4 connector.

Rent this 14' aluminum motorcycle trailer, perfect for hauling two full-size motorcycles or one center-loaded bike safely and easily. Trailer Features: • Ultra-lightweight: only 680 lbs — towable by most SUVs • All-aluminum construction with aluminum wheels • Brand-new tires + spare • Recessed tie-down rings: 4 front & 4 rear for secure transport • Lightweight aluminum pull-out ramp • Ramp size: 71-7/8" wide x 69.5" L • 24" tall combination salt shield/rock guard to protect your bike from road debris and the elements Dimensions: • Overall width: 102" • Overall length: 174" • Usable deck space: 78" x 138" This trailer is easy to tow, load, and maneuver — ideal for track days, long trips, or transporting your bike safely without a heavy truck. Delivery and pickup service also available. Please message me with any questions.

Brand new 2026 blacked-out enclosed car hauler / motorcycle trailer, 20' x 8.5' x 7.5'. Set up with E-track and D-ring mounting points. Features LED rear loading and interior lights, two 5,200-lb spread axles, and Therma-Cool insulation.

Brand-new enclosed trailer with E-Track and D-Rings. Set up for motorcycles, golf cart, ATV, etc. With rear spoiler LED loading lights. V-Nose for extra space with ramp and side door. Tandem axle for easy and safer towing. This model has more interior height than standard.

This 20-foot Big Tex car hauler is built to handle a wide variety of hauling jobs, whether you're transporting a car, truck, SUV, project vehicle, UTV, side-by-side, ATV, or small equipment. With a 10,000-pound GVWR and a 7,600-pound payload capacity. Every rental includes a 12,000-pound winch for loading disabled or non-running vehicles, along with ratchet straps and wheel straps to help secure your load properly. A locking front toolbox keeps the included equipment protected and organized throughout your rental. The trailer is maintained to ensure it is clean, reliable, and ready for the road. Whether you're moving a newly purchased vehicle, hauling a project car, transporting a side-by-side for a weekend ride, or moving equipment for work, this trailer is equipped with the features and accessories needed to make the job safe, simple, and hassle-free. The trailer features a heavy-duty steel frame, a dovetail rear deck, that make loading and unloading vehicles easy, even those with lower ground clearance. Electric brakes on both axles provide added stopping power and control while towing, and the breakaway safety system offers additional peace of mind. LED lighting ensures excellent visibility both day and night, while the pressure-treated wood deck is designed to withstand years of regular use.

New 16-foot Lamar, dump trailer with 3-foot-high walls, then telescopic lift. This trailer can be used to remove and dump junk. Spread Mulch also has barn doors and ramps. This is a versatile trailer that has many uses.

2025 Kaufman Dump Trailer. 16’ x 7' x 4’ High. 8,000lb axles, 16,000lb GVWR, Bed capacity 7.9 cu yards, safe load 12,000lbs, amount of dirt 5cu yards, amount of gravel 4.5 cu yards, amount of sand 4 cu yards. 3/4-ton truck minimum to tow. Tarp kit included, wireless remote can be provided. Solar charger for battery.

6x10 dump trailer with electric brakes Needed to use trailer 2-5/16 ball, 1/2 ton truck or bigger with electric 7 pin hook up. Also renter must get renter insurance Trailer comes with 3way gate, wired remote, 4 d-rings in bed of trailer. Also have optional equipment ramp for extra charge

New 6’ x 12’ hydraulic dump trailer, rubber mat flooring, 2-way gate for dumping or spreading material. There is a canvas cover that rolls out over your load. There are 5 D-rings inside of the bed. Trailer itself ways 3,100-pounds and has electric brakes.

6ft wide x 10ft long utility trailer. Wood flooring, no electrical brakes, single axle, new tires and includes spare tire. Has split drop gates and a 2-inch ball hitch. Normal wear and tear for the age of this trailer. Has 4-flat wire harness and has 7-point adapter plug. Can be delivered for additional fee.