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Trailers available for rent through Neighbors Trailer

Trailer Rentals in Oswego, IL

Rent dump trailers, utility trailers, car haulers, and enclosed trailers from neighbors in Oswego, IL and across Kendall County. Flexible pickup, fair pricing, and trailers ready when you need them.

18' CAR HAULER

$125.00/per day
18-feet including Dovetail, 83" between fenders. Two 3,500.00lb axles with electric brakes, total payload of 5,400lbs. Optional 9,000lb winch with extra fee. Uses 2-5/16 ball and 7 pin electrical connector. Straps and chains/ binders included which will incur fee if unsecured or damaged.
  • Bumper Pull
  • 5400
  • 18' x 82"
  • AMO
  • 2021
  • UT182

7' x 14' Dump Trailer

$130.00/per day
14' Dump Trailer — Heavy-Duty 14K GVWR tandem axle dump trailer built for hauling dirt, gravel, concrete, demolition debris, junk, landscaping material, and equipment. Features a hydraulic scissor lift with power up/power down operation, 83" wide bed, dual 7,000 lb. axles, combo barn/spreader gate, slide-in ramps, tarp kit, rear stabilizer jacks, LED lighting, and lockable toolbox with onboard battery charger. Built with a durable 6" channel frame and 10-gauge steel floor for tough daily use. Payload capacity is approximately 10,340 lbs. depending on load and configuration. Perfect for contractors, landscaping, demolition, clean outs, and construction projects.
  • Bumper Pull
  • 10340
  • 7' x 14'
  • Big Tex
  • 2026
  • 14LX

22’ Enclosed Car Trailer

$145.00/per day
2025 Diamond Cargo 8.5ft x 22ft V-nose with 14,000lbs weight capacity. Trailer has spoiler with loading lights and a built-in dove tail. Very nice trailer includes tire and wheel warranty. D-rings build into floor. We will be installing tracks soon and at that time providing straps with the rental. Currently the trailer is just as it is in the photos and no straps for car tie down.
  • Bumper Pull
  • 14000
  • 8.5ft x 22ft
  • Diamond
  • 2025
  • 8.5x22

22’ Enclosed Car Hauler

$150.00/per day
Brand new 2026 Rock Solid 22’ x 8'.5 enclosed car hauler with side escape door, aluminum rims and loading lights on rear spoiler. A comfortable ride with electric brakes on both 7,000lb torsion axles. Equipped with heavy-duty ramp door to be able to load most full-size vehicles.
  • Bumper Pull
  • 10600
  • 22’ x 8.5’
  • Rock Solid
  • 2026
  • 8.5x22 TA

2025 7' x 12' Dovetail Utility Trailer with 10’ Deck

$80.00/per day
Brand new 2025 Lone Wolf 7' x 12' (77” between rails) dovetail with 10’ flat deck open utility trailer. 4-pin connector. 2” ball hitch. Spare tire mounted. Ready to rent at your convenience! Will deliver within 50-mile radius for a fee. Accessory rental upon request.
  • Bumper Pull, Pintle
  • 3000
  • 7' x 12'
  • Lone Wolf
  • 2025
  • 77x12

24ft Enclosed Cargo Trailer

$150.00/per day
Trailer interior dimensions: 284” long, 95” wide, and 76” tall, with 83” between the wheel wells. Requires a 2-5/16” ball. The trailer is ready for all your moving needs, and moving blankets are available if needed.
  • Bumper Pull
  • 6500
  • 24' L x 8' W x 6'6" H
  • Spartan
  • 2024
  • 24EN

2021 H&H Equipment/ Car Hauler 18' + 2'

$120.00/per day
2021 H&H equipment/ Car hauler, Comes with battery and 12,000lb winch. Ramps come out of passenger side and hook into back. Will also come with straps needed to tie down a vehicle. If you have any questions, please feel free to ask.
  • Bumper Pull
  • 7000
  • 82" x 18' + 2'
  • H&H
  • 2021
  • H8218

20 foot open car trailer

$125.00/per day
We are here for your trailer rental needs! If you are in need of a trailer and do not want to have the expense of buying one, we have you covered. We currently offer a 20 foot open car trailer (18 foot deck with 2 foot dove tail) that has ramps and lockable toolbox that can be rented for your needs. We offer some straps to use as well (at no extra cost to you). We would need a few things from you before renting: - your tow vehicle info (year, make & model) - what you’re planning on towing - copy of your Drivers license - copy of insurance card Our pricing is as follows - $125 per day - $600 per week If you need longer than a week, we can work on pricing for your needs. We are servicing the Sycamore and Montgomery Illinois as well as surrounding areas. We can deliver trailer as well if needed (there will be delivery fee that will vary depending on location). Please contact us here for any questions. Thank you!
  • Bumper Pull
  • 7000
  • 83” by 20’
  • MEB
  • 2022
  • Utility/Car

20’ Car Hauler with Winch

$120.00/per day
20-foot Sure Trac Car Hauler, 10,000lb GVWR 6’11” wide. Winch available, payload is 7,200lbs, solid ramps, 7-pin connector. $120 per day $100 dollar deposit Straps available upon request. Delivery available 15-mile radius.
  • Bumper Pull
  • 7200
  • 6'11” x 20'
  • Sure track
  • 2021
  • Car hauler

Whether you're tackling a home improvement project, moving materials, or hauling a vehicle across the suburban Chicago area, Oswego neighbors have trailers ready for your needs. From small utility trailers for landscaping and yard work to large dump trailers for construction debris and seasonal cleanups, renting from a local owner is fast, affordable, and convenient.

Renting a Trailer in Oswego, IL

What People Rent Trailers For in Oswego

What People Rent Trailers For in Oswego

Oswego's growing suburban community sees steady demand for trailers across a wide range of projects. Homeowners regularly rent utility trailers for landscaping work, mulch delivery, and yard cleanups after storms or seasonal maintenance. Home improvement projects, especially deck builds and remodeling, require dump trailers for hauling away old materials and construction debris. Local contractors and handymen use car haulers to transport vehicles between job sites or for personal use, while enclosed trailers move furniture and household goods during relocations within the Chicago metro area. Farmers and property managers in and around Kendall County rent utility and dump trailers for equipment transport and land management. Seasonal demand spikes in spring and fall when brush removal and landscape renovation projects peak. Small business owners, from landscapers to moving services, rely on trailer rentals as a flexible alternative to owning equipment, letting them scale capacity up or down based on current job volume.

Picking Up Your Trailer in Oswego

Pickup in Oswego is straightforward. You'll coordinate directly with the local owner to arrange a time that works for both of you, often with same-day or next-day availability. Most trailers are stored at the owner's home or a nearby lot, making the process quick and personal. Before you drive away, inspect the trailer together, check the lights and wiring, and confirm the hitch type matches your tow vehicle. You'll need a vehicle with adequate towing capacity and a compatible hitch (typically 1.25-inch or 2-inch ball). Make sure your vehicle's electrical system matches the trailer's wiring setup, whether it's a standard 4-pin connector or a more complex configuration for newer brake systems. If you're unsure about compatibility, the owner can walk you through it. Load your cargo evenly to keep weight balanced, secure everything properly, and verify tire pressure and condition before leaving. The owner will provide pickup instructions and answer any questions about the trailer's operation.

Picking Up Your Trailer in Oswego
What It Costs to Rent a Trailer in Oswego

What It Costs to Rent a Trailer in Oswego

Daily rates for small utility trailers in Oswego typically run 40 to 60 dollars, while larger utility and enclosed trailers range from 60 to 90 dollars per day. Dump trailers and car haulers usually cost between 100 and 150 dollars daily. Weekly and weekend discounts are common, so if you need a trailer for several days, ask the owner about a better rate. Every rental through Neighbors Trailer includes the NT Protect protection package, which covers accidental damage to the trailer along with theft and vandalism during your rental period. This protection is automatically applied to every booking and is built into the rental cost. Pricing varies based on the specific trailer, its condition, and local demand, so compare a few options on the platform to find the best fit for your budget and timeline.

Do You Have Any Questions?

Get answers to some of the most frequently asked questions people have about Neighbors Trailer right here.

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