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Trailers available for rent through Neighbors Trailer

Trailer Rentals in Winterset, IA

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

H and H 14’ Dump

$125.00/per day
2018 H and H 14 foot dump trailer. Bumper pull 2 5/16 ball, has tarp kit. I can also drop the trailer off and pick up to dispose of trash/materials for additional fee. Personally use it for firewood and would accept tree removal pieces and maybe even some brush at no additional cost.
  • Bumper Pull
  • 14000
  • 14x7x2
  • H and H
  • 2018
  • H8314DBW

9 foot utility trailer

$75.00/per day
This a 9 foot utility trailer. Its a good trailer has some dings but that's what you can expect from a trailer that's has been used. You will get 4 straps with this rental. Please let us know if you have any questions!
  • Bumper Pull
  • 3000
  • 9 by 5.5
  • Utility
  • 2024
  • Trailer

2015 16ft Sure-trac Enclosed Pro series

$150.00/per day
7' W X 16' L This enclosed trailer can carry bikes, lawn mower, furniture, motorcycles, etc. Included: 4 Straps, spare tire, 6 tie down spots. There is a $100 refundable deposit. Please send me a message if you have any questions!
  • Bumper Pull
  • 7000
  • 7'W 16'L
  • Suretrac
  • 2015
  • Pro seris

Load Trail 16'x83"x3' Dump Trailer

$200.00/per day
Load Trail 16'x83" Triple Axle Dump Trailer Brand new Load Trail Dump Trailer! Trailer is roughly 12 yards and has a 16k payload capacity, 21000 GVWR, perfect size for most cleanouts, roof replacements, or hauling around equipment. ABSOLUTELY NO CONCRETE. Concrete damage to trailer will result in forfeiture of security deposit. Features - 3' Sidewalls - Gooseneck Receiver - Triple 7,000 Pound Axles (21k Gross, 16k Payload) - Dual Hydraulic Jacks - 80"x16" Rear Slide-In Ramps - 20' Hideaway Tarp - Bungie Cords Included for Tarping
  • Gooseneck
  • 16000
  • 16'x83'x3'
  • Load Trail
  • 2024
  • Dump

22' Midsota Tilt Bed Trailer

$185.00/per day
- Dimensions: 16' Tilt + 6' Stationary Deck - Hydraulic Dampener: Equipped with a cutoff valve for smooth operation - Axles: 2 x 7,000 lbs with brakes on all 4 wheels - Lighting: Long-lasting and bright LED lights - Jack: Heavy-duty 12K jack for stability and support - Pallet Fork Holders: Conveniently secure your pallet forks - Stake Pocket and Rubrail: For versatile tie-down options - A-Frame Toolbox: Ample storage for chains, binders, and tools - Perfect for transporting heavy equipment with ease and reliability!
  • Bumper Pull
  • 10520
  • 22' x 7' (trailer bed size)
  • Midsota
  • 2021
  • TB-22

Enclosed Car Hauler Trailer 20’ x 8'.5

$175.00/per day
Very nice 2021 tandem axle car hauler with ramp door, 20’ x 8.5’ 10,400lb GVWR. Tie downs on floor and side door for easy access. Rest assured your car, bikes, or household possessions will all be safe, dry and secured inside this beautiful clean trailer. *No long-distance hauling, 500-mile radius from pickup location is the max allowed.
  • Bumper Pull
  • 7000
  • 20' long x 8.5' wide
  • Arising
  • 2021
  • Arising

Des Moines Dump Trailer Rental - Tipping Utility 5' x 10' with Delivery

$40.00/per day
Rental / 5' x 10' Tilt Bed Utility Trailer. $40/day 2" Ball $5/Day 4 Retractable Straps $10/Day Newly replaced wood floor. Great for moving, ATV, Lawn Equipment, Motorcycle, Snow Mobile. Hitch rental available for $5 per day. Retractable ratchet straps available $10 per day for 4 straps. Delivery available. $25 flat rate and $1.25/per mile, $30 minimum. 50-mile max. Valid Driver's License, Current Insurance, Registration and Credit Card Required.
  • Bumper Pull
  • 3000
  • 5' x 10'
  • T Fisher
  • 2009
  • Tilt

5' x 8' ATV / Utility Trailer

$45.00/per day
Utility Trailer with plywood floor and spare tire. Good option for ATVs, mowers, furniture, etc. Has fold down ramp with lift assist. 1-7/8" receiver - Ball hitch and manual dolly available with additional fee. Straps included if needed. Please allow me at least 12 hours to arrange transport of trailer from storage location.
  • Bumper Pull
  • 1450
  • 6'-3 x 11'-6
  • Carry-On Trailer
  • 2006
  • TS20

Winterset and Madison County are working farm and rural communities where trailers are essential for everything from hauling gravel and equipment to moving livestock and farm supplies. Renting from local owners puts you in touch with people who know the land and keep their trailers well-maintained for the real demands of rural Iowa life.

Renting a Trailer in Winterset, IA

What People Rent Trailers For in Winterset

What People Rent Trailers For in Winterset

In Winterset and the surrounding Madison County area, trailer rentals support a mix of agricultural, construction, and rural property work. Farmers and homeowners regularly rent utility trailers for hauling feed, seed, and general farm supplies, while landscaping and property maintenance projects rely on dump trailers for brush, dirt, and debris removal after storms or seasonal cleanup. Local contractors and builders use enclosed trailers to haul tools, materials, and finished goods safely, and car hauler trailers help move vehicles between properties or for sale. Weekend projects are common in rural communities, from fence repairs and gravel driveway work to moving equipment or animals. Many Winterset residents also use trailers for weekend hauling trips to salvage yards, recycling centers, or agricultural co-ops. Renting from neighbors keeps costs down and often means getting a trailer that's been maintained by someone who understands the local soil, weather, and work conditions.

Picking Up Your Trailer in Winterset

Most Winterset trailer owners offer flexible pickup times, often with same-day availability if you book early. You'll typically connect directly with the owner to arrange a time that works for both of you, whether that's a weekday morning or weekend afternoon. Before you tow, confirm your vehicle's tow capacity and make sure it has the right hitch class, safety chains, and wiring for brake lights and turn signals. If your truck or SUV lacks the proper equipment, many local automotive shops and rental centers can add a hitch quickly. A utility trailer usually needs a Class II hitch, while larger dump and car hauler trailers often require Class III or higher. Newer trailers come with standardized wiring harnesses, but older equipment may need an adapter. The owner will walk you through the hitch setup, tire pressure, and brake function before you leave. Some owners provide a brief orientation on operating the trailer's features, such as dumping mechanisms or ramps. Take photos of the trailer's condition, including any existing dents or marks, and clarify the return condition expectations before you drive away.

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

What It Costs to Rent a Trailer in Winterset

Trailer rental rates in Winterset are straightforward and competitive with regional averages. Utility trailers typically rent for $40 to $60 per day, making them affordable for quick hauling jobs. Dump trailers run $100 to $180 daily, depending on size and local demand, and enclosed trailers fall in the $80 to $150 range. Car haulers average $100 to $150 per day. Many owners offer weekly discounts, sometimes 15 to 25 percent off the daily rate for multi-day rentals, which can add up if you're planning a bigger project. Weekend rates may be slightly higher during spring and summer when farm and construction activity peaks. Every rental 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 part of every booking and gives you peace of mind while you work. Once you've found a trailer that fits your project, booking is simple, payment is secure, and you can usually pick up within hours of confirming with the owner.

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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