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Pickering Trailer Rentals

Discover the best trailer rentals in Pickering, ON!

5' x 10' Glavanized Dump Trailer (Dual Axle)

$150.00/per day
N&N Galvanized Dump Trailer featuring dual 3,500lb axles for superior load capacity and stability. Equipped with a powerful hydraulic dump actuator for easy unloading, a built-in bed tarp for secure transport, durable barn doors for versatile access, and solid, heavy-duty construction designed to handle demanding jobs with long-lasting reliability and performance in all conditions.
  • Bumper Pull
  • 7000
  • 5' x 10'
  • N&N
  • 2019
  • 5x10

7' x 14' Enclosed Utility Trailer

$220.00/per day
2019 Carry All 14' x 7' Enclosed Utility Trailer with dual 3,500lb axles, offering exceptional strength and balance for all types of hauling. This trailer is in almost brand-new condition and even retains that fresh, new trailer smell. Perfect for contractors, landscapers, or anyone needing secure transport with a clean, professional look. Built to last, reliable, and ready for immediate use. RAMP DOOR
  • Bumper Pull
  • 7000
  • 7' x 14'
  • CarryAll
  • 2019
  • 7x14

5' x 10' Open Utility Trailer

$50.00/per day
My name is Jesse and I own a 5' x 10' open utility trailer with ramp and brand new electrical. This is a 2-year-old trailer with less then 100 km travel and stored inside and has a 4,000lb carrying capacity. Great for moving medium to large items, landscaping and equipment (ATV's, stump grinders etc.).
  • Bumper Pull
  • 2205
  • 5' x 10'
  • Via trailers
  • 2023
  • UT-SA5X8-35

2024 12' x 5' 8" x 4' 7-Ton Dump Trailer

$200.00/per day
Need a solid, reliable trailer for moving, hauling, or cleanup? This heavy-duty 12-foot utility trailer is ready when you are — or we can bring it right to you! Trailer Specs: • 12 ft long x 5.8 ft wide (70") x 4 ft tall • 2-5/16” ball hitch required – No hitch? Rent one from us. • Built-in tarp system to secure and protect your load. • Easy to tow – perfect for residential or commercial jobs. Rental Rates: • $200/day • $1,200/week • $3,500/month Need it delivered • Delivery: $100 • Pickup: $100 (Anywhere within the local region – message for availability) Pickup Location: Stoney Creek, ON – fast access to Hamilton, Niagara & GTA. Tie-downs and locking pin available on request. Flexible, dependable, and no-hassle – just hook up and go or let us bring it to you. Message now to reserve or ask questions!
  • Bumper Pull
  • 10000
  • 12' x 5' 8" x 4'
  • HOME
  • 2024
  • HOM

2022 Sure Trac Dump Trailer 4ft Sides

$175.00/per day
This is a very clean, barely used dump trailer—perfect for junk removal or whatever you want to throw at it. This unit also has D-rings and is capable of carrying equipment with two 14,000 lb axles. It also has a telescopic lift, which is slower than a scissor lift but better suited for heavier loads.
  • Bumper Pull
  • 9476
  • 7' x 14' x 4'
  • Sure Trac
  • 2022
  • ST8214TLDD4-B-140

6' x 10' Dump Trailer (3.5 Ton)

$70.00/per day
Looking for a low-cost, versatile trailer? Here we have a 3.5-ton telescopic boom dump trailer, the most reliable option on the market. We also offer drop-off and pick-up, so all you have to do is load the trailer and all the junk disappears (add-on must be used for this option). The full trailer length from rear to tongue is 16 ft. The full trailer width from fender to fender is 8 ft. The usable cargo area is 6 ft by 10 ft with 3 ft sides.
  • Bumper Pull
  • 2125
  • 6’ Wide by 10’ Length
  • Rush
  • 2019
  • 6x10DumpTA

7' x 16' x 7' Enclosed Cargo Trailer

$120.00/per day
Premium 2025 Haulin 7' x 16' tandem-axle enclosed trailer built for heavy-duty hauling, side-by-sides/UTVs, powersports, contractor jobs, and smooth household moves. Spec'd with the +12" extra-height package for a full 7-foot ceiling and taller rear ramp opening to easily clear roll cages and oversized cargo. Trailer Highlights & Specs Dimensions: 7' wide x 16' long interior floor space Ceiling & Door Clearance: 7' interior height (+12" package applies directly to the rear ramp door as well) Weight Rating: 7,000 lb. GVWR (Tandem 3,500 lb. drop spring axles) Payload Capacity: ~4,500 lbs. (Ramp door rated for 2,000 lbs.) Loading & Access: Spring-assisted rear ramp with transition flap, plus an extra-tall 32" curbside walk-in door Tie-Down Setup: (4) 5,000 lb. recessed floor D-rings PLUS (6) wall-mounted D-rings for tall or stacked cargo Stabilizers: Rear fold-down stabilizer jacks for secure, tip-free loading even when unhitched Interior Build: Commercial-grade 3/4" Drymax flooring and 3/8" walls with black flow-through vents Exterior & Lighting: Screwless sleek exterior, aluminum rims, full LED lights, and an overhead rear spoiler with dual LED backup work lights Included Moving Gear 5x Complimentary heavy-duty moving blankets 8x Easy-to-use retractable ratchet straps Tow Vehicle Requirements Hitch: 2-5/16" ball Wiring: 7-way RV plug with functional in-cab electric brake controller Active platform-verified insurance and proper vehicle towing capacity required Rental Rules Return swept-out and clean. No loose aggregate (dirt, gravel, concrete, sand), hazardous materials, or chemicals. Equipped with GPS security tracking for fleet asset protection. Flexible pickup and drop-off times—message with any trip details or questions!
  • Bumper Pull
  • 4500
  • 7' x 16' x 7'
  • FOREST RIVER
  • 2025
  • Haulin

20’ Tilt Trailer

$125.00/per day
Perfect for most situations. 20ft tilt trailer. 14000 GVWR. Perfect for tractors, skid steers, large trucks, fork lifts or any vehicles. 82" between the fenders.  Comes with lots of straps for almost all hauling situations.
  • Bumper Pull
  • 10000
  • 20
  • Sure Trac
  • 2019
  • 20’ Tilt Trailer

12’ utility trailer

$65.00/per day
12 x 6.5 Equipment trailer. Great for motorcycles, golf carts, ATV's or lawnmowers. Deck measured 144" long by 76 1/2 wide. 2" ball required. 2000 load capacity. Rental comes with four ratchet straps. 7 to 4 pin included.
  • Bumper Pull
  • 2000
  • 12’ x 6.5’
  • Quality
  • 2020
  • 12’ equipment

Pickering, Ontario is a hidden gem for adventure lovers, offering a range of adrenaline-pumping and nature-immersive experiences.

Explore Pickering!

Adventure

Adventure

One of the most accessible and thrilling outdoor areas is the Seaton Trail, which stretches across the scenic valley of the West Duffins Creek. Hikers, trail runners, and mountain bikers gravitate to its extensive and rugged paths, navigating through dense forests, riverside routes, and elevated terrain. This trail isn’t just for beginners—it attracts seasoned adventurers looking for both challenge and solitude, especially during the autumn months when the fall foliage turns the landscape into a living canvas. For water-based adventure, Frenchman’s Bay is a major draw, offering sailing, kayaking, and paddleboarding, with its connection to Lake Ontario delivering both peaceful moments and challenging waves depending on the weather. Just a short drive from Pickering, thrill-seekers also venture to the nearby SkyZone Trampoline Park or the iFly Indoor Skydiving in neighboring Whitby and Toronto, which offer heart-pounding experiences in a safe, controlled environment. Pickering's proximity to the Rouge National Urban Park—Canada’s first national urban park—further expands opportunities for exploration, camping, and wildlife spotting. Whether hiking cliffside trails, gliding across lake waters, or cycling through forested pathways, Pickering and its surrounding regions are a basecamp for Ontario’s most exhilarating outdoor adventures.

Wildlife

Despite its urban development and growing population, Pickering retains a rich and diverse ecosystem, showcasing the incredible wildlife native to Southern Ontario. This biodiversity is most evident in the expansive Rouge National Urban Park, part of which borders Pickering. As one of North America's largest urban parks, it provides habitats for over 1,700 species of plants, birds, mammals, fish, and amphibians. Visitors to the park might spot red foxes darting across open meadows, white-tailed deer quietly grazing among dense foliage, or a wide variety of birds—from the melodious eastern meadowlark to the elusive great horned owl. The wetlands within and around Pickering, particularly near the Duffins Creek watershed, are vital for amphibians such as green frogs and salamanders, as well as migratory birds who rely on the region during their seasonal journeys. Frenchman’s Bay also plays a critical role in the ecosystem, hosting spawning grounds for fish like pike and bass, and offering sanctuary to various waterfowl. Local initiatives in Pickering, such as wildlife conservation programs and habitat restoration efforts, continue to protect these creatures. Educational centers and community-led tours often invite residents and tourists alike to explore and understand the importance of preserving these natural habitats, reinforcing Pickering’s role as a critical wildlife corridor in Ontario’s ecological network.

Wildlife
Car Culture

Car Culture

Ontario, and Pickering specifically, boasts a thriving car culture deeply embedded in the province’s identity. Throughout the warmer months, car enthusiasts across the region gather at a range of shows, cruises, and motorsport events that reflect the diversity and passion of the local auto scene. One of the most celebrated automotive events near Pickering is the Motorama Custom Car & Motorsports Expo, held annually in Toronto. This show draws custom builders, race teams, and collectors from across the province, including Pickering’s own tuning garages and restoration shops. Closer to home, local events such as “Pickering Cruise Nights” transform parking lots into informal car shows where classic muscle cars, rare imports, and modified street cars are displayed and admired. Pickering is also just a short drive from Canadian Tire Motorsport Park (formerly Mosport), a legendary track where spectators can watch everything from Superbike races to the IMSA WeatherTech SportsCar Championship. Auto clubs based in Durham Region—such as the Durham Classic Mustang Club—foster community engagement and frequent meetups, celebrating both vintage and modern vehicles. With such a robust infrastructure supporting the automotive community, Pickering stands as a proud contributor to Ontario’s larger car culture, where engines roar, chrome shines, and automotive artistry is put on full display year after year.

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