Sheboygan Dumpster Rental

Fast, Affordable Sheboygan Dumpster Rental Services

Randy’s Cleanout and Dumpster Rental provides roll off dumpster rental services throughout Sheboygan, WI and the surrounding communities. Whether you’re tackling a home renovation, clearing out a garage, or managing construction debris, we deliver the right size dumpster to your property and haul everything away when you’re done.

We offer dumpster rental in Sheboygan County with same-day or next day delivery to addresses in Sheboygan, Kohler, Sheboygan Falls, and nearby towns. Our roll-off dumpsters handle everything from weekend spring cleaning projects to multi-week remodeling jobs—without the hassle of making multiple trips to the landfill yourself.


  • Local ownership: We live and work in Sheboygan Wisconsin, so we know the neighborhoods, the narrow driveways, and the local disposal rules.
  • Flat-rate pricing: Our dumpster rental cost includes delivery, pickup, and disposal up to a set weight limit—no hidden fees or surprise charges.
  • Flexible scheduling: Rent a dumpster for a quick weekend cleanout or keep it for several weeks during a bigger project.
  • Driveway-safe delivery: Our drivers use boards and careful placement to protect your property.


Home Cleanouts

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Garage or Attic Decluttering

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Yard Debris Removal

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Why Rent a Dumpster in Sheboygan with Randy’s

Renting from a local Sheboygan dumpster company keeps your project simple and your costs predictable. You get a container dropped off at your property, fill it at your own pace, and we handle the waste removal when you’re finished.


Here’s what sets Randy’s apart from national brokers and out-of-town haulers:


  • Local Sheboygan knowledge: We understand city permit requirements, know which alleys are too tight for standard trucks, and can recommend the perfect dumpster size for homes in older neighborhoods near downtown or the lakefront.


  • Transparent pricing: Our quotes cover delivery, the rental period, pickup, and disposal within your included tonnage. We tell you upfront what extra days or overweight loads cost—no environmental fees buried in the fine print.


  • Flexible rental terms: Need a dumpster for just the weekend? No problem. Working on a multi-week remodeling project? We can arrange extended rentals or regular swap-outs.


  • Driveway protection: Our drivers place boards under container wheels and take care not to damage concrete or asphalt.


  • Real-person support: When you call Randy’s, you talk to someone in Sheboygan who knows dumpsters—not a call center in another state.



  • Experience across Sheboygan County: We’ve handled residential pick up jobs, small commercial cleanouts, and contractor projects throughout the area.



Residential Dumpster Rental in Sheboygan

Homeowners across Sheboygan and nearby towns rely on Randy’s for affordable dumpster rentals that make cleanup projects manageable. If you’ve never rented a dumpster before, we’ll walk you through the process and help you choose the right container for your needs.

Typical residential projects we handle include:

  • Basement and attic cleanouts in older Sheboygan homes where decades of belongings have piled up.
  • Garage and shed cleanups before winter—especially popular with lakefront property owners.
  • Kitchen and bathroom remodels in the 1950s–1970s ranch homes common throughout the area.
  • Estate cleanouts and downsizing moves when families need to clear a house in a matter of days.
  • Yard waste and storm debris after Lake Michigan storms bring down branches and scatter debris across properties.

Our smaller dumpsters fit in the tight driveways and alleys found in many Sheboygan neighborhoods. And if you’re not sure what size you need, just describe your project—we’ll point you toward the right container so you don’t end up paying for space you won’t use or running out of room halfway through.

Commercial & Contractor Dumpster Services

Randy’s also provides dumpster rental services for small commercial jobs and contractors working in Sheboygan WI. We understand that job sites run on tight schedules, so we focus on reliable delivery and pickup that keeps your crew moving.

  • Support for local contractors: Roofers, remodelers, and small builders in Sheboygan and Sheboygan Falls count on us for consistent service.
  • Regular dumpster swaps: For multi-week construction projects, we can arrange recurring pickups and drop-offs so full containers never slow you down.
  • Small business cleanouts: Offices, retail build-outs, and restaurant refreshes generate waste materials that need to go somewhere—we make that easy.
  • Early-morning options: Need a container delivered before your crew arrives? We can schedule early drop off times to keep the project on track.
  • Bid support: If you’re putting together a proposal and need to estimate disposal costs, give us a call. We’ll help you figure out the right size dumpster and tonnage for the job.


Our Most Popular Dumpster Sizes in Sheboygan

Choosing the perfect dumpster size comes down to matching container capacity to your project. Randy’s offers several roll off dumpster options, and our team can recommend the best fit based on what you’re throwing away and how much space you have.

Below are the dumpster sizes Sheboygan customers request most often, along with typical dimensions and use cases.

10-Yard Dumpster – Perfect for Small Sheboygan Cleanouts

A 10-yard dumpster holds about three pickup truck loads of debris—roughly 30 to 50 large trash bags worth of junk. It’s the small dumpster option that works well for focused projects where you don’t need a lot of capacity.

  • Best uses: Single-room cleanouts, small bathroom or laundry room remodels, spring cleaning a cluttered apartment near downtown Sheboygan.
  • Yard waste: Great for branches, brush, and leaves from a weekend of trimming (no dirt or heavy materials without approval).
  • Footprint: Measures around 12 feet long, 8 feet wide, and about 4 feet tall—fits in short, narrow driveways common in older Sheboygan neighborhoods.
  • Rental details: Standard rental period of up to 7 days with affordable flat-rate pricing that makes this a budget-friendly choice for smaller jobs.

15-Yard Dumpster – Ideal for Medium Projects

The 15 yard dumpster splits the difference between a small container and a full-size construction dumpster. It holds roughly 45 large trash bags or the equivalent of a mid-sized remodel’s worth of debris.

  • Suggested projects: Kitchen or bathroom remodel combined with some general junk removal, garage cleanout at a Sheboygan Falls ranch home, or removing old carpet, flooring, and trim during an interior update.
  • Why customers like it: Offers more room than a 10-yard without dominating the driveway. It’s a practical middle ground when you’re not quite sure how much waste you’ll generate.
  • Weight considerations: Handles household junk and light construction debris without issue. If you’re disposing of heavy materials like concrete or roofing shingles, let us know so we can discuss weight limit options.

20-Yard Dumpster – Best for Bigger Cleanouts & Remodels

The 20 yard dumpster is the go-to container for many Sheboygan homeowners and small contractors. It holds about 60 large trash bags—enough capacity for multi-room remodels, full-house cleanouts, or significant exterior projects.

  • Common uses: Whole-home cleanout for a move or estate in Sheboygan or Kohler, deck removal, siding replacement, or roof tear-off on an average-sized house (handles most roofs up to about 20 squares of shingles).
  • Large interior projects: Basement or attic cleanouts in older two-story homes where years of accumulation need to go.
  • Placement notes: This container measures around 14 feet long and requires a driveway or pad with enough clearance. Our team can advise on the best spot to drop off the dumpster so your garage and sidewalk stay accessible


How Our Sheboygan Dumpster Rental Process Works

Renting a dumpster from Randy’s is a straightforward, four-step process. We keep things simple so you can focus on your project instead of worrying about logistics.

Step 1: Call or Request a Quote

Reach out by phone or submit an online request. We’ll ask about your project type, address, preferred start date, and what kind of debris you expect to dispose of. You’ll get a clear, no-pressure quote—often the same day—with all costs spelled out.

Step 2: Choose Your Dumpster Size & Delivery Date

Based on your project details, we’ll recommend the right size dumpster. Then we’ll schedule delivery: same-day or next day delivery is often available in Sheboygan, and we can accommodate weekend drop-offs or specific timing requests. If your container needs to sit on a city street, we’ll help you understand the permit process.

Step 3: We Deliver to Your Sheboygan Property

Our driver will place the dumpster in your driveway or curbside—wherever works best for your project. We use boards to protect asphalt and concrete when needed. If placement is pre-arranged, you don’t need to be home; we’ll position the container to avoid blocking your garage, sidewalk, or alley access.

Step 4: Load the Dumpster & Schedule Pickup

Fill the dumpster at your own pace. For best results, load materials evenly and keep debris level with the top—don’t pile items above the rim. When you’re finished, call or text us to schedule pickup. We’ll haul the container away and handle the waste disposal so you can get on with your life.

What You Can (and Can’t) Put in Our Sheboygan Dumpsters

Sheboygan County and Wisconsin regulations limit certain items from landfill disposal, and we follow those rules to keep our service running smoothly. Here’s a quick guide to what goes in the dumpster—and what doesn’t.

Commonly Accepted Materials:

  • Household junk: furniture, boxes, clothing, toys, and general garbage
  • Remodeling debris: drywall, lumber, cabinets, doors, and trim
  • Roofing materials: asphalt shingles, underlayment, and small amounts of flashing
  • Yard waste: branches, brush, and non-soil yard debris
  • Bulky items: mattresses and appliances (a small fee may apply for certain items)

Items Not Allowed (or Restricted):

  • Liquid paint, oils, fuel, and other flammable liquids
  • Chemicals, pesticides, and hazardous waste
  • Car batteries, tires, and electronics (banned at most landfills)
  • Asbestos-containing materials and medical waste
  • Large quantities of dirt, concrete, or asphalt—these require pre-approval due to weight

If you’re unsure whether something can go in the dumpster, just ask. We’d rather answer a quick question than have you get stuck with a contamination fee.

Sheboygan Dumpster Rental Pricing & Cost Factors

Randy’s uses clear, flat-rate pricing for most dumpster rentals in Sheboygan. We believe customers deserve to know what they’re paying for upfront—no guessing, no surprise charges at the end.

  • What’s included in your price: Delivery, your chosen rental period, pickup, and disposal up to a set weight limit (tonnage varies depending on container size).
  • Typical cost range: Most Sheboygan dumpster prices fall between $300 and $600 for residential jobs, though exact pricing depends on the size dumpster you need and how long you keep it.
  • Potential extra charges: Weight overages (if your load exceeds the included tons), extended rental days, special handling for items like mattresses or appliances, and city street permits if required.
  • Comparison with junk removal: Hiring a junk removal crew costs more per cubic yard because you’re paying for labor. A dumpster rental is usually the more affordable option if you can load the container yourself.

Want an exact quote? Call us with your project size, address, and ZIP code (53081, 53083, or surrounding areas), and we’ll give you a number you can count on.

Local Sheboygan Service Area

Randy’s Cleanout and Dumpster Rental is based right here in Sheboygan County, and we serve customers throughout the area. Delivery timing can vary depending on distance, but we do our best to accommodate same-day requests whenever possible.

Communities we serve:

  • City of Sheboygan (53081, 53083): Downtown, north side, south side, and lakefront neighborhoods
  • Sheboygan Falls: Residential and commercial projects throughout the village
  • Kohler: Including the residential areas surrounding the village center
  • Howards Grove and Oostburg: Nearby communities with quick access
  • Rural Sheboygan County: Lake communities and outlying areas (delivery times may vary depending on distance)

If you’re not sure whether your address falls within our service area, give us a call. We’ll let you know what to expect for delivery and pickup.

Frequently Asked Questions About Sheboygan Dumpster Rentals

  • How long can I keep a dumpster at my Sheboygan home?

    Our standard rental period is 10 days, which works well for most cleanout and remodeling projects. If you need more time, extensions are available for a modest daily fee. We also offer weekend-only rentals and longer-term arrangements for contractors.



  • Do I need a permit to place a dumpster in Sheboygan?

    If the dumpster sits on your private property—like your driveway—you typically don’t need a permit. Street placement in Sheboygan may require a right-of-way permit from the city. We can walk you through the process and point you toward the right contacts. Rules change occasionally, so it’s worth checking before you book.



  • Will a dumpster damage my driveway?

    Our drivers take care to protect your property. We suggest laying plywood down to protect your driveway.



  • How quickly can you deliver a dumpster in Sheboygan?

    Same-day or next day delivery is often available for addresses in Sheboygan and Sheboygan Falls, especially if you call in the morning. During busy seasons—spring cleaning and summer remodeling months—containers book up faster, so earlier notice helps.



Contact Randy’s Cleanout and Dumpster Rental

Ready to rent a dumpster in Sheboygan? Reach out and we’ll get you scheduled.

  • Phone: Call or text to arrange your dumpster rental today.
  • Email: Send us your project details and we’ll respond with a quote.
  • Hours: Monday through Saturday, with voicemail and text support after hours.

We’re a local Sheboygan company committed to competitive pricing, reliable service, and keeping our neighbors’ properties clean. When you contact us, just let us know your project type and ZIP code—we’ll give you the fastest, most accurate quote we can.

Clear your space now—book your dumpster rental in Sheboygan WI with Randy’s Cleanout and Dumpster Rental and get started with no fuss!

Reasonable rates, quick drop-off, and dependable dumpster rentals in Sheboygan WI—Randy’s Cleanout and Dumpster Rental makes cleanup simple.