Affordable Roll-Off Dumpster Rentals in Chestertown, Maryland
EWM Dumpster Rental is the top-rated choice for dumpster rental in Chestertown, MD. For over two decades, homeowners, contractors, and businesses have trusted us for reliable waste management solutions at fair prices. As a locally owned company, we keep our overhead low, allowing us to offer the cheapest dumpster rental rates without sacrificing service quality. Whether you need a small dumpster rental for residential cleanup, a construction dumpster rental for a building project, or long-term commercial waste service, we’ve got you covered.
Why Choose Our Dumpster Rental Services in Chestertown?
When customers search for dumpster rental near me in Chestertown, they choose EWM Dumpster Rental because we combine upfront pricing with flexible rental terms. All rental agreements include delivery, pickup, landfill fees, and rental terms, with no hidden charges. This makes it simple to rent a dumpster without worrying about surprise costs.
We provide:
- Roll off dumpsters from 10 to 40 yards
- Residential dumpster rental for home cleanouts and junk removal
- Construction dumpster rental for demolition, roofing, and remodeling
- Local dumpster service for small businesses and property managers
- Junk hauling and trash hauling services for large and small projects
Dumpster Rental Prices in Chestertown, MD
How much does it cost to rent a dumpster in Chestertown? Our dumpster rental prices are designed to be competitive and transparent. On average, customers pay between $300 and $350 for a 15-yard roll off dumpster. Still, final costs depend on size, debris type, weight limits, and rental period.
With flat-rate pricing, every quote includes:
- Delivery and pickup
- Landfill charges
- Weight allowance
- Rental period
This way, you know your total costs upfront and can easily compare our rates to other providers in Kent County and Queen Anne’s County.
Dumpster Sizes Available in Chestertown
Which waste container is right for you? Our team will help match the dumpster size to your project.
- 10 & 15 yard small dumpsters – best for residential dumpster rental, attic cleanouts, or yard waste
- 20-yard roll-off dumpsters – ideal for medium renovation or roofing jobs
- 30 & 40 yard construction dumpsters – designed for heavy construction waste, demolitions, and large projects
Whether you’re cleaning out a garage, managing construction debris, or running a business that needs reliable trash hauling, our local dumpster rentals fit every job.
Flexible Dumpster Rental Periods
How long can you keep your dumpster? The average rental period in Chestertown is 7 to 10 days. Some clients need a small dumpster for just a weekend, while others keep a roll-off dumpster for weeks. We’re flexible; if you need to extend or shorten your contract, our team will adjust your agreement to suit your timeline.
Serving Chestertown and Surrounding Communities
EWM Dumpster Rental proudly serves all of Kent County and Queen Anne’s County, including:
- Dumpster Rental Church Hill MD
- Dumpster Rental Crumpton MD
- Dumpster Rental Grasonville MD
- Dumpster Rental Ingleside MD
- Dumpster Rental Price MD
- Dumpster Rental Queen Anne MD
Wherever you’re based in the 21620 or 21690 ZIP codes, we’ll deliver your roll-off dumpster quickly so you can focus on your project.
Rent a Dumpster in Chestertown Today
Suppose you’re looking for the best value on dumpster rental in Chestertown, Maryland. In that case, EWM Dumpster Rental is your trusted local provider. We offer everything from small dumpster rentals for homeowners to large roll-off containers for construction waste and commercial waste service contracts. Call our team today or submit your ZIP code online to get a free, no-obligation estimate. Discover why we’re the most trusted name in dumpster rental in Chestertown, MD.

List of areas we serve
- Cecil County
- Montgomery County MD
- Allegany County MD
- Baltimore County MD
- Caroline County
- Garrett County MD
- Dorchester County
- Somerset County
- Harford County MD
- Queen Anne County
- Carroll County MD
- Prince Georges County MD
- Charles County MD
- Anne Arundel County MD
- Talbot County
- Worcester County
- Calvert County MD
- Wicomico County
- Washington County MD
- Howard County MD
- Kent County MD
- Frederick County MD
Same Day Dumpster Rental Near You
Fast Delivery
We’ll get your dumpster delivered ASAP, wherever you’re based in Chestertown, MD.
Professional Staff
Hassle-Free Service
Permit Assistance
Competitive Pricing
One Stop Solution
Roll Offs for Waste Management – A Perfect Choice for Junk Removal
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- Our roll-off dumpsters are strong and durable
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- Rent a dumpster for a range of projects
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- Portable and provide ease of use
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- Affordable waste removal solutions

Our Container Sizes
Check out the roll-away dumpster types we offer, including their size, measurements, and the materials they accept. Whether you’re looking for a 40-yard dumpster to tackle construction debris or a 10-yarder for small tasks, we’ll let you know which dumpster is best for your next project.

10 Yard Dumpster
Our 10 yard dumpsters can hold 10 cubic yards of debris, materials, and other waste. Our smallest dumpsters are approximately 10 ft. long, 8 ft. wide, and 4 ft. high. However, please keep in mind that we offer dumpsters from multiple manufacturers, so the size may vary. A 10 cubic yard dumpster is appropriate for small residential projects, home cleanouts and minor cleanups.
- Cleaning out a garage or single room
- 250 square feet deck removals
- 1500 square feet of roof shingles (single layer)
- Small kitchen or bathroom renovations

20 Yard Dumpster
A 20 yard dumpster can hold 20 cubic yards of waste. Common dumpster dimensions for this type of dumpster are 22 ft. long by 8 ft. wide by 4.5 ft. high. A 20 yard container is the perfect dumpster size for larger cleanups, as it can hold approximately 10 pickup truck loads of waste and debris. This is one of our most popular dumpster sizes because of its price, compact footprint and capacity.
- Roofing jobs
- Landscaping projects
- Home remodeling
- Small-scale construction projects

30 Yard Dumpster
Our 30 yard roll-away containers hold 30 cubic yards of debris. Our 30 yard dumpsters may have a similar length and width as our 20 yard containers, but are significantly deeper, typically sized at 22 ft. long, 8 ft. wide, and 6 ft. high. A 30 yard container is ideal for larger residential, commercial, and industrial projects, including constructions, demolitions, renovations, and more.
- Major home or business additions
- New home constructions
- Garage, barn, or outbuilding demolitions
- Full home window or siding replacements
- Full home or business roofing projects

40 Yard Dumpster
This is our largest available dumpster size. 40 yard roll-away containers can hold 40 cubic yards of debris. The dimensions are similar to our 30 yard dumpsters, but they have a significantly deeper interior that's better suited for larger projects. Our 40 yarders are typically 22 ft. long, 8 ft. wide, and 8 ft. high. Our customers use 40 yard containers for large residential projects, commercial construction jobs, and industrial purposes.
- Window and siding replacements on very large homes
- Commercial roofing demolitions
- Business or office cleanups
- New construction and major addition projects on larger homes or business
- Any demolition, renovation, or construction project with large amounts of debris, trash, paper, cardboard, or other material
Frequently Asked Questions
How Dumpster Rental Works: A 3-Step Process
Get in Touch to Find Out More
Reach out to us through our website or make a call on 267-733-4138 to speak to our staff. We just need your location in Chestertown MD and project type to find the best dumpster rental for you.
We’ll Schedule an Appointment
We'll run you through each dumpster size, cost, and the materials you can dump in it. Find the right dumpster rental for your project requirements and budget, and schedule a drop-off appointment.
Dumpster Drop-Off and Pick-Up
Once we've scheduled an appointment and placed an order, our expert team will drop your dumpster rental off at the designated location. We'll pick it up when the scheduled time frame ends, and dispose of the waste sustainably.