Dumpster Rental in Chesapeake, VA
Fast, flat-rate roll-off dumpster rental for Chesapeake homes, contractors and businesses — delivered from our nearby Portsmouth yard, often the same day.
Your Chesapeake Dumpster Rental Company
Chesapeake is one of our busiest service areas, and Portsmouth Dumpster Rental Group drops roll-off containers everywhere from Greenbrier's subdivisions to the rural lots out past Hickory. Flat-rate pricing means the quote you hear on the phone is the price you pay, with delivery, haul-off, and dump fees already included. Driveway deliveries and swing-door containers make loading easy.
Chesapeake is huge and varied, stitched together from the old boroughs of Greenbrier, Western Branch, Great Bridge, and Deep Creek plus sprawling newer construction out toward Grassfield and Hickory. Lots are generally flat, open, and well suited to large 30- and 40-yard roll-offs, which is a big help for the garage, attic, and whole-house cleanouts common in these subdivisions. The land is laced with canals and sits close to the Dismal Swamp, so storm and tidal flooding produces plenty of water-damaged drywall and carpet. Household trash flows to the SPSA regional system, and we handle the renovation debris that curbside pickup will not take.
Call (757) 337-2599

Dumpster Delivery Across Chesapeake
We deliver to homes and businesses throughout Chesapeake, from established blocks to newer developments. A few of the areas we serve:
- Greenbrier
- Western Branch
- Great Bridge
- Deep Creek
- Hickory
- Grassfield
Don't see your street? We cover all of Chesapeake — just give us a call.
Near the Places That Make Chesapeake Home
Being a local company means we know Chesapeake well. We deliver near landmarks and spots residents know, including:
- Greenbrier Mall
- Chesapeake City Park
- Northwest River Park
- Dismal Swamp Canal Trail
- Battlefield Boulevard corridor
- Chesapeake Square area
Getting to you: Depending on the borough, our drivers take I-264 to I-64 for Greenbrier, or run south on US-17 and Dominion Boulevard toward Great Bridge and Hickory, and head straight down George Washington Highway for Western Branch and Deep Creek.

Full-Service Dumpster Rental for Chesapeake
Whatever your Chesapeake project — subdivision remodels and whole-house cleanouts — we have the right container and an honest flat price.
Dumpster Sizes Available in Chesapeake
From compact 10-yard bins to 30-yard construction containers — delivered to Chesapeake and placed on protective boards.
| Dumpster | Volume | Holds | Best For | Weight Incl. |
|---|---|---|---|---|
| 10 Yard | 10 yd³ | ≈ 3 pickup loads | Small cleanouts, bathroom remodels, yard debris | 2 tons |
| 15 Yard | 15 yd³ | ≈ 4–5 pickup loads | Flooring, roofing, medium renovations | 2–3 tons |
| 20 Yard | 20 yd³ | ≈ 6 pickup loads | Large remodels, whole-room cleanouts, decking | 3 tons |
| 30 Yard | 30 yd³ | ≈ 9 pickup loads | New construction, major demolition, commercial | 4 tons |

Why Chesapeake Chooses Portsmouth Dumpster Rental Group
- Local knowledge. We know Portsmouth's permit rules, tight streets and disposal facilities — so drop-off and pickup go smoothly.
- On-time, every time. Same-day and next-day delivery windows we actually keep, because your project can't wait.
- Honest flat rates. One transparent price covers delivery, pickup, rental period and disposal up to your weight limit.
- Driveway-friendly. We protect your surfaces with boards and place the dumpster exactly where you need it.
Chesapeake Dumpster Rental FAQs
Do you deliver dumpsters to Chesapeake, VA?
Yes — Chesapeake is one of our core service areas. Located south and southeast of Portsmouth, about 20 minutes, so we deliver quickly and reliably, often with same-day availability. Call (757) 337-2599 to schedule.
How much does a dumpster rental cost in Chesapeake?
Rentals in Chesapeake are flat-rate, typically $325–$575 depending on the size, rental length and debris type. Your quote includes delivery, pickup, the rental period and disposal up to the weight limit — no hidden fees. We'll give you an exact price when you call.
What size dumpster is best for a Chesapeake subdivision cleanout?
Most Chesapeake homes have wide, flat driveways with room to spare, so we often set a 20- or 30-yard roll-off for a full garage, attic, and basement cleanout. For a kitchen or bath remodel a 15-yard is usually plenty, while a full roof tear-off or whole-house cleanout may call for a 30 or 40. Tell us the project on the phone and we will match the size so you only pay for what you need.
What size dumpster should I rent in Chesapeake?
It depends on your project. Small cleanouts and heavy debris suit a 10-yard; medium remodels a 15-yard; large renovations and cleanouts a 20-yard; and construction or demolition a 30-yard. Describe your Chesapeake project and we'll size it right.
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Get a Dumpster Delivered in Chesapeake Today
Skip the online forms — one quick call gets you a flat quote and a delivery time that works for your Chesapeake project, often the same day.
(757) 337-2599