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#1
Olsen Sanitation Company
★★★★★ 4.4 (5 Google reviews)
More dumpster rental companies in Connecticut
Companies in nearby Connecticut cities that often serve Chester too.
- Just Dump It — Old Lyme, CT · 4.9★ (264)
- Stamford Junk Pros — Stamford, CT · 4.9★ (163)
- A.j. Waste Systems — Cheshire, CT · 3.2★ (34)
- Colonial Sanitation LLC — Monroe, CT · 4.3★ (27)
- Dainty Rubbish Services Inc. — Middletown, CT · 3.8★ (24)
- Solari Brothers Carting LLC — Old Saybrook, CT · 4.3★ (6)
- John L Simpson Co. Inc. — Bridgeport, CT · 2.0★ (1)
- 1-800 Dump Runs of Hartford LLC — Manchester, CT
- AJC Dumpsters — Oakdale, CT
- Aaa Cerreta Carting & Demolition LLC — Stamford, CT
Where they are
Renting a dumpster in Chester
You're calling the company that actually drops the dumpster in Chester — not a broker reselling your request — which usually means a better price and a real person on the phone.
Common questions
Do I need a permit for a dumpster in Chester?
If the dumpster sits on your own driveway or property, you generally do not need a permit. If it will sit on a public street, Chester typically requires a right-of-way or obstruction permit — ask the company, they handle this routinely.
What size dumpster do I need?
10-yard suits a small cleanout or bathroom remodel; 20-yard is the most popular for a roofing job or large cleanout; 30–40-yard fits major construction and demolition. Any company below can help you size it on a quick call.
How fast can I get a dumpster in Chester?
Most local Chester companies deliver within a day or two, and many offer next-day drop-off. Call a couple of the companies below and compare.