4.5 
483 *The Angi rating for Gutter Cleaning companies in Annapolis, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Cleaning needs.
*The HomeAdvisor rating for Gutter Cleaning companies in Annapolis, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Cleaning needs.
Last update on March 30, 2026
Serving Annapolis, MD and surrounding areas
Approved
In business since 2022
Free estimates
Credit card accepted
"We love working with Gutter Aid. Jake and his brother and staff are excellent at their work. They?ve cleaned and repaired the gutters and downspouts for our family?s 3 story property since 2023. Reliable, communicative and great at the work."
Serving Annapolis, MD and surrounding areas
Approved (Corporate)
In business since 2005
Free estimates
Warranties offered
"I was tired of cleaning my gutters so I had the gutters cleaned out, sealed, and LeafFilter Gutter Guards installed. Excellent job!"
+63
Serving Annapolis, MD and surrounding areas
Approved
In business since 2025
Free estimates
Credit card accepted
"Very pleased with the gutter systems and interaction with Joe. He demonstrated his expertise of the various products and provided honest guidance that assisted in product selection. Joe was professional throughout the process and with following up to ensure customer satisfaction. Highly recommend."
Serving Annapolis, MD and surrounding areas
Approved
In business since 1965
Free estimates
Credit card accepted
"Took almost 2 months for service after scheduling gutter cleaning. Good result after gutters were cleaned."
+1
Serving Annapolis, MD and surrounding areas
Approved
In business since 2003
Free estimates
Emergency services offered
"Mike came out prompty to look at the damaged siding. Came out a second time to show me color samples for the replacement siding. Told me when the siding would be received and came out today and did the work. He and his helper cleaned up after the work was done. They did an excellant job of fixing the siding. He had given me a very reasonable estimate. I have asked him for an estimate to replace the roof and will have him do the work. Very professionable and friendly. I will recommend him to friends and family for any work they might need done."
+15
Serving Annapolis, MD and surrounding areas
Approved
In business since 2018
Offers commercial services
Customers say: Quick response
"I recently hired their gutter cleaning service and I was very satisfied, they arrived on time, were very professional and made sure to clean both gutters and downspouts without leaving any debris around the house. And they also made sure the downspouts were clean and not clogged. They showed me pictures of before and after without asking. The team worked quickly but carefully, and I can tell they know what they’re doing, I would definitely hire them again and highly recommend them to anyone who needs a reliable high-qualify gutter cleaning service."
+2
Serving Annapolis, MD and surrounding areas
Approved
In business since 2005
Warranties offered
Credit card accepted
"The contractor arrived exactly on time and started work immediately after being given a description of the work that needed to be done. The original schedule was to complete in one day, but due to a unforeseen problem (not attributable to the contractor), a second day was required. After completing the work, the contractor cleaned up the work area and disposed of all the scrap material. The quality of work was very good and were general pleased with the outcome.
"
+4
Serving Annapolis, MD and surrounding areas
Approved
In business since 2022
Free estimates
Offers commercial services
Top Notch Home Services LLC is a leader in providing our customers with the highest quality service in an honest, efficient, and professional way. Our pledge is to create successful relationships with our customers, employees and community by building trust, treating every project with the utmost integrity and exceeding expectations. We look forward to working with you!\n
Serving Annapolis, MD and surrounding areas
Approved
In business since 2015
Free estimates
Small jobs welcome
"Outstanding job! Cleaned gutters. Quick, efficient, left no mess for us. Professional and friendly- keeping this company on speed dial!"
Serving Annapolis, MD and surrounding areas
Approved
In business since 2020
Free estimates
Warranties offered
We pride our company on reliability, great communication, integrity, and quality work. We are experts in our trade and will do our best to keep you as educated as we can on your particular task or project. We look forward to earning your business.
From average costs to expert advice, get all the answers you need to get your job done.
This guide to gutter cleaning costs in Baltimore, MD provides local estimates for cleaning gutters based on length, type, and number of stories on a home.
This guide to gutter cleaning costs in Washington, D.C. provides local estimates for cleaning gutters based on length, type, and number of stories on a home.
The average gutter guard installation cost varies depending on the type, materials, home height, and other factors. See what it costs to install in Baltimore, MD.
Protect your home from water damage with these practical gutter cleaning tips that work. Real solutions for a cleaner, safer home.
Wondering how to clean gutters without a ladder? Our guide will show you six methods you can use to keep your gutters clear from the ground.
This guide on how to clean the outside of gutters offers tips for how to remove debris, grime, black spots, and streaks from gutters to get them to last as long as possible.
