4.4 
523 *The Angi rating for Gutter Cleaning companies in Holliston, MA 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 Holliston, MA 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 September 18, 2025
Serving Holliston, MA and surrounding areas
Approved
In business since 1998
Warranties offered
Credit card accepted
"They cleaning the gutters well, but I expected the gutters and downspouts to be flushed with water, as other providers had done in the past.
"
Serving Holliston, MA and surrounding areas
Approved
In business since 2006
Free estimates
Small jobs welcome
"Did a great job cleaning my gutters! Fair price!"
Serving Holliston, MA and surrounding areas
Approved
In business since 2005
Free estimates
Warranties offered
"Gutters are clean. Windows sparkle. They were fast, very pleasant, and cleaned up before they left. Will definitely have them back."
+6
Serving Holliston, MA and surrounding areas
Approved
In business since 2000
Free estimates
Warranties offered
"I have been using Hennelly & Son Roofing & Gutters for over 6 years now. Whether it is fixing the gutters, addressing roof problems or simply cleaning gutters, the result is always equally good - great professional job ! What is most amazing is his responsiveness -- Joe as he promises in his voice mail -- always returns your call immediately. In spite of weather not always cooperating he goes the extra mile by working even on Sunday to meet the deadline and make my house ready for an upcoming snow storm !"
+3
Serving Holliston, MA and surrounding areas
Approved (Corporate)
In business since 2005
Free estimates
Warranties offered
"I simply want my gutters cleaned and an opinion re the gutter and roof status. Not interested in gutter replacement at this time."
+63
Serving Holliston, MA and surrounding areas
Approved
Super Service Award Winner
In business since 1990
Free estimates
Warranties offered
"Very polite and thorough cleaning of gutters"
+4
Serving Holliston, MA and surrounding areas
Approved
In business since 1965
Free estimates
Credit card accepted
"Ned’s was very responsive. Fair estimate. Service guys showed up on time. Super polite. Did a great job on the gutters and cleaned up afterwards like they were never one site. Highly recommended."
+1
Serving Holliston, MA and surrounding areas
Approved
In business since 2011
Free estimates
Warranties offered
"Showed up on time and cleaned the gutters. They were very neat and efficient."
+76
Serving Holliston, MA and surrounding areas
Approved
In business since 2004
Free estimates
Emergency services offered
"Very happy with how my house vinyl siding was cleaned."
+27
Serving Holliston, MA and surrounding areas
Approved
In business since 2025
Free estimates
Small jobs welcome
"Jim showed up on time for the job. He did everything that he said that he would do and more. He did a great job cleaning the gutters and bagging the leaves. He even took video and showed me how clean the gutters were after he cleaned them and ran water through to test the down spouts. I would highly recommend him if you need your gutters cleaned. He was also able to clean some mold off the siding above my garage and did a fantastic job. I highly recommend him if you need anything cleaned in your gutters or siding washed."
+2
From average costs to expert advice, get all the answers you need to get your job done.
This guide to gutter cleaning costs in Boston, MA, provides local estimates for cleaning gutters based on length, type, and number of stories on a home.
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Learn who to hire to clean your gutters to find the right local professional for gutter cleaning quotes.
