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 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
"We just had all our window cleaned, both interior and exterior. Karl and his team did an immaculate job; the windows sparkle, any furniture that had to be moved was put back exactly in place and they were fully prepared to maintain with masks, gloves, booties and safe distancing. I’ve used Third Generation for many years."
+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
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 (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
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
"Nice job cleaning the gutters. The guys showed me the before and after pics while they were here."
+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 was punctual, professional and did an amazing job cleaning my gutters and downspouts. He even installed some gutter guards to prevent debris from collecting. Would certainly recommend and hire again."
+2
Serving Holliston, MA and surrounding areas
Approved
Free estimates
Emergency services offered
Warranties offered
"I hired this company for spring cleanup, and when they got here they were able to do so much more They edged all my beds. They mulched everything. They filled my new raised beds with loam. They cleaned my two ponds. They went way over and above what I expected, I would recommend them highly to anyone. They .were professional. They were courteous. They left nothing behind. It was absolutely the best experience I’ve had hiring someone in a long time. I couldn’t be happier. I would highly recommend them to anyone for any projects."
+4
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.
The average gutter guard installation cost varies depending on types, materials, home height, and other factors. See what it costs to install in Boston, MA.
The cost of seamless gutters varies based on home size, labor rates, gutter materials, and more. Here’s what you can expect to pay in Boston, MA.
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.
Learn who to hire to clean your gutters to find the right local professional for gutter cleaning quotes.
