Top-rated gutters & downspouts cleaners.

Get matched with top gutters & downspouts cleaners in Holliston, MA

Enter your zip and get matched with up to 3 pros

Matching on HomeAdvisor

Share some details icon
Share some details about your home project.
Match with local pros icon
Within moments, match with highly-rated local pros.
Compare quotes icon
Compare quotes and choose the best pro for the job.

Find Gutters & downspouts cleaners in Holliston

Avatar for Hennelly & Son Roofing & Gutters
Hennelly & Son Roofing & Gutters
4.8(
740
)
Gutters & Downspouts - Clean

Serving Holliston, MA and surrounding areas

Approved

In business since 2000

Free estimates

Warranties offered

"Showed up promptly, cleaned out gutters, and re-attached a downspout that had torn loose. Work was done quickly and efficiently. Cost was much less than I expected. Would definitely use again, planning to have them redo my roof in the near future."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+3

Response time12 hrs
Response rate100%
6 neighbors recently requested a quote
Better View Cleaning Services
4.6(
250
)
Gutters & Downspouts - Clean

Serving Holliston, MA and surrounding areas

Approved

In business since 2006

Free estimates

Small jobs welcome

"Jose & his team responded to my initial inquiry quickly, and always provided prompt responses to follow up communication. We have lots of windows for cleaning! On the day of the work, the team was on time, polite, and did a great job overall. Value for the cost was excellent. Thank you!"
Response time12 hrs
65 neighbors recently requested a quote
Recommended by96%of homeowners
Avatar for Triple J Landscaping and Concrete
Triple J Landscaping and Concrete
4.9(
65
)
Gutters & Downspouts - Clean

Serving Holliston, MA and surrounding areas

Approved

In business since 2013

Free estimates

Small jobs welcome

"I have an extra lot as part of my backyard and they showed up with about 5 guys, and literally blew the yard clean. They removed overgrown areas and really cleaned up. They were very thorough. Would recommend to all."
Overall shot of Completion (short view)
Old Fieldstone Retaining Wall (80 sq feet)
Old Fieldstone Retaining Wall (80 sq feet)
Old Fieldstone Retaining Wall (80 sq feet)
Old Fieldstone Retaining Wall (80 sq feet)

+70

Response time2 days
19 neighbors recently requested a quote
Recommended by81%of homeowners
Avatar for IRONGATE SERVICES LLC
IRONGATE SERVICES LLC
4.7(
12
)
Gutters & Downspouts - Clean

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."
Gallery
Gallery
Gutter Cleaning
Gutter Cleaning
Pressure Washing

+2

Response time12 hrs
Response rate100%
Avatar for Nova Top Roofing & Siding
Nova Top Roofing & Siding
5.0(
4
)
Gutters & Downspouts - Clean

Serving Holliston, MA and surrounding areas

Approved

In business since 2015

Free estimates

Credit card accepted

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! Book with us online or feel free to give us a call today! \n \n \n \n

...
Showing 1-10 of 289
FAQs for gutters & downspouts cleaning service projects in Holliston, MA

You’ll want to clean gutters once or twice a year—in early spring and again in fall—to keep water flowing and avoid pricey leaks. Homes tucked beneath tall trees or hit with heavy debris may need two to four visits instead. Staying on schedule protects your roof, siding, and foundation from costly water damage.

Even with gutter guards, plan on an occasional cleaning—just not as often as homes without guards. Installing gutter guards blocks leaves, but grit and shingle granules still slip through and pile up over time. A quick sweep keeps water moving and stops overflow that can damage your roof or foundation.

Watch for overflowing water, slow or silent downspouts, sagging sections, or debris peeking over the gutter edge. You might also spot water stains, weeds, or an increasing number of ants in certain areas. Any of these red flags means it’s time to call a gutter cleaning pro for service before minor clogs turn into major leaks.

Skip cleanings for too long and gutters overflow, sending water under shingles, down siding, and toward the foundation. The result can be mold, rotted fascia, basement leaks, and repair bills that dwarf the price of a quick cleaning. It can also mean that future cleanings will be more expensive as it will take pros longer to deep clean gutters that are full of heavy debris. Staying on schedule saves money and headaches.

Plan on gutter cleaning service to take an average of one hour for an average single-story home and two to three hours for taller houses. Add extra time if gutter guards need to come off or clogs are packed in. Pros work methodically, clearing every linear foot so water can flow freely again.

The Holliston, MA homeowners’ guide to gutters & downspouts cleaning services

From average costs to expert advice, get all the answers you need to get your job done.