
Get matched with top gutter cleaning pros in Holliston, MA
There are 35 highly-rated local gutter cleaning pros.
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TRUSTED BY HOLLISTON, MA HOMEOWNERS
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Average homeowner rating133
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Verified Reviews for Gutter Cleaning pros in Holliston, MA
*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 October 25, 2025
Find Gutter cleaning pros in Holliston

Third Generation Window & Gutter Cleaning
Third Generation Window & Gutter Cleaning
Third Generation Window & Gutter Cleaning is a third generation family owned and operated business. Karl the owner is a third generation window and gutter cleaner who learned the business by working with his grandfather and later his father. With over 15 years experience we are the subject matter experts in our field. We take pride in our work and strive for excellence. In addition to window and gutter cleaning we are also a licensed construction company that is able to handle all of your remodeling needs. We service residential and commercial. We are also a 2015, 2016, 2017, 2018, 2019 & 2020 Angie's List Super Service Award Company!
"Beautiful result. Respectful team. Efficient and effective"
Bill H on July 2021
Third Generation Window & Gutter Cleaning is a third generation family owned and operated business. Karl the owner is a third generation window and gutter cleaner who learned the business by working with his grandfather and later his father. With over 15 years experience we are the subject matter experts in our field. We take pride in our work and strive for excellence. In addition to window and gutter cleaning we are also a licensed construction company that is able to handle all of your remodeling needs. We service residential and commercial. We are also a 2015, 2016, 2017, 2018, 2019 & 2020 Angie's List Super Service Award Company!
"Beautiful result. Respectful team. Efficient and effective"
Bill H on July 2021

All Around Gutter & Home Repair
All Around Gutter & Home Repair
We offer all gutter services. Gutter cleaning, Gutter Repair, Gutter Installation, Gutter Covers, Fascia and soffit Repair We offer competative rates with a warranty for all work we do. We provide free estimates for all work I have been doing gutters work for 15 years. I am the owner and operator
"I wish there was an extra star to give them. Rick and crew showed up on time as promised. They are very professional and conscientious. The gutters were cleaned as promised. The fascia repair appeared initially to be superficial and cosmetic, but turned out to be more damage than first thought. Their carpentry skills are excellent. They were patient and took the time to do the repair correctly to ensure no further damage results. I would highly recommend them and would hire them again for other home repairs and maintenance."
Wei M on September 2022
We offer all gutter services. Gutter cleaning, Gutter Repair, Gutter Installation, Gutter Covers, Fascia and soffit Repair We offer competative rates with a warranty for all work we do. We provide free estimates for all work I have been doing gutters work for 15 years. I am the owner and operator
"I wish there was an extra star to give them. Rick and crew showed up on time as promised. They are very professional and conscientious. The gutters were cleaned as promised. The fascia repair appeared initially to be superficial and cosmetic, but turned out to be more damage than first thought. Their carpentry skills are excellent. They were patient and took the time to do the repair correctly to ensure no further damage results. I would highly recommend them and would hire them again for other home repairs and maintenance."
Wei M on September 2022

JLM Gutter Cleaning Service
JLM Gutter Cleaning Service
For Over 25 Years, JLM Gutter Cleaning has remained Local Family Owned & Operated • Specializing in all things Gutters! • Cost is determined by the job • Call (800) 362-0933 to Schedule an Estimate or an Appointment • Mailing Address: PO Box 553 Stoughton, MA 02072.
"It went well. They were quick and tidy."
Michael D on June 2025
For Over 25 Years, JLM Gutter Cleaning has remained Local Family Owned & Operated • Specializing in all things Gutters! • Cost is determined by the job • Call (800) 362-0933 to Schedule an Estimate or an Appointment • Mailing Address: PO Box 553 Stoughton, MA 02072.
"It went well. They were quick and tidy."
Michael D on June 2025

Dharma Surface Cleaning - www.housewash.com
Dharma Surface Cleaning - www.housewash.com
We are Residential Surface Cleaning Specialists (siding, decks, patios, roofs) We are Full Service, Owner Operated company serving the Metrowest since '88" An Owner-Operated business (www.housewash.com). Please email me DIRECTLY vs. using the Angie's message system ([email protected]) as your first method of inquiry. I am present and working on all jobs from start to finish - No Subcontracting! I specialize in restoration cleaning of exterior surfaces, with residential comprising the greatest percentage of our work. Email is the best way to contact me. Include your address and contact info. I keep costs reasonable by using online map imagery to give estimates rather than spending time and fuel on the road. This works very well plus in 27 years of washing houses as there isn't much I haven't seen. Please include a basic description of what you want done including: 1 - what kind of siding you have.... 2 - Is there a deck?....patio? 3 - how's the roof looking? You can text me cell phone pictures at 617-590-5785, or attache in an email to [email protected] Please go to www.housewash.com for more info and examples of past work. Thank you for your interest
"Dharam has exceeded our expectations consistently. (This is the second time we have used him.) He is personable, professional, knowledgeable, on time and on budget. He offers sound, helpful suggestions and advice. He provides photographic evidence of what he discovers that should be dealt with that the homeowner might not be aware of (in our case, issues with the roof that we could not even see). In short, Dharam does great work!"
Paula I on September 2025
We are Residential Surface Cleaning Specialists (siding, decks, patios, roofs) We are Full Service, Owner Operated company serving the Metrowest since '88" An Owner-Operated business (www.housewash.com). Please email me DIRECTLY vs. using the Angie's message system ([email protected]) as your first method of inquiry. I am present and working on all jobs from start to finish - No Subcontracting! I specialize in restoration cleaning of exterior surfaces, with residential comprising the greatest percentage of our work. Email is the best way to contact me. Include your address and contact info. I keep costs reasonable by using online map imagery to give estimates rather than spending time and fuel on the road. This works very well plus in 27 years of washing houses as there isn't much I haven't seen. Please include a basic description of what you want done including: 1 - what kind of siding you have.... 2 - Is there a deck?....patio? 3 - how's the roof looking? You can text me cell phone pictures at 617-590-5785, or attache in an email to [email protected] Please go to www.housewash.com for more info and examples of past work. Thank you for your interest
"Dharam has exceeded our expectations consistently. (This is the second time we have used him.) He is personable, professional, knowledgeable, on time and on budget. He offers sound, helpful suggestions and advice. He provides photographic evidence of what he discovers that should be dealt with that the homeowner might not be aware of (in our case, issues with the roof that we could not even see). In short, Dharam does great work!"
Paula I on September 2025

Hennelly & Son Roofing & Gutters
Hennelly & Son Roofing & Gutters
Hennelly & Son Roofing and Gutters is locally owned and operated, specializing in roofing, gutter installation, gutter cleaning, snow removal on roofs, and much more. Customer satisfaction is our top priority. Call us today for your free estimate!
"Great! Just one of the best home improvement vendors I’ve ever worked with. Excellent service and great work. Joe was super attentive to spotting and troubleshooting problem and worked incredibly well with our neighbors (we live in a brownstone). He worked quickly."
Brian L on September 2025
Hennelly & Son Roofing and Gutters is locally owned and operated, specializing in roofing, gutter installation, gutter cleaning, snow removal on roofs, and much more. Customer satisfaction is our top priority. Call us today for your free estimate!
"Great! Just one of the best home improvement vendors I’ve ever worked with. Excellent service and great work. Joe was super attentive to spotting and troubleshooting problem and worked incredibly well with our neighbors (we live in a brownstone). He worked quickly."
Brian L on September 2025

Melvin Power Wash
Melvin Power Wash
We are a locally owned and operated home improvement and exterior cleaning company based out of Providence, RI and servicing all of Rhode Island, Massachusetts, Connecticut and throughout New England. Our services include: Gutter and Downspout Cleaning, Gutter Repair, Replacement & Installation, Pressure Washing (Roof & House Exterior), Deck Restoration (with Sealant and/or Staining), Deck Maintenance, Window and Screen Cleaning, Carpentry, Exterior Painting, Leaf Removal, Ice & Snow Removal and much more! We are fully licensed & insured and strive to exceed the guidelines established by the Roofing Manufacturers Association. Our mission is to provide the highest quality service to our customers and make it our top priority. We always strive to complete the job to our customers’ requirements and guarantee that it will be done right and on time! Please contact us today to schedule an appointment! 20% OFF from second Home Power wash to Angie's List members. Regularly priced for 2000 feet at $299.00 10% off for Deck maintenance to Angie's List members. Priced regularly 200 feet for $289.00 Call to claim at 401-327-8409
"Melvin responded promptly to all communications and arrived on time to provide a quote. The quote was very reasonable, and the work was done very well and on time. He was accommodating and provided a ladder to access one of the porches."
Roger J on June 2025
We are a locally owned and operated home improvement and exterior cleaning company based out of Providence, RI and servicing all of Rhode Island, Massachusetts, Connecticut and throughout New England. Our services include: Gutter and Downspout Cleaning, Gutter Repair, Replacement & Installation, Pressure Washing (Roof & House Exterior), Deck Restoration (with Sealant and/or Staining), Deck Maintenance, Window and Screen Cleaning, Carpentry, Exterior Painting, Leaf Removal, Ice & Snow Removal and much more! We are fully licensed & insured and strive to exceed the guidelines established by the Roofing Manufacturers Association. Our mission is to provide the highest quality service to our customers and make it our top priority. We always strive to complete the job to our customers’ requirements and guarantee that it will be done right and on time! Please contact us today to schedule an appointment! 20% OFF from second Home Power wash to Angie's List members. Regularly priced for 2000 feet at $299.00 10% off for Deck maintenance to Angie's List members. Priced regularly 200 feet for $289.00 Call to claim at 401-327-8409
"Melvin responded promptly to all communications and arrived on time to provide a quote. The quote was very reasonable, and the work was done very well and on time. He was accommodating and provided a ladder to access one of the porches."
Roger J on June 2025
Good Looking Lawn LLC
Good Looking Lawn LLC
We take great pride in our experience, expertise, quality, and customer service that we provide to meet the consumers needs. It is our mission to provide excellent workmanship and complete customer satisfaction from start to completion of a project. In order to understand the needs and expectations of our customers, we take great care to work and communicate with every customer.
"Wayne and his team did an exceptional job of trimming my shrubbries and trees that desperately needed help. He also asked my opinion along the way in the communication was exceptional I would hire them in a heartbeat highly recommend if you looking for courteous and professionalism all the way through. Robin"
Robin B on June 2025
We take great pride in our experience, expertise, quality, and customer service that we provide to meet the consumers needs. It is our mission to provide excellent workmanship and complete customer satisfaction from start to completion of a project. In order to understand the needs and expectations of our customers, we take great care to work and communicate with every customer.
"Wayne and his team did an exceptional job of trimming my shrubbries and trees that desperately needed help. He also asked my opinion along the way in the communication was exceptional I would hire them in a heartbeat highly recommend if you looking for courteous and professionalism all the way through. Robin"
Robin B on June 2025

Seamless Gutter Master
Seamless Gutter Master
SEAMLESS GUTTER MASTER is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. We are experienced in gutter installation, replacing, repairs, painting and cleaning. We are fully insured. Free estimate provided.
"Execellent service!"
Guilherme C on March 2024
SEAMLESS GUTTER MASTER is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. We are experienced in gutter installation, replacing, repairs, painting and cleaning. We are fully insured. Free estimate provided.
"Execellent service!"
Guilherme C on March 2024

Brian’s General Construction
Brian’s General Construction
We take great pride in our experience, expertise, quality, and customer service that we provide to meet the consumer's needs. It is our mission to provide excellent workmanship and complete customer satisfaction, from the start to the completion of a project. In order to understand the needs and expectations of our customers, we take great care to work and communicate with every customer in a professional manner. Our reputation is based on service, safety, and quality, regardless of how large or small the job.
We take great pride in our experience, expertise, quality, and customer service that we provide to meet the consumer's needs. It is our mission to provide excellent workmanship and complete customer satisfaction, from the start to the completion of a project. In order to understand the needs and expectations of our customers, we take great care to work and communicate with every customer in a professional manner. Our reputation is based on service, safety, and quality, regardless of how large or small the job.

All American Seamless Gutters
All American Seamless Gutters
All American Gutters, LLC was established in 1999. I can help with all your gutter and power washing needs, we service RI, MASS and CT. This is a owner operated business and you will deal with me on your services no sales people. This in turn means lower prices and better service. I work all seasons and can remove ice damms that can cause problems. Fully licensed and insured. Eric Ferrazza
"Erik is awesome! Polite, knowledgeable, on time - everything was great. Highly recommend and will be a returning customer. Thank you Erik!"
Lindsay M on March 2025
All American Gutters, LLC was established in 1999. I can help with all your gutter and power washing needs, we service RI, MASS and CT. This is a owner operated business and you will deal with me on your services no sales people. This in turn means lower prices and better service. I work all seasons and can remove ice damms that can cause problems. Fully licensed and insured. Eric Ferrazza
"Erik is awesome! Polite, knowledgeable, on time - everything was great. Highly recommend and will be a returning customer. Thank you Erik!"
Lindsay M on March 2025
The Holliston, MA homeowners’ guide to gutter cleaning services
From average costs to expert advice, get all the answers you need to get your job done.

This guide to gutter cleaning costs provides estimates for cleaning different types of gutters, tips for saving money on gutter cleaning, and answers to how to clean gutters.

Learn how to unclog a downspout to keep your gutters working properly.

What is gutter cleaning, and why is it important? From benefits and cost to recommended cleaning frequency, we bring you essential gutter cleaning basics you need to know.

Gutters clogged with debris can cause your system to leak, sending water down the side of your home and into your foundation. Learn how this problem can lead to soil erosion, slab foundation damage, and basement column damage.

Harvesting your own rainwater is surprisingly simple. A rain barrel costs very little compared to how much you’ll save—and Mother Earth will thank you, too.

Gutter guards won’t completely protect your gutters against debris, but they make clean-up a lot easier. Learn how you can clean gutters with gutter guards.
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