Get matched with top gutter cleaning pros in Holliston, MA
There are 47 highly-rated local gutter cleaning pros.
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4.6 
132 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 July 12, 2025
Gutter cleaning pros in Holliston
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!
"Service went excellent . Jack and Mike King did a wonderful job, they were pleasant and was reasonable. I would recommend them to anybody. They knew their job ,they knew their work, and I would call them in the future. I would give them a 10 star if I could."
Linda G on March 2023
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!
"Service went excellent . Jack and Mike King did a wonderful job, they were pleasant and was reasonable. I would recommend them to anybody. They knew their job ,they knew their work, and I would call them in the future. I would give them a 10 star if I could."
Linda G on March 2023
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
South Shore SoftWash, LLC is your Safe-Roof and Exterior surface cleaning company. We specialize in Soft Washing: The preferred method of cleaning and treating your Roof, as well as House siding, fences, decks, concrete, playground equipment and more. Your one stop professionally trained and certified cleaning shop. Our system has been used for over 20 years, is lab tested and cleaned over 50,000 roofs. This non-pressure, 3 in 1 process cleans the surface, completely kills all mold, mildew and bacteria, and protects from further infections. South Shore SoftWash's Non-Pressure system treats your Roof Black Streaks like pests. We clean and treat the surface to achieve a 100% kill-ratio on these pests. We are so confident with this process we provide a written 5 Year "Spot Free" limited warranty with each complete roof cleaning ! "Our Spray - Keeps The Stains Away". Get Rid Of Your Ugly Roof Stains Today!
"They did a great job - highly recommend."
Elizabeth R on June 2024
South Shore SoftWash, LLC is your Safe-Roof and Exterior surface cleaning company. We specialize in Soft Washing: The preferred method of cleaning and treating your Roof, as well as House siding, fences, decks, concrete, playground equipment and more. Your one stop professionally trained and certified cleaning shop. Our system has been used for over 20 years, is lab tested and cleaned over 50,000 roofs. This non-pressure, 3 in 1 process cleans the surface, completely kills all mold, mildew and bacteria, and protects from further infections. South Shore SoftWash's Non-Pressure system treats your Roof Black Streaks like pests. We clean and treat the surface to achieve a 100% kill-ratio on these pests. We are so confident with this process we provide a written 5 Year "Spot Free" limited warranty with each complete roof cleaning ! "Our Spray - Keeps The Stains Away". Get Rid Of Your Ugly Roof Stains Today!
"They did a great job - highly recommend."
Elizabeth R on June 2024
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
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
"I recently contacted Dharma Surface Cleaning in Millis NA (under Housewash.com) to request an estimate on power washing my deck. Not only did Dharma fit me into his schedule that day to come to give me an estimate, he called back later in the day to say his schedule had shifted and if I wanted, he could come that day to do the power cleaning on my deck. He came when he said he would, was polite and efficient, did a great job on the deck and actually threw in some extra work at no additional charge. His work was awesome, moved and cleaned all the furniture on the deck and was done when he said he would be. And to top it all off, he was well over 50% less expensive than another quote I got to do the same work. I would highly recommend Dharma for any power washing needs."
Beverly W on June 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
"I recently contacted Dharma Surface Cleaning in Millis NA (under Housewash.com) to request an estimate on power washing my deck. Not only did Dharma fit me into his schedule that day to come to give me an estimate, he called back later in the day to say his schedule had shifted and if I wanted, he could come that day to do the power cleaning on my deck. He came when he said he would, was polite and efficient, did a great job on the deck and actually threw in some extra work at no additional charge. His work was awesome, moved and cleaned all the furniture on the deck and was done when he said he would be. And to top it all off, he was well over 50% less expensive than another quote I got to do the same work. I would highly recommend Dharma for any power washing needs."
Beverly W on June 2025
American H2O Pressure Wash Co. Is a small company in the New England area. We are dedicated to making your home cleaner & renewed. Your home is our business !! We offer pressure & soft washing, gutter clean out service, deck maintenance, leaf removal & holiday decoration set up. Call us anytime we are always here for you any day any time!
"Anthony showed up on time explained in detail what he was going to do and even did a small part of the side that I didn’t ask him to do. It’s hard finding really good services. I’m calling him back before the weather gets cold to pressure wash the ground in back of my house and walkway in front of my house along with the driveway. He’s very reasonable and WORTH EVERY PENNY💯 Anthony is the first person I ever hired on Anji list. I also noticed he does leaves and snow removal. I’m calling him for my leaves too. Please view all the other services that Anthony offers."
Patricia o on May 2025
American H2O Pressure Wash Co. Is a small company in the New England area. We are dedicated to making your home cleaner & renewed. Your home is our business !! We offer pressure & soft washing, gutter clean out service, deck maintenance, leaf removal & holiday decoration set up. Call us anytime we are always here for you any day any time!
"Anthony showed up on time explained in detail what he was going to do and even did a small part of the side that I didn’t ask him to do. It’s hard finding really good services. I’m calling him back before the weather gets cold to pressure wash the ground in back of my house and walkway in front of my house along with the driveway. He’s very reasonable and WORTH EVERY PENNY💯 Anthony is the first person I ever hired on Anji list. I also noticed he does leaves and snow removal. I’m calling him for my leaves too. Please view all the other services that Anthony offers."
Patricia o on May 2025
For over 30 years HiCleaners has specialized in window cleaning, gutter cleaning, gutter guard installation, pressure washing, deck cleaning, roof washing, exterior house washing and solar panel cleaning. We provide free estimates and 5% discount for first time customers. Call us today to schedule your appointment at (781) 333-8758
"Alexander and his crew texted an alert as they were arriving, performed the work quickly and handed me an invoice when they finished - all in under a half hour! We plan to have them come back to do some minor repairs on the gutters."
kit g on November 2024
For over 30 years HiCleaners has specialized in window cleaning, gutter cleaning, gutter guard installation, pressure washing, deck cleaning, roof washing, exterior house washing and solar panel cleaning. We provide free estimates and 5% discount for first time customers. Call us today to schedule your appointment at (781) 333-8758
"Alexander and his crew texted an alert as they were arriving, performed the work quickly and handed me an invoice when they finished - all in under a half hour! We plan to have them come back to do some minor repairs on the gutters."
kit g on November 2024
Owner operated. 2012, 2013, 2014, 2015, 2016, 2017 and 2018 Super Service Award Winner! We'd prefer you please call or email for more information.
"Terrible. Chris did minimal work. Refused to return to the property. Ignored repeated phone calls. After 2 years he filed a small claims for the "work" After no proper invoicing or follow up. 0/10. Do not recommend. Legal headaches are worse than poorly cleaned gutters."
DB H on January 2025
Owner operated. 2012, 2013, 2014, 2015, 2016, 2017 and 2018 Super Service Award Winner! We'd prefer you please call or email for more information.
"Terrible. Chris did minimal work. Refused to return to the property. Ignored repeated phone calls. After 2 years he filed a small claims for the "work" After no proper invoicing or follow up. 0/10. Do not recommend. Legal headaches are worse than poorly cleaned gutters."
DB H on January 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
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
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
FAQs for gutter cleaning projects in Holliston, MA
Gutter cleaning costs about $170 on average, ranging from about $75 to $400. Cost factors include the type, length, and height of your gutters. A multiple-story home with gutters high off the ground and accessible only by ladder or working on a steep roof will cost more than a single-story house with a relatively flat roof.
Yes, it’s okay to use a pressure washer to clear and clean your gutters. Be careful to avoid the outside of the gutters, as getting too close with the powerwasher can peel away the paint. Also, be careful to avoid causing any damage to seams that may be in the corners or along the length of the gutter.
Gutters should be cleaned at least twice a year, in the spring and in the fall, to remove the debris from trees that can clog the eavestroughs and downspouts. Debris like leaves, twigs, and seed pods can build up and cause your gutters to overflow, potentially causing damage to your roof and foundation. Water backing up under the shingles can rot the edge of your roofline. Overflow water falling next to your foundation can end up leaking into your basement or crawl space.
Yes, gutter cleaning methods without using a ladder are available, including:
A curved wand attachment for your hose
Gutter tongs on an extension pole
A leaf blower gutter cleaning kit
Vacuum designed for cleaning gutters
Just be sure that your downspouts are connected and can direct water away from the house if you’re using a water-powered method. This will keep the water from dumping next to the house.
You can clean the gutters on a two-story house using gutter tongs on an extension pole. However, cleaning second-story gutters from a ladder or the roof is very dangerous and should be done by a professional.
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