Ollie's Roofing Ltd.

All 2 of the one and two-star reviews we hold for Ollie's Roofing Ltd., most recent first.

• 1 out of 5Mikea year ago

  Worst experience of my life! Don’t trust this guy

• 1 out of 5O Ra year ago

  Poor communication,

• quick response53
• quality work39
• shingle replacement22
• before and after pictures14
• quick repair6
• thorough inspection5
• leak detection4
• new roof installation4
• detailed quote3
• bathroom vent installation2

14 more of the 27 reviews we hold text for, most recent first. We do not hold every review Google has.

• 5 out of 5Tara Ba day ago

  Reputable company! Simon was truthful and honest with his complete assessment of my roof! Great communication through the entire process!

  Reply from the business

  Thank you so much for the kind words, Tara. We’re glad Simon provided an honest, thorough assessment and that our communication met your expectations. Please reach out anytime if you need anything else.

• 5 out of 5Leaky Canoea week ago

  Had Ollie's install new roofing products (conventional shingles + composite shakes) on several outdoor structures. Fast response time and scheduling, good communications, & quality workmanship. 2 thumbs up !

  Reply from the business

  Thank you for the great review and the two thumbs up! We’re glad our team could provide fast scheduling, clear communication, and quality workmanship on your shingles and composite shakes. It was a pleasure working on your outdoor structures. Please reach out if you need anything else in the future.

• 5 out of 5Sandra Colliera week ago

  First class job with our roof repairs. On time and on budget….thank you!

  Google cut this review short. The full text is on their Google profile.

  Reply from the business

  Thank you, Sandra. We’re glad we could complete your roof repairs on time and on budget and appreciate your kind words. If you need anything else in the future, please let us know.

• 4 out of 5Andy Bugg3 weeks ago

  Ollies did a good job restringing my roof. They worked during some very hot, low air quality weather. Happy with the job.

  Reply from the business

  Thanks for the 4-star review, Andy. We appreciate you noting the team worked through very hot, low air-quality conditions and are glad you're happy with the roof restringing. If you need any follow-up or additional help, please reach out and we’ll be glad to assist.

• 5 out of 5Pete Schicht4 weeks ago

  Did the job when they said and completed with great clean up. I would recommend them.

  Reply from the business

  Thanks, Pete. We're glad we completed the job on time and left everything clean. We appreciate your recommendation and look forward to helping you again.

• 5 out of 5K McKennaa month ago

  Simon found and repaired the vulnerable areas quickly and efficiently. He showed me photos of them. Much appreciated.

  Reply from the business

  Thank you for the kind review, K McKenna. We're glad Simon was able to find and repair the vulnerable areas quickly and that the photos were helpful. We appreciate you taking the time to share your experience. Please reach out if you need any further assistance.

• 5 out of 5Louise Hardinga month ago

  Simon did our roof repairs and was very professional and courteous. He was on time and did everything they said they would do. It was extremely hot that day but they got the work done despite the temperature in the 90's. I would highly recommend them again.

  Reply from the business

  Thank you, Louise — we appreciate you taking the time to leave this kind review. We're glad Simon and the team were professional, punctual, and completed the repairs despite the 90s heat. We appreciate your recommendation and are here whenever you need us again.

• 5 out of 5Maximus Millera month ago

  Just had Simon and his partner repair my roof. They were professional, punctual, and did excellent work. I highly recommend them to anyone looking for quality roofing services.

  Reply from the business

  Thank you, Maximus, for your kind words and for trusting Simon and our team with your roof repair. We’re glad to hear you found us professional, punctual, and satisfied with the work. We appreciate your recommendation and are here for any future needs.

• 5 out of 5Roger Fultona month ago

  From arranging a quote through to the finished product, Ollie's was excellent to deal with. Very clear details and pricing (which was very competitive) and very good communication. The job itself was well done and they were very clean and efficient. I would highly recommend them for roofing work.

  Reply from the business

  Thanks so much for the great review, Roger. We’re pleased our team provided clear quotes, competitive pricing, and strong communication while completing a clean and efficient job. Your recommendation means a lot to us. We look forward to helping with any future roofing needs.

• 5 out of 5Domenic Storti2 months ago

  We had a great experience with Ollie’s Roofing Ltd. From the first meeting with Mike Rego to the install, it was seamless. Mike spent an hour going through the contract and pointed out what to look for in the terms of service if we signed …

  Google cut this review short. The full text is on their Google profile.

  Reply from the business

  Thank you for the wonderful review and for recommending Ollie’s Roofing Ltd. We’re thrilled Mike, Pam and our install crew provided clear information, budget-friendly options, and a professional, tidy installation experience. We appreciate your trust in our local Milton team and will share your kind words with everyone. If you need anything in the future, please reach out — we’re here to help.

• 5 out of 5John Andrade2 months ago

  Ollie’s exceeded my expectations from start to finish. Everything others have said about them being professional, customer-focused, honest, fairly priced, and delivering quality work was true in my experience. …

  Google cut this review short. The full text is on their Google profile.

  Reply from the business

  John, thank you for the fantastic review and for trusting Ollie’s with your roof. We're thrilled our drone inspection, detailed quote, and transparent process made your decision easy and met your expectations. We appreciate you recognizing our professionalism, honesty, and fair pricing. If you need anything in the future, please reach out — we're always here to help.

• 5 out of 5Jeff Morrison2 months ago

  Ollie’s!! Outstanding experience from start to finish. The team was professional, …

  Google cut this review short. The full text is on their Google profile.

  Reply from the business

  Thanks so much for the wonderful review, Jeff — we appreciate the recommendation. We're thrilled the team provided clear communication, professional service, and quality workmanship completed on schedule. It means a lot to know you’re happy with how your roof looks. If you need anything in the future, please reach out.

• 5 out of 5Jennifer Reid2 months ago

  We would recommend Ollie’s Roofing wholeheartedly! The entire experience was made comfortable from the initial telephone call to the removal of the disposal bin. Professional, honest and fair-priced for quality and exceptional work. Kudos to the team for a stressful situation made pleasurable. Thank you.

  Reply from the business

  Jennifer, thank you so much for recommending Ollie’s Roofing and for the wonderful feedback. We’re thrilled to hear the process felt comfortable and that our team delivered professional, honest, and fair-priced work. We’ll be sure to pass your kudos along to everyone who worked on your project. We’re always here if you need anything in the future.

• 5 out of 5Suhail Patel2 months ago

  The best roofing company in Milton. I was pleased with the thorough roof inspection carried out by Simon and timely communication by Sandy.

  Reply from the business

  Thank you, Suhail — we’re thrilled to hear you had a great experience. We’ll be sure to pass your kind words on to Simon and Sandy for their thorough inspection and communication. We appreciate you calling us the best roofing company in Milton and look forward to helping with any future roofing needs or referrals.

Another complete roof replacement wrapped up right here in Milton, ON! 🏠✨ Our crew just completed this full shingle tear-off and installation featuring high-durability architectural shingles, upgraded ventilation, and weather protection engineered for Ontario winters. Serving Milton, Muskoka, and the Halton region since 2008. Is your roof showing signs of wear or age? Trust the local experts at Ollie's Roofing Ltd. for a transparent inspection and quote.Jul 23, 2026Call now

• Insured

  “…Fully Certified & Insured. Ontario's 5-Star Roofer Since 2008.…”

• States years in business

  “…Hi, I’m Mark. For over 18 years, my team and I have treated every…”

• States a founding year

  “…Ontario's 5-Star Roofer Since 2008. Call Ollie's for ROOFING Help…”

• Free estimates

  “…BOOK A FREE ESTIMATE Call Ollie's for ROOFING Help…”

• 24/7 emergency call-out

  “…1843 Call Ollie's for ROOFING Help (24/7) (905) 876-1843 (905) 876-1843 Honest…”

• Family owned

  “…We are a local, family-run team that has weathered the same ice…”