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TRUSTED BY HOLLYWOOD, MD HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon388
    Verified roofing services reviews

Top-Rated Roofers in Hollywood - Updated Nov 2026

Avatar for Roofing Pups, Roofing & Siding
Roofing Pups, Roofing & Siding
4.7(
74
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair+1 more

Serving Hollywood, MD and surrounding areas

Approved (Corporate)

Super Service Award Winner

In business since 1994

Free estimates

Credit card accepted

"There's nothing worse that dealing with pooring rain and strong winds and then hearing the drip, drip sound of water coming into your home due to a damaged roof. I reached out to roofing repair companies through Angie's list and Roofing Pups responded. Marcus came out the next day and put my fears at ease. The bad news was that I needed a new roof. He showed me my options available, categorized as "good", "better" and "best". Despite my choosing the lowest option, he still threw in some discounts and upgrades at no additional cost. I signed the contract and he arranged for someone to come out at tarp my roof. He even went the extra mile of going to Home Depot and setting up buckets in my attic to catch the water still coming in. The roofing crew came out two days later and gave me a beautiful new roof. They then meticulously cleaned the area. It was great working with Roofing Pups. I couldn't be happier and highly recommend!"
Roof Install
ROOFING PUPS
ROOFING PUPS
ROOFING PUPS
PROJECTS

+4

Response time1 day
Response rate93%
173 neighbors recently requested a quote
Avatar for William Richmond, Inc.
William Richmond, Inc.
5.0(
154
)
Asphalt Shingle Roofing - Install or Replace

Serving Hollywood, MD and surrounding areas

Approved

In business since 2014

Free estimates

Emergency services offered

"We highly recommend William Richmond Inc services for your projects. Mr. Richmond is professional, straightforward, attentive to customer needs, and regularly check on the work-in-progress at the site personally. The roofing team was on-time, skilled, very efficient, and pleasant despite the long hour and hard work. We are very pleased with our new roof, gutters and shutters."
Complete exterior remodel
Complete exterior remodel
Complete exterior remodel
Complete exterior remodel
Complete exterior remodel

+121

Response time8 hrs
3 neighbors recently requested a quote
Recommended by96%of homeowners
Avatar for John Krause Construction
John Krause Construction
4.4(
169
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+26 more

Serving Hollywood, MD and surrounding areas

Approved

In business since 1998

Free estimates

Emergency services offered

"John Krause Construction recently replaced my roof. I am very pleased with the quality of the work and the price we paid. Their crew was professional and courteous, and a pleasure to work with. They took extra care to clean up my entire yard and ensure I was happy with the job. I would highly recommend this company for any and all home improvement projects."
Pool House Exterior with Floor-to-Ceiling Windows & Doors, Two Pergolas, & Cupola with Windows
Modern Farmhouse Kitchen
Luxury Bathroom Renovation with Free-Standing Clawfoot Tub & Chandelier
Pool House - Side Entrance
Modern Farmhouse Kitchen with Farmhouse Sink, Pull-Down Faucet, Stainless Steel Range, Range Hood, Double Wall Oven, and Dishwasher

+113

Response time2 days
Response rate100%
14 neighbors recently requested a quote
Avatar for Home Genius Exteriors
Home Genius Exteriors
4.9(
388
)
Asphalt Shingle Roofing - Install or Replace

Serving Hollywood, MD and surrounding areas

Approved

In business since 2004

Free estimates

Emergency services offered

Elevate your home with Home Genius Exteriors, setting the standard by offering full-service solutions for roofing, siding, windows, doors, gutters and insulation. We support our veterans and communities by supporting local and national charitable organizations through our Home Genius Cares initiative. With an Owens Corning® Platinum Preferred designation, we also offer flexible payment options, industry leading warranties and a wide range of premium products tailored for your home. It?s time for a different experience, entrust your next home project to a genius and schedule your free inspection today!

Asphalt Roofing
Asphalt Roofing
Asphalt Roofing
Asphalt Roofing
Asphalt Roofing

+76

192 neighbors recently requested a quote
Recommended by96%of homeowners
Avatar for St. Mary's Roofing and Home Improvement
St. Mary's Roofing and Home Improvement
4.3(
43
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+3 more

Serving Hollywood, MD and surrounding areas

Approved

In business since 2008

Free estimates

Credit card accepted

"Worked very hard to get my roof replaced ASAP. I made them aware of our current leaking situation and my worry and they had new shingles and a crew here within 2 business days of me signing the contract and our roof was complete that day. Overall experience from quoting to replacement was easy. They were the lowest bidder out of 4 local contractors. We've had lots of rain since it was completed LEAK FREE!! Would definitely recommend them to a friend."
Restoration Project
Restoration Project
Response time7 hrs
Response rate88%
Recommended by100%of homeowners
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Roofing FAQs, answered by experts

A standard roof can hold a live load of about 20 pounds per square foot. However, gable roofs often have steeper-than-average slopes, so calculating their weight capacity can be challenging. If the slope of your gable roof is greater than 4:12, the live load needs to be decreased to allow for a larger dead load. Ask your roofer exactly how much weight your roof can support.

Yes, replacing a roof is always a good investment if the current one is in poor condition. Not only will it preserve the structural integrity of the home, but it can also add value at the time of sale. The average return on investment for a new roof is between 48% and 61%. Prospective buyers are also more likely to purchase a home with a recently replaced roof since that means they won’t need to worry about that expense in the near future.

Properly maintained roof decking can last between 20 and 30 years on average, though it varies based on a few factors. Mainly, the quality of roof decking materials and environmental conditions have the most impact on longevity. You can extend its lifespan by regularly inspecting your roof and making repairs as necessary.

Generally, roof flashing is installed under the shingles to create a watertight seal and prevent moisture from seeping in and causing damage. However, the exact placement can depend on the type of flashing. For instance, with step flashing, the shingles and flashing overlap each other, meaning the flashing is technically both over and under the shingles. Flashing also typically goes beneath the house siding and is often not visible from the ground.

You can secure roof decorations like inflatables and other Christmas decor by tying a rope or attacking bungee cords to your roof clips. Depending on the pitch of your roof, you can use sandbags for extra support. Like with Christmas lights, avoid using staples or duct tape. 

The Hollywood, MD homeowners’ guide to roofing services

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