Top-rated roofers.

Best roofers near Chesapeake Beach, MD

Enter your zip and get matched with up to 5 pros

Need a pro for your roofing project in Chesapeake Beach, MD?

Select your specific project to find the pro for you.

TRUSTED BY CHESAPEAKE BEACH, MD HOMEOWNERS

  • Average homeowner rating star icon4.4
    Average homeowner rating
  • Verified reviews icon513
    Verified roofing services reviews

Top-Rated Roofers in Chesapeake Beach - Updated Nov 2026

Avatar for Presidential Exteriors LLC
Presidential Exteriors LLC
4.7(
179
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceTraditional Tile Roofing - Install or Replace+26 more

Serving Chesapeake Beach, MD and surrounding areas

Approved

Super Service Award Winner

In business since 2015

Free estimates

Warranties offered

"Replacing a roof can be an intimidating project but Presidential Exteriors put us at ease. We were guided through the process and everything went smoothly. The roof looks phenomenal and it's clear the crew put a lot of attention to detail into the job. Very happy and would highly recommend Presidential Exteriors! Specific thanks to David, Nick, Samantha, Shane and the crew!"
Newly installed roof
Windows & Garage Door Replacement
Finished product with brand new siding.
Newly installed roof
Windows & Garage Door Replacement

+44

Response time1 day
Response rate100%
32 neighbors recently requested a quote
Avatar for Roofing Pups, Roofing & Siding
Roofing Pups, Roofing & Siding
4.7(
74
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairMetal Roofing - Install or Replace+1 more

Serving Chesapeake Beach, MD and surrounding areas

Approved (Corporate)

Super Service Award Winner

In business since 1994

Free estimates

Credit card accepted

"We had a really good experience with Roofing Pups. Their rep Alex was great to work with, and the roofing crew that came to our house did a good job and cleaned up afterward. We opted to get our gutters replaced as well as our roof, which required a second day of work. The Roofing Pups employee in charge of this job (also named Alex) noticed that the color of the new gutters didnt match our house, and made a point of checking it with us before getting started. We really appreciated this as the new gutters would have clashed with the color of our siding! Everyone with the company was great about making the change, ordering new parts and rescheduling the job. We were very impressed with their service and professionalism. We would definitely use Roofing Pups again!"
Roof Install
ROOFING PUPS
ROOFING PUPS
ROOFING PUPS
PROJECTS

+4

Response time1 day
Response rate93%
173 neighbors recently requested a quote
Avatar for AROCON Roofing & Construction
AROCON Roofing & Construction
4.5(
1,458
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair

Serving Chesapeake Beach, MD and surrounding areas

Approved (Corporate)

In business since 2008

Free estimates

Emergency services offered

"Service went great. Available dates were a little backed up but reasonable. The technicians, Mikey and Garret, showed up on time and called with a 20 min ETA. Service was well explained, with pictures, and honest assessment of the roof's condition was given without aggressive upselling. Work was conducted quickly and done well. I used Arocon for my roofing needs at a prior residence and will use their services again."
Standing Seam Roof on Turrent
Standing Seam Roofing job in Mount Airy, MD.
EPDM Rubber Roofing
EPDM Rubber Roofing
Additional Photos

+6

Response time9 hrs
Response rate100%
94 neighbors recently requested a quote
Avatar for The Gutter & Roofing Crew
The Gutter & Roofing Crew
4.8(
72
)
Asphalt Shingle Roofing - Install or Replace - For BusinessFlat, Foam or Single Ply Roofing - Repair- For BusinessFlat, Foam, or Single Ply Roofing - Install or Replace- For Business+3 more

Serving Chesapeake Beach, MD and surrounding areas

Approved

In business since 2018

Free estimates

Emergency services offered

"Miguel was very nice, very knowledgeable about the landscaping questions we asked, and the work was well priced. Edmund cleaned out all the rain gutters and cleaned off the decks afterward, and provided details about our roofs condition that we would have never known. The roof inspection is part of the gutter cleaning package, which was very helpful. We have very steep roofs and he made it look easy, which I know first hand, it is not. We really had a great experience, we will recommend them and hire them again."
Gutters Cleaned Upper Marlboro
Gutters Cleaned
Gutters Cleaned
Huntingtown
Bowie

+2

Response time11 hrs
Recommended by98%of homeowners
Avatar for Charm City Roofing
Charm City Roofing
4.3(
43
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+26 more

Serving Chesapeake Beach, MD and surrounding areas

Approved

In business since 2008

Free estimates

Emergency services offered

"Charm City Roofing did an excellent job installing my new roof! From start to finish, the team was professional, punctual, and very knowledgeable. They explained the entire process clearly, completed the work efficiently, and left everything clean and neat afterward. The quality of the installation is outstanding, and I feel confident knowing my home is well protected. I highly recommend Charm City Roofing to anyone looking for reliable and top-notch roofing services!"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+37

Response time8 hrs
Response rate100%
2 neighbors recently requested a quote
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 Chesapeake Beach, 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
...
Showing 1-10 of 418
Roofing FAQs, answered by experts

Asphalt shingles are the least-expensive roofing material. They cost around $10,000 for a 1,600-square-foot home compared to $16,500 for metal roofing or $25,000 for slate shingles.

A cool roof can be worth it in the right climate. Cool roofs are excellent at reflecting solar heat away from your home, so if you live in a warm or hot climate, they can be a great roofing choice. Some cool roofing materials are even eligible for tax credits. However, they cost more than traditional roofing and don’t retain heat as well as traditional roofing, so they’re not ideal if you live in a cold climate.

Metal roofs do not inherently leak more than shingle roofs; when properly installed, they are generally less likely to leak. Asphalt shingle roofs are more susceptible to leaks due to factors like wind uplift, damage from extreme weather, moss growth, and ice dams. Over time, asphalt shingles also lose their protective grit, which reduces their waterproofing capabilities. In contrast, metal is a more resilient material that stands up better to heavy precipitation and high winds. However, metal roofs can develop leaks if they are poorly installed, have improperly sealed fasteners, or experience issues from thermal expansion. For this reason, professional installation and regular maintenance are crucial to ensure a metal roof's longevity and superior protection against leaks.

While it’s technically possible to repoint a chimney without scaffolding, it’s not recommended, especially for taller chimneys. Scaffolding provides a stable platform that allows for safer and more precise work. Without it, you might find yourself in a risky situation, and the quality of the repointing could suffer.

Yes, you have to get on the roof to cut a hole for solar tubing. It's not possible to complete the job from inside your house by simply cutting through the ceiling. So if you want to go the DIY route, remember to use safe ladder practices. If you’re not comfortable climbing on your roof to install solar tubes, hire a pro who has the tools and expertise to do the job safely.

The Chesapeake Beach, MD homeowners’ guide to roofing services

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