Top-rated wood shake or composite roofing installers and replacers.

Get matched with top wood shake or composite roofing installers and replacers in Annapolis, MD

Enter your zip and get matched with up to 3 pros

Matching on HomeAdvisor

Share some details icon
Share some details about your home project.
Match with local pros icon
Within moments, match with highly-rated local pros.
Compare quotes icon
Compare quotes and choose the best pro for the job.

Find Wood shake or composite roofing installers and replacers in Annapolis

Avatar for Home Matters Exterior Remodel
Home Matters Exterior Remodel
5.0(
13
)

Serving Annapolis, MD and surrounding areas

Approved

In business since 2001

Free estimates

Emergency services offered

"Absolutely fantastic!  Home Matters Remodel is most exceptional.  They are a very professional and serious company (most definitely not cowboys! Yay!), caring and interested.  The contractor  took the time to explain issues that could arise, particularly with respect to replacing aluminum siding over asbestos, and worked out estimates to include worst case scenarios ? both of which none of the other companies that I have used over the past few years even came close to doing.  They even very kindly set up my rain barrel for me ? a last minute request; it has already been put to the test and is working very well indeed.
IAfter they were gone, I couldn't a single thing left behind, except for the excellent work they did.  
The labor and time everyone at Home Matters Remodel invested was well worth every penny I spent!
Should I need any further work done to the exterior of my home, they will be the first company I contact.


"
Roofing / Siding / Trim / Gutters in Bowie, MD
Roofing in Accokeek, MD
Roofing in Annapolis, MD
Roofing & Siding in Bowie, MD
Trim Maintenance to Bay Window / Garage / Front Door in Elkridge, MD

+97

Response time1 day
Response rate94%
10 neighbors recently requested a quote
Avatar for CHESAPEAKE ROOFING WINDOWS & SIDING
CHESAPEAKE ROOFING WINDOWS & SIDING
4.9(
106
)

Serving Annapolis, MD and surrounding areas

Approved

In business since 1987

Free estimates

Warranties offered

"We have used Chesapeake Roofing for over ten years for small repairs to our main residence. They have always responded promptly and performed the repairs professionally. Our son recently purchased an old residence and had all windows replaced, a new roof & siding installed. All work crews were professional."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+45

Response time1 day
Response rate86%
3 neighbors recently requested a quote
Avatar for Presidential Exteriors LLC
Presidential Exteriors LLC
4.7(
173
)

Serving Annapolis, MD and surrounding areas

Approved

Super Service Award Winner

In business since 2015

Free estimates

Warranties offered

"The roof was replaced in a day and the gutters the next. The crew was in and out and all the interactions we had were pleasant on professional. We have a sunsail and it required them to install some anchors by doing some custom work included in the cost of the new roof. Everything went mostly according to plan other than needing to shift schedule due to weather. I would recommend their services to anyone."
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 rate96%
30 neighbors recently requested a quote
Avatar for John Krause Construction
John Krause Construction
4.4(
168
)

Serving Annapolis, MD and surrounding areas

Approved

In business since 1998

Free estimates

Emergency services offered

"At first, it went well.  The estimate was reasonable & the owner of the company was the one to come assess the work.  The workers came out soon thereafter and performed the work.  However, the bowed siding was not fixed.  They recommended ordering new siding for the damaged areas and coming out again for installation, doubling my estimate from $800 to $1600+.  When I called the company to see if I could negotiate a better price (I was willing to pay for all additional materials, but a +100% increase in cost was a little much in my perspective).  After speaking with 2 associates at the business office, I was contacted by the owner and he was unbelievably unprofessional with me on the phone.  Threatening not to do the work, insinuating that I was attempting to damage his business and not pay him...when I NEVER alluded to non-payment, I just wanted to negotiate a more reasonable price.  The phone call was a disaster...I became the apologetic one while the owner of the company continued to blame and verbally attack my intentions...it led me to tears.  Awful!  I conceded and gave into the FULL price, had the contractors come out and the work the 2nd time and it was STILL not accomplished.  I closed on my house the day after the 2nd job and the new owners requested the company's information to have them come out a 3rd time to do what they needed to do the 1st time.  Worst contractor experience I have ever encountered! 
In addition to this, the female business associate answering the phones was very rude to me throughout the process until the very last day and then apologized (why shouldn't she...they got full payment and knew a company review might be pending).  I do NOT recommend.
"
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
14 neighbors recently requested a quote
Recommended by88%of homeowners
Avatar for Cox Roofing
Cox Roofing
4.5(
80
)

Serving Annapolis, MD and surrounding areas

Approved

In business since 2011

Free estimates

Warranties offered

"I highly recommend Cox roofing to anybody who is considering having a new roof installed. They very affordable, prompt, and professional, They also communicated well from start to finish. I received before and after pictures of the project."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+5

8 neighbors recently requested a quote
Recommended by92%of homeowners
Avatar for Certified Roofing
Certified Roofing
4.8(
929
)

Serving Annapolis, MD and surrounding areas

Approved (Corporate)

Super Service Award Winner

In business since 1984

Free estimates

Emergency services offered

"It went overall well. The replacement options were clearly presented, with dollar amounts included for any "extras" or any downgrades (making it easier to make decisions on these potential trade-offs). Work was completed on-time, and workers showed up when scheduled. Upon our inspection, several items were identified that needed to be addressed, which ultimately was done to our satisfaction. We would hire again, and in fact did when it turned out our garage roof did need replacement just a couple months after main house roof."
Roof Project in Maryland!
Siding Project in Vienna Virginia!
Synthetic Slate
Synthetic Slate
Armed Forces Day

+245

Response time4 hrs
Response rate100%
17 neighbors recently requested a quote
Avatar for Power Home Remodeling
Power Home Remodeling
4.3(
884
)

Serving Annapolis, MD and surrounding areas

Approved (Corporate)

Super Service Award Winner

In business since 1992

Free estimates

Warranties offered

"I cannot say enough good things about Power Home Remodeling. We have used Power Home for years. We had them replace doors and windows at our old house. In our current house, we had Power Home replace the windows on our upper floor and basement, as well as a basement door, sliding door, and attic insulation in 2020. Power Home just finished replacing our first floor windows and front door. Their work has always been impeccable and the experience has always been top notch. Every experience we have had with Power Home has been professional and pleasant. Whether it is sales, support, or the install teams, each rep’s focus has been on ensuring that we are happy and satisfied with the work being done. Additionally, the company offers an outstanding warranty on their work. I recommend Power Home to everyone I know who is in the market for doors, windows, siding, roofing, or attic insulation. Their products are exceptional, especially the doors and windows. The difference in temperature and noise is amazing. Additionally, Power Home takes care of its employees, which is very important to us. They also are very involved in the community. It is a refreshing change to see a company that focuses on taking care of their employees and customer satisfaction instead of just focusing on making money. Sales: Every rep that has visited us has been enjoyable to work with. They are honest and up front about their products, processes, and what to expect. Materials: Power Home’s windows and doors are amazing. From temperature to sound, the difference is huge compared to our old windows and doors. Professionalism: Every Power Home employee we have interacted with has been professional and pleasant. They have all been very focused on ensuring we have any questions answered and that we have an excellent experience. This holds true from sales to installs to support. Give Power Home Remodeling a chance. They will earn your business and you won’t regret it."
Fresh Curb Appeal
Full Home Remodel - Siding, Windows, and Gutters
Fresh Curb Appeal
Full Home Remodel - Siding, Windows, and Gutters
Fresh Curb Appeal

+31

29 neighbors recently requested a quote
Recommended by92%of homeowners
Avatar for CHEVY CHASE REMODELING
CHEVY CHASE REMODELING
4.3(
222
)

Serving Annapolis, MD and surrounding areas

Approved

In business since 2000

Free estimates

Emergency services offered

"They were very patient and helpful with all of the issues that were present while replacing my roof and gutters. I had 2x6 boards, rather than plywood, as my roof substrate and a large amount was rotted out. They spent extra days on the project, communicated very well and sent pictures. The extra items I requested, the wood replacement (including all the gutter attachment boards) and some cracked cedar siding were taken care of well and for a reasonable price."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+10

Response time2 days
14 neighbors recently requested a quote
Recommended by91%of homeowners
Avatar for JDH Remodeling
JDH Remodeling
5.0(
11
)

Serving Annapolis, MD and surrounding areas

Approved

In business since 2009

Free estimates

Emergency services offered

"The entire process went very well. The team at JDH is excellent, from their sales guys, to on site managers, to individual workers. All are professional and courteous and take their time to do it right. We've had a few scheduling hic-ups throughout the process, but overall they've been excellent from start to finish. Most importantly, my new roof and skylights look top notch, and will last a lifetime!"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+36

Response time6 hrs
2 neighbors recently requested a quote
Recommended by54%of homeowners
...
Showing 1-10 of 281
FAQs for wood shake or composite roofing installation and replacement projects in Annapolis, MD

Cedar shakes and wood shingles might seem similar, but they have some important differences. Cedar shakes are hand-split, giving them a unique, textured appearance that adds rustic charm to your roof. They're great for homeowners who want a distinctive look. Wood shingles, conversely, are machine-made, providing a smooth, uniform appearance for a more modern look. Shakes tend to be more expensive due to the craftsmanship involved but offer exceptional beauty and resilience.

A well-maintained cedar shake roof can last up to 60 years. However, factors like severe weather and improper ventilation can reduce its lifespan. You should consider replacing your roof if you notice persistent leaks, visible water damage, curling or splitting shakes, moss growth, rot, or missing shakes. Regular inspections can help you determine when it's time for a replacement.

When hiring a roofing contractor for your cedar shake roof, asking the right questions is important. Make sure they are fully certified and have extensive experience with cedar installations. Verify that their team is licensed, bonded, and insured. Ask for details about the materials they use, such as the type of underlayment and fasteners, and how they ensure proper ventilation. Getting multiple written estimates can help you compare options and choose a contractor who offers quality workmanship at a fair price.

The Annapolis, MD homeowners’ guide to wood shake or composite roofing installations and replacements

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