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TRUSTED BY OAKLAND, MS HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon13
    Verified roofing services reviews

Top-Rated Roofers in Oakland - Updated Nov 2026

Avatar for Cloud Nine Roofing
Cloud Nine Roofing
5.0(
47
)
Asphalt Shingle Roofing - RepairMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace+26 more

Serving Oakland, MS and surrounding areas

Approved

Super Service Award Winner

Free estimates

Emergency services offered

Warranties offered

"Robert and Cloud Nine Roofing are real pros. We had a tree take out our roof during Ice Storm Fern and they were extremely responsive. The quality of the materials and craftsmanship are excellent. We had a metal roof installed and Robert made sure we were happy every step of the process."
Hernando
Hernando
Hernando
Hernando
Hernando

+34

6 neighbors recently requested a quote
Recommended by17%of homeowners
Avatar for Erie Home
Erie Home
4.4(
73
)
Asphalt Shingle Roofing - Install or Replace

Serving Oakland, MS and surrounding areas

Approved (Corporate)

In business since 1976

Free estimates

Warranties offered

Erie Home Basement Solutions is a division of Erie Home?a national leader in home improvement since 1976. We have long been known for offering industry-leading solutions to our customers? most pressing needs, and our basement waterproofing, foundation repair, and crawl space services are no exception. When it comes to protecting your home against structural problems, why put the project in anything less than the most capable of hands? At Erie Home Basement Solutions, we provide the effective repair services and personalized service you need to have complete peace of mind.

Drain Tile Install
Drain Tile Install
Drain Tile Install
Drain Tile Install
Drain Tile Install

+27

12 neighbors recently requested a quote
Recommended by92%of homeowners
Avatar for Best Choice Roofing - Tupelo, MS
Best Choice Roofing - Tupelo, MS
New to Angi
Asphalt Shingle Roofing - Install or Replace

Serving Oakland, MS and surrounding areas

Approved

In business since 2009

Free estimates

Warranties offered

Founded by Wayne Holloway in 2009, Best Choice Roofing has successfully completed over 100,000+ roofing projects in the United States. Built on the foundation that Holloway developed with this expertise, Best Choice Roofing has grown into more than 80 locations in over 25 states across the country, with local teams who understand the roofing needs of their region\n\nAs an Owens Corning Platinum Preferred Contractor since 2011, Best Choice Roofing is recognized as a top 1% Performer. We have been awarded the National Volume Award seven times in our short history. \n\nAt Best Choice Roofing, we put homeowners first. We take the time to understand your needs, communicate clearly throughout the process, and deliver quality workmanship using the best materials available. Our goal is to make your roofing project as seamless and stress-free as possible—because to us, you're more than a customer, you're family.\n

Response time10 hrs
Response rate100%
Moxie Roofing
New to Angi
Inspection - Roofing

Serving Oakland, MS and surrounding areas

Approved

In business since 2021

Free estimates

Credit card accepted

Moxie Roofing Systems & Solutions is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers' interests and make their concerns the basis of our business.

Response time4 days
Avatar for Nailed It, LLC
Nailed It, LLC
New to Angi
Roof - Clean

Serving Oakland, MS and surrounding areas

Approved

Free estimates

Emergency services offered

Small jobs welcome

At Nailed It LLC, we believe quality work and reliability still matter. We provide professional handyman and home improvement services throughout North Mississippi, including repairs, remodeling, flooring, painting, roofing, decks, porches, bathrooms, kitchens, and more. Our goal is simple: show up when we say we will, do quality work, and leave every customer satisfied. We are committed to earning your trust. Free estimates.

31 neighbors recently requested a quote
Jared
New to Angi
Roof - Clean

Serving Oakland, MS and surrounding areas

Approved

My name is Jared and I enjoy what I do for a living. I offer professional and quality services in home remodeling and I take my time and do everything the customer asks. I have been doing construction since I was a young man at the age of 16 and I'm 47 year's old now,In. 2026.. If you have any questions about anything else please contact me and I'll try my best to answer any questions you have about any project.Also thank-you for reading and have a wonderful day.

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Roofing FAQs, answered by experts

Look for certified local roofing contractors with plenty of experience working with cedar. There are also several important roofing questions to ask before choosing a roofer, including whether they are licensed, bonded, and insured. Once you’ve rounded up a few good candidates, compare estimates and hire whoever gives you the best bang for your buck.

While the terms are often used interchangeably, wood shakes and wood shingles have notable differences, primarily in their manufacturing and appearance. Wood shingles are machine-cut on both sides, resulting in a smooth, thin, and uniform product. In contrast, wood shakes are typically hand-split or sawed on only one side, giving them a more textured, natural, and rustic appearance. Due to these manufacturing differences, shakes are generally thicker, heavier, and less uniform than shingles. They are also more expensive. Homeowners seeking a more rustic aesthetic often choose shakes, while those preferring a more uniform look may opt for shingles. Both are installed in an overlapping pattern to create a durable, weather-resistant roof.

Clay tile roofing is more susceptible to damage from impact than something like a metal roof or even asphalt shingles, so they aren’t ideal in areas that see frequent windblown debris or hail. Clay tile roofs are also an average of $8,000 more expensive than asphalt shingle roofs, so up-front cost is an important consideration to make before committing.

Underlayment is required by building code, so any roof installed without it is technically against code. The underlayment acts as the second layer of defense against water, so installing a roof without underlayment means a much higher risk of roof leaks. You’ll have the best chance of avoiding roof leaks if you install drip edge flashing covered by underlayment, and then install your roofing material over that.

Sometimes chimney caps blow off during storms or fall off after rusting away. While this typically won’t cause structural damage, failing to replace a chimney cap can. A chimney cap prevents moisture, animals, and debris from entering your chimney, all of which can cause serious problems, such as damage to the masonry or blockages in the flue.

The Oakland, MS homeowners’ guide to roofing services

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