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  • Average homeowner rating star icon4
    Average homeowner rating
  • Verified reviews icon25
    Verified tree services reviews

Top-Rated Tree service pros in Princess Anne - Updated Nov 2026

William Dagenhart Tree Service
4.6(
180
)
Tree RemovalTree TrimmingTree Removal - For Business+3 more

Serving Princess Anne, MD and surrounding areas

Approved

In business since 1991

Free estimates

Customers say: True professional

"The Dagenhart did a very nice job at my house. They were very personable and professional. The trees I needed trimed were extremely tall and they had no trouble completing the job. They were able to give me the estimate the same day they came to look and that was exactly what they charged. I listened to their suggestions and appreciated their knowledge. I’m very happy with the outcome. when they were done they cleaned up all the limbs and branches that they took down. I highly recommend them for their 40 years of experience and professional workmanship."
4 neighbors recently requested a quote
Recommended by95%of homeowners
Olbin Construction Services
4.6(
50
)
Tree RemovalTree Trimming

Serving Princess Anne, MD and surrounding areas

Approved

In business since 2004

Free estimates

Offers commercial services

Olbin Construction Services 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.

3 neighbors recently requested a quote
Recommended by80%of homeowners
Avatar for Turf Dog Landscaping LLC
Turf Dog Landscaping LLC
5.0(
4
)
Tree Stump - RemoveTree Stump - Remove - For Business

Serving Princess Anne, MD and surrounding areas

Approved

Free estimates

Emergency services offered

Small jobs welcome

"Derrick brought in the mulch I needed within days. He and his crew are talented and dedicated, my beds were covered with 22 cubic yards. Derrick and one of his crew are also skilled at concrete and masonry, so I hired the pair to raise custom shaped and installed flag stones. I never thought I would find artisans with the skill to re-install them with the slope and fit required. They pulled it off"
Front view flower bed with stone edging
Patio make over
Patio make over
Patio make over
Patio make over

+1

10 neighbors recently requested a quote
Avatar for William R Dagenhart Tree Service
William R Dagenhart Tree Service
4.6(
162
)
Tree RemovalTree Trimming

Serving Princess Anne, MD and surrounding areas

In business since 2011

Free estimates

Credit card accepted

"Mr Dagenhart is extraordinary - knows what he is doing, does it efficiently and well, cleans up, great guy to talk with and work with - and the most reasonable prices. I strongly recommend Daganhart Tree Service"
Take Down
take down before and after
Response time1 day
Response rate96%
Recommended by97%of homeowners
Avatar for Topping lawn care  Facebook
Topping lawn care Facebook
4.7(
20
)
Tree Stump - RemoveTree Stump - Remove - For Business

Serving Princess Anne, MD and surrounding areas

In business since 2018

Free estimates

Small jobs welcome

"I asked Travaughn to take over my current lawn cutting service. He listened to my concerns and he cut and trimmed the grass as I asked. The lawn looks great! He has called me back EVERY time I called him. So nice to talk to an actual person!!! ( unlike my last lawn service)"
After work
After
The after brush
Another happy client
Response time1 day
Recommended by100%of homeowners
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Tree Service FAQs, answered by experts

There are a few things you should look for in a stump removal company to make sure you’ll be satisfied with the results:

  • Proper business licensing and insurance

  • History of positive reviews

  • Good rating with the Better Business Bureau

We also recommend asking any company you’re considering the following questions to help find the best value:

  • Will you remove the roots as well as the stump?

  • Will you haul away wood chips or large portions of the stump?

  • What method will you use to remove the stump?

An arborist specializes in tree care, performing tasks such as pruning, treating diseases, and removing hazardous trees. They also assess soil conditions, plant trees, and develop landscaping plans to ensure healthy growth. They also manage debris cleanup, inspect equipment, and record maintenance activities. Arborists often collaborate with landscapers and professional tree maintenance services, applying their specialized knowledge and problem-solving skills to maintain tree health and safety.

Pruning is an effective way to prevent a diseased branch from infecting the rest of the tree. If the infection isn’t caught early enough and the pathogen has spread to the trunk or the majority of the branches though, it is too late to prune off the affected areas and you’ll likely need to remove the tree.

You can remove a small tree from your yard if there’s space for the tree to fall, you have the right tools and safety equipment, and you follow a clear plan of action. You’ll just want to follow the steps above carefully, and ideally, you will have experience doing similar tasks. If you have any doubts that you can do this project safely, though, you should hire a pro.

Dutch elm disease can’t harm humans. In fact, according to Cal Fire, bark beetles aren’t even typically dangerous to trees unless that tree is already weakened. The problem comes when Dutch elm disease kills a tree. That tree is more at risk of falling and catching fire, which can pose a serious threat.

The Princess Anne, MD homeowners’ guide to tree services

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