1. No results to show.
Explore Services
Join as a pro
Log in
  1. No results to show.
  1. No results to show.
Explore Services
Sign up
Log in

Matt's Tails and Trails

Hired 3 times

Background checked

1 employee

13 years in business

Contact for price
Dog size

It’s free, with no obligation to book

Thumbtack Guarantee

If you hire this pro, you’re covered by a money-back guarantee. Learn more

If you hire this pro, you’re covered by a money-back guarantee. Learn more

About
I treat your pet like my own and love what I do. I've been fortunate enough to have dogs, cats, reptiles and fish and would be happy to help you care for your pets of any shape and kind! I have been working with animals for over 10 years, mostly dog walking and pet sitting, and value my customers and appreciate that they put their trust in me with their furry family members.
Business hours

Sun12:00 am - 11:59 pmMon12:00 am - 11:59 pm

Payment methods

This pro accepts payments via Check, Venmo, and Zelle.

Social media

Facebook

Services offered
Walk duration
Dog size

Extra large (70+ lbs)

Walk group size

Private walk

Projects and media
Projects and media
Reviews

Customers rated this pro highly for responsiveness, work quality, and value.

Great 4.8

9 reviews

5

89%

4

0%

3

11%

2

0%

1

0%

Read reviews that mention:

pro avatar
Maureen P.

Oct 31, 2022

•

Hired on Thumbtack

I have not yet met or spoken to Matt. I have received a couple of messages from Matt but I cannot find a way to respond. I am interested in speaking with him about walking my dog. 336-370-6355. Thank you. Maureen

Details: 1 dog • 2 - 10 years old • Small (16 - 25 lbs) • 30 minutes (standard) • Prefer a private walk for my dog(s) alone • My home, venue, etc.

Dog Walking
pro avatar
Rachael F.

Jan 9, 2023

Matt is an excellent dog walker. He has a kind energy that is really wonderful with dogs and also making him very easy to work with. He's responsive and accommodating. I highly recommend Matt to walk your dog!
pro avatar
Brett b.

Sep 28, 2022

Matt was so wonderful with our dogs. The only person outside the family that could walk our Emma (lab/chow mix), and the only one that Beau (very large chocolate lab) wanted to walk with. They adored spending time with him. We no longer live close to Matt, and Emma and Beau are no longer with us. But if we lived anywhere near Matt, even if only in the same state, he’d be the only one we’d use. We recommend Matt highly.
pro avatar
Stephanie T.

Sep 7, 2022

Matt took care of my dog, Cooper, for a handful of days while I went on vacation. I generally take Cooper everywhere with me so I was a bit anxious to leave him for so long, but Matt made drop off a breeze. He kept me in the loop on how Cooper was doing, took him out on daily walks, and judging by the pictures he sent me Cooper seemed to be having a great time. I would highly recommend using Matt’s services if you’re looking for a dog walker/sitter.
Matt's Tails and Trails's reply
Thanks Stephanie, Cooper was just a little goof and lots of fun to be with. He sure knows how to put those big dogs in their place!
pro avatar
Jay L.

Sep 20, 2025

•

Hired on Thumbtack

Cancelled on us last minute.

Details: 1 dog • 0 - 1 years old • Medium (26 - 40 lbs) • I'm flexible • No preference • At the pro’s location • My home, venue, etc.

Matt's Tails and Trails's reply
Hi Jay, I think you may have me confused with someone else. I have never been in touch with you about dog walking. Sorry you had a negative experience with someone!
Dog Walking
Credentials
Background Check

Matthew Winstead

  • Loading

Related cost information

Popular in San Francisco

You might also like

In other nearby areas

Thumbtack
Consider it done.
Customers
Pros
Support
© 2026 Thumbtack, Inc.
Thumbtack Guarantee