Dog Walking in Winding Wood, Clearwater, FL
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Winding Wood dog walkers

“Peyton has been absolutely amazing! She stepped in for a few last-minute bookings when I was dealing with car issues, and I can’t thank her enough. She’s incredibly reliable, follows directions perfectly, and most importantly—she’s great with my pets. Her communication is clear, timely, and reassuring. It’s such a relief knowing I can count on someone who truly cares. Highly recommend her to anyone looking for a responsible, compassionate, and dependable dog walker! Scout and Chuck 🐕🦺🐕🐾🐾💙☺️🌞”


“Stephanie was wonderful with my large and strong dog "Rummy". He adores her. 😃 She responded promptly to my last minute request. She is professional and communicates well including sending updates and photos during their walks. I will certainly book her again! Thanks Stephanie!”


“Booked Amanda for Dog walking at our home. She was on time, communicated well. Sent updates and sent multiple pictures for every walk. She respected our home and really helped us out when we were in a pinch with her quick replies and next day availability! ⭐️⭐️⭐️⭐️⭐️”


About: Dogs are simply a gift to mankind! I’ve been around them since I was a baby, from tiny puppies to seniors. I’ve been involved with multiple rescue organizations, most recently helping a foster find her forever home in Pinellas County. I look forward to meeting you and your baby ❤️ I work remotely from a large home office that is open to the living room, dining room and kitchen with a view of the fenced yard. My girl and our guests are rarely out of sight. Even with a fenced yard, walks are daily in the morning and evening. We’re near a soccer field and a dog park, perfect for high energy pups. The neighborhood is extremely dog friendly, so if your pup is walk challenged or reactive please let me know. I host one dog at a time which I find less stressful for them while their family is away. I also do not provide daycare. Your pup is welcome in any area of the home. My own girl Willa has never been crated so if yours is comfortable in his/her crate at times/overnight or needed for when I leave the house please provide one.

“THE BEST!!!!!!!! She goes out of her way to make sure your baby is happy!!! My Winston is always tired when he gets home so I know she has done her job!!! I can not say enough how much I appreciate her!!!!! 100 stars and more for this lady!!!”

About: I have had cats my whole life. Growing up I had two cats that lived well into their 20's and various dogs. I have always had a very special connection to cats and can seem to get along with even the grumpiest of cats that won't come close to anyone else, I have been told. I had a 7 pound Yorkie dog for 13 years who was like a soulmate to me and I was devastated when he passed. I have not gotten a dog since, but now have two cats again and love them! Luna and Rizzo a sister and brother duo that we rescued in April of 2020. I would be delighted to care for your furry friends while you are gone and will take great care of them. I work for myself so I can make my hours flexible to work around what you need. I wake up early to care for my cats and get ready for my day, so I can easily head over to take care of your pets. I have a deep connection to animals, especially cats and small dogs. I give a lot of attention to my two cats with pets, cuddles and playing. I would do the same for your animals. When pet parents are away it is very important to give as much of my attention to them as I can, because they will be missing you.

“Regina is a very experienced dog walker/pet sitter. Her professionalism is apparent from her first visit. She is not someone who walks dogs to make a few bucks...this is a business she takes very seriously. My dog very much enjoys her daily visits and is very excited when Regina arrives. She makes us aware of any concerns she may have with my dogs heath or if there is any concerns at my house during the visit, which gives me peace of mind. I recommend Regina to anyone looking for a professional and reliable caregiver for their pet.”


About: My clients love that they can trust me. I give their pups good walks and lots of love. I have 2 beagles of my own and have owned a horse, chickens, a rooster, and rabbits . I am an animal lover, to say the least. I live in a spacious home close to downtown Safety Harbor. If your pup is staying with me, he/she will love taking walks through the parks and the marina close by. If I stay with your pup, he/she will be treated just like you would in order to keep him/her from missing you. I provide a discount for multiple pups. You can trust that your dog will love me! Please call for a consultation and let’s discuss how I can help you. Thanks! I am up early and will give your fur baby as many walks as they need. My house is pet friendly and I do allow them on the furniture. I have a fenced yard also local dog parks where I live. The neighborhood is safe with lots of fur babies. Also, car drives if requested.

“Lisa was excellent and took such great care of our pups Daisy and Lily. I will definitely be booking with her for future trips and I would recommend her for her professionalism and thoughtfulness. Thank you again!”



“Martha and Brett are wonderful with both my dogs and cats, who are crazy about them. I never have to worry when I go away. Everyone has plenty of food and water when I return and the litter boxes are nice and clean. M & B also send nice photos.”


About: Being around animals is truly a passion for me. I have a special place in my heart for animals and would have more of my own if I could. They make me smile and brighten my day just knowing they were happy to have me there. I have dog sat and walked several area families. I always appreciate knowing if any dog needs special attention of any kind. It is helpful for both of us. I believe animals should be a part of one's family and I treat them all as family. I work part time so I have a flexible schedule when it comes to the needs of your furry friends. I’m open to caring for a variety of animals with proper instructions. I am capable of handling more than one dog or cat. If you need a specific routine to check on your dog or cat please just let me know and I will do my best to accommodate those needs. Do you have a yard? Please indicate if you have a dog that you prefer to play and exercise in your yard or if you would like me to take them around the neighborhood for a nice walk for exercise.

About: I am an online student who is with the babies all day long. The house has a large screened in porch for nice days and a large fenced in backyard. I have a background as a former Veterinary Assistant, making me capable of administering insulin and other necessary medications for your special needs babies, I have also worked in day care and grooming. Aside from going on a walk around the neighborhood morning and night, and we have a great fenced in backyard. I also take any dogs with permission from their parents to the Enterprise dog park. This gives them a great deal of enrichment and a great way of burning energy as well as working on socialization. All dogs in my care get plenty of love and exercise. Walks happen every morning and evening, we have a fully fenced in backyard and the dogs get plenty of mental stimulation with our every other day trips to the Enterprise dog park.


About: Im a huge animal lover! I was born and raised in Brazil and grew up around different kind of animals. I have experience taking care of old and young dogs and I know they need different kind of attention. I will take great care of your fur baby like it’s my own. I love all kind of dogs no matter the size, breed or health conditions. I will walk, feed, play and give as much love as he needs. I can take him to walk on the beach, run in a park or just play with his favorite toys. I will make sure he feels safe while you are away. I would love to meet you and understand your dog needs. Message me today and we can coordinate a time to meet. Pet care fits naturally into my daily routine! I work from home Monday to Friday, and my flexible schedule allows me to provide plenty of attention and care for pets. Since I spend a lot of time in front of the computer, I enjoy taking break walks throughout the day—perfect for giving dogs some exercise and fresh air. On weekends, I love exploring parks, the beach, and different playgrounds with my son, so if your pup enjoys outdoor adventures, they’ll fit right in! Whether it’s playtime, walks, or cuddle sessions, I make sure pets feel comfortable and loved while in my care. In my home, I provide a safe and comfortable environment for pets. I have a fenced backyard where dogs can play and stretch their legs, and my street is lined with trees for shady, enjoyable walks. I’m also walking distance from Enterprise Dog Park, so if your pup enjoys socializing and running around, we can make that part of their routine (with your approval). I tailor care to each pet’s needs, whether that means frequent potty breaks, playtime, or just a cozy space to relax. My goal is to make every pet feel at home and well cared for!

About: My family has been talking care of neighbor’s and friendls dogs since kids were little. We love to take them for walks and dog parks. We have big fenced backyard with pool and pet friendly neighborhood and community. My daughter love’s training Bentley and new furry friends on obstacle course at Enterprise dog park. We have been taking care of puppies, and also senior dogs over the years. Your pet will become part of our family and will accompany us on all our adventures and daily activities. We are very active family and love to go to parks and spend time outside I also have bird. 21 years old Green cheek conure. Bentley is 2,5 years old 16p poodle and Shih Tzu mix. He always welcome new friend in our home. He likes to play with them and share his toys, treats and beds. I am a stay at home mom with two kids. 11 and 14. There is always someone at home. After dropping kids to school Bentley and I are on a walk or at the dog park. And there is lots of snuggles and scratches while at home. After kids get home from school there is always playtime with ball or chasing in the backyard. Kids love to train, play and snuggle with dogs. I have a pet friendly home with big backyard. My dog Bentley, 16p poodle mix, 2,5 years old is very friendly and always welcome new furry friends at our home.
Loving dog walkers in your neighborhood
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Dean D.Star Sitter

“Dean has done a great job bonding with the dog. He is so happy to see Dean when he arrives to take him for his walk. A caring and confident dog walker.”


Peyton S.

“Peyton has been absolutely amazing! She stepped in for a few last-minute bookings when I was dealing with car issues, and I can’t thank her enough. She’s incredibly reliable, follows directions perfectly, and most importantly—she’s great with my pets. Her communication is clear, timely, and reassuring. It’s such a relief knowing I can count on someone who truly cares. Highly recommend her to anyone looking for a responsible, compassionate, and dependable dog walker! Scout and Chuck 🐕🦺🐕🐾🐾💙☺️🌞”


Stephanie W.Star Sitter

“Stephanie was wonderful with my large and strong dog "Rummy". He adores her. 😃 She responded promptly to my last minute request. She is professional and communicates well including sending updates and photos during their walks. I will certainly book her again! Thanks Stephanie!”


Amanda P.Star Sitter

“Booked Amanda for Dog walking at our home. She was on time, communicated well. Sent updates and sent multiple pictures for every walk. She respected our home and really helped us out when we were in a pinch with her quick replies and next day availability! ⭐️⭐️⭐️⭐️⭐️”


Jessika H.Star Sitter

“Jessika is fabulous. I would definitely recommend her to anyone and I certainly will be requesting her for next time!💕💯”


Leslie P.
About: Dogs are simply a gift to mankind! I’ve been around them since I was a baby, from tiny puppies to seniors. I’ve been involved with multiple rescue organizations, most recently helping a foster find her forever home in Pinellas County. I look forward to meeting you and your baby ❤️ I work remotely from a large home office that is open to the living room, dining room and kitchen with a view of the fenced yard. My girl and our guests are rarely out of sight. Even with a fenced yard, walks are daily in the morning and evening. We’re near a soccer field and a dog park, perfect for high energy pups. The neighborhood is extremely dog friendly, so if your pup is walk challenged or reactive please let me know. I host one dog at a time which I find less stressful for them while their family is away. I also do not provide daycare. Your pup is welcome in any area of the home. My own girl Willa has never been crated so if yours is comfortable in his/her crate at times/overnight or needed for when I leave the house please provide one.


Valarie B.
“THE BEST!!!!!!!! She goes out of her way to make sure your baby is happy!!! My Winston is always tired when he gets home so I know she has done her job!!! I can not say enough how much I appreciate her!!!!! 100 stars and more for this lady!!!”


Erin M.
“Erin is a sincere and kind person who knows how precious your animal companions are. She will treat them with the same love and compassion as her own two cats! She is very responsible and has high moral integrity. You should feel at ease knowing that she will be looking after your pets!”


Regina B.

“Regina is a very experienced dog walker/pet sitter. Her professionalism is apparent from her first visit. She is not someone who walks dogs to make a few bucks...this is a business she takes very seriously. My dog very much enjoys her daily visits and is very excited when Regina arrives. She makes us aware of any concerns she may have with my dogs heath or if there is any concerns at my house during the visit, which gives me peace of mind. I recommend Regina to anyone looking for a professional and reliable caregiver for their pet.”


Helen R.

“Helen is amazing! She has taken care of my baby and even sent pics showing us how she was doing over the weekend. We came home to a clean happy puppy! Couldn't ask for more! I totally recommend her.”


Samantha C.

“Samantha did an awesome job with my anxious dog, and my cat as well!!”


Laura L.

“Laura was great! I would definitely use her again”


Mia P.

“Peanut is always so happy when I get home from work so I know he had a good time on his walks with Mia! Always grateful for the help! Thanks!”


Lisa R.Star Sitter

“Lisa was excellent and took such great care of our pups Daisy and Lily. I will definitely be booking with her for future trips and I would recommend her for her professionalism and thoughtfulness. Thank you again!”


Courtney G.Star Sitter

“Courtney has done an awesome job taking care of Reese. I would highly recommended her.”




Martha & Brett B.
Star Sitter


“Martha and Brett are wonderful with both my dogs and cats, who are crazy about them. I never have to worry when I go away. Everyone has plenty of food and water when I return and the litter boxes are nice and clean. M & B also send nice photos.”


Janelle M.Star Sitter
“Janelle does an amazing job, you can tell she truly cares about our animals! I would highly recommend to anyone who needs their pets cared for. 10/10!”


Jace W.Star Sitter
“I want to express my utmost satisfaction with the pet sitting services provided. The lovely couple took excellent care of my beloved dog during my time away. The daily picture updates were a wonderful touch, allowing me to witness the happiness in my furry companion's eyes. This thoughtful gesture provided immense comfort, as I could see firsthand that my little girl was being well looked after. Knowing that my baby was in such capable hands during my absence truly put my mind at ease. Thank you for your exceptional care and attention to detail.”




Tuany L.
“Tuany took amazing care of my pets while I was out of the Country! She sent me photos and was always keeping me in the loop while I was away! I felt very relived that my babies were in good hands! Tuany is very trustworthy and takes care of my pets like they were her own!”


Beata R.Star Sitter
“Beata is an amazing person. She is very friendly and loving towards people and pets. Beata has puppysat our furry baby many times and he always comes homes super happy, tired from activities and sad because he wants to go back for more puppy fun. I would highly recommend Beata for any pet caregiving. She is knowledgeable, helpful, carrying and loving for any pet.”
Winding Wood dog parents share their Rover experiences
Valarie was great with my dogs! She was quick to respond and available to do a meet and greet on short notice. She arrived right on time, took plenty of pictures and even worked with my puppy on eating with the other dogs. I would highly recommend Valarie for your next dog walking/sitting needs! Thank you, Valarie, for taking such great care of Sperry, Bear and Buc! 😊

Martha is amazing! Wiggles is like velcro to here mama and she happily went with Martha and got excited when I told her Martha was coming. She was also gracious in accepting me as a client when I had covid, very kind and brave. I highly recommend Martha for walks or boarding. Thanks Martha!

How Rover works
1. Search
Read verified reviews and choose a dog walker who’s a great match for you and your dog2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Walking FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, dog walkers on Rover respond in under an hour.
Experience can vary widely from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when comparing dog walkers available in Winding Wood.
You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:
- Start and stop times
- A map of their walk with total distance
- Pee, poo, food, and water breaks
- Cute photos and a personalized note
Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.
