Dog Walking In Winding Wood
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Winding Wood dog walkers
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“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 🐕🦺🐕🐾🐾💙☺️🌞”

“Amanda is truly wonderful! I know Mason is safe and happy with her, and that means the world to me! Would highly recommend for dog walking, especially larger ones that don’t always go where you want them to ◡̈”

About: I have raised dogs all my life. I also have years of experience with cats, reptiles, and rabbits. I have potty trained many dogs and I’ve even taught my furry friends a few party tricks. Come and see! I work full-time as a school teacher. I am home on Saturdays and Sundays (aside from church) every week. Weekends are the best times to book boarding appointments with me. I am also available during major holidays. I have a fenced-in backyard. I have two small dogs (under 15 pounds) and cats. I can separate my cats from your pet during the day if needed (as I have a furnished garage that they chill in). I also have a work sink where I can give animals under 20 lbs. baths. I live in a suburban environment in Dunedin, FL and I have extra medium-sized crates.

“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!”


About: I have taken care of dogs and cats before I reached the age of double digits. Bruno was the first cat my family ever got, he was found in the rafters of our garage, he was so small he had to be nursed from a bottle. He won sweetest cat at the local library, and the next year we found Gus in our bushes on me and my twin brothers 6th birthday. We slyly convinced our mom he was a gift from God and we got to keep him! A couple years later, we dropped into the humane society and fell in love with a grey kitten, and of course, my brother and I pulled out our puppy dog eyes, and Junie B Fox Fire came home with us. It was a full house, three cats, two kids, and one mom. Eventually, it was time to convince my mom to get a dog. We ended up falling in love with a golden doodle and we named her Paisley. And finally, my brother and I felt satisfied with our Animal House. Our animals all lived long happy lives. Our three cats all passed away at 20, and Paisley at 16. They were always treated like family. Those 20 so years did not come without their scares. We had a few times the vet told us there was practically no hope, but Im convinced the love our family had for our animals bent reality, and every time, they were okay. Sometimes surgery was needed, other times just hope. But I am proud of the way I was raised to treat animals, and I thank my mom for that. In my 20s I moved in with my now ex fiance, and we got a dog together. An australian shepherd (I will adopt next time!), she was a puppy. We trained her, loved her, and I was her mom. Sprinkled through the years other cats entered our orbit as we took in family cats whose owner had passed. We became another animal house! unfortunately those cats were older so we got them on their ladder parts of life, and so when our apartment had no more cats, we decided it was time for a kitten! Together we raised our kitten Henry, and Aussie Skylo. I was their mom for about 7 years until we broke up, and tragically my ex stole them, and ran away with his mistress. There are no words for the black hole that left behind. It was right after the break up my family simultaneously lost three of our cats and our dog. Yes they lived a long life, but for the first time ever, I had NO animals in my care. I didn't know how empty that could feel! I don't want to make this a sob story, but I want to explain why you are just seeing a kitten in my photos. I moved to FL after the break up, and that is where I found Roary my now cat, who was 5 weeks old dodging cars in the middle of the busiest intersection in Fort Lauderdale. I was the only one on the ground to pick her up, I wasnt ready for a cat, but life did its life thing, and I am so blessed to have her by my side now. I am back in Florida, and ready for Rover! I am nurturing, thoughtful, attentive, and not to pat myself on the back.. but I do think I speak fluent animal. I would be so grateful for the opportunity to watch your beloved pet! I am currently free as a bird here in Florida. My availability is adaptable as I can fully commit to my time here on Rover! Safety always comes first. In your home, I follow your routine exactly; feeding, meds, and house rules. On walks I double check leashes, hold a tight grip, stay alert to traffic and other dogs, and never let your pet off leash. I'll send photo updates every visit so you always know your animal is safe and happy.
“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: I have taken care of dogs ever since I can remember. I specialize in "bird dogs", retrievers, pointers, setters, and spaniels. Friends and family often rely on me to watch their furry friends. My schedule is flexible between the hours of 6am-3pm, Monday through Friday. I will accommodate special requests/events as needed. I will work with you to make sure your pet's needs are met. I provide a safe, loving, and caring environment for your dog. I offer the drop in service to give your dog a walk, potty break, and companionship.
“12/10 I have been using Adriana to walk my pup while I am at work & my pup loves her. She is quick with response time & is great at knowing what my pup needs or wants. Could not give enough praise!”

“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!!!”
“The animals and us humans love Lydia! We’ve had the pleasure of using her services quite a few times for dog walks and cat care and she’s my absolute go-to. Always amazing!”

“Deedra was amazing! I felt like our dogs were in great care and actually entertained and tired after her visit. Our dogs can be tough but she was able to get them out and about. She went above and beyond for us! Will definitely book again!”


About: I have had a lot of experience caring for dogs throughout my life with all sizes and breeds. My wife and I work full time from home and able to give a lot of love. She is the "run & play" and I am the "snuggle and cuddle." We have a small rescue puppy who loves to play hard and sleep hard. We do lots of walks and she gets along great with other dogs. We will always do a meet-and-greet before we confirm to watch your pup to make sure it is a good fit. My wife and I are both working full time at home with a lot of flexibility. We try to keep a quiet, easy going home during work hours and playtime or walk every two hours. We are happy to have pups in the bed, furniture, etc. We do request a meet and greet but mostly so we get to know your pup!
About: My first job, at age 12, was pet sitting/dog walking. I've had pets my entire life ranging from dogs and cats to rodents, fish, and reptiles. I currently have 4 cats. I have experience with older dogs and cats as well kittens and puppies. I've also spent years working in customer service so no request will be too much. I have plenty of time for walks and playtime. I can keep up whatever routine your pet is used to. I live near a dog park and can take your pup if they like to play with other dogs If your dog doesn't like cats, my cats can easily be kept separate in my room. They spend most of their day sleeping in there anyway
“I can’t say enough about how amazing Athena and Richi are in caring for my baby, Panda. This is my first time leaving town since I lost my 11-year-old bulldog, and I’ve been so nervous, but Athena and Richi have truly put my mind at ease. They’ve been so thoughtful with check-ins, pictures, and videos of Panda having a blast at the dog park—it’s clear they treat him like their own. The professionalism they bring to their care is top-notch, and I feel so comfortable knowing they’re there. What’s even better is that these are not just experiences I’m having while away; they’ve been just as wonderful during our weekly sessions with Panda as well. On top of that, they’ve even been kind enough to bring in packages for me! I’m so grateful for how accommodating and dependable they’ve been, and I genuinely appreciate everything they’ve done. Thank you, Athena and Richi—you’ve made this experience so much easier, and Panda loves his time with you!”

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.
About: Hello! My name is Emily - your friendly neighborhood pet sitter. As a life long animal lover, I have experience babysitting dogs, cats, bunnies, and even a few reptiles. I provide care to animals of all breeds and ages. I keep my travel distance radius small so I may provide the highest quality of focused care to my clients - even on holidays. Quality time is everything when Mom and Dad are away! I look forward to spending one on one time with your pet, and maintaining their usual schedule. Please show me all of your pet's favorite toys and walking routes. And please don't forget to leave treats! I always schedule an initial meet and greet with new clients. I am happy to come to your home to review all details and instructions.
Winding Wood dog parents share their Rover experiences
How Rover works

1. Search
Read verified reviews and choose a dog walker who’s a great match for you and your dog
2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
3. 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.



















