Dog Walking in Winter Haven
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Winter Haven dog walkers
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I’ve taken care of my pets for the majority of my life. I enjoy walking, jogging, running, and playing with animals. I provide attention, love, and affection every moment I’m with a pet. I can train animals to do basic commands. Im in school and all of my classes are online. Im available anytime. We can set a meet and greet with your dog or cat. . I treat every animal as I would if they were my own pet. I love all breeds! Your pet will get plenty of exercise and playtime. I’m at home all day because I work from home. I sell puppies. I enjoy spending time with animals. My dogs favorite activities are swimming in the kiddie pool or walking around the block. Im an honest and trustworthy person. You can count on me to be on time! Your pet will be loved! Lots of playtime outside and a lot of cuddles!
“Hailey was fantastic. She was always on time with her visits, provided plenty of photos and went above and beyond to make sure my pet was properly cared for. Would recommend 1000000000%. Thank you!!”

“Let me brag on Crystal some because she definitively deserves it!!!! I started using Crystal in August, knowing that there be some times coming up when I would need help with my senior baby girl, Miss Pebbles. I was extremely hesitant to use Rover altogether because I have had a pet stolen with a different service. I told Crystal I was going to be using a GPS on my baby girl and without hesitation, Crystal stated she understood and was not worried and would even take extra photos along their walks together to ease my mind; surprisingly, the other walkers in my area I talked to before Crystal, were not as cool about it and I even had some deny service, all because of the GPS factor. In an attempt to trust another service, and based on what Crystal's reaction was, I decided to give this wonderful person a try. I am so glad I did!!! Our first walk, Miss Pebbles ran to Crystal and she got right down on her level and just loved on her as much as Pebbles would allow. Over the last several months I have increasingly needed to rely on Crystal and without skipping a beat, Crystal has been there, arrived on time, and doted on my baby girl like Miss Pebbles was her own, slowly gaining my trust and making me feel comfortable with her having my baby, and knowing that my baby will return home. Crystal has a way with animals, there's no doubt about it. Miss Pebbles was instantly drawn to her dog walker and since then, now gets excited every time she hears Crystal's name. I truly appreciate all the effort and patience Crystal has had with us and our crazy schedules/schedule changes. Moving forward, I have no problem with Crystal staying at my home with Pebbles and my other furbabies. I wholeheartedly recommend Crystal for your babies. You will not be disappointed as she goes above and beyond and does it all with a smile too! You can tell she enjoys what she does. So from this crazy furmomma to any other furparent out there reading this, hire Crystal! You will be happy that you did!”

About: I’ve taken care of cats and dogs for 11 years. I’ve taken care of family and friends pets. I know how important it is to take care of your family member. I’m originally from Colorado. But moved to Florida 10 years ago. I have three dogs and a cat I love dearly. And only want the best for them. I don’t settle for less. They are worth having special moments with all the time. Walking, running, hiking, playing fetch and just lounging out. I know I will do my very best to make your pets happy. I also want to include that I do senior care. And also puppy care one year old or older. Let me know what you need. And I’ll take care of it. While you’re at work or taking a vacation I will update you daily with photos and texts. If you need to call. I’ll happily answer for any questions you might have. Btw I have no problem bringing in the mail, grab the trash cans and bring them back into/by the garage and water your plants while you’re away. 🪴💖 My weekly routine is very flexible. I’m an artist that works from home but also I have a part time job. I can work around my schedule if needed to accommodate your pet. I will come by and have a meet and greet to get the details of what you would like me to do for your pets. At that time I’ll get the details and specific instructions from you. Please let me know if anything that is most important to you. And I will take care of it.
About: Dogs, cats, and birds have always been a part of my life! I currently have two beautiful puppies. I will provide morning, afternoon, and evening walks, playtime and feed your pets. I also have experience with my own dogs including senior care and administering medication as needed. I will be happy to send you pictures and videos during my visits. I am currently retired and available to take care of your pets in the morning, afternoon and/or evening. You can just let me know how long you would like me to spend time with your babies! I will come to your home and provide walks, feeding, playtime and medication if needed. I will also send pictures of your pets. I will treat your pets as my own!
About: What sets me apart from other sitters is the level of patience, attention, and care I provide to each pet as if they were my own. I take time to understand their unique personality and needs, whether that’s providing extra playtime for energetic puppies or offering gentle care and comfort for senior pets. I also bring strong observation skills, so I can quickly notice changes in behavior, appetite, or energy levels. I work from home and available most of the day. I can change my schedule when needed to . To take care of your pet. When pets stay with me, I make sure they feel safe, comfortable, and part of the family. I provide a structured routine with feeding, potty breaks, playtime, and rest. I create a cozy space for them to relax and make sure they get plenty of love and attention throughout the day. Walks, enrichment activities, and cuddle time are always part of the care I provide.

About: I've taken of all sorts of animals since I was little. I also a couple years experience working as a dog father. You're fur babies will be in great hands. I am an online student with very flexible hours. I am available for drop ins, walks, overnights, weekends. Let me know your schedule and I will try to meet it. I prefer to go to the animals home, but will consider hosting if our animals get along. My yard is fully fenced but small to medium might be able to escape.
“Brandie was awesome. She too the time to get to know my two dogs individually and was wonderful. Super trustworthy, accommodating, and great communication! Will definitely be booking her again.”

“Melina was amazing and she did a great job. She was super sweet and took wonderful care of my dog. She was always on time, professional and the pictures I got show my dog very happy. I highly recommend and I will definitely use next time. Thank you Melina!”

About: Take a vacation with peace of mind! Your fur baby will be safe, happy, and extra loved! I’ve taken care of dogs of different sizes for over 10 years and cats for 2+ years. I’ve watched pets for friends and family when they’re away! I have two fur babies of my own so feeding, walking & extra love has already been built into my daily routine. I’ll treat your pets as if they are my own. Whether you’re boarding your babies or need a check in, I make sure to provide extra love and attention and make sure that they are happy! ♥️
About: I have taken care of animals for years including lots of strays. I have had many varieties and love them all. Can keep dogs and cats. I am willing to help with horses or cows if needed. I am retired now for three years and do volunteer work one day a week on Wednesdays. I do own a small dog, Rudy. He is vibrant and energetic. I have a roomy condo and walk my dog four times a day. We play once a day with balls and he keeps me fit.
About: Hi, my name is Kinsey and I am your go to dog and cat sitter! I have one dog named Kona, she is a Corgi mix. We love hiking, paddle boarding and going on adventures together! I have been a pet sitter for the past 7 years and have lots of experience in the field. I have always been an avid pet lover so nothing excites me more than to be able to spend time with your furry friend. Dogs and cats are like family and I wouldn’t treat them any other way, though I will warn you, your dog/cat will be spoiled when he/she is with me! If you have any special requests, questions or concerns then please don’t hesitate to ask!
About: Since the day I was born, not a day has passed that I haven't had pets in my life! I grew up with dogs, cats, and sugar gliders. I have experience with newborn pet care and senior pet care, as well as exotics, farm animals, and wildlife. At 17 years old, I got my first job working for a local pet store where I lived in Michigan, and I worked there until I was 24. I gained experience with just about every species of pet you could think of, and I have owned almost as many. I was also able to pet sit for many of our regular customers. In my own home, I have cats, rabbits, chinchillas, a degu, and a parrot! I make a lot of my own pet food, so I am no stranger to raw feeding or pet meal prep. I'm also a huge plant lover, and would take great care in making sure that any household plants would be taken care of if a client needed it. The last photo that I posted is an example of the post-sitting rundown that you can expect from me! I work long weekend hours as a vet assistant so I'm not available for dog sitting on Saturdays and Sundays, but I can do drop-in visits after work. During the week, I'm available most anytime! I would prefer to meet with clients and their pets beforehand at least once, if not a couple times, to make sure that pets are acquainted with me and that I am comfortable and confident with their normal routine. In a client's home, I would like to follow all the steps that they follow to ensure that their animals are as safe and happy with me as they are on an everyday basis.
“Emely is so sweet with Samson and Samson is always so excited to go on his walks with her. She offered a free walk during our meet and greet to see how Samson would do with her (which is something I truly appreciate because I knew she was taking the time to learn about Samson’s commands and what would be helpful for her during their walks together). Emely is always on time and shares the sweetest photos of their run/walk time together. I have full trust and faith in Emely to care for Samson especially during a time in my pregnancy when I cannot take him out long and he is too heavy for me to walk alone. She also brought some of her own treats and was fully prepared on her first walk with Sam. I would absolutely recommend her for your pups needs and care. She’s so loving and great with Sammy.”

About: I am very energetic so your precious pup will always be able to roam free inside. I have 1 dog named Milo and he is fixed and 10 YO and another one who is 4 YO her name is Sadie. Your pooch will never be neglected since I am always home to cater to the needs of any age. I will always make sure your pup is safe, secure and happy while staying with me. I love to train pups as well in sit, paw, lay, etc... The back yard is big and spacious for any size pup that wants to just run around and get all their energy out. My availability can be discussed if you're interested. I am pretty flexible. I do not have many restrictions when it comes to caring for a furry friend. I am pretty open to anything that is needed. I am flexible and understanding. ALWAYS up to see animals and pets alike. I care like they are mine and always with respect. I feed my both the dogs 2x a day. I am home most the day unless I have an appointment to go to or to the store. I walk my dogs every 2 hours and make sure they are played with throughout the day. I do not have a fenced in yard but I am able to take for walks and dog parks as well. Your dog will be treated as my own.
“Steven has bonded with my 10 year old yellow lab and she looks forward to her days with him. He is careful, conscientious and on time for her care. An excellent companion for her!”

About: Animals are my kind of language! I have had a love of animals since I was a small child. I have raised chickens, dogs, bearded dragons, fish, and frogs. I am a teacher so I am currently off for the summer. I am saving money for my French Bulldogs surgery! I am available all hours, weekdays and weekends. I have a fenced backyard and live in a house. I have a 3 year old French Bulldog. Every animal is unique in their own way. They each have different needs. Being a teacher, I am able to follow specific instructions for your little fur baby!
About: I am a work at home mother who has been an animal lover since birth. My family, friends and neighbors have always relied on me when it came to their pet care needs. From scooping the litter box, to bathing their pets, I've done it all! I have a baby and toddler at home, so I will be lightening my workload but am still fully capable of caring for your pets! I make my own hours, so if your pet needs me, I can do my best to add them right into my schedule! I am currently a full-time stay at home mom; my days and weeks are very flexible and usually free to add your pets right into my schedule! I have a fully fenced in backyard for any energetic pup to enjoy, with frisbees and balls at the ready for a fun game of fetch! I can also crate your pets in-home, if needed.
Over 135 pet parents in Winter Haven have booked dog walking
Winter Haven 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!
The median cost per walk for dog walking in Winter Haven is $19
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.
Sitters in Winter Haven average 3 repeat dog walking clients
Dog Walking FAQs
Frequently asked questions about Rover
Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Winter Haven on Rover as of May 2026 was about $19 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of May 2026, there are 1,524 dog walkers in Winter Haven. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 88% of Winter Haven dog walkers respond in under an hour.
Dog walkers in Winter Haven have an average of 15 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Winter Haven.
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
There are 1,524 dog walkers in Winter Haven on Rover, so you’re sure to find the perfect match for your dog! In Winter Haven, 93% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.
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.


