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

Over 54 pet parents in Winter Haven have booked dog walking
Winter Haven, Find top rated dog walking
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I’ve been a pet owner and caretaker most of my life. I’ve helped or solely taken care of my own pets, family pets and those of friends. I have experience with elderly dogs and puppies big and small, as well as giving oral medications if needed. I make sure to be meticulous and careful especially with the precious fur children of others. My experience with dogs is much stronger than with cats but I certainly don’t mind helping out with kitties:) I just started working, so at the moment availability is a bit limited, I’m free Sundays and Mondays from work. My calendar will be updated as frequently as possible for availability. I make sure to keep a good eye on pets, taking them out regularly and making sure they’re properly fed and cared for, especially should specific needs have to be met. Typically, I spend my time in the home near and around the animals, even if not actively playing or interacting with them. I let pets go on as they normally would, so as to let them stay comfortable, as long as I can keep an eye on them.
“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: I'm a true animal person, and my home proves it. Sir Rocco, my 5-year-old Lab, is my shadow, and our three cats, Nala, Nico and Goldie, keep things lively. My favorite part of caring for pets is getting to know their little personalities: the dog who has to sniff every mailbox, or the cat who pretends not to care but always ends up in your lap. A while back I took in a scared, semi-feral kitten. It took time, gentle hands, and a lot of patience before he let me hold him, and now he follows me around the house. That's how I approach every pet. I let them warm up at their own pace, and I never rush a nervous one. I've cared for pets at every stage of life. I love the silly, curious energy of puppies, and I'm happy to reinforce their potty routine and good habits while you're away. Older dogs have a special place in my heart too. I'm happy to slow down for their pace, keep them comfortable, and give them extra love. I'm also experienced giving medications, whether it's a pill tucked into a treat or a set schedule, so you can trust your pet won't miss a dose. When I'm with your pet, they get my full attention. That means real walks, belly rubs, fetch, cuddles, whatever makes them happy. I'll keep their routine just the way you like it and send you photos so you can see them enjoying their day. I want you to come home to a happy, well-loved pet and feel completely at ease while you're gone. My schedule is flexible, which means I can work around what you and your pet needs instead of the other way around. Whether you need regular walks during the week, drop-in visits while you're at work, or someone to stay with your pet while you travel, just send me a message and we'll find times that work. I always give your pet unhurried, focused time, and I'll do my best to help with last-minute requests too. I care for pets in their own home, where they feel most comfortable. I treat your home like it's my own: I follow your house rules, keep things tidy, and always lock up and double-check doors and gates before I leave. On walks, your dog stays leashed and close, and I keep an eye out for other dogs, hot pavement, and anything they shouldn't eat. At our Meet & Greet, I'll get your vet's info and an emergency contact so I'm prepared for anything. Your pet's safety and your peace of mind always come first.
About: Having experience for 20 years with different pets from dogs to reptiles and everything in between. Your pets become a part of my family while in my care. I go above and beyond for yours and their needs. Pet care is what I do best, Its all I do full time. I have many references available upon request. While your pet is here We offer Luxurious pet care, in a cage free home I will keep you updated with photos and videos of your loved pet family enjoying their time spent with me. I also have my yard escape proof, we strive for your pets safety at all times. No dog is too much for me to handle, and I say that with a guarantee. Going above and beyond comes natural to me, whether your pooch needs a bath, nail trim, a good brush, or ears cleaned. Any 4 night+ visit with us results in an included spa bath treatment with only high quality safe products. When interested in locking in dates with us you can message me directly and we can go over care instructions or Training I offer professional petcare needs such as dog training, boarding, dog walks, grooming, pet therapy, weight loss. Professional pet care is my full time career. When you’re pet is boarding with us they will have their own room to call their own along with a comfortable bed, Tv, drinking fountain with only spring water multiple long walks a day In our wonderful neighborhood, if in our yard space it is double fenced allowing for space for play and space for potty in a regularly clean and treated area. That is escape proof and always under my 100% attention.
About: Other than my 2 pets that I've had in my life and going to school I don't have much experience with pets, but I will treat any pet as I do my own dog and I'll love to have more experience with pets to add to my veterinary assistant skills. I'm currently working right now so I'll be able to walk dogs on my days off. I'll walk them.in the mornings before it gets too hot. I won't have any pets in my house. I will only walk them around my neighborhood for 10 to 15 minutes so the dogs don't get overheated.

About: I have past professional babysitting and nannying experience and I believe if you can leave your child under my care than a pet should be the same! I've had 2 German shepards that I have trained myself along with countless other doggies I've watched and taken care of I’m reliable, detail oriented, and flexible with scheduling. Whether you need a quick drop-in visit, daily walks, overnight care, or extended pet sitting, I’m committed to providing dependable care and giving you peace of mind while you’re away. I am a college student so my schedule is wide open. I have experience caring for dogs and cats of all ages, sizes, and personalities. From daily walks and playtime to feeding, administering medications, cleaning up, and sticking to your pet’s routine, I understand that consistency is key to keeping them happy and stress free. My goal is to care for your pet as if they were my own.
“Shannon was absolutely amazing with my dog while I was away! From the moment we connected, I felt completely at ease—and she exceeded every expectation. She sent me tons of adorable videos (which I loved!), kept me updated the whole time, and made sure my pup felt safe, happy, and spoiled. My dog absolutely adored her—tail wags, cuddles, and all! I could tell they formed such a sweet bond, and that means the world to me. Shannon went above and beyond, and I can't thank her enough. If you're lucky enough to book Shannon, do it! She's the best. 🐾💛”

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 . I can change my schedule when needed . i would love to take care of your fur baby and give you a peace of mind when your away. 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.
“Sarah did a fabulous job of taking care of my furbabies. Unfortunate circumstances required me to be out of town unexpectedly so I booked Sarah last minute and she did a fantastic job!! She kept me in the loop of what was going on at home and took lots of pictures and videos when she walked my dog and played with her. 5 stars!”
“Shawnee did an excellent job taking care of our dog. She was flexible when we had last-minute changes and spent a good amount of time with our dog. I would not hesitate to use her again.”

“Kennedy is a rockstar! She’s enthusiastic, kind, responsive, professional and fun - we love when she’s available to walk our pup! We highly recommend Kennedy and look forward to seeing her again soon.”
About: I have loved animals my entire life. I grew up with many different type of animals: fish, hermit crabs, cats, dogs, and horses. I worked on a farm for 8 years of it, and then worked at a farm store for another 5. I'm well versed in animals care and there needs. I've also worked with newborn puppies, trained dogs, and handle senior dogs. I currently have two dogs of my own. One having some special needs and being a senior I know how to be gentle and patients with your fluffy babies. I'm a stay at home Mom to two boys. I currently homeschool my oldest son so I'm very flexible on when you may need me. I will always treat your babies as if they're my own. Giving them all the love and care they deserve. I always heavily believe in updates/pictures. Who doesn't want to see how their babies are doing.
About: I’ve grown up house sitting and taking care of peoples pets since I was in high school/college. I’m very responsible and trustworthy. I will spend quality time with your pets because I treat your pets as I would want my pets to taken care of. I have two high maintenance french bulldogs. One of my dogs takes oral medication daily (he has IBD) so I have no issues with administering pills and/or taking care of pets with health issues. I just moved here to Florida a few months ago and I am a stay at home dog mama so I am very flexible with my time and availability. I can accommodate to your pets personal needs. I will update you daily with photos of your pet. I will make your pet feel loved and give them a lot of attention.
About: Experienced and compassionate Rover Dog or cat Sitter with a deep love for animals and a strong commitment to their well-being. Seeking to utilize my expertise in pet care and transportation to provide exceptional care and attention to furry companions. Experience: Cared for various breeds of dogs & cats with diverse needs, ensuring their comfort, safety, and happiness during their owner's absence. Conducted regular walks, exercise routines, and playtime activities to keep cats & dogs mentally and physically stimulated. Administered medications and adhered to specific dietary requirements as instructed by pet owners. Maintained a clean and organized environment, ensuring the safety and hygiene of the pets at all times. Effectively communicated with pet owners, providing updates on their pet's well-being and daily activities. Pet Transportation Specialist since [2019] Managed pet transportation services, safely and comfortably transporting dogs & cats to and from appointments, dog parks, and various activities. Ensured pets were securely restrained during transit and provided a comfortable environment to reduce stress and anxiety. Developed efficient routes and schedules to optimize pet transportation services. Collaborated with pet owners to arrange timely pickups and drop-offs, demonstrating excellent customer service skills. Upheld high standards of pet safety and adhered to all traffic laws and regulations during transportation. Skills: Extensive knowledge of cat & dog breeds, behavior, and specific care requirements. Ability to handle multiple dogs & cats of various sizes and temperaments simultaneously. Excellent communication skills with pet owners to provide updates and address any concerns. Proficient in administering medications and following dietary guidelines as specified. Responsible and reliable with a strong commitment to the well-being of animals. Education: [G.E.D graduate] Available upon request. My schedule is extremely flexible, so I have plenty of time to play and take care of your pets and will consistently update with vids and pics of your fur baby. I have a nice spacious backyard and two friendly dogs to keep your pet company if allowing . I can easily crate your fur baby if needed.
About: I have many years of experience taking care of your fur babies. Any service needed I've stepped up to the challenge. Young puppies who need to get their energy out, old pups who just need some extra loving, big puppies who require a strong grip and extra patience. I also have experience in fostering and rescuing with having rescued over 20 cats/kittens and provided medical and rehabilitative care. I am a veteran with medical experience who is currently in school to receive my bachelors. I’m on summer break right now so I will have plenty of time for any pet and any service they require. I will be flexible to work with any schedule conflicts long term or part time. My goal is to make your life easier! I live in a house. Although I do not have a fenced yard, I live in a beautiful golf course gated community with tons of space for long walks. I do have one cat who is friendly with other pets. If your pet is one to cuddle they will be allowed on beds and couches or if you prefer them to be crated I will follow along with your instructions as well.
About: Animals have always been more than a hobby to me—they're my career and my passion. I have over 20 years of hands-on experience caring for animals and have worked professionally as both a zookeeper and veterinary technician. I'm currently earning my Bachelor's degree in Animal Health & Behavior, giving me an even deeper understanding of animal behavior, health, and welfare. I've cared for dogs, cats, reptiles, fish, and small mammals, and I'm comfortable with pets of all ages, personalities, and energy levels. Whether your pet needs an adventurous walk, patient care as a senior, medication, or simply someone to make them feel safe while you're away, I tailor my care to their individual needs. I know how much trust it takes to leave your pet with someone else, and I treat every animal as if they were my own. My goal is for you to enjoy your time away knowing your pet is safe, happy, and receiving the same love and attention I'd want for my own pets! As a full-time online Animal Health & Behavior student, I have the flexibility to provide dependable care throughout the day instead of rushing between jobs. Whether your pet needs a midday walk, evening visit, or overnight care, I'm able to give them the time, attention, and companionship they deserve. I believe pets are happiest when they can stay in the comfort of their own home and maintain their normal routine. My goal is to provide consistent, reliable care while treating both your pet and your home with the utmost respect. With my experience as a former zookeeper, veterinary technician, and current Animal Health & Behavior student, I'm comfortable recognizing changes in behavior, administering medications when needed, and caring for pets with a wide range of personalities and needs. I'll follow your pet's routine closely and keep you updated with regular messages and photos so you can enjoy your time away with peace of mind.
About: I’ve been watching dogs and cats since I was 10. I have a 5 year old Australian Shepard that I got when he was 9 weeks old. I work second shift most weekends but I’m free to walk your pups anytime in the morning. I am able to watch your pups during the week as those are my days off usually I will always go at your animals speed. I have a very friendly Aussie who loves making new friends as well as I do have a fenced in yard for the doggos to run around
The median cost per walk for dog walking in Winter Haven is $20
Dog parents share their Rover experiences - Winter Haven
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book dog walking

1. Search
Browse profiles of walkers near you who offer dog walking.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog walking - Winter Haven
Select a filter and find qualifying sitters offering dog walking.Sitters in Winter Haven average 3 repeat dog walking clients
FAQs for Dog Walking - Winter Haven
Frequently asked questions about Rover
The average cost of Dog Walking in Winter Haven is $16 per walk as of October 2026. Most bookings cost between $16 and $18 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 2,482 sitters on Rover offering Dog Walking across Winter Haven. Enter your ZIP code to see which available sitters are closest to your home.
Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.
Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Winter Haven. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.
For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.
The route map lets you review where your dog was walked in Winter Haven after the booking. It is not live GPS tracking.
Have specific details you would like included? Message your dog walker in the app before the walk begins.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the , which provides up to $25,000 in eligible veterinary care reimbursement.
Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit .
Yes, you can find walkers who have experience with handling special pet needs in Winter Haven. On Rover:
- 90% of walkers can help with special care needs
- 93% can help with giving oral medications or injections
- 97% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .
walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.



