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.
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: 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: Introduction Hi, I’m Nikolai. I’m a loving dog and cat dad located in Central Florida. Thank you for your consideration. My pets I have one dog (male, neutered, large breed, 6 years old), and 2 cats (all spayed and neutered, between 7-8 years old). My dog Bobby is very friendly with other dogs and cats. Experience I have over 10 years of experience, personal and professional, taking care of animals. Since I was a kid I’ve lived in multi-pet households and on a farm. I’ve worked as a kennel assistant at an animal clinic in Oregon. My home If you’d like to get to know me (or my home) before scheduling please let me know! I can also provide photos of my home upon request. I live in a quiet area of Winter Haven, lakeside with a few dog parks nearby. My yard is fenced but I always supervise during outside activities. My partner and I both work from home and have flexible schedules. We prefer a day or so notice to book if possible. Thank you! If you have any specific requirements for your pet’s care I would deeply appreciate a note or a message to reference. My goal is to make sure your pets are safe, happy and their needs are met during their visit.
About: I've owned and cared for animals my entire life. From guinea pigs and dogs and cats to horses. Your pet's care, comfort and safety will always be my first priority. I am recently retired so I am readily available to help take care of your fur baby. I am available days, nights and most weekends. At my house I have a fenced yard in a safe neighborhood. At your house I'll follow your rules and guidance for your pet's comfort and safety
About: I have grown up around dogs my entire life, so caring for them comes naturally to me! I am comfortable with all breeds and sizes, I have a dog of my own that I walk, play with, and care for daily so I understand what it means to be trusted with such an important job. I have also volunteered at the Humane Society so I have gained experience and been around all types of dogs with different personalities and needs! With me, your pup will get plenty of love, care, snuggles, and walks just like they should! I am currently working on my RBT certification so I am completely open to anything at this moment! My schedule will eventually be Monday-Friday 8-3, but for now I can work with just about anything! I have a fenced in yard, I have plenty of friends with dogs if they need a playmate for the day, and I am extremely active so they will get plenty of exercise if need be!
About: I have experience in dog training, pet boarding, house sitting, and dog walking. Friends and family have relied on me for years to deliver a reliable and honest pet service, and exceed their high expectations. I live a humble lifestyle with my husband Julian, and we share a profound passion for animals. I currently work from home, so I'm able to dedicate 24 hour care to any pet. Both my area and home are incredibly safe, as I have high-end security systems installed, and live in a quiet and safe, pet friendly neighborhood. I live near walking trails to take your pet on long walks as well. You can take your vacation or any time away and rest assured your pet is in great hands. I truly care for your animals as I would my own. I currently work from home with a very flexible schedule, and I'm able to take breaks often, at any time needed. I'm able to accommodate any care schedule you have set for your dog or cat, including medication, bathroom breaks, or activities. I have a massive fenced in yard, with high-end security cameras. I always supervise any time they're let outside. I live in a very quiet neighborhood with low car traffic. I have 2 dogs and 2 cats of my own to keep your pet company. My own pets are on a daily schedule so I'm able to accommodate and adhere to whatever schedule or timing you have for your pets normal daily care. I'm able to crate your dog if need be as well. My husband Julian often helps out with pet care so there's plenty of helping hands.
“Tiffany and her son did amazing job walking all 4 of my pups as a same day request. I just had surgery on my back today and not allowed to bend or lift more than 10 pounds. She came in and just went to work. So thankful for them last minute. She is hands down the best. Great communication and loving nature. Well done.”
“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.”
About: I’ve had dogs and cats my entire life so I am experienced and I know how to love and take care of four-legged family members! and have dog sat and walked before for people in surrounding neighborhoods. I am a stay-at-home mom and a part-time substitute teacher which means I can be flexible for all of your individual pet needs! I will feed, walk, and play with your pets! I am also willing to do extra services like administering medication or whatever your pet may need!
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: 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 worked with puppies, including bottle feeding and giving them medication. Also, I have experience with turtles, tortoises, birds, snakes and bearded dragons. Lastly, I have a very flexible schedule. I take college courses online, which gives me a flexible schedule to work around. Also, I love animals, so it’s a great way to spend my time! I am able to put dogs in crates and give them any needed medication. I’m very attentive and responsible, and will treat them as if they are my own!
About: Pet Care Experience I have hands-on experience caring for pets and understand the importance of providing them with a safe, loving, and dependable environment. My experience includes caring for dogs of different sizes and personalities, including large breeds and pets with different behavioral needs. My pet care experience includes: * Feeding pets according to their regular schedule and dietary needs * Providing fresh water and monitoring eating habits * Walking dogs and providing regular exercise and outdoor time * Cleaning up after pets and maintaining a clean living environment * Providing companionship, affection, and attention * Monitoring pets for changes in behavior, mood, or overall well-being * Following owner instructions and maintaining established routines * Caring for multiple pets at the same time * Handling large dogs and understanding the importance of patience and proper supervision * Administering basic care and ensuring pets are comfortable and safe * Providing a calm, trustworthy, and dependable presence while owners are away I understand that every pet has its own personality, routine, and needs. I am patient, attentive, responsible, and committed to treating every pet with the same care and compassion I would give my own. I have an open and flexible schedule, allowing me to provide dependable pet care throughout the week. I am available for regular visits, walks, feeding, companionship, and last-minute care when needed. Your pet’s safety and comfort are my top priorities. I provide a calm, loving, and trustworthy environment where pets receive plenty of attention, care, and supervision. I follow each pet’s routine and your instructions to help them feel safe, comfortable, and at home.
About: A few months ago, we lost our boy to cancer. We aren’t ready for a new dog of our own, but love having furry visitors, so I’ve just got myself all set up on Rover. I’m currently a stay-at-home mom. I have time everyday anytime of the day if you need me. I also walk in the morning,afternoon and the evening behind my house I have a lake that’s has a path to walk and it’s 1 mile around the lake. I also have a dog park near by my house. I'm really great with communication. If you have any rules for your fur baby I will follow. I also have three really friendly dogs. I can easily crate your dog if needed (again if that okay with you).
About: I’ve been taking care of pets since I was about 12. I’m very experienced and even have three pets of my own, two dogs and one cat. I’ve raised all of my animals since they were babies, so I am comfortable with young animals and confident in my abilities to take care of them. I’m able to confidently administer medication’s as needed to pets at the owner’s request. I am available whenever as long as I am able to work my normal Monday through Friday 8 AM to 5 PM job while pet sitting. The most availability I have is on weekends if you need uninterrupted pet sitting. I make sure that pet safety is the most important thing when taking care of someone else’s pets. I ensure dogs stayed leashed when not in a fenced in environment, and I watch out for cats sneaking out of houses. I will make sure whatever safety concerns the owner has during the visit are my number one priority.
The median cost per walk for dog walking in Winter Haven is $20
Dog parents share their Rover experiences - Winter Haven
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- 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.
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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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.
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