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

Over 116 pet parents in Winter Park have booked dog walking
Winter Park, 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.
“Rebecca helps me with all my pets. She even went with me to pick up my Irish Setter puppy from boarding after I had surgery, since I was too weak to handle him. I really appreciated her willingness to help me with this situation.”

“Devin has been an incredible dog charmer! Maddix took to him in minutes. He's courteous, flexible, knowledgeable and he was there for Maddix at the last minute. You are missing out if you don't give Devin a try! Thank you Devin for helping me out, especially at the last minute!”

About: I was a full-time pet sitter in Missouri, and now that I’ve moved to Florida, I’m excited to get back into the groove and reconnect with wonderful families and their pets! I’m a hardworking, dependable, and compassionate caregiver with experience caring for animals of all kinds, from reptiles and small animals to puppies and large dogs. My experience also includes overnight pet sitting, house sitting, administering medications and insulin when needed, and providing attentive, individualized care. As a pet parent to two fur babies of my own, I understand how much trust it takes to leave your pets in someone else’s hands. I’m committed to making sure your pets feel safe, comfortable, loved, and cared for while you’re away. I’ll treat your babies like my own and give them the patience, attention, and affection they deserve. Whether your pet needs walks, playtime, cuddles, medication, or a little extra patience and understanding, I’m here to help give you peace of mind while you’re away. I can’t wait to meet you and your furry family! 🐾 Every pet has their own routine, personality, and needs, and I’m here to follow whatever works best for your babies! Whether your pets need specific feeding times, daily walks, medication, playtime, cuddles, or a consistent bedtime routine, I’ll do my best to keep their schedule as close to normal as possible. My goal is to make them feel safe, comfortable, and loved while you’re away, just like you never left! ❤️ 🐾 Your pet’s safety, comfort, and happiness are always my top priorities! I provide a calm, clean, and safe environment where your pets can feel comfortable and loved while you’re away. I’ll follow your instructions closely, maintain their routines, respect your home, and make sure your babies receive the same patience, attention, and care I give my own. You can count on me to treat your pets and your home with the utmost respect and responsibility. ❤️
About: I've fostered and volunteered with dog rescues for over 20 years. Having grown up with animals I have such a love for them. I've helped with birthing puppies, trained them, and seen them through their senior years. I'm available to care for your dogs 7 days a week. Based on your dogs needs I can walk, feed and give medication. Most importantly I can give them the care they need, while providing you peace of mind. Please know I do modify fees that accommodate your specific requirements. I am a freelancer and have a flexible schedule. It allows for me to be active, spend time outdoors, as well as giving daily dog love and care. Having your dog be comfortable, safe and enjoying time while in my care is my priority. Your requests for photos, feedings, walks, are always respected and honored.
About: Beginning in childhood, I’ve had several dog breeds (over 20!) that I’ve been tasked to take care of, play with, keep healthy and whose needs I’ve grown to pay attention to and understand. I adore animals and I approach them gently and mindfully, always considering what support will help prolong their lifespan and keep them happy, yet trained and behaved. My friends and family often call on me to either keep their pets company, train or housesit them, and I’m always more than happy to spend time with their animals. I firmly believe pets are not toys, and much more like our own kids, deserving of care, compassion, joy and attention. I have 17+ years experience taking care of and loving French bulldogs and pugs, who notoriously require extra responsibility, attention and instruction, as they can be stubborn and prone to health and breathing issues (often brought on by heat). I have cared for senior dogs who deserve nothing but love towards the end of their lives, and also puppies who need time spent on training and feeling safe, and lots of play and activity to stimulate their growing minds. I am a graduate student, with flexible availability between Saturday to Tuesday, during my off days, when I’ll be studying from home, often lounging and relaxing in my space. Having a pet to look after, feed and care for would not only be a very welcomed time commitment, but would make my space feel even more homely and bring me joy. I have enough time to play with dogs, pay attention to their unique needs and keep them active and joyful, or to simply accompany them while they rest and rejuvenate. I have a spacious apartment and a shaded dog park within my apartment community, as well as a dog wash corner next to the park - helpful during hot days in Florida. I am extremely mindful towards any pet staying with me, and provide them with a comfortable, safe and cooled space, in which I am committed to staying aware of their habits, likes and dislikes, and learning to understand their groove. There are several areas for them to use the bathroom outside, take a walk within the apartment community, as well as designated pee pads inside the apartment. I am happy to be in touch with the clients as often as needed, to help them feel at ease about letting their little one stay with someone new. I care about building trust with a dog, and taking the time to grow our bond, so they can be at ease in their surroundings and reduce any anxiety from a new environment.
About: I have always had dogs since I was younger, and after recently having a dog with extreme anxiety and going through her training with her I have learned a lot about the emotions of dogs and the way truly each dog requires different care and love. Being newer to Orlando I want to try to find a few families or people who need consistent help with a dog. These special fur babies who need the most attention are who I am trying to help with through time outside walking and getting fresh air. I am open to meeting and working with any sort of animal, just as long as we can facilitate and introduction before hand. I work a full time job remotely, so as long as I do not already have a meeting scheduled, I am able to be flexible with letting out your babies and taking them for a stroll. Weekends are fully available. I have a backyard and a single family home with plenty of room for running around and play. I have two dogs of my own, but if your pup prefers to be alone, we have a set up special for my pups to live in one section of the home during the time we are spending with your baby. Toys galore, and as many treats as parents will let them have! In your own home, I can do whatever you need me to do! Have a backyard and your dog loves fetch? Perfect! They have a two mile walking loop they adore? Just let me know! I want to keep them in their own routine as much as possible. I work full time fully remotely, so I am always in the home unless we are running errands. I walk my own dogs every morning before 9am, and would be happy to bring your pup into that routine. We have a fully fenced in yard, a six bedroom home and plenty of space for lounging dogs to rest. Since we have a toddler, we keep nothing unsafe for dogs or children on the floor so hazards are minimal to none.
About: I grew up on 5 acres with many dogs, cats, horses, and farm animals. We had multiple litters of puppies and kittens. I have administered medications ranging from oral to injections. Additionally I recently graduated for a masters program for anesthesiologist assistant and am currently in between graduating & working. I love animals and am open to discuss options to care for your pet 💛 I’m currently working part time so I have time to care for your pups or cats! Times are open for discussion and I look forward to hanging with the animals :) I love animals and believe they should be animals and have an ample amount of outside life. I like walking often and giving them a lot of attention.
About: I've been a dog dad for 5 years and a pet sibling for over 20. I've had cats, dogs, fish, and other pets in my life for almost all of it. When I hang out with your pets, it's just that -- we talk, we vibe, we chill, we play. I've had experience caring for dogs and cats of all types, personalities, and ages. From keeping up with young, playful pups to feeding liquid diets to old, tired, and frail kitties, I am up to any challenge. Your pet will very quickly learn to love me! I work for myself, so my days are flexible and adaptable -- I can build my schedule around your pets' needs! I prefer at least three days notice for job requests and cancelations. I am happy to come to your house and keep your pet comfortable with their familiar environment. When in your home, I will be respectful and make sure to keep your space clean and organized.
“Peter has been an amazing dog walker for my dog, Mia. He is incredibly kind, reliable, and highly communicative, always keeping me updated and giving me peace of mind when I am at work. Most importantly, Mia absolutely loves him and is always excited to see him! It’s clear that he genuinely cares about the dogs he works with and treats them like his own. Thank you, Peter, for taking such great care of Mia. We truly appreciate you!”
About: I’ve taken care of pets since I was born. I’ve had a 5 Guinea pigs, a rabbit , currently a dog & a cat. I’ve dog sat for family & friends. I’ve worked in a environment assisting people with pets My name is Jazzlyn, I am currently taking a break from school & traditional jobs. This gives me plenty of time to tend to your pets/ homes. I have a room specifically for my pets with plenty of space & a crate. They receive attention & cuddles when it’s needed, food & walks are always given as needed.
About: Animals have always held a special place in my heart. I’ve spent years caring for many pets and genuinely love getting to know each animal’s unique personality. Whether your pet loves long walks, playing fetch, cuddling, or just needs someone patient and dependable, I’m happy to provide the care they deserve. I’ll treat your fur baby with the same love and attention I’d give my own. I have a flexible schedule and look forward to accommodating your pet’s needs. Whether your furry friend needs walks, drop-in visits, overnight care, or extra playtime, I’m happy to help. I understand that every pet has their own routine, and I’ll work with you to make sure they stay comfortable, happy, and well cared for while you’re away. Your pet’s safety and happiness are my top priorities. I’ll always follow your instructions carefully, including feeding schedules, medications, exercise routines, and any special needs. I know how important it is to trust someone with a member of your family, and I’ll care for your pet with the same love, patience, and attention I give my own. I’ll also keep you updated with photos and messages so you can have peace of mind while you’re away.

About: I grew up with two large German Shepherds, so I’ve been comfortable around big, powerful breeds my entire life. I’ve recently lived with a rambunctious Golden Retriever puppy & an elderly Boston Terrier. I'm active on another pet/house-sitting app called TrustedHouseSitters through which I've cared for 2 Australian shepherds (3yrs & 6yrs), 2 Goldens (5yrs & 5yrs), a Rhodesian ridgeback mix (2yrs), a a Boston terrier (3yrs), a yorkipoo (16yrs), a Chihuahua (15yrs), and a Shiba Inu (4yrs). I'm comfortable with all sizes, ages, and regimens. I work remotely which allows me to work around whenever your pet needs to be walked, fed, medicated, or entertained! I lead an active lifestyle myself, so if your dog thrives on long walks, runs, hikes, or endless games of fetch, I’m very down to be their exercise partner. If you have a couch potato who just wants to chill, I’m happy to match that energy as well. Following directions and communications are both strong suits for me! I am more than happy to jump on a quick call or video chat to answer any questions you might have, or arrange an in-person meet & greet to ensure we’re a great fit. Since I work remotely, I can fit my work schedule around any type of pet care - administering medicine, bathroom breaks, multiple meals, etc.. I exercise almost every day so adding walks/run or playing games of fetch acts as great exercise for both of us! If your pet comes to my place, it's a spacious apartment with a dog park and multiple green spaces or walking paths nearby. Communication is very important to me so you know your pet's routine is staying consistent. If I am to come to your residence, the majority of my experience has been full house-sitting for pet owners. I adhere to instructions well and quickly ask questions when needed!
About: I’ve cared for dogs since childhood, from small breeds to gentle giants, and I’m currently a devoted pet mom to one dog and three cats. I’m comfortable caring for pets of different ages, sizes, personalities, and activity levels. I have experience with senior and special-needs pets, including administering medication, handling incontinence, providing frequent potty breaks, and giving extra patience and attention. Whether your pet loves walks and playtime or prefers cuddles and quiet companionship, I’ll follow their routine and care for them with the same love and kindness I give my own. I work part-time, which gives me a flexible schedule and plenty of time to provide attentive, dependable pet care. I’m available mornings, afternoons, and evenings throughout the week for walks, drop-in visits, feeding, medication, playtime, and companionship. This flexibility allows me to follow your pet’s usual routine and give them the time and attention they deserve. I provide care in my clients’ homes, where pets can remain comfortable in their familiar surroundings and routines. I carefully follow all instructions for feeding, medication, walks, litter boxes, potty breaks, playtime, and any special needs. Safety is always my priority. I make sure doors, gates, leashes, and harnesses are secure, and I never allow pets outside unless instructed and safely contained. I respect your home, keep pet areas clean, and provide updates and photos so you can feel confident that your pets are safe, happy, and receiving plenty of love and attention.
About: With over 7+ years of dog experience with my own dog back in my hometown, I also currently dog sit for various family friends. I have always been the biggest animal person anywhere from dogs and cats to guinea pigs and bunnies! I have tons of experience with medical administration, along with handling special needs animals. I have all my classes online currently this semester so Sunday mornings I am typically unavailable for only a couple hours but do become available past noon and am free the rest of the week usually at my home doing my studies. I typically do 4 walks a day unless otherwise instructed along with a feed once in the morning and another late afternoon dinner. Coming back from walks I always wipe off paws with vet approved dog wipes. I like to always ensure the routine I typically go with will work with the client and all their specific needs. Nonetheless, any and every doggie I come across gets all the love and cuddles from me!
About: Animals have been part of my life from day one. I grew up with two veterinary technicians as parents, so caring for pets wasn't just something we did, it was part of our family. At 15, I got my first job as a kennel technician, where I learned how to safely handle dogs of every size, age, and personality. Over the years, I've had the joy of owning dogs and cats of all kinds, including raising three Great Pyrenees through college and adulthood. Giant breeds taught me patience, consistency, and how to confidently handle even the strongest dogs. Whether your pup loves a leisurely "sniffari" with plenty of time to explore or prefers an energetic jog to burn off some zoomies, I'm happy to match their pace and personality. I have experience with puppies, seniors, large breeds, small breeds, and everything in between. I know your pets are family, and I'll care for them with the same attention, safety, and love I'd want for my own. I work from home with a flexible schedule, which allows me to accommodate walks, drop-in visits, and pet sitting throughout the day. I'm available mornings, afternoons, evenings, and weekends, and I can often accommodate last-minute requests. My flexible workday means your pets will receive reliable, attentive care and won't be left waiting for their visit. I understand that trusting someone with both your pets and your home is a big decision. I'll treat your home with the same care and respect I would my own, keeping it clean, secure, and exactly as you left it. Your pet's safety and comfort are always my top priorities, and I'll follow your routines and instructions carefully to help them feel relaxed while you're away. You can expect reliable communication, photo updates, and dependable care every step of the way.
The median cost per walk for dog walking in Winter Park is $20
Dog parents share their Rover experiences - Winter Park
Nina was super amazing with my two German Shepherds. They both warmed up to her right away and they always looked forward to their walk with Nina. They love her and I am very appreciative of Nina’s help. I will definitely rebook her! Thank you, Nina and I look forward to seeing you again soon.
Kiko absolutely LOVES her, and that alone tells me everything I need to know! He is always so happy and comfortable with her, and I feel completely at ease knowing he’s in such caring, capable hands. She also takes the most incredible photos during their walks!!! I genuinely look forward to every update because she captures his personality so perfectly. I couldn’t recommend her more!

Benji had the best time! It was such a relief knowing he was with someone who genuinely cared about him and made sure he was well taken care of. He came back happy, tired, and clearly enjoyed every minute of his walk. I really appreciated the updates and the attention Abigail gave him!! I’d absolutely book with Abigail again. I highly recommend them to anyone looking for someone kind, reliable, and great with big dogs!! 5/5 !!

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?
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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 Park
Select a filter and find qualifying sitters offering dog walking.Sitters in Winter Park average 3 repeat dog walking clients
FAQs for Dog Walking - Winter Park
Frequently asked questions about Rover
The average cost of Dog Walking in Winter Park on Rover is $22 per walk as of October 2026. Most bookings cost between $14 and $37 per walk. 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 5,378 sitters on Rover offering Dog Walking across Winter Park. 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 Park. 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 Park 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 Park. On Rover:
- 89% 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.






















