Dog Walking Winter Park
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 111 pet parents in Winter Park have booked dog walking
Winter Park, Find top rated dog walking
“We ended up having to book last minute and Emma came through for us and our babies! She set up a meet and greet with us to make sure our dogs got a chance to meet her prior to our trip. She kept us updated daily and sent photos as well! We will definitely will be booking again in the future! She is great and we highly recommend!”
“Natalie was absolutely wonderful! She took amazing care of my babies and treated them like her own. She was kind, communicative, and went above and beyond to make sure they were happy and comfortable. I could tell they were in great hands the entire time. Highly recommend her to anyone looking for a caring and reliable sitter!”
“This was the first time having Jenna come to my home and take care of my pups. She was absolutely professional and delightful person. Having veterinarian experience with animals makes her a great asset since it was also the first time administering Benadryl to my dogs. I felt confident she knew what she was doing. I personally would recommend her. Always on time and on the spot per care updates. And most importantly having someone coming to your home you can trust when you’re not home. Thanks Jenna for your amazing service.”
“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.”
“Cheyenne is the best! She walks Rigby and hangs out with my fur babies at least once a week. I know they are in good hands and taken care of when she’s with them. It gives me peace of mind. Highly recommend!”
About: I'm so excited to welcome, play with and care for your furry love. Please read the following: I am accessible by phone all the time, and I love taking pictures, so you can expect to get lots of updates of how your dog is doing! Your dog’s stay will not overlap with other dogs so your dog will receive the care and attention he or she deserves! - DAYCARE: The neighborhood is very pet friendly. Doggy bags nearby. - WALKS: Can personally walk your dog up to 2 miles. We stay active! Give your dog the walk he/she deserves while you're away at work or on vacation. - DOGGY BAGS / DOGGY BOWLS: Please provide the necessary items your dog needs while away. It's a good idea to reserve dates as soon as you know you need me! We can schedule a time to meet briefly before the first stay so we can discuss details and get you familiar with my home. In your booking request, please include your drop off and pick up times. Check out my rate and time guidelines above. I'm very flexible on times with a couple exceptions, which can be discussed. Please send your dog with their food (either pre-portioned or with a measuring scoop/cup), their treats, leash and collar and any other items such as toys. If your dog is crate trained, please bring that too. Please message me for any questions. I'm so excited to get to know you and looking forward to sitting your furry one. Weekly routine includes waking up, several walks during the day, constant updates to clients and ensuring there's a happy exciting day every day. The day varies as the client or pet! Pets are spoken to, walked, and given proper attention. For previous clients during week long stays, they were played with, fed and given baths in addition to constant updates!
“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!”
“David is an absolute professional! He recently looked after my two dogs, Ron and Fred, and did an outstanding job. David went above and beyond by taking extra time to meet and get to know them before the actual dog sitting started. His incredible dog training skills were evident right from the start, and my dogs absolutely adored him. I could tell they were in very capable hands. I highly recommend David for anyone looking for a reliable and caring dog sitter and/or trainer.”
About: For the past 10 years, nurturing and caring for pets has been a flourishing passion, providing golden service towards ones needs, wants, and preferences has been another. My schedule is thoughtfully designed and tailored to accommodate a wide range of personalized care services, ensuring flexibility, consistency, and exceptional quality for every client. I tailor care to each pet’s unique preferences, maintaining flexibility and encouraging owners to share specific likes or needs for a personalized, inclusive experience. .
About: One year experience walking 50lb headstrong dog loves to attack other dogs and will eat most anything on walk if allowed . Australian Shepherd has amazing sense of smell including unhealthy items on walk Retired. Time available Walk at dogs pace with ample time to sniff the area. Aware of environment while walking. Scout out for dogs and cars as safety issue Have had dogs for most of my 87 years, Unfortunately my wife has developed allergies to dog hair. So, gotta get my dog fix thru Rover
About: I've grown up with pets my entire life and caring for animals has always been second nature to me. I have hands-on experience with senior dogs and understand the extra patience and care they need. Friends and family have trusted me for years to walk their dogs and provide reliable, loving pet sitting. I treat every pet like my own—whether that means long walks, belly rubs, or just keeping them company while you're away. I’m a college student on summer break, so I have a lot of free time and a super flexible schedule right now. Pet care fits in really easily for me—I’m available most days and happy to work with whatever routine your pet is used to! Whether I’m watching your pet at my place or yours, I make sure they’re safe, comfy, and happy. I follow your instructions and give them lots of love. I’ll treat your pet like one of my own and always be watching them with my full attention!
“Izzy was a warm and consummate professional and kept me updated about my dogs every time she came. She was great with them and even found a creative way to administer one of them their medication when he wasn’t taking it. I really appreciate hwr help keeping my puppies taken care of over the new year and would instantly hire her again.”
“Autumn was amazing with my sweet Josie. From the moment she met her she was kind and caring. She took to her right away. Autumn followed instructions perfectly so I could feel safe leaving my fur baby. She provided many photos, was professional and I would not hesitate to book her again. She was dependable an d obviously was caring and sweet with animals. I recommend her 100%!”
About: Hi, I’m Hannah! I have hands-on experience with dogs of all breeds and sizes, and I’ve grown up around a variety of animals—including dogs, cats, rabbits, and birds. I’m comfortable administering oral medications (including non-chewable pills and syringe liquids) and always handle pets with patience and care. Cat care is my specialty, however, I am great with dogs of all ages (puppy to senior)—whether they’re working on potty training or building confidence through positive reinforcement. Your pet’s safety, comfort, and happiness will remain my top priorities! My lifestyle is high active and I love being on the go, so no matter your pets' needs, there will always be time for an active sitter to tend to each pet's needs accordingly. Feel free to send any special instructions for your pet—I’m committed to following them closely. I always prioritize keeping your pet’s routine as consistent and familiar as possible to minimize stress and help them feel comfortable to build trust with me, especially when adjusting to someone new.
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’ve been caring for animals my whole life and have over 21 years of hands-on experience with pets of all sizes, breeds, and personalities. I’m especially experienced with senior pets and understand the extra patience, attention, and care they need to feel comfortable and safe. Whether it’s walks, feeding, medications, playtime, or just keeping your pets company while you’re away, I treat every animal like family. I’m dependable, attentive, and truly love caring for animals! I’m a commercial real estate agent, so I have a very flexible schedule that allows me to give pets plenty of attention throughout the day! Caring for animals is honestly what keeps me from adopting even more of them myself. I truly love spending time with pets and making sure they feel safe, happy, and cared for while their owners are away. I care for every pet like they’re part of my own family. I always make sure pets feel safe, comfortable, and loved while keeping their routines consistent. I pay close attention to cleanliness, feeding schedules, medications, exercise needs, and giving lots of affection, cuddles, and playtime along the way!
About: Animals have always been a huge part of my life. I grew up with both dogs and cats and genuinely can’t imagine a home without them! 🐾 My love for animals also led me to volunteer at the Humane Society, where I’ve had the opportunity to spend time with pets of different breeds, personalities, and backgrounds. I also have previous pet-sitting experience through Rover and understand how important it is to trust the person caring for your pet. I’m patient, attentive, and truly passionate about making every animal feel safe, loved, and comfortable. Your pet won’t just be another booking to me. I’ll care for them like I would my own and make sure they get plenty of attention, affection, and fun while you’re away! I work fully remote from home, which gives me lots of flexibility and allows me to be present with your pet throughout the day! I’m able to provide frequent potty breaks, walks, playtime, and plenty of attention rather than leaving your pet alone for long stretches. My schedule is flexible, so I’m happy to work around your pet’s normal routine as much as possible. I want every pet to feel safe, comfortable, and at home while they’re with me. I’ll follow your pet’s normal routine and any instructions you provide regarding feeding, walks, medications, or other needs. I’m attentive and will make sure your pet is supervised, secure on walks, and given plenty of love and attention. I’m also happy to send photos and updates so you can feel comfortable knowing how your pet is doing!
The median cost per walk for dog walking in Winter Park is £20
Dog parents share their Rover experiences - Winter Park
Absolutely wonderful experience! Kiko came home happy, thirsty, and completely exhausted which is basically the highest compliment I can give a dog walker 😂. I really appreciated the updates and all of the beautiful photos from his walk; it was so nice being able to see that he was having a great time. He looked relaxed, engaged, and very well cared for. I would absolutely book again and feel very comfortable trusting Kiko with her. Highly recommend!
We ended up having to book last minute and Emma came through for us and our babies! She set up a meet and greet with us to make sure our dogs got a chance to meet her prior to our trip. She kept us updated daily and sent photos as well! We will definitely will be booking again in the future! She is great and we highly recommend!
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 !!
Mallory was awesome. This our first time with Rover and really lucked out with Mallory. Our schedule changed at the last minute and she was able to accommodate and really seemed to connect with our pup. Took him on several walks during the day and got pictures every time. Would highly recommend Mallory and will use her again.
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.
Meet local walkers who will treat your dogs like family
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 for Dog Walking in Winter Park on Rover is $22.2 per walk (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .
As of September 2026, there are 5,407 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 services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Winter Park.
Got specific details you'd like the dog walker to include? Message them in the app before your dog’s 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 Rover Guarantee , 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 Rover's Trust & Safety page .
Yes, you can find walkers who have experience with handling special pet needs in Winter Park. On Rover:
- 90% of walkers can help with special care needs
- 95% can help with giving oral medications or injections
- 98% 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 short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.
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