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
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Sophie walks my Beagles during the week. She is incredibly responsible, flexible and a genuinely nice person. I highly recommend Sophie for anyone who needs any service for their pups ☺️”

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.
“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!”

“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.”
“We could not be more grateful for the wonderful experience with Jenna! This was our first time using Rover and we will definitely be rebooking with her again in the future. Wonderful communication and very personable. Thank you Jenna!!”

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: I've had dogs my whole life — three dachshunds, a Plott hound, a Sheltie, an Australian shepherd, and a Maltese — and I'm between dogs right now, which is exactly why I'm on here. I miss the daily walk, the mailbox sniffing, the face at the door. That mix of breeds taught me a lot. Dachshunds showed me how to be patient with a dog who has strong opinions about which direction we're going. The Plott hound taught me to keep a firm, calm hand on the leash when a scent takes over. The Sheltie and the Aussie taught me that some dogs need to feel like they're working, even on a neighborhood loop. And the Maltese reminded me that small dogs still want a real walk, not a carry. I'm reliable, I show up when I say I will, and I'll send you a photo or two from every walk. Whether your dog is a puller, a sniffer, a nervous one, or a couch potato who needs coaxing out the door, I've probably walked one just like them. I run my own business, so my weekdays are flexible and I set my own hours. Morning and midday walks fit easily into my routine, and I can often do late afternoons too. Weekends are sometimes booked with work, so I'll always be upfront about availability rather than overcommit. When I say I'll be there, I'll be there. In your home, I follow your routine, not mine. I'll ask about feeding, leash habits, doors that need to stay closed, and anything your dog is nervous around. On walks I keep a firm, calm hold on the leash, avoid other dogs unless you've told me yours is friendly, and stay off busy roads. I double-check gates and locks on my way out, and I send a quick photo and update after every visit so you know how it went.
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!
“Mady was very responsive and gave me constant details and updates for my worried dog mom brain. This was my first time booking through Rover and I will definitely be using it and Mady again 💖”

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 had and taken care of dogs since I was little and have always had a dog. I love to volunteer at shelters and help too! I’ve always had a special place in my heart for furry angels. I’ll also send cute pics! :) I work from home so I can take your pup outside before work, at lunch, and after work. Also the weekends if you go away I can take care of doggies! Since I work from home I can come by your place to walk the pups when needed. 😊 I will make sure all instructions are followed and reach out if I have questions and give proactive updates! :)
“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.”

“I appreciate everything you're doing with Oakley so much. It's great to have a walker/ trainer who truly loves dogs, wants to help them and help them work through their issues.”


“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 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.
The median cost per walk for dog walking in Winter Park is $20
Dog parents share their Rover experiences - Winter Park
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!

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 !!

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.
















