Dog Walking Winter Park
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 114 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.”
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: As a pet mama myself, I understand the trust is takes to leave someone with your pet. I promise to be communicative, respectful in your home and always put your pets needs first! I have experience with pets of all ages and am very patient and willing to help in any way. I look forward to meeting you and your fur babies! I have a flexible work schedule and have amble free time in the day and weekends for visits! I am able to do early morning visits as well as late night drop bys! It is super important to me to create a calm and clean environment for your pets. I will always adhere to the needs of the pet, keeping their boundaries and temperament in mind. I also want your pet to feel comfortable to play, cuddle and adventure! I feel very comfortable with cleaning messes and being patient with more shy animals.
“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 was great with our guys! In addition he was always on time & kept us posted on everything we needed to know of their time together. We definitely felt our they were in good hands!”
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!
About: I’ve taken care of dogs from multiple coworkers for the past 10 years. Different ages and breeds. I’ve also stayed at their house and a couple times the dogs stayed at my place. I have a deep connection with dogs, especially. I currently work full time but I love dogs and being its their genuine love is therapy so I will always find time for them! In my home, I take pets on walk, relax with them and try to make them feel as comfortable as possible! In a clients home, I try to make sure the dog doesn’t change his/her routine so they can stay comfortable in their home!
About: As someone who has had anywhere from 12 to 3 dogs their whole life, I have always had a passion for pet care! I have raised puppies as well so I am more than qualified to watch your newborns! I love and appreciate all dogs and can’t wait to meet yours! I take care of my three poodles at home, so pet care is a constant part of my life and I can’t wait to add your pets into my routine! I always ensure pets are in a safe, clean environment with plenty of water, attention, and supervision. I follow all care instructions closely, keep doors secure, and use leashes or crates as requested to maintain safety and trust.
About: Your Dog’s New Best Friend—Loving, Reliable Care for All Breeds & Sizes! Hi! I’m Tiffany, a passionate and experienced pet caregiver offering dog daycare, dog walking, and dog boarding services. Whether your pup needs a fun-filled day of play, a refreshing walk, or a cozy home-away-from-home while you’re away, I’m here to provide loving, reliable care tailored to their needs. I have experience with dogs of all breeds, sizes, and temperaments, including large and giant breeds. Whether your pup is energetic and playful or prefers a more relaxed pace, I’ll ensure they feel safe, happy, and well cared for. My home is dog-friendly, with plenty of space to roam, play, and relax. Walks are customized to your dog’s energy level, and every pup gets plenty of attention, cuddles, and care! I’d love to meet your furry friend and provide them with the best care possible. Book now, and let’s give your pup the love and attention they deserve! Having 4 dogs of my own, I know how important it is to trust someone with your animals! I do Rover full time and love meeting new pets! I have a passion for treating your animals like my own! I know how important routine care is to the safety and happiness of your babies!
About: I’ve owned cats and dogs most of my life. I had two cats that both lived to be 21 years old. I have friends and neighbors that trust me with their dogs and cats while they go on vacation. I enjoy providing pet parents with photos, videos, or text while they are gone. There is no worrying about your pet. Trust is the most important thing. I currently own two cats, so every day care and litter box cleaning is a must. I am happiest when I am taking care of my pets, and hopefully yours! You can trust me with your pets and the safety of your home. I will follow your instructions to the letter and on the schedule you request.
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!
“Cristina is amazing. She comes through for me always and helps me out a lot. There have been several times at the last minute she has been able to bail me out with emergency coverage and is just the best.”
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
“I’m so grateful for Ja’Ravia’s help these past two weeks. She’s reliable, attentive, and clearly cares about the pets she works with. She refilled my dog’s feeders when needed and even replaced the batteries in my door lock so she could continue walking him without interruption. That level of thoughtfulness really stood out to me. This is my second time booking with her and I’ll absolutely continue to do so.”
About: I’ve had dogs my entire life and I’m a real dog lover. I understand dogs and, more importantly, I understand that every dog is different. They all have their own personalities, habits, likes and dislikes. I’ve always had a natural connection with dogs. Dogs tend to like me and are usually very comfortable and calm around me. I enjoy getting to know them and figuring out what makes each one happy and comfortable. I know how important it is to trust the person taking care of your dog. I’ll take care of yours the same way I’d want someone to take care of mine. I do consulting work primarily from home and have a very flexible schedule, so I’m around most of the day. I can easily work around your dog’s normal routine for walks, feeding, playtime or just hanging out. They won’t be left alone for long stretches of the day. I want your dog to feel comfortable and at home with me. I’ll follow whatever routine and instructions you give me, including feeding, walks, medications, sleeping arrangements or anything else they’re used to. I pay attention to dogs and their behavior, and I’m not going to force a dog into something they’re uncomfortable with. My goal is pretty simple - keep them safe, happy and relaxed while you’re away.
About: I have taken care of dogs for around 10 years. I have experience with both puppies and senior dogs. I have worked with my family to foster all kinds of animals and find them homes. I used to volunteer at Pet Alliance where I cleaned animal enclosures. I walk dogs around 3 times per day and feed them twice per day. When I am hired I walk dogs as many times as needed. I value safety in everything I do, especially when caring for pets. I am very respectful to the client’s wishes when a pet is placed in my care and go above and beyond to make sure the pets and the client feel comfortable.
About: I love animals , I have been watching pets for 5 years now and I'm home full time , I invest my time into the animals and love and care for them just as they were my own . I'm very reliable and flexible with my schedule . My home is a safe and fun environment . I love going on walks with my dog daily . I have two cat as well . I currently work as a nurse . I have my own transportation and insurance and I'm alway on time and reliable . I love what I do and I'm a caring and loving person always willing to help. I am very flexible with my schedule outside of work . I usually work mornings but that can change often I am open in advance to accepting last minute requests I have two pets of my own and take very good care of them , clients animals I treat them just the same as I would my own . I will tend to playing , feeding , bathing if needed
The median cost per walk for dog walking in Winter Park is $20
Dog parents share their Rover experiences - Winter Park
Camryn has been absolutely awesome with our senior dog, Oberon! She takes such great care of him, and it's been a huge comfort knowing he's in such good hands. Her communication is excellent, she's incredibly reliable, and she always makes sure everything is locked up and secure before leaving. It's clear that she genuinely cares about the dogs she looks after. I would absolutely recommend Camryn to anyone looking for a trustworthy, caring dog walker!
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?
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 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 is $22 per walk as of November 2026. Most bookings cost between $14 and $37 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 November 2026, there are 5,392 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 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 a map of the walking route, 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 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:
- 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 Meet & Greet.
walkers on Rover set their own cancellation policy, 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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