Dog Walking Winner
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 11 pet parents in Winner have booked dog walking
Winner, 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.
“Stephanie was wonderful! She was always on time, respectful of our home, and great with our older dog. Will definitely request her to help us out in the future!”
“Arrived to visits on time, took lots of pics, made sure food and water were filled, but most importantly, Gus enjoyed her and was comfortable with her!!! Will definitely hire Michaela again.”
“My dog loves Caroline! After his walks, she spent extra time playing with him in the backyard and loving on him. She had great communication skills and did an excellent job managing his sometimes leash reactiviness. We will definitely book her again if she is available.”
About: Hi! 🐾 I’m a lifelong animal lover with experience caring for dogs, puppies, cats, kittens, rats, hamsters, guinea pigs, crested geckos, bearded dragons, and iguanas! I’m comfortable with all kinds of personalities and routines, and I’ll treat your pets like they’re my own. Expect lots of love, attention, playtime, and photo updates while you’re away! 🤍🐶🐱🦎 I currently have a flexible schedule, which gives me plenty of availability to provide your pets with the attention and care they deserve! 🐾 I’m available for drop-in visits, walks, feeding, playtime, litter box care, and plenty of cuddles. I’m happy to work with your pet’s normal routine and schedule so they can stay as comfortable and stress-free as possible while you’re away. 🤍 Your pet’s safety and comfort will always be my top priority. 🐾 I’ll carefully follow any instructions you provide, including feeding schedules, routines, medications, and household rules. I understand that every pet has different boundaries and personalities, so I’m patient and will always allow them to warm up to me at their own pace. I’ll treat your pets, home, and belongings with the same care and respect I would want someone to show my own. You can also expect regular photos and updates so you can feel comfortable knowing your pets are safe, happy, and well cared for while you’re away! 🤍
About: Every dog is different and I can adapt to his or her personality. I have two doodles, and a German Shorthaired Pointer of my own. Animals are my passion and I would love nothing more than to spend time with as many furry friends as possible. I work from home in the Northland Monday through Friday. My schedule allows plenty of flexibility to come and go when a furry friend needs me. For my dogs, food time is taken very seriously as I'm sure it is in every home! I feed my pets twice a day and provide fresh water. Treats are always given after potty of course! There will be nicknames and tons of pets!!!
About: **🐾 Loving, Reliable Dog Walker & Pet Sitter You Can Count On! 🐶** Hi! I’m Hannah — a lifelong animal lover with a soft spot for dogs of all sizes and personalities. Whether your pup is full of energy or prefers a slower pace, I tailor each walk and visit to meet their unique needs. I’ve cared for dogs for 10 + years, including walking, feeding, administering medications, and giving lots of love and belly rubs! I’m also experienced with senior dogs and pets with special needs. I understand how important it is to feel confident and comfortable with your pet’s caregiver, and I promise to treat your furry family member like one of my own. I always prioritize safety, reliability, and clear communication. Services I offer: 🐕 Dog walking 🏡 Drop-in visits 🎾 Playtime & enrichment 🍼 Puppy care 💊 Medication administration (if needed) 📸 Regular updates and cute photo check-ins! Let’s chat! I’d love to meet you and your pup and see how I can help! I'm available Monday-Friday for regular weekly walks. For a drop-in visit, if you are out of town, I am available week days and weekends During walks and home visits, I prioritize your dog’s safety with secure leash handling, close supervision, and respect for their routine. I follow your instructions carefully to ensure a calm, familiar, and low-stress experience every time.
About: I’ve had yorkie’s, dobie’s, lab’s, shepherd’s and schnauzer’s. My little Stevie passed away in April after 13 years together. She can’t be replaced so I’m looking to fill the void by caring for others while my heart mends. I have a lot of free time without a set schedule so there is always time to snuggle and play and go for walks together. I have a 4’ tall fenced yard with neighbors that have dogs too. I stay outside with the dogs and do not leave them alone. Dogs will have the run of my house and are allowed on the furniture and the beds too.
About: I’ve taken care of animals since I was a teen. Family, friends, and neighbors can count on me to walk, feed, bathe, & any other extra care their pets need. I’ve taken classes for basic dog training & behaviors. I’m currently working part time so I have plenty of time to care for your pup! I’m available on week days & most weekends. I’m flexible & can work with your schedule. I can do multiple drop ins a day, house sit and stay with your animals over night, or they can be dropped off at my home.
About: Growing up I always had some sort of pet whether that be my bearded dragon, leopard gecko, cats, dogs, birds, all of it. I recently lost my disabled kitty but he taught me lots about medication administration, accessibility, and so many more things that are needed when working with a disabled or any kind of medical condition in pets. I now have a kitten and thankfully my childhood dog is still alive which I’m very grateful for. I’d love to spend time with your babies too! I live in Columbia because my boyfriend goes to Mizzou, but I currently am not working anywhere, so I can help you out anytime, anywhere:) I am very careful when it comes to pet safety. Like mentioned earlier my baby, Theo, is disabled as well as special needs. He takes medication and has to have certain accommodations around the apartment just for him. Making sure he is safe is a big priority as well as a big priority for your pet too!
About: Hi, my name is Philip and I love dogs. Through my life so far I have always been jealous of my friends whose parents allowed them to have a dog. But I take every opportunity that I can to play and care for dogs That being said, I have helped care for a couple of neighbors dogs and take them on many walks. One of them was German Shepherd puppy that I even was able to train and I grew quite attached. Whenever I am able to move out I plan to get a German shepherd for myself because of how much I loved my neighbor's puppy. I am currently working part time so I have a good bit free time on most days. I can walk or dog/cat sit weekdays and weekends most of the time until I get a full time job! I can care for a pet in your own environment however you would like me too, I'm very open and flexible as long as I have clear instructions and resources. I'm up to almost any task!
“Hannah always does a great job for my two babies. She is very quick to respond and easy to work with. I’ve used her a few times and continue to! Her experience working at a vet clinic makes me feel more comfortable. She always sends pictures and I know my dogs love when she comes around”
About: As a dog owner and cat lover, I’ve dog sat, house sat, and cat sat for many loved ones in my life! I am currently on summer break, meaning I am home 24/7 and am able to accommodate for all different pet needs! In addition, I live near a beautiful park that is perfect for dog walking! I’m currently on summer break, so I am dedicated to giving my full attention to your fur babies! I am available for daily walks, lots of play time, and anything else your pet may need! I have one very friendly Cavapoo who would love a playmate during the summer! I am determined to make your pets comfortable, whether that be watching them in my home or your own.
About: I am the fams go to dog sitter! I dog sit for all my cousins. One of my cousin even has four dogs! So I’d say I can handle anything. I work from home so my schedule is very flexible! I can make any time of the day work to come over and walk your pups or stay with them. :) I am willing to love your pets just as you love them! Just let me know what their normal routine is and I will follow.
About: Hi! I’m an animal lover with hands-on experience caring for both dogs and cats. I have two dogs and three cats of my own, so I understand how important it is to find someone you can trust to care for your pets like family. I also have experience with rescue animals and understand that every pet has their own unique personality, needs, and comfort level. I’m patient, compassionate, and committed to making sure every animal feels safe, loved, and comfortable in my care. Whether your pet loves going on walks, playing, cuddling, or simply relaxing, I’ll do my best to make them feel right at home. I know how much pets mean to their families, and I’ll treat your furry friends with the same love, attention, and care that I give my own. I look forward to meeting you and your pets! ❤️🐶🐱 I do pet care full time and when I’m not caring for your pets I’m at home spending time with mine. I have 2 dogs and 3 cats who are my world and I love nothing more than to snuggle with them on my couch and binge watch a good series! My dogs go out every 2-4 hours and my cats never go outdoors. Anytime my dogs go outside they’re always on a leash and supervised.
About: I’ve grown up with dogs my entire life and love caring for them. I have experience with dogs of all sizes, ages, personalities, and energy levels, from Labs and small Cavachons to active Border Collies. As a primary caregiver and experienced dogsitter, I’m comfortable feeding, walking, letting dogs out, administering medications, and staying overnight in clients’ homes. I’m willing to follow each dog’s individual routine and needs. I want every dog I care for to feel safe, loved, and comfortable while their family are away. My schedule gives me flexibility throughout the week to stop by, let dogs out, go for walks, feed them, and spend quality time with them. I’m also comfortable staying overnight in your home when needed. I’m happy to work with your dog’s normal routine as much as possible so they feel comfortable while you’re away. I know how important it is to trust the person caring for both your dog and your home. When I’m caring for a dog, I follow the owner’s instructions and try keeping their normal routine. I’m affectionate and playful with dogs, but I also pay attention to their personality, boundaries, and comfort level. Whether your dog wants to play, go for a walk, or just hang out on the couch, I’m there. My goal is for you to be able to leave knowing your dog is being cared for by someone who wants the best for them.
“Sarah was great! She made it over to my place in the middle of a snowstorm and took Apollo on a good long walk around the complex. She was super friendly and great with communication!”
About: I’ve always had a passion for animals. I’ve always loved having pets and caring for them. I am a former veterinary assistant. I know how to administer medication, including insulin and Sub Q fluids. I treat everyone’s animals as if they were my own. I recently left my full time job with Fed Ex to pursue my dream of working with animals every day, around the clock, in your home. I will walk your dogs and play with your pets for however long you need me to. When walking your dogs I will be cautious of other dogs and people.
The median cost per walk for dog walking in Winner is $20
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 - Winner
Select a filter and find qualifying sitters offering dog walking.Sitters in Winner average 3 repeat dog walking clients
FAQs for Dog Walking - Winner
Frequently asked questions about Rover
The average cost of Dog Walking in Winner is $19 per walk as of November 2026. Most bookings cost between $0 and $24 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 2,070 sitters on Rover offering Dog Walking across Winner. 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 Winner. 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 Winner 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 Winner. On Rover:
- 90% of walkers can help with special care needs
- 95% 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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