Dog Walkers in Winchester, MO
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Winchester dog walkers
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Very nice and friendly, and Scottie really loved her. He came back tired after his walk, which shows he had a great time. We had a very positive experience and would definitely book again”

“Cynthia was amazing- she went above and beyond the call of duty. It’s obvious that she loves animals. It stormed all weekend while we were gone, but she was very careful to make sure that our dog was comfortable. Thank you, Cynthia.”

About: I’ve lived with my dogs for around 10 years. I take them for walks, feed them when my family needs some help. I have a big dog and a medium sized dog! I don’t have any professional experience but I take care of my dogs often. :) I’m a student at Mizzou, so I will typically be busy until 3pm when I’m in Columbia. When I’m back home in Ballwin over breaks, I should typically be free at all times. I can’t have pets in my home, but in others home I am able to give walks, play with animals, and do anything that’s needed! I love taking care of animals and I’m super careful with them.
About: As a performer who travels the world by sea, I know how comforting the love of an animal can be and while I’m away I miss that connection so much! I have loved, snuggled, and pet animals around the world and while I’m back on land I would love the opportunity to give your pets the same attention! I’ve had dogs my whole life and grew up in a home full of furry friends. My parents volunteer with Duo Dogs, so our house has always been a revolving door of puppies and big dogs alike. Two of our English Labs are especially sensitive to fireworks and thunderstorms, so I’m no stranger to calming anxious pups with patience, love, and a gentle hand. Whether it’s a walk around the block, a game of fetch, some cozy snuggle time, or maybe it’s your turn to get out and see the world, I’m here to keep your pets happy and cared for while you’re away. My schedule is wide open during my time home-so don’t hesitate to reach out and let’s set something up! Since I am taking a land break, my schedule is very open! I enjoy my time at the gym, but other than that I don’t have many routine commitments. Your pet’s safety and comfort are my top priorities. I offer care in your home where your pet feels most secure and relaxed. I always follow your instructions closely, respect your space, and treat your home with care. You can trust that your pet will be loved, safe, and well looked after while you’re away.
About: I have had a lot of experience taking care of pets! I live on a farm when I am not at college so I know how much care and love animals need! I just recently got a new puppy and I love to care for him! I am currently a student/athlete at Valparaiso University. My schedule is pretty open and flexible and i’m always open to adjusting when I need to! I don’t not currently have a job so i’m usually available whenever! I love spending time with animals! I am very loving and caring. I enjoy going on walks and getting exercise! I able able to care for any type of dog or cat!
About: I have experience from working at Kennelwood for 2 years and volunteering at the Humane Society. I've always cared and loved for animals and connected to them deeply. I am a college student so most of my freetime is in the afternoons and on weekends. Please understand if I need to study or do homework! I will respect any boundaries you put in your own home. I would be happy to play with your furry friends and make them feel loved even when their owners are gone.

About: Over the years I have taken care of so many different kinds of animals. Personally, I’ve had three bunnies, a hamster, a fish and currently have a dog. I’ve learned that pets make life more fun and interesting! I’m currently working part time, so I am available most days. I am usually flexible and I am willing to frequently communicate with you about your pets needs. Pets often have to be at home alone, so I love getting to brighten their day! I think it’s important to give them love and attention because they deserve it and need it!
“Alli accepted a week before when another sitter cancelled on me …she was so professional booked a meet and greet right away. She took such good care of my babies (I have three and two are older seniors - and one active puppy!) she took amazing pics and never worried about them she is AMAZING”

“Alycia has been great with my dog. He was reluctant to walk with new people after being home with me all summer, but Alycia was very patient and worked on building his trust over their first several days walking together. Alycia is patient and reliable. She provides great updates about how my dog is doing while she is with him. We feel very happy to have found her to help us with daily walks!”

About: I work part-time at CityDogs, a boarding/day care center for dogs of all shapes and sizes! I have experience with many types of dogs and their different needs. Other than dogs I have experience with cats, birds, reptiles, bugs and fish. I have taught my birds to talk and whistle, mice to jump through hoops, and I have trained my dog in basic tricks. I genuinely care for and love animals and will give your pet(s) my undivided attention when caring for them!! I am a full time college student so I won’t be available 24/7, but I will make sure to set aside time for your pet! My availability- Mondays: After 9pm Tuesdays: After 10:30am Wednesdays:After 9pm Thursdays:After 10:30am Fridays: After 7pm Saturdays/Sundays- Free! I don’t offer services in my own home at this moment, but when caring for pets in my clients home I make sure to respect and clean up my surroundings and their animals space.
“Hannah did daily walks with our 2 dogs while we were out of town for a week. I loved the messages, pictures and information on walk length and distance! My in laws, who stayed at our house said Hannah was punctual, personable and did a great job!”

About: I have always had dogs growing up. I have done fostering and cared for many pets with sitting. I am home to be able to care for your fur baby and let out for frequent potty breaks, playtime, hugs and walks. I am reliable to be here for your pet needs while you are away. Again when I have them, they get my 100% attention. I can be around to take care of all their needs. My home has availability to have more than 1 dog if they are relaxed dog friendly or I mostly do 1 dog at time. Everything is discussed upfront and happy to have any meet and greet. I will go by rules you have at home to ensure it will be same here. IE. Crate, on furniture or no furniture. What foods needs and be sure to follow that all.
About: I have worked in dog care for multiple years and have gained many skills from this. I have also had a lot of exposure to different dogs and their needs! I do work at a dog kennel currently, but wanted to try something on my own but I would work this around my work schedule as I am only part time. Firstly I will always respect your space! I would love in-depth instructions to ensure no confusion. I will complete all tasks properly and meet all their needs. Their safety is most important as well as caring for them properly:)
About: I’ve loved meeting all kinds of dogs through Rover, whatever breed or size, and I’d love to spend time getting to know your furry friend through walks, cuddles, and just being together! I've had several dogs over the years from an 11 lbs. Schnoodle to an 80 lbs. GSP to now Oliver, a 50lb. mix of many breeds who is my daughter’s dog, but is staying with us. (However, he can go two-doors down to my father-in-law‘s house if our furry friends don’t get along.) We hope to meet you soon. I’m currently working mostly from home with a very flexible schedule. I get up around 6AM in the morning and stay up until about 10PM. I’d love to get my steps in by taking your pet for a walk! I have a screened in back deck and also a fenced in area below that is shaded. Your pet can find the perfect place to relax and enjoy, weather pending!
About: Just reactivated my Rover account in June, 2026. I am a dog person. I have two dogs, Clover and Nova which are 70+ pound husky/ Aussie mix dogs that will play hard and sleep harder. I will give your pup tons of attention, play time, and can work on training if needed as well. I love training my dogs as well as other dogs, so if you’re looking for a trusted dog walker with training experience I’m ready to help. Look forward to meeting you and your dogs. I work long days and most evenings and looking to walk dogs on my lunch break close to my office. I love walking as I walk my dogs multiple times a day. I will always leash your dogs on walks. I am familiar with the gentle leader leash and training no-pull harness. I can handle dogs that may be aggressive and will go to the other side of the sidewalk if your dogs aren’t friendly with other dogs.
About: I’ve taken care of dogs of all kinds since the age of 10. Neighbors, friends and family had relied on me to walk, feed and bathe their fur babies as well as house sit when needed. I have worked at No Leash Needed as well as Fox Creek Veterinary Clinic doing dog boarding and doggie daycare for several years. I have always have had a passion for being around animals and know they are more than just a pet, they are family. I am currently working full time Monday through Friday but would love to use my off time to do pet care! Depending on the week, I am off by 4:30-5:30 every day of the week. I know how scary it is to leave not just your animal, but your loved one in someone else’s care. My goal is to make sure they get they care the need while also sticking to their routine whether that just be going for a walk to get their exercise or keeping them comfortable while their family is away!
About: What sets me apart from other sitters is my love for animals and my hands-on experience with dogs of all ages. Growing up, my family had two dogs, so I have cared for pets through every stage of life, from puppies to senior dogs. After caring for both, I gained valuable experience in dog walking and watching. Overall, I am confident that I can adapt to each dog’s individual needs. I am also very reliable and great at communicating. I will make it a priority to updates the parents with messages and even photos. I am currently a college-athlete, so during the school year, I do have to dedicate time each day for class and practice. However, I want to make time for this because I really enjoy spending time with animals. Since I can not be with my own, pet walking/sitting is the perfect opportunity! When I care for a pet in a client’s home, I would follow their routine as closely as possible so that their pet feels comfortable. For dog walks, I would make sure to match the dog’s energy level and needs. As for their safety, I am always alert and off my phone so that they have my full attention.
“Sam is amazing! She did a great job taking care of my dogs and let herself available even I needed a sitter last minute. Appreciate her a lot and the love she gave to Olaf and Kirby! Will definitely recommend her to other furparents.”

“Mason really is a 'star' walker! I trusted him immediately when meeting him that Charly would be in good hands. Mason also takes great photos whilst he and Charly are going about the neighborhood.”

Winchester dog parents share their Rover experiences
Charles was AWESOME! I’ll recommend him everytime.. booked walking for my dog and it was my first time ever hiring a dog walker or using Rovr. I love the updates and communication and photos of my pet. I felt at ease and comfortable. I knew my dog was in good hands. Great service!

How Rover works

1. Search
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2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
3. Book & Pay
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The median cost per walk for dog walking in Winchester is $20
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 dog walker has to cancel, we’ll work with you to find a new walker.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Winchester average 3 repeat dog walking clients
Dog Walking FAQs
Frequently asked questions about Rover
Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Winchester on Rover as of Jun 2026 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jun 2026, there are 2,231 dog walkers in Winchester. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 84% of Winchester dog walkers respond in under an hour.
Dog walkers in Winchester have an average of 15 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Winchester.
You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:
- Start and stop times
- A map of their walk with total distance
- Pee, poo, food, and water breaks
- Cute photos and a personalized note
There are 2,231 dog walkers in Winchester on Rover, so you’re sure to find the perfect match for your dog! In Winchester, 94% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.
Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.






