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

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Loving dog walkers in your neighborhood
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1. Alycia H.


“Alycia does a great job caring for my senior dog and has gotten to know his routine. She always sends a very thorough summary and many pictures. He really loves when Alycia visits!”


2. Anna P.

“Anna does an excellent job with the dogs. My small dog has an attitude especially around the house with strangers. Anna is able to take her for a walk and is able to warm up to her. Anna has done drop off visits as well. All goes smooth. Highly recommend!”




3. Jessica L.

“Jessica is just wonderful. So very nice. And my dog loves her!”


4. Barbara B.


“We felt immediately comfortable with Barbara when meeting for the first time. Her experience with and love of dogs was evident when meeting Cooper and Zachary. I love the Rover alerts when she came to walk Coop and the photo. I just felt at ease and grateful we had her to care for our boy. Will hope to be able to book her whenever we go away!”


5. Morgan I.
“Morgan has been walking my pup 4x a week for almost two months now! She is flexible, communicative, and most importantly takes my dog on nice, long walks! She always sends pictures and gives treats before she leaves the house as well! I would definitely recommend her!”


6. Rhea P.
“Rhea has always been passionate about animals. She is a passionate , dedicated pet caretaker . She does what ever it takes to assure that the pets under her care are well taken care of. One can be assured that their pet is in good hands when under her care.”


7. Sandra F.
“Sandy is caring, attentive and great at problem solving. Whether you pet is big or small, she will give her full attention and ensure that they are not only receiving care but enjoying it too. She's a lover of all types of creatures and would make a great choice to assist you and your pet!”


8. Amber K.
“Amber has always been interested in dog training and always has many dogs to practice with. She fostered dogs with her mom for two years getting acquainted with many breeds. She dog sits for some people and is very responsible. She would be an asset to you as she is very happy and enjoys contact with the dogs.”


9. Abbey B.

“Abbey is a very sweet young girl who always arrives right on time and comes very prepared for night time walking. Charly recognizes her as she's walking to the door and is wagging her tail happy to see her. I'd highly recommend Abbey.”


10. Alli S.
“Alli is fantastic. I felt at ease with her taking care of Cooper and knew he was well taken care of. I will be using Alli many times in the future!.”


11. Andrea W.
About: Charismatic and outgoing animal lover with 16 years experience owning pets, and hundred of hours volunteering at the humane society in 3 different states. I grew up with cats, but could not own a dog until I moved out on my own, so I quickly got my first baby Alice the first chance I could. My fur babies include a 12 year old sweet beagle mix, Alice 🌈 and two gentle loving cats, Poppy and Millie. All of my animals have been around other animals their whole lives and get along with all creatures. I prefer not to board cats, but can keep your cat in a closed bedroom for their stay. I would love to open my doors to help out families in need of a more personal way to board their pets when they are away. Your animals must get along with cats and small children. I am only working part time and have a very open schedule right now so I have the ability to care for your pet throughout the day. My pets have free range of the house. Visitors dogs can be crated if needed or have free range of the house if ok left unsupervised.


12. Bella D.
“Bella has such a compassionate heart and love for all animals. She is extremely dependable and responsible and would do whatever it takes to make sure your dog is happy and healthy.”


13. Kayla J.
“She has been taking care of pets for most of her life!! I can tell that she genuinely has a passion for all animals. ☺️”


14. Aymee S.
About: As a navy veteran, i've developed a strong sense of responsibility and attention to detail. Through the years, I've cared for friends and family's pets, ensuring that they've receive the love and attention they deserve. Whether if it's feeding, walking or just keeping company, I'll treat your baby is if they were my own. I'm excited to bring my commitment and care to your fur nugget! At the moment im taking some well deserved time off due to my recent separation from the Navy. With that being said I have plenty of time to take care of your babies! I provide reliable loving care for pets in the comfort of their own home. Services include feeding, fresh water, walks, playtime, litter or waste cleanup and daily updates. I follow your pets routine closely and ensure that they feel safe, happy and loved while you're away, all the while respecting your home and instructions.


15. Cynthia S.
“Dog’s best friend!! You will not go wrong by choosing Cynthia to be your furry family member’s walking buddy. She has experience with large and small dogs, cats, lizards and more. She is so loving and caring and can also good off with and burn our Huskie’s energy! No small task! Seeing her interact with our dogs, rabbit and lizard, I can tell you your critter is in good hands and will get the attention and care you hope for and that they deserve. Cynthia is also very responsible and trustworthy and active. A great companion for a chill stroll or a multi-mile trek. 100% recommended!”


16. Gray Y.
About: I have plenty of energy to toss a ball all afternoon with the dogs and walk them around. Can chill with them or whatever they like to do. I can walk or watch the dogs whenever needed. I will have my schedule reflect my availability and I will be free whenever needed in those times. I can do whatever you need from me, can take care of your home and provide a fun day for the pets that’ll keep them busy.


17. Madeleine G.

“Madeleine arrived in time and was very professional, she clearly knows how to make a dog feel comfortable, Saltie came home happy and tired!”


18. Tristin C.
“Tristin has a great love for animals. She takes excellent care of my dog when I’m not home, and she always makes sure to check in with us!”


19. Jeanne E.
“Jeanne is a dog owner, a volunteer for a dog rescue organization, and spends most of her days working from home. She is a highly active volunteer for a not-for-profit organization named "Caring 4 Canines". She participates in fundraising, pet adoption days, and fosters puppies until they find a forever home. Any dog that Jeanne would be caring for would get the socialization that dogs need. Since she works from home her dog and the foster puppies have her available to let them outside when they need to. Jeanne also provides exercise for both her dog and the foster dog by taking them on walks together. Jeanne is a great caregiver for dogs.”


20. Alisa G.

“Alisa did a great job watching my pup and taking her on a walk! My pup was nervous to have someone new in the house and Alisa was so kind and gentle with her until she could get her outside. Alisa went at the pace of my pup and made sure she was comfortable before she got closer to her :) I will definitely use her again in the future!”
How Rover works
1. Search
Read verified reviews and choose a dog walker who’s a great match for you and your dog2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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.
Doggy 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 2025 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 2025, there are 2,229 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 14 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 2,229 dog walkers in Winchester on Rover, so you’re sure to find the perfect match for your dog! In Winchester, 93% 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.
