Dog Walkers in Winner, MO

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Winner dog walkers

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Lisa R.
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Lisa R.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
4 reviews
3 repeat clients
15 years of experience
Kansas City, MO, 64157

About: As a dedicated pet sitter in my 40s, I bring both life experience and a genuine love of animals to every home I visit. Working from home gives me the flexibility to provide reliable, attentive care—so your pets are never rushed or overlooked. I share my life with two Labrador Retrievers, so I understand the energy, affection, and structure dogs need to thrive. Beyond everyday care, I’ve trained my own dog in agility and therapy work, which means I’m comfortable handling different temperaments, reinforcing good behavior, and providing both physical and mental enrichment. Whether it’s playtime, walks, or simply keeping your pet company, I treat every animal as if they were my own—with patience, consistency, and plenty of love. My goal is simple: to give you peace of mind and keep your pets happy, safe, and well cared for while you’re away. I currently work from home which allows me the flexibility to accommodate your pet care needs for almost any request during the week or weekends. I will follow your pet’s typical routine and any other specific instructions you may have to ensure you feel 100% comfortable while your pet is in my care.

Sitter Profile Image: Kaitlin P.
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Kaitlin P.
from
$20
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
4 years of experience
Kansas City, MO, 64157

About: I treat every pet like they are my own and focus on making them feel safe, comfortable, and loved while their owners are away. Over the past four years, I have cared for family and friends’ dogs of different breeds, sizes, and personalities, which has helped me become patient, dependable, and attentive to each pet’s needs. I am comfortable caring for energetic puppies, including helping reinforce routines and basic behaviors, as well as older dogs who may need a slower pace, extra patience, medication reminders, or additional attention. I also make it a priority to keep owners updated with communication and pictures so they can feel confident their pets are in good hands. Pet care fits well into my routine because I have a flexible schedule throughout most of the week. This summer I would love to care for your furry friends before I move to start my first teaching job! I am organized, dependable, and able to plan my schedule to make sure pets receive the attention, exercise, and care they need consistently. When caring for pets in a client’s home, I focus on keeping their routine as normal and comfortable as possible. I make sure pets are fed on schedule, have fresh water, get plenty of exercise and playtime, and receive lots of attention and care. I also keep the home clean and respect the owner’s instructions for routines, medications, crate schedules, or any special needs. I understand that every pet is different, so I adjust my care based on their personality and energy level. Some pets need extra play and activity, while others need a calm environment and patience. I also make communication a priority by sending updates and pictures so owners feel confident and connected while they are away.

Sitter Profile Image: Heather W.
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Heather W.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
84 reviews
23 repeat clients
30 years of experience
Kansas City, MO, 64156

Heather works great with Rascal. Rascal recently had leash training and Heather works with him when she takes him out for his walk. Rascal is so good excited to see Heather when she comes.

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Dalene R.
Sitter Profile Image: Evelyn L.
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Evelyn L.
from
$15
per walk
5.0 out of 5 stars
9 reviews
1 repeat client
4 years of experience
KCMO, MO, 64155

Evelyn has only walked Sonny 2 times. They walked 1.5 miles on each walk. They are a great match! Sonny loves her.

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Cindy S.
Sitter Profile Image: Jason M.
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Jason M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
10 reviews
3 repeat clients
30 years of experience
Liberty, MO, 64068

Very nice!

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Ashlynn K.
Sitter Profile Image: Rio B.
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Rio B.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
34 reviews
12 repeat clients
10 years of experience
Kansas City, MO, 64155

This was my first time using Rover so I was a little nervous, but Rio was wonderful. Great communication and cute photos of my 13 year old Shih Tzu. No complaints. Will definitely request Rio in the future!

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Jolene G.
Sitter Profile Image: Macy M.
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Macy M.
from
$15
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
8 years of experience
Kansas City, MO, 64155

About: I have taken care of animals of many shapes and sizes throughout my life, from large dogs to kittens. I also have volunteer experience at KC Pet Project. I actively take care of cats and dogs of my own most days of the week around school and work, as well as maintaining other hobbies. Being able to help others with their pets is very fulfilling to me! I have experience feeding, brushing, walking, and training animals. In my clients home i would provide the upmost care for their pet and their home.

Sitter Profile Image: Joshua R.
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Joshua R.
from
$15
per walk
8 years of experience
Kansas City, MO, 64157

About: I treat every pet like they’re my own, not just a job to check off. I focus on keeping their routine consistent, whether that’s walks, feeding schedules, or just giving them attention and comfort while you’re away. I work from home mainly. I’m able to give pets consistent attention throughout the day, whether that’s walks, playtime, feedings, or just keeping them company. My home has a fully secured fenced yard where pets can safely play, get their energy out, and I have extra kennels available if needed.

Sitter Profile Image: Aubrey N.
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Aubrey N.
from
$15
per walk
5.0 out of 5 stars
3 reviews
5 years of experience
Kansas City, MO, 64157

About: I have experience pet sitting puppies, cats, adult dogs, and senior dogs. I also love being active, so animals of all activity levels are welcomed! I am currently on break from school, so I am available on weekends and weekdays! I also have a flexible part-time job in the area. I am comfortable feeding, walking, handling medication, playing indoor/outdoor, and exercising with pets. Extra accommodations for young or senior animals will also be managed!

Sitter Profile Image: Cooper B.
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Cooper B.
from
$12
per walk
5.0 out of 5 stars
12 reviews
4 repeat clients
5 years of experience
KCMO, MO, 64155

I booked Cooper for a 3-day walk with my dogs. It was really cold that week. On day 3, it was snowing, I told her that if the roads were bad, we can just cancel the walk. She came and walked the dogs that day. Really love her!

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Jenny L.
Sitter Profile Image: Stephanie S.
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Stephanie S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
45 reviews
11 repeat clients
17 years of experience
Kansas City, MO, 64155

I highly recommend this person as a dog walker. She is very responsible, punctual, and caring with my dogs. I trust her completely, and she always makes sure my dogs are safe and happy. I am very grateful for her help and dedication. Thank you Stephanie 🩷🌟🌟🌟🌟🌟

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Ivonne G.
Sitter Profile Image: Hannah A.
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Hannah A.
from
$20
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
11 years of experience
Liberty, MO, 64068

About: I grew up on a farm with many types of animals and hard work. I have worked in veterinary clinics as a kennel attendant and now a veterinary assistant for over 10 years. I have experience with dogs, cats, and exotic pets. I'm comfortable caring for elderly and sick pets as well as giving medications. I live and work in the Liberty MO area. I am an early morning person and can do early morning drop in visits and walks before 7 am (including weekends and holidays). I typically get my lunch break between 12-2 pm. I can come and do a drop in visit or do a short walk over my break. Evenings are a possibility but are less flexible and open. I can offer enrichment with treats, playtime and exercise. I like a good cuddle session as well as a hyper wrestling match, or active fetch game. I enjoy being out in God's creation and am open to more nature based walks if you have an active curious pup (like my own dog). I think cats should also be enriched and loved. I like playing games with cats and helping them feel comfortable and spoiled. I have owned a lizard of my own and am not afraid of reptiles or rodents. I think exotic pets need enrichment, entertainment, and love as well.

Sitter Profile Image: Kaylee R.
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Kaylee R.
from
$15
per walk
5.0 out of 5 stars
11 reviews
3 repeat clients
20 years of experience
Liberty, MO, 64068

I don’t know what I would do without Kaylee! When my spouse is traveling she saves me… I am chronically ill and not able to give our Golden-doodle the exercise she needs. Kaylee lives nearby and she is always reliable, personable and flexible. SO GRATEFUL. Wish I could afford a more generous tip!

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Jody M.
Sitter Profile Image: Emma B.
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Emma B.
from
$20
per walk
5.0 out of 5 stars
64 reviews
7 repeat clients
3 years of experience
Kansas City, MO, 64157

Emma was amazing in caring for my dog! I had been hesitant to use Rover for a while now, and she was the first walker that I have ever used. She went above and beyond in playing Benny’s favorite game, taking him on a walk, and ensuring he was taken care of before leaving. She has great communication, is very flexible, and I will definitely be using Emma in the future to care for my pup!

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Abby S.
Sitter Profile Image: Stephanie C.
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Stephanie C.
from
$20
per walk
5.0 out of 5 stars
21 reviews
7 repeat clients
17 years of experience
Kansas city, MO, 64155

So Glad We Found Stephanie!!! When we got back from our trip we could tell that our Samson was well cared for….. He is in better physical shape as well…She took care of him as if he was her own. We was at complete peace… She even kept a good eye out on the house…10/10 Highly Recommend 🥰

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Christine G.
Sitter Profile Image: Machelle M.
Verified Enhanced Background Check
Machelle M.
from
$15
per walk
5.0 out of 5 stars
26 reviews
6 repeat clients
15 years of experience
Kansas City, MO, 64157

About: I am a nurturer and a lover. I love all animals and know how hard it is to leave them. I will never be a replacement for you, but know it is important to have someone to love on your fur babies when you have to be away. I am used to dealing with high anxiety dogs and have experience with medically needy as well. I am happy to work with you on your pets needs, and make sure we are a good fit. I love to walk and play outside, but I’m also happy to snuggle up on the couch. Whatever your pet needs, we can make it work! I am used to following detailed plans, routines and instructions to make sure your absence is as easy as possible on your fur kids!

Sitter Profile Image: Laura H.
Verified Enhanced Background Check
Laura H.
from
$18
per walk
5.0 out of 5 stars
79 reviews
30 repeat clients
8 years of experience
Kansas City, MO, 64155

Laura does a wonderful job watching and walking our puppies and kitties. Our dogs take a little bit to warm up to others and she got them to open up quickly. We definitely plan on using Laura’s services for walks and housesitting in the future.

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William L.
Sitter Profile Image: Kadijah H.
Verified Enhanced Background Check
Kadijah H.
from
$15
per walk
10 years of experience
Kansas city, MO, 64119

About: I have over 10 years experience in the veterinary field. I have handled dogs and cats of all sizes and attitudes. I am very experienced in administering medication including pills and shots to both dogs and cats. I currently work full time and have three dogs of my own, I am available to provide drop in visits along with walk times as well. I am very respectful of your space along with understanding keeping the importance of your pets safety along with their routines. I want to try to make everything as easy as possible for the pet.

Sitter Profile Image: Brandi R.
Verified Enhanced Background Check
Brandi R.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
44 reviews
14 repeat clients
12 years of experience
KCMO, MO, 64154

Brandi came and walked my dog every day for several weeks while I was waiting for hip replacement. A definite plus for me. She varied her times around weather and the fact that my doggy gets hot if the sun is too much (she came in the evening).

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Audrey B.
Sitter Profile Image: maddy g.
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maddy g.
from
$20
per walk
4 years of experience
Kansas City, MO, 64118

About: As an Australian Shepherd owner, I understand the needs of high-energy dogs. I’ve also used Rover for my own dog, which taught me exactly what i do and don’t want for a pet sitter. Because of that, I make it a priority to provide the kind of care that I would want for my own dog. My goal is to make your pet feel loved, comfortable, and well-exercised while you’re away. I’ll provide plenty of playtime, attention, and photo updates so you can relax knowing your pet is in good hands. 🥰 I’m currently studying online to get my teaching certificate, so I’ll have plenty of time to care for your animals at whatever time you would prefer! I am available 7 days a week as i can study whenever and wherever. :) I am unable to host pets in my home, but I am happy to care for them in theirs! As a pet owner myself, I know every animal has their own routine and preferences. When I leave my own fur baby, I’m definitely the person who leaves a detailed list of instructions. If that’s you, I promise to follow them carefully and make sure your pet receives the same level of care and attention they’re used to. If you’re more laid-back, that’s perfectly fine too! My goal is to keep your pet safe, comfortable, and happy while you’re away.

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The median cost per walk for dog walking in Winner is $20

Why Choose Rover?

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  • 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.

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    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Winner average 4
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 Winner 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.

If you’re searching for a Winner dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 1,692 dog walkers in Winner. 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 Winner dog walkers respond in under an hour.

Dog walkers in Winner have an average of 15 years of experience. Dog walkers with repeat customers have an average of 4 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 Winner.

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 1,692 dog walkers in Winner on Rover, so you’re sure to find the perfect match for your dog! In Winner, 91% 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.