Dog Walkers in Winner, MO

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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: Stephanie S.
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Stephanie S.
from
$18
per walk
5.0 out of 5.0 stars
7 reviews
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: Emma B.
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Emma B.
from
$20
per walk
5.0 out of 5.0 stars
63 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: Rio B.
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Rio B.
Star Sitter
from
$17
per walk
5.0 out of 5.0 stars
21 reviews
7 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: Heather W.
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Heather W.
Star Sitter
from
$25
per walk
5.0 out of 5.0 stars
60 reviews
19 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: Jason M.
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Jason M.
Star Sitter
from
$20
per walk
5.0 out of 5.0 stars
10 reviews
2 repeat clients
30 years of experience
Liberty, MO, 64068

Very nice!

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Ashlynn K.
Sitter Profile Image: Laura H.
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Laura H.
Star Sitter
from
$18
per walk
5.0 out of 5.0 stars
54 reviews
22 repeat clients
8 years of experience
Kansas City, MO, 64155

Laura took excellent care of our Blue Heeler while we were out of town! Her communication and reliability were top notch! We will absolutely use her again in the future!!

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Jessica S.
Sitter Profile Image: Robin L.
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Robin L.
Star Sitter
from
$25
per walk
5.0 out of 5.0 stars
14 reviews
6 repeat clients
40 years of experience
Smithville, MO, 64089

About: With over 30 years of hands-on experience caring for pets of all ages and breeds, I bring a lifetime of dedication, reliability, and deep animal understanding to every visit. What sets me apart is not just my longevity in the field, but the personalized attention and calm, confident care I provide. From energetic puppies needing structure and training, to senior pets requiring patience, medication, and gentle handling—I’ve done it all. I specialize in reading animal behavior, easing anxiety in shy or rescue pets, and creating a safe, loving environment while you’re away. Your pet’s routine, health, and happiness are always my top priority. Whether it’s daily walks, overnight stays, special needs care, or just keeping your pets company, you can count on me to treat them like family—because to me, they are. Pet care is a natural and fulfilling part of my daily and weekly routine. I structure my schedule around feeding times, medication needs, play sessions, and quiet companionship, ensuring each pet receives the attention and consistency they thrive on. Whether it’s early morning visits, midday check-ins, or evening routines, I prioritize each pet’s comfort and well-being as if they were my own. Caring for animals isn’t just something I do—it’s woven into my lifestyle, bringing joy, purpose, and a calming rhythm to each day. I have a large fenced in backyard that has ample room to run and play. I also have a Great Dane who loves all animals. In my clients’ homes, I provide personalized, stress-free care that keeps pets comfortable in their familiar environment. I follow each pet’s routine closely—whether that includes feeding, walks, playtime, medications, or cuddle sessions—ensuring they feel secure and cared for in your absence. I keep things tidy, stick to household rules, and maintain open communication with daily updates and photos. My goal is to create a calm, consistent presence that pets trust and look forward to, so you can travel or work worry-free knowing they’re in capable, loving hands.

Sitter Profile Image: Machelle M.
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Machelle M.
from
$15
per walk
5.0 out of 5.0 stars
25 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: Stephanie C.
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Stephanie C.
from
$15
per walk
5.0 out of 5.0 stars
8 reviews
5 repeat clients
17 years of experience
Kansas city, MO, 64155

Stephanie is amazing! She’s very sweet and always leaves detailed messages about our pup’s walks.

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Ashley H.
Sitter Profile Image: Ali H.
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Ali H.
from
$25
per walk
5.0 out of 5.0 stars
12 reviews
5 repeat clients
10 years of experience
Holt, MO, 64048

About: Hi! My name is Ali H. I have a 13 year old poodle that my family and I raised and trained. I have watched dogs since I was 10 (I will be 21 in November) and it is one of my favorite things to do! I have watched puppy from the age of 10 weeks all the way up to senior dogs. I have taken care of dog with many health problems. Since I live more in the country my dog and I normally go for walks about twice a week and we play in my yard everyday! Dogs in my house are treated like family. We make sure they are loved and cuddled everyday. And of course they sleep with us at night! We also love taking my dog for cars rides and spending time with other dogs to make sure she is socializing!

Sitter Profile Image: Jennifer P.
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Jennifer P.
from
$15
per walk
25 years of experience
Kearney, MO, 64060

About: With 25 years of professional and personal animal care and training experience, you can trust that I will provide exceptional and loving care for your pet while you’re away. I’m not just a dog-sitter; I’m an experienced caregiver dedicated to your pet’s well-being. I have experience caring for a variety of pets, including large and small dogs, cats, reptiles, small animals, and farm animals. I have the ability to evaluate and monitor animal health and can administer medications as needed. I provide pet sitting services in your home, where your pet feels most comfortable. My extensive background in animal care has equipped me with the skills to competently and confidently care for your pet. You can leave the worry behind and rest easy, knowing your pet will receive the best care possible in your absence. You’ll receive clear communication, regular updates and most importantly, immediate notification of any concerns or issues that may arise. I am available to provide pet-sitting services 1-3 times daily in your home on a schedule. I am located near Kearney, MO and an able to provide services to surrounding communities as my scheduling allows. I provide pet-sitting services in your home to ensure your pet's comfort while you're away. I can provide walks, play time, snuggle time, administer medications as needed, collect mail, clean up pet messes, and scoop litter boxes. Your pet's safety and well-being will be my priority. You can rest assured that careful attention will be given to follow your instruction for pet's care. You will receive regular communication regarding you pet's care and most importantly, you will be notified immediately of any concerns or issues that may arise.

Sitter Profile Image: Michaela G.
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Michaela G.
from
$15
per walk
5.0 out of 5.0 stars
7 reviews
4 repeat clients
5 years of experience
Pleasant Valley, MO, 64068

My dogs are in love! They can’t get out the door fast enough when Michaela pulls into the drive. They come home exhausted!! Michaela is personable and flexible, I appreciate her.

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Melodee T.
Sitter Profile Image: Sydney D.
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Sydney D.
from
$16
per walk
5.0 out of 5.0 stars
3 reviews
1 repeat client
10 years of experience
Smithville, MO, 64089

About: I rescued my first pet (cat) and spoiled my second (dog). Have fun playing fetch and taking long walks, and love to hang out with cats too. I have just recently moved back to Missouri from Bozeman, Montana and am always looking to stay busy with side jobs on my time off. I can easily crate dogs (only if asked or necessary) in a client’s home. I can recognize different techniques to use on differently trained animals.

Sitter Profile Image: Emily M.
Verified Enhanced Background Check
Emily M.
from
$15
per walk
15 years of experience
Kansas City, MO, 64155

About: Weekend boarding available! Small dogs only (under 40 lbs). Cozy home in Staley with fenced yard, two friendly resident dogs, and lots of playtime. I can keep animals separated at request, thought. Last-minute bookings welcome — drop off Friday PM, pick up Sunday PM. Medication, special diets, and puppy needs okay. 🐾 Message me for same-day availability! Hi! I’m Emily — a lifelong animal lover and experienced pet care pro. I work weekdays from 8–5, but I’m flexible and happy to collaborate on timing that works for you. Whether it’s early mornings, evenings, or weekend care, I’ll do my best to accommodate your pet’s needs. I offer drop-ins, walks, and pet adventure packages with plenty of photo updates so you never miss a tail wag or silly face. You’ll get peace of mind knowing your pets are safe, loved, and having a great time. With 7+ years in pet care (including time at a busy pet hotel) and a current home full of chaos—one dog and four cats—I’ve worked with animals of all ages, temperaments, and needs. From zoomy puppies to shy senior cats, I adjust my approach to help each pet feel seen, safe, and calm. If your pup would benefit from a social walk, my dog Charlie may join — she’s polite, playful, and great at reading other dogs’ vibes. But solo care is always available too! New to Rover, but not new to pets. I’m here to connect with your furry family and make your time away feel a little easier — for both of you. 💬 My messages are always open — reach out anytime! I work full-time during the weekdays but have a flexible schedule after 5 PM for evening walks, check-ins, or cuddles. I also have open availability every other weekend and can accommodate morning, afternoon, and evening visits during those times. If your pet needs a consistent routine or you have special scheduling requests, feel free to reach out—I’m happy to discuss what works best for you and your pet! Your pet’s comfort and safety are always my top priority. I believe in personalized, intuitive care—every animal is different, and I take the time to learn what works best for your furry friend. If I’m caring for pets in my home, I’ll be highly selective to ensure a good fit for both your pet and my own crew. I require a meet-and-greet in advance, so I can understand your pet’s needs, temperament, and routine—and make the proper adjustments in my home to keep everyone happy and stress-free. If I’m visiting your home, I ask for a pre-meeting with your pup, ideally including a walk and a conversation about your expectations, your pet’s routine, and any special needs. I want to make sure we’re all comfortable and on the same page before you head out. I provide calm, consistent care, always attuned to your pet’s behavior and emotional needs. Whether it’s cuddles on the couch, an energetic hike, or just some quiet company, I tailor every visit to make your pet feel safe, loved, and understood.

Sitter Profile Image: Kaylee R.
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Kaylee R.
from
$15
per walk
5.0 out of 5.0 stars
7 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: Morgan G.
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Morgan G.
from
$15
per walk
5.0 out of 5.0 stars
3 reviews
1 repeat client
4 years of experience
KCMO, MO, 64155

Morgan walks my dog, Koda, multiple times a week on my busier days. She has been an absolutely fantastic dog walker! Always punctual, dependable, and my Koda is always well worked and happy after her walks. Will definitely recommend Morgan to any pet owner in the future!

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Yaseen E.
Sitter Profile Image: Morgan L.
Verified Background Check
Morgan L.
from
$15
per walk
20 years of experience
Kansas City, MO, 64158

About: My husband and I just moved into a new home in the northern Kansas City area, near Liberty and about 15 minutes from the Kansas City airport. Our sweet Goldendoodle, Nike, LOVES other dogs and hasn't met too many other doggy neighbors so we figured this would be a great fit for us and for you! We absolutely love dogs and are very active - always going on runs, walks, checking out the city, or to the dog park. Our home is located near more than a few beautiful trails that we enjoy walking on. We are both home full time and are able to administer medication. We'll treat your animals just like we treat our doodle and can't wait for Nike to make some new friends!

Sitter Profile Image: Kaylee K.
Verified Enhanced Background Check
Kaylee K.
from
$15
per walk
5.0 out of 5.0 stars
7 reviews
5 repeat clients
12 years of experience
Kansas City, MO, 64155

About: I have taken care of all breed and sizes of dogs for a few years now. All my family and family friends have trusted me with their fur babies. I go to their homes or I take their dogs home with me depending on how they get along with my dogs. I have fed, played, and bathed dogs. I also love of them as if they are my own dogs. Not only do I care for dogs but I can care for all other four legged animals as well! I currently work full time at KC Pet Project! I work 4 10hr shifts, Sunday-Monday, Thursday-Friday, but I am usually gone 6:30-7:00am to 7:30pm. I do work a few part time jobs but there is no set schedule for when I work them but I make them go around my pet care responsibilities! I have a fenced in yard but I currently live with family so I can not take any animals into my home! I have a 7 month old heeler puppy that would be with me and I am in the process of finding my own place!

Sitter Profile Image: Cassie M.
Verified Background Check
Cassie M.
Star Sitter
from
$16
per walk
4.9 out of 5.0 stars
85 reviews
39 repeat clients
9 years of experience
Liberty, MO, 64068

Cassie is just absolutely the best! Puppies have special needs and she knew all about them. She stayed extra long and made sure that my puppy ate and went potty and had some play time. On her second trip she also took extra care. I will use her again! Thank you Cassie.

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Shelleen W.
Sitter Profile Image: Melissa B.
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Melissa B.
from
$20
per walk
5.0 out of 5.0 stars
13 reviews
4 repeat clients
40 years of experience
Kansas City, MO, 64157

She was amazing! I didn’t get to meet in person because I was out of country, but my husband told me that she was really nice and friendly, and such a dog lover. She took some good photos of our puppy during the walk and it looked like he was having fun. She always responded quickly to any text messages which I really appreciate.

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Yuki G.
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The median cost per walk for dog walking in Winner is $19

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Sitters in Winner 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 Winner on Rover as of Jan 2026 was about $19 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 Jan 2026, there are 1,651 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, 85% 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 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 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 1,651 dog walkers in Winner on Rover, so you’re sure to find the perfect match for your dog! In Winner, 92% 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.