Dog Walking Winner

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

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Over 12
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.

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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
5 reviews
3 repeat clients
15 years of experience
Kansas City, MO, 64157

About: As a dedicated pet sitter, I bring both years of professional experience in vet clinics, animal shelters, and pet insurance, with a genuine love of animals. 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. I have also previously trained my own dog in agility and therapy training. 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. 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: Rio B.
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Rio B.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
38 reviews
13 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: Evelyn L.
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Evelyn L.
from
$15
per walk
5.0 out of 5 stars
11 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: Stephanie S.
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Stephanie S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
47 reviews
12 repeat clients
17 years of experience
Kansas City, MO, 64155

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!

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Jolene G.
Sitter Profile Image: Casey L.
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Casey L.
from
$16
per walk
5.0 out of 5 stars
4 reviews
3 repeat clients
4 years of experience
KCMO, MO, 64154

Helps me on short notice and is great with my picky dog!

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Jade S.
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: Machelle M.
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Machelle M.
from
$15
per walk
5.0 out of 5 stars
27 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: 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
5 reviews
1 repeat client
5 years of experience
Kansas City, MO, 64157

Aubrey was really sweet, and good with my dog who has a previous history of being reactive. She was very understanding, followed all instructions, and was attentive. I’d book with her again!

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Tabatha S.
Sitter Profile Image: Laura H.
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Laura H.
from
$18
per walk
5.0 out of 5 stars
80 reviews
30 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: 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: Katelyn E.
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Katelyn E.
from
$15
per walk
18 years of experience
Kansas City, MO, 64157

About: I’ve had dogs in my house since I was a kid, I’m good at reading cat body language, and I absolutely adore animals! I currently have a part time job, afternoons or evenings work best for me, can watch overnight if needed,let me know what works best! I have a friendly cockapoo who loves to play with other dogs and a cat that usually stays in my room, small yard -no fence

Sitter Profile Image: Madalyn J.
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Madalyn J.
from
$19
per walk
5.0 out of 5 stars
2 reviews
5 years of experience
Kansas City, MO, 64156

About: I’ve house sat and pet sat for friends and family as needed for several years. I have had lots of dogs and cats as pets throughout my life - as well as a lizard and a toad! I’m currently working part-time with semi-flexible hours and doing theater rehearsals on some evenings, so I’ll be able to check in or go on walks throughout the day and do more extensive care on my days off! I happily follow routines that are already in place and like to use preferred toys, treats, or other comfort items already at your home. My goal is to keep pets comfortable, safe, and feeling loved!

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: Heather W.
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Heather W.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
89 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: 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: Leslie H.
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Leslie H.
from
$15
per walk
35 years of experience
Kansas City, MO, 64119

About: I have had pets all my life from dogs and cats to gerbils, hamsters and fish. Even as a young child I was primarily responsible for most of the routine daily pet care. I'm a trained CNA with applicable caregiving skills. I also have extensive experience as a shelter volunteer having walked the dog and played with them as well as socializing the cats. I'm currently self employed as a home care aide and wish to take care of animals in between assignments or during days off. I do not have any responsibilities that would interfere with me taking care of your fur babies. I do not have a fenced in yard but I do have a yard stake. I live in a townhouse with an open grass backyard. I regularly take my dog to The Liberty, MO Stockdale dog park and can take yours there too if that's your preference. If you wish I can walk your dog as many times per day as you prefer. My neighborhood has paved sidewalks and walking paths that I routinely use to walk my dog daily. I have one cat and one dog and each get along with other cats and dogs very well but should there be any unforeseen issue, I can put your pet in my spare bedroom. I also own a wire dog crate for large dogs. I can crate your pet in your home or my home if you wish me to. I will take care of him or her in whichever way you prefer. I do not crate my dog but I did as a puppy to facilitate his potty training. My dog sleeps with me at night as does my cat sometimes. Both are friendly and well socialized but again, I can put either in a spare room or your pet if necessary. Both my pets are up to date on their vaccinations and they get a monthly pill for flea and tick prevention. I can do everything from long or short walks, taking them outside for potty breaks, administering food or medicine, playtime, etc.

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: Elijah W.
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Elijah W.
from
$15
per walk
10 years of experience
Kansas City, MO, 64156

About: I’ve taken care of others pets or my own most of my life. I have had my current dog for seven years. He just turned 12 so I also have experience with geriatric animals as well I am a single father so my availability can fluctuate depending on if you are okay having a a 3 year old come and help (fully supervised) . Want to be able to best meet everyone’s unique needs! I will follow any and all instructions left for me. I’ll make sure your pet feels like you never left the house and that every need is met.

Sitter Profile Image: Macy M.
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Macy M.
from
$15
per walk
5.0 out of 5 stars
5 reviews
3 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.

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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.

Meet local walkers who will treat your dogs like family

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Winner average 3
repeat dog walking clients

FAQs for Dog Walking - Winner

Frequently asked questions about Rover

The average cost for Dog Walking in Winner on Rover is $18.87 per walk (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of July 2026, there are 2,236 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 your Winner. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Winner.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s 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:

  • 91% of walkers can help with special care needs
  • 98% 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 short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.

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