Dog Walking Winner

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Sitter Profile Image: Stephanie S.
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Stephanie S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 58 reviews
15 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: Jason M.
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Jason M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 11 reviews
4 repeat clients
30 years of experience
Liberty, MO, 64068

“Very nice!”

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Ashlynn K.
Sitter Profile Image: Amanda K.
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Amanda K.
from
$15
per walk
1 repeat client
20 years of experience
Kansas City, MO, 64156

About: One of the things that sets me apart is my firsthand experience caring for high-energy, intelligent breeds. I have two Huskies and a Samoyed, so I’m very familiar with the exercise, structure, and attention these dogs need to thrive. I understand that active breeds aren’t just looking for a quick potty break—they need engagement, mental stimulation, and plenty of activity. Because I care for three dogs every day, I’m comfortable managing multiple pets, maintaining routines, and recognizing when a dog needs extra attention or a little more space. Whether your dog loves long walks, playing fetch, or simply relaxing with company, I’ll make sure they receive personalized care based on their personality and your preferences. I’m dependable, organized, and know how important communication is when you’re away from your pet. I’ll provide regular updates and photos so you can relax knowing your dog is safe, happy, and being treated like one of my own. My goal is simple: to provide the same level of care, patience, and attention that I give my own Huskies and Samoyed every single day. Pet care is my full time focus, so your pet will receive plenty of attention, exercise, and companionship throughout the day. I’m available for boarding, daycare, drop-in visits, and walks on both weekdays and weekends, and I can accommodate early mornings, evenings, and many last-minute requests. I’ll keep you updated with photos and messages so you always know how your pet is doing. Your pet will be welcomed into a home with years of experience caring for active, large-breed dogs. I currently have two Huskies and a Samoyed, so I’m comfortable with high-energy dogs, different personalities, and maintaining consistent routines. I have a securely fenced yard, closely supervise all playtime, and can separate dogs if needed to ensure everyone stays safe and comfortable. I follow each pet’s feeding schedule, medication instructions, and any special care requests, treating every dog like one of my own.

Sitter Profile Image: Leslie H.
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Leslie H.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 9 reviews
2 repeat clients
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: Stephanie C.
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Stephanie C.
from
$20
per walk
5.0 out of 5 stars
• 29 reviews
11 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: Gaby G.
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Gaby G.
from
$15
per walk
4.8 out of 5 stars
• 48 reviews
18 repeat clients
10 years of experience
kansas city, MO, 64155

About: I’ve loved animals and have had fur babies throughout my whole life. I will treat your puppers like their mine and give them all the love and care they need. Im currently working from home while studying to be a vet therefore I will be able to provide for all your dogs wants and needs. My dogs are treated better than we treat ourselves😂, they're allowed on the bed, couch and get plenty of belly rubs and playtime all day! Your dogs will get spoiled and loved here!

Sitter Profile Image: Kaycee J.
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Kaycee J.
from
$25
per walk
5.0 out of 5 stars
• 6 reviews
39 years of experience
KCMO, MO, 64156

About: I have experience caring for dogs, cats, small mammals, horses, fish, and some reptiles. I am an animal lover through and through, so whatever kind of pet you have, I promise to care for them as if they were my own. I am great at following instructions, so even if it is a new type of critter I haven't met before, I will provide care exactly as you direct. I have extensive experience with senior dogs, diabetes management, blind and/or deaf animals, and other medical care. I am not deterred by special needs animals. If you can show me how to perform the necessary tasks, I can do them. I will ensure that your babies get their special diet, their meds (pills or injections), their specific bedtime routine, or even just their exact required number of belly rubs and forehead kisses to keep their routine as steady as possible. I love sending photos and updates so that you know your pet is happy and healthy while you are away. Looking forward to meeting you and your pet! I work fulltime Mon-Fri. I can visit before I go to work in the mornings, anytime during evenings and weekends, and I can do midday check-ins for a quick potty break or medications on my lunch break. I am currently only offering services in the client's home. I will care for your pet carefully according to your instructions and will be respectful of your home and privacy. I will make sure everything is locked up behind me before leaving and if you want me to turn the porch light on at night or bring in your mail, etc. just let me know!

Sitter Profile Image: Evelyn L.
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Evelyn L.
from
$20
per walk
5.0 out of 5 stars
• 12 reviews
2 repeat clients
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: Dylan V.
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Dylan V.
from
$20
per walk
4 years of experience
KCMO, MO, 64155

About: my friends and family joke about me being a crazy cat lady .. which is funny but true!! I’ve had cats and dogs since I can remember and my phone is full of pictures of my own pets. I pride myself on the care and attention I pay to animals. Along with open communication with you to make you feel at ease as I take care of your furry friend. I have babysat for families for the past he ten years which has led me to start pet sitting. I have always had pets, ever since I can remember .. cats and dogs! I enjoy dog and cat snuggles and spending time with animals. I work as an architectural designer and volunteer at KCPP in my free time! I work a traditional 9-5 (ish) job but love to squeeze in time with animals! I will treat not only your pet but your home like it is my own. I will tend to any messes created by or in relation to your pet and try and leave it better than it was found!

Sitter Profile Image: Madison M.
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Madison M.
from
$15
per walk
4 years of experience
Liberty, MO, 64068

About: I loved animals ever since I was a kid and raised and trained my dog Zephyr since he was a year old. I adore all animals care for two rodents of my own named Orchid and Meadow. I often petsit for my family and friends and have taken care of a wide variety of animals. I've taken care of pets of all ages from puppies to my senior dog who currently has from dementia. I am very patient and licensed CNA so I know how to handle a mess. I am a freshman in college though my classes are very light. I'm free after 9am on Mondays and Wednesdays, Tuesdays and Thursdays I'm free after 12:15 though I can come in earlier anytime before 9, Fridays can vary for me but I'm typically free after 9-10 am though sometimes if I have an exam it might be an hour or so later though I can always make arrangements if necessary. I care for pets by following their routine, spending lots of time with them, and making sure they feel safe and comfortable while their owners are away. I’m respectful of my client's homes and always clean up after the pets and leave everything as I found it. I After a procedure my dog needed to be crate trained so I know how to handle that.

Sitter Profile Image: Kara S.
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Kara S.
from
$25
per walk
13 years of experience
KCMO, MO, 64155

About: I’ve taken care of dogs for several years, our sweet dog of 13 years recently passed, so I am looking to help provide care for other dogs. I am available to come and play with your dog and let them out as well as provide their food and water for them, as well as take walks or whatever your typical routine looks like. I will care for your dog however you like for them to be cared for, from taking them on walks, to dropping off at the groomers your pup will be well cared for.

Sitter Profile Image: Madeline H.
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Madeline H.
from
$15
per walk
10 years of experience
Kansas City, MO, 64118

About: I’ve been caring for dogs and cats since I was younger than 10, with experience ranging from playful puppies to senior pets who need extra patience and attention. Friends, family, and neighbors have trusted me to walk, feed, bathe, and provide companionship for their pets. I’m comfortable with multiple breeds, different energy levels, and unique routines. My priority is keeping pets safe, happy, and loved while giving owners peace of mind. Whether it’s exercise, cuddles, or special care, I treat every pet like they’re my own. Hi, I’m Madeline! 🐾 I’m a stay-at-home mom to my sweet son, who recently started school, and I’m looking forward to filling my extra time with something I truly love: animals! I’ve always had a big heart for furry friends and believe every pet deserves patience, love, attention, and plenty of cuddles. 🐶🐱💕 As a pet parent myself, I understand how important it is to have someone you trust caring for your pets. Whether your pup needs a walk, a potty break, playtime, or just some company while you’re away, I’m happy to help! My goal is to make your pets feel safe, loved, and cared for while giving you peace of mind. 🐾💗

Sitter Profile Image: Alexandria C.
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Alexandria C.
from
$18
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
16 years of experience
KCMO, MO, 64155

About: Hi! 🐾 I’m a lifelong animal lover with experience caring for dogs, puppies, cats, kittens, rats, hamsters, guinea pigs, crested geckos, bearded dragons, and iguanas! I’m comfortable with all kinds of personalities and routines, and I’ll treat your pets like they’re my own. Expect lots of love, attention, playtime, and photo updates while you’re away! 🤍🐶🐱🦎 I currently have a flexible schedule, which gives me plenty of availability to provide your pets with the attention and care they deserve! 🐾 I’m available for drop-in visits, walks, feeding, playtime, litter box care, and plenty of cuddles. I’m happy to work with your pet’s normal routine and schedule so they can stay as comfortable and stress-free as possible while you’re away. 🤍 Your pet’s safety and comfort will always be my top priority. 🐾 I’ll carefully follow any instructions you provide, including feeding schedules, routines, medications, and household rules. I understand that every pet has different boundaries and personalities, so I’m patient and will always allow them to warm up to me at their own pace. I’ll treat your pets, home, and belongings with the same care and respect I would want someone to show my own. You can also expect regular photos and updates so you can feel comfortable knowing your pets are safe, happy, and well cared for while you’re away! 🤍

Sitter Profile Image: Michaela G.
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Michaela G.
from
$18
per walk
5.0 out of 5 stars
• 21 reviews
7 repeat clients
5 years of experience
Pleasant Valley, MO, 64068

“Arrived to visits on time, took lots of pics, made sure food and water were filled, but most importantly, Gus enjoyed her and was comfortable with her!!! Will definitely hire Michaela again.”

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Tiffany B.
Sitter Profile Image: Eli W.
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Eli W.
from
$15
per walk
5 years of experience
Liberty, MO, 64068

About: I love animals—all of them. I've had animals in my home since I was born, including dogs, cats, lizards, guinea pigs, and more. Over the years, I've gained a lot of experience caring for different kinds of animals, and I've found that understanding them comes naturally to me. Animal body language and communication are things I pick up on easily, which helps me recognize when a pet is comfortable, nervous, excited, or needs something. I genuinely enjoy spending time with animals, but first and foremost, my priority is making sure your pet feels safe, comfortable, and well cared for. I'll keep you updated on your pet's status to ensure you have comfort knowing someone is keeping a watchful eye over them. Currently, I'm unemployed as I'm awaiting openings in an electrical program I'd like to get into, so I have more than enough time to take care of whatever needs you may have! When caring for a pet in their home, I make their safety and comfort my top priorities. I follow the owner's instructions and routines as closely as possible, including feeding, walks, medication, playtime, and any other specific needs. I also make sure doors, gates, and other potential escape routes are secure, and I pay close attention to the pet's behavior and body language so I can recognize when they are stressed, uncomfortable, or need space. I treat every home with the same care and respect that I would want for my own.

Sitter Profile Image: Olivia S.
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Olivia S.
from
$15
per walk
5.0 out of 5 stars
• 189 reviews
46 repeat clients
4 years of experience
Liberty, MO, 64068

“Olivia is great with my dogs! She’s very responsive and checks in during every visit. I appreciate getting pictures and updates!!”

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Breezie P.
Sitter Profile Image: Caroline K.
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Caroline K.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 5 reviews
4 repeat clients
10 years of experience
Liberty, MO, 64068

“My dog loves Caroline! After his walks, she spent extra time playing with him in the backyard and loving on him. She had great communication skills and did an excellent job managing his sometimes leash reactiviness. We will definitely book her again if she is available.”

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Ben G.
Sitter Profile Image: Melissa B.
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Melissa B.
from
$20
per walk
5.0 out of 5 stars
• 14 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.
Sitter Profile Image: Hannah A.
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Hannah A.
from
$20
per walk
5.0 out of 5 stars
• 10 reviews
3 repeat clients
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: Lilia T.
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Lilia T.
from
$20
per walk
5.0 out of 5 stars
• 22 reviews
5 repeat clients
8 years of experience
Kansas City, MO, 64153

“Lilia is awesome with Shadow!”

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

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  • 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?

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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    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

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Popular requests for dog walking - Winner

Select a filter and find qualifying sitters offering dog walking.

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 September 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 September 2026, there are 2,121 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:

  • 92% of walkers can help with special care needs
  • 97% 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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