Dog Walking Winfield

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Winfield, 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: Makenzey N.
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Makenzey N.
from
$15
per walk
5.0 out of 5 stars
12 reviews
4 repeat clients
2 years of experience
Moscow mills, MO, 63362

Makenzey is the best. She’s awesome with our little Chihuahua! She’s super reliable and our dog loves her!

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Christi B.
Sitter Profile Image: Maria S.
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Maria S.
from
$15
per walk
4.5 out of 5 stars
4 reviews
1 repeat client
5 years of experience
O'Fallon, MO, 63366

About: I’ve not gone most of my life without pets in my life and I understand how much they mean to us. I have had plenty of friends and family rely on me to take care of their pets while they are out, so I’ve been able to deal with pups of most ages! I am home from college this summer and am looking for something to fill my free time! I have a very open and flexible schedule during the weekend and weekdays as of right now, so taking care of any pets shouldn’t be a problem as I am only a part time employee! I have a very energetic dog myself so I know what is needed to keep him entertained. I can crate your dog if needed/ when specified. For my dog, I make sure he takes his medications on time and I can do the same for any other pups. I make sure all meals are given out on time and treats given wisely but generously if allowed.

Sitter Profile Image: Corensia J.
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Corensia J.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
8 reviews
3 repeat clients
10 years of experience
O'Fallon, MO, 63366

About: I am avaliable most of the time and I will give my full attention to your dog(s) and other pet(s). I am very flexible and I will walk your dog(s) if requested, but it will cost extra. I WILL except ANY breed. I do have 1 cat and 1 dog. I am an animal lover and I will except other animals, depending on what it is. Your pet(s) have to be kid friendly, dog friendly, and cat friendly. I allow pets on the furniture. I do not have a fenced in yard. I will bath pet if requested, but it will cost extra. I am very nice and loving. I'm in O'Fallon, MO and willing to go 50 miles out. I am currently not working, so I will have plenty of time to care for and play with your pet(s)! I'm available during the week and every other weekend. I do not have a fenced in yard, but there's a dog park I can take your dog(s). I have a 3 year old daughter. I also have a cat and a dog.

Sitter Profile Image: Melaynia L.
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Melaynia L.
from
$15
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
2 years of experience
Winfield, MO, 63389

About: I have taken care of my own animals my whole life and will always take time out of my day to give them those extra belly rubs! I am currently on summer break so I have free time to love on your pets daily! Including walks, brushing, and snuggles all day every day! I love to take long walks especially with my dogs. I always make sure that their water bowls are full and their bellies are fed.

Sitter Profile Image: Kyle C.
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Kyle C.
from
$20
per walk
4.5 out of 5 stars
5 reviews
2 repeat clients
35 years of experience
Moscow Mills, MO, 63362

About: I've had multiple pets all my life and strive to make their day as better as their last. I have a true strong passion for animals. I will be providing dog walking, house sitting and drop ins for dogs and cats. I have lots of experience with both, from taking care of my own pets to watching others in the past. I work, but am very flexible with my hours and open to most days and times. I'm outgoing so would be able to play and be active with pets that need to burn energy and like to have fun. I'm open to taking pets to a park or on trails to go on adventures. I'm very responsible and respectful. I'd treat every furbaby like they were one of my own. I'm comfortable with multiple pets all shapes and sizes. I'm great at following instructions if they needed certain feeding details and or also medication. I'm excited and hoping to work with alot of wonderful people and their animals. It's everyday. I feel better about myself knowing I've been able to help others and their pets have the best day that's possible for them. I treat my pets like my children. I'm a upstanding respectful young man who would be professional and caring the entire interaction with peoples home and their pets.

Sitter Profile Image: Kailynn S.
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Kailynn S.
from
$18
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
4 years of experience
St. Peters, MO, 63376

About: I’ve worked at a pet store for over 2 years, and I’ve been a dog bather for about half a year. I’ve always had pets my whole life but i’ve learned so much about our fur babies in the past few years. It’s something that I can do on weekends nights, and on weekends depending on school and my work schedule. Im pretty open though on most nights! I have a fenced yard with a big german sheppard, and two black cats that roam the house. I am always with my animals to keep them company and keep up there needs.

Sitter Profile Image: Ruth J.
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Ruth J.
from
$20
per walk
5.0 out of 5 stars
81 reviews
28 repeat clients
15 years of experience
St peters, MO, 63376

About: My husband and I have had 2 dogs for ten years and recently adopted a senior dog. We trained the younger dogs ourselves and they are the best part of our day. I have a caretaking job that keeps me busy Tuesday through Thursday, 9 to 5. I am still available for overnights any night of the week, morning and evening drop ins Tuesday through Thursday and all drop ins Friday through Monday. I love my rover job and would do it full time if possible. I am patient and kind with animals and truly enjoy them. I walk my dogs regularly and make them fresh dog food. My older dog took 4 pills every morning before we had to send her over the rainbow bridge.

Sitter Profile Image: Raquel M.
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Raquel M.
from
$10
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Dardenne Prairie, MO, 63366

My wife went into labor and she was able to help on super short notice.

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Joseph B.
Sitter Profile Image: emma m.
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emma m.
from
$18
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
4 years of experience
O'Fallon, MO, 63368

She was amazing with my dog. Super great communication and energy to match my pup. He was thrilled with her and getting his exercise. Will be re-hiring for sure.

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Melanie M.
Sitter Profile Image: Emily B.
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Emily B.
from
$12
per walk
8 years of experience
Moscow Mills, MO, 63362

About: Hi! I'm an experienced and dependable pet sitter with over 8 years of pet and house-sitting experience caring for dogs of all ages, sizes, and personalities. I also spent one year working at a boarding facility, where I gained hands-on experience caring for multiple pets in a professional setting and learned the importance of maintaining routines, providing enrichment, and recognizing signs that a pet may need extra attention. As a pet owner myself, I understand that every animal has unique needs. My 7-year-old Labrador is diabetic, so I'm comfortable administering medications, including oral medications and insulin injections. Whether your pet needs extra medical care, a consistent routine, or just lots of love and attention, I'm happy to provide compassionate, reliable care. During the week, I'm available for drop-in visits, dog walks, and overnight house sitting. My weekends are typically booked, so my availability is primarily Monday through Thursday! My goal is to make sure your pets feel safe, comfortable, and loved while you're away, while giving you peace of mind through dependable communication and attentive care. I look forward to meeting you and your furry family members! I am currently in school and work full-time at a hospital Friday-Sunday. Due to my restrictions on the weekends, my primary availability is during the week. I am available for drop-ins or house sitting during the week and can accept last minute bookings. When in your home, I would love to take your fur babies for walks, dog parks, anything you already do with them to make them the most comfortable! I also love to send updates throughout the time I spend with your pets, so expect some cute photos!

Sitter Profile Image: Lupita A.
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Lupita A.
from
$20
per walk
5.0 out of 5 stars
7 reviews
6 repeat clients
12 years of experience
O'Fallon, MO, 63366

About: I have had 12 years of personal experience including 3 years of personal training my newer dog, Rosie! I have past experience from working at petland so I have a basic to intermediate training on taking care of both dogs and younger pups including much needed skills such as handling medication (pills, liquids.), bathing and grooming. I was gone from Rover for a while due to military services, but am back now to continue caring for your furry friends! I am currently a part-time student so that means weekends are completely free for me to take care of your pups or kittens! However, if there is an emergency I am willing to be flexible weekdays as well. We have a large fenced-in backyard that is available for the pup at their disposal! There are a total of 5 family members, including one teenager who is 17 years old. I do have 2 other dogs as well. One older dog named Frankie who is currently 8 years old, and one younger dog named Rosie, who turned 3 this year! Both are very well behaved when it comes to new animals in the house.

Sitter Profile Image: Isariya B.
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Isariya B.
from
$20
per walk
5.0 out of 5 stars
2 reviews
2 repeat clients
10 years of experience
Saint Charles, MO, 63301

Izzy has been great with our puppy. She I communicates with me about each visit, and always goes above and beyond for our Mopsi. She even taught Mopsi how to shake her paw!

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Cathy A.
Sitter Profile Image: Samantha L.
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Samantha L.
from
$15
per walk
6 years of experience
St Peters, MO, 63376

About: I combine reliable, structured care with transparent communication. You will never have to wonder how your best friend is doing—I send frequent photo and video updates throughout the day. Whether your dog needs energetic, long walks to burn off steam or extra patience and gentle companionship, I tailor my energy to match theirs. Pet care seamlessly blends into my active, flexible lifestyle. I am an avid walker and outdoor enthusiast, so my daily routine naturally includes multiple outdoor excursions. I plan my day around consistent feeding times, routine backyard play, and long, structured neighborhood walks to keep your pet happy and relaxed. I treat your home with the utmost respect while keeping your pet’s daily routine completely unchanged. By staying overnight, I ensure your pet enjoys the comfort of their familiar environment, preventing any separation anxiety and leaving your space as clean as I found it.

Sitter Profile Image: Allyson T.
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Allyson T.
from
$20
per walk
5.0 out of 5 stars
1 review
10 years of experience
O'Fallon, MO, 63366

About: I've always grown up with 3+ dogs of all sizes! I am responsible and very loving. Not a certified trainer, but I will love your baby like my own! I'm a very active person and enjoy being outdoors in the sun and my favorite company is a furry friend 🐕 I have a pretty flexible job and can easily work around any schedule. I have experience with all dogs of all sizes! I prefer to go to your home to make your doggies experience better. Animals tend to be less anxious and scared being in their own space. 🙂 Will absolutely make arrangements if needed!

Sitter Profile Image: Rose R.
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Rose R.
from
$20
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
5 years of experience
O'Fallon, MO, 63366

About: I am here to help whether it's walking you're dog while your at work or keeping it company while you travel. I will treat it like my own! I am here to help with your companion while you enjoy your lifestyle. I have been providing cats and dog services for five years. In addition to having dogs, cats, kitties, and puppies of my own. I have had hunting dogs, racing dogs, and lap dogs in the past. I understand how much they mean to you and will follow any special instructions to give your fur baby the best care possible. You will not have to worry about if they are getting cared for and can check in at anytime to get reports or check on them.

Sitter Profile Image: Dominique S.
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Dominique S.
from
$15
per walk
5 years of experience
Saint Charles, MO, 63303

About: I’ve had dogs growing up since 1st grade. My family has owned reactive dogs over the years who need a little extra care and attention and also 6 dogs at once ( I have lots of cute photos) . I also currently work at a professional Dog Daycare full time with dogs of different sizes,ages, and temperaments. I distribute medication, do feedings, and I interact with them by doing stimulating activities. I currently have a pup of my own Miss Muffin, and I would love to care for you’re pet the way how I care for my own and the dogs I work with everyday! Pet care has always been in a routine for me growing up so it’s my normal. I’ve never not had a pet or multiple around in my daily life. I work with dogs I live with a pup and I want to continue to always work with them and give them what they need however I can. I have a 5 month old pup who goes to daycare who is super socialized and good company if your pets like the company of other pets. She also is great with dogs of any sizes. We are on a constant schedule of bathroom breaks every 2-3 hours and we have our feeding schedule,activity times and of course training throughout the day every moment is a learning moment for a dog. Whenever I go out to places I make sure the dog can come as I like to have my pet with me as much as I can personally.

Sitter Profile Image: Raven S.
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Raven S.
from
$15
per walk
5 years of experience
O'Fallon, MO, 63366

About: I've grown up around 8 dogs and 2 cats total across my family, so I've had experience for around 10 years. I've had friends and family trust me with pet sitting and dog walking, and I have experience with senior dogs! I'm currently finishing my senior year of high school and I participate in my school's band and theater, so some dates may conflict with my availability. On nights I am available (most weekdays and weekends) however, I have plenty of time to care for your furry friends! I will 1000% keep your fur babies safe at all times. Whatever your home has for safety or what you tell me, I will always use.

Sitter Profile Image: Kate M.
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Kate M.
from
$20
per walk
5.0 out of 5 stars
1 review
1 repeat client
20 years of experience
Troy, MO, 63366

Kate did a great job of checking in and spending time with our senior dog while I was at work. My dog is not in the best health and it was a comfort to know he was being taken care of especially on the days he wasn't feeling as well.

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Carol M.
Sitter Profile Image: Shelby G.
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Shelby G.
from
$13
per walk
6 years of experience
St. Charles, MO, 63301

About: I’ve taken care of dogs ever since i’ve had my first dog ! I love animals with a passion! They’re a big part of my life. I have experience in a boarding and training facility for 2 years. I am currently doing online school so it was pretty easy to fit your pet into my routine I am available all day and available during the night if needed. I have a fenced in back yard and i have plenty of toys for them to play with ! I have plenty of food and water if they get hungry !

Sitter Profile Image: Chyanne T.
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Chyanne T.
from
$15
per walk
5.0 out of 5 stars
2 reviews
2 repeat clients
6 years of experience
Troy, MO, 63379

About: I’ve had my own pet sitting business since I was 12. After starting college, I have taken up pet grooming for the past 2 years. I do handle elder and young pets aswell. A lot of the time we take a trip around the neighborhood or hiking on a nearby trail to burn extra energy. I do currently work full time from home. I do have to go in some day to help out with the kids, but no longer than 4 hours. I have an unfenced yard and a lab myself. The pets are aloud to roam around and lay on furniture if that’s ok with you. They will be provided with 3 full meals a day unless stated otherwise and let out every 2-4 hours.

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

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Meet local walkers who will treat your dogs like family

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Popular requests for dog walking - Winfield

Select a filter and find qualifying sitters offering dog walking.

Sitters in Winfield average 3
repeat dog walking clients

FAQs for Dog Walking - Winfield

Frequently asked questions about Rover

As of August 2026, there are 976 sitters on Rover offering Dog Walking across Winfield. 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 Winfield. 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 Winfield.

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 Winfield. On Rover:

  • 92% of walkers can help with special care needs
  • 98% can help with giving oral medications or injections
  • 98% 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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