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: Alicia H.
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Alicia H.
from
$24
per walk
5.0 out of 5 stars
• 36 reviews
8 repeat clients
5 years of experience
St Paul, MO, 63366

“Alicia did a great job taking my dog Sheba out while I was gone for the weekend, very responsive, punctual, and responsible, thank you Alicia!”

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Douglas R.
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: 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: Isariya B.
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Isariya B.
from
$20
per walk
5.0 out of 5 stars
• 3 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: Faith R.
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Faith R.
from
$15
per walk
4 years of experience
Old Monroe, MO, 63369

About: I’ve taken care of dogs and puppies for the past four years for neighbors and friends. I provide entertainment, walks, fresh food and water, and ensure the safety of your pet. I’m currently working part time so I have a flexible schedule and I am available for pet sitting and check ins with your furry friends. I provide fresh food and water, change litter boxes, ensure the safety of your pet, provide pictures and updates, and provide entertainment and medication administration when needed.

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: 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
Wentzville, MO, 63385

“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: Makayla M.
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Makayla M.
from
$15
per walk
5.0 out of 5 stars
• 9 reviews
1 repeat client
5 years of experience
Lake Saint Louis, MO, 63367

“Makayla was simply EXCELLENT. Our dog Maggie instantly loved her. Each walk went absolutely perfect. Very puntcual, quite friendly, and obviously loves dogs. Highly recommend Makayla and we will definitely seek her for assistance again. Thanks.”

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Ron H.
Sitter Profile Image: Kate S.
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Kate S.
from
$22
per walk
5.0 out of 5 stars
• 5 reviews
15 years of experience
O'Fallon, MO, 63366

About: Dogs have always been a huge part of my life, and I’ve cared for pets of all sizes, breeds, and personalities. I’ve owned dogs myself, helped care for neighbors’ pets, and walked friends’ dogs over the years. I know how important it is to trust someone with your pet, and I’ll treat yours with the same love, patience, and attention I’d want for my own. I have a flexible schedule, which allows me to be available for walks, drop-ins, daycare, and overnight care throughout the week. I understand pets thrive on consistency, and I’m happy to work with your routine to make sure they feel comfortable, cared for, and loved while you’re away. Your pet’s safety and comfort are my top priorities. I have a secure fenced yard and live in a safe south-side neighborhood with plenty of room for walks and playtime. Whether your pet loves to be active or prefers quiet cuddles, I’ll make sure they feel at home and cared for like family.

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: Ruth J.
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Ruth J.
from
$20
per walk
5.0 out of 5 stars
• 85 reviews
30 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: Ashley S.
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Ashley S.
from
$25
per walk
5.0 out of 5 stars
• 6 reviews
3 repeat clients
12 years of experience
Troy, MO, 63379

About: Hi! My name is Ashley, and I am a Registered Vet Tech. I am currently working part time on Thursdays at a local emergency veterinary hospital, and stay home with the kids the rest of the week. I am unable to bring dogs into my own home but can do drop in visits and walks whenever is needed! I have very open availability every day except Thursdays, but am able to visit thursday mornings and evenings. I look forward to meeting you and your babies!!! I'm currently working part time on Thursdayss. I'm usually available all other days of the week and on Thursdays in the early morning and evenings. Before I start care I like to do a meet and greet so that when I enter your home for my first visit, your babies are already familiar with me. Drop in visits, for me, include a potty walk if your back yard isn't fenced in and lots of loving!

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: Kacy P.
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Kacy P.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 20 reviews
5 repeat clients
28 years of experience
Eolia, MO, 63344

“Kacy has so much knowledge and energy, were looking forward to using her again!”

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Rachael K.
Sitter Profile Image: Allyson T.
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Allyson T.
from
$20
per walk
5.0 out of 5 stars
• 2 reviews
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: K'Lynn S.
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K'Lynn S.
from
$25
per walk
5.0 out of 5 stars
• 1 review
4 years of experience
O'Fallon, MO, 63366

About: I have had dogs and cats my entire life. I have had my dog since 2019. I pet sit for friends and family whenever needed. Our pets are so important and it’s hard being away from them! I would make sure I take care of your dog like I care for my own. I work from home full time but have the ability to work from anywhere there is internet available. Evening and morning walks are ideal during the days that I work. I’m off Saturday/Sunday/Monday I will follow any rules that you have for your pets. Everyone cares for their pets a little differently so it’s important to keep that routine. Going on walks if the dog is used to a leash or playing in the backyard is okay with me. I currently walk my own medium size dog on a leash daily as well as exercise at the dog park.

Sitter Profile Image: Isabelle S.
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Isabelle S.
from
$18
per walk
8 years of experience
Troy, MO, 63379

About: I’ll treat your baby like mine when they’re in my care. I’m the kind to have a closest for my dog’s clothes. I love playing fetch with the pups all day and then chilling with them on the couch at night. They’re in good care with me. I have a a dog and 2 cats of my own and my daily schedule is curated around their life. So I know how important daily animal care is. I have a fenced in yard with lots of shade that’s decently private and is safe. There is no weird or questionable things sitting in my yard. My pup loves it out there.

Sitter Profile Image: Hailey W.
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Hailey W.
from
$20
per walk
5.0 out of 5 stars
• 7 reviews
4 repeat clients
11 years of experience
St. Peters, MO, 63376

About: I have over 10 years of professional pet care experience working with dogs of all breeds, sizes, ages, and temperaments. From energetic puppies to senior dogs and those who need a little extra patience, I’m committed to providing safe, reliable, and compassionate care. I treat every pet like family and strive to make them feel comfortable, happy, and well cared for while you’re away! I’m current working full time, and booking walks/drop-in visits mostly on my days off. While house sitting I do continue to work 8 hour shifts, but provide walks before and afterwards to ensure your pup’s routine isn’t changing too much! Honestly, I tend to treat my client’s homes like museums. I am very respectful of your space and belongings, and I take the trust that is placed in me to be in your home seriously. I am very clean, organized, and will leave your home the same way I found it!

Sitter Profile Image: Anna M.
Verified Enhanced Background Check
Anna M.
from
$20
per walk
20 years of experience
St. Peters, MO, 63376

About: Hi! I’m a lifelong dog lover who has grown up with dogs of all sizes and breeds. From tiny puppies to big adventure buddies, I’ve always been the one in charge of walking them, caring for them, and making sure they feel safe and loved. Since I was young, I’ve helped care for family and friends’ dogs, and I’ve gained lots of hands-on experience with puppies along the way. I truly love dogs, and I’d be excited to give yours the same attention and care I give my own! I work part-time Tuesday through Thursday, and I’m usually done by 12 PM, which means I have lots of free time to spend with your pets! 🐾My schedule gives me plenty of flexibility for walks, playtime, potty breaks, cuddles, and making sure your furry friend gets plenty of attention. Outside of work, I love spending time with animals, so pet care fits perfectly into my routine. Whether your pup needs a midday adventure, some company while you’re away, or just someone to spoil them with belly rubs and treats, I’m happy to help! 🐶🐱💛 Your pet’s safety and comfort are always my top priorities! 🐾 Since I live in an apartment, I’ll be providing care in your home and taking your pets on walks rather than bringing them to my place. When I’m in your home, I’ll treat it with the same care and respect I would my own. I’ll follow your instructions closely, keep doors and gates securely closed, and make sure your pet stays in a safe and comfortable environment. For walks, I’ll always keep your pet’s safety in mind by using their leash properly, paying attention to our surroundings, and following any special instructions you provide. I also want your pet to feel comfortable and cared for while you’re away, so I’ll take the time to build trust, give them plenty of attention, and make their time with me as happy and stress-free as possible. 🐶🐱💛

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, 63390

“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.
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The median cost per walk for dog walking in Winfield 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.

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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 - 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 September 2026, there are 972 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 bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include a map of the walking route , the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in Winfield after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the 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:

  • 93% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet 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. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

walkers on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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