Dog Walking Winfield

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

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Over 68
pet parents in Winfield have booked dog walking

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: Anna M.
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Anna M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 7 reviews
4 repeat clients
10 years of experience
Warrenville, IL, 60555

“Anna is great! Very communicative and responsive. Took great care of our dogs!”

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Graeme L.
Sitter Profile Image: Paula K.
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Paula K.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
• 74 reviews
18 repeat clients
10 years of experience
West Chicago, IL, 60185

“I use Paula multiple times a week and she has been amazing! She takes such great care of my dog. Very easy to communicate and schedule with as well!”

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Emily O.
Sitter Profile Image: John S.
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John S.
from
$20
per walk
5.0 out of 5 stars
• 11 reviews
1 repeat client
17 years of experience
Wheaton, IL, 60187

“John is the best with my two dogs! I’m very grateful I have someone who can walk my dogs while I work. Thank you!”

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Anna M.
Sitter Profile Image: Mariana Q.
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Mariana Q.
from
$17
per walk
10 years of experience
Wheaton, IL, 60189

About: I've been around dogs my whole life and currently care for two of my own with ongoing health needs: one with hip dysplasia, who needs walks with breaks, physical therapy, and swimming sessions, and one with IBD, who needs a strict diet and daily medication. I'm comfortable giving medication, managing special diets, and following care instructions exactly as given. I also spent a year pet-sitting a neighbor's puppy and cat, including daily visits and boarding. I'm a parent to a toddler and available every weekday morning, roughly 8:30am to 12pm, for visits and walks. Caring for pets is part of my daily rhythm already, so your pet gets my full attention during our time together, not a rushed in-between. I follow each pet's routine and instructions closely, whether that's medication, a specific diet, or a particular walking pace. I'm attentive to small changes in behavior or appetite, since I manage similar things with my own dogs at home. I send photo updates during visits so you always know how things went.

Sitter Profile Image: Kelsey T.
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Kelsey T.
from
$20
per walk
10 years of experience
Warrenville, IL, 60555

About: I’ve owned and cared for dogs and cats my entire life, so taking care of animals has always been a big part of my life. I currently have two cats and a bearded dragon of my own, and I understand how much our pets mean to our family. I’m comfortable caring for pets with different personalities, routines, and needs, and I’m attentive to making sure they feel safe, happy, and comfortable while you’re away. Whether your pet needs walks, playtime, cuddles, or simply some company, I’ll treat them with the same love and care I give my own pets. I work primarily as a server and bartender in the evenings, which gives me plenty of availability during the day to care for your pets! I am always off on Tuesdays and Sundays, so I have full availability those days for walks, drop-in visits, and extended stays. On the days I work, I’m generally available throughout the morning and afternoon, and can work with you to find a time that fits your pet’s routine. I’m flexible and happy to accommodate different schedules whenever possible! My top priority is making sure every pet feels safe, comfortable, and cared for. When caring for pets in a client’s home, I’m respectful of their space and make sure to follow their pet’s normal routine, including feeding, walks, medications if needed, and plenty of attention and playtime. I’m also very attentive to doors, gates, leashes, and anything else that could affect a pet’s safety. I understand how important it is to trust someone with your pets and your home, so I treat both with the same care and respect I would want for my own. I’ll always keep you updated with pictures and messages so you know your pet is happy and doing well while you’re away.

Sitter Profile Image: Gavin S.
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Gavin S.
from
$20
per walk
4.9 out of 5 stars
• 19 reviews
3 repeat clients
7 years of experience
West Chicago, IL, 60185

“We so appreciate Gavin’s connection with Mia that allows us to take a day in Chicago. He’s great with her and super responsive”

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Brad O.
Sitter Profile Image: Zak S.
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Zak S.
from
$25
per walk
5.0 out of 5 stars
• 12 reviews
1 repeat client
20 years of experience
West Chicago, IL, 60185

“Great dog walker. I have a large Rottweiler and my dog loves him. Will definitely use again.”

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Virginia B.
Sitter Profile Image: Brian S.
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Brian S.
from
$22
per walk
1 repeat client
55 years of experience
Glen Ellyn, IL, 60137

About: I have had dogs my whole life. I have had multiple rescue dogs from puppies to older dogs. I have taken care of family member dogs. I am recently retired from a career in medical imaging. I have a PhD in Physics and have worked in hospitals including patient care. I have always loved dogs and seem to have a special bond with them. Being retired, I have plenty of time to spend with your pet. I will treat your pet as if it was my own. I do not currently have any pets of my own. I recently moved to this area and live in a townhome.

Sitter Profile Image: Genessa S.
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Genessa S.
from
$20
per walk
19 years of experience
Wheaton, IL, 60187

About: Hi! I am a 19 year old lifelong dog owner! Over the course of my life I have owned and taken care of around 20 dogs and 2 cats. Since I have taken care of so many different dogs I have experience with a very wide range of breeds and ages! I have had many dogs from puppies all the way into their senior years. These breeds of dogs consist of German Shepherd, Belgian Malinois, Pit Bull, Jack Russel, Chihuahua, Shihtzu, Corgi, Lab mixes, Bernese Mountain dogs and various mutt mixes. I also have around 2 years of experience working at Pet Supplies Plus and caring for the in-store fostered cats daily as well as the small animals and birds. I have a wide range of experience with differently tempered cats because of this and the small animals I took care of consisted of Syrian hamsters, dwarf hamsters, guinea pigs, gerbils, parakeets, and cockatiels! I also have a lot of knowledge of pet care products to assist you with your pets specific needs! I am currently in college majoring in photography! Thankfully my classes are all evening classes that start at 6pm, Tuesday-Thursday (I am unavailable fridays) so I will have from around 9:30 AM until 5:30 PM daily to care for your companions! I currently have three dogs, one being a Belgian Malinois, one a German Shepherd and the third a Pitbull mutt mix. I also have a fenced in backyard that they play in daily! I am absolutely experienced in the different energy levels and care that dogs may need!

Sitter Profile Image: Ann L.
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Ann L.
from
$22
per walk
5.0 out of 5 stars
• 1 review
20 years of experience
Carol Stream, IL, 60188

About: I know how stressful it can be to leave your dog and will do everything I can to make him or her feel at home while you’re apart. I am an empty nester with 1 dog. Your dog will enjoy my fenced in yard and his/her own space. I have lots of experience with dogs of all sizes and all ages. I value outdoor time when weather permits and your pet will get fresh air and exercise daily. I have a goofy Australian cattle dog mix named Lenny. I let dogs on the furniture, and provide lots of cuddles if your dog allows. I am a responsible person who sincerely loves dogs and taking care of them! I’m working but make my own hours so can accommodate varying schedules. Love to take long walks on weekends in my neighborhood or at nearby parks. I have a fenced in yard. I will keep the dogs separate. Your pet can sleep in a crate if he/she wants or on comfy pet beds - whichever works best.

Sitter Profile Image: David & Susan A.
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David & Susan A.
from
$25
per walk
5.0 out of 5 stars
• 14 reviews
4 repeat clients
50 years of experience
Glen Ellyn, IL, 60137

About: My wife, son and I have taken care of pets our entire lives. Currently, we have only one elderly cat with special medical needs. Recently retired, we would love to adopt a dog but our frequent travel (to visit grandchildren) makes that a challenge. That travel helps us understand the stress and anxiety of leaving a pet in the care of others. We enjoy walking and playing with dogs (and cats!) and enjoy being in our yard, which opens to a field in the back, perfect for fetch. We will fill the day with a lot of activity and attention in a safe and secure environment. We are home full time and will have plenty of opportunity for walks, play time and potty breaks. During the school year, but my wife and I are home... and in summer months, our young-adult son will help as well. We have a spacious yard but it is not fenced so we would keep your dog on a long leash while outside. At night, we can easily crate, depending on the pet-parents preferences.

Sitter Profile Image: Maria L.
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Maria L.
from
$21
per walk
15 years of experience
Wheaton, IL, 60189

About: Dogs have always been a big part of my life. I have experience caring for pups, adults & seniors, prefer smol to medium. I want to help however I can, including managing medications, special routines, and mobility needs. I’m patient, dependable, and attentive to each dog’s unique personality, making sure they feel safe, comfortable, and loved. 🥰 Any last minute needs, I’m your girl! I am a flexible online college student, which allows me to provide same day walks, overnight care, and accommodations to meet your pet routine. I’m available to provide consistent attention and care to your pup throughout the day. I’m here to make sure each doggo receives the quality time and companionship they deserve! I know how important it is to trust someone with your pet. I will always follow your instructions and treat your dog with the same care I would for my own. Pets are our family. ❤️ Your dog’s safety, comfort, and emotional wellbeing are my top priorities. I understand that some dogs experience separation anxiety and may need extra TLC, reassurance, and a calm environment when their routine changes. As an experienced dog owner, I am very patient and understanding of their needs. I’m comfortable with play routines and have experience walking dogs on leash, including dogs who get distracted or need extra guidance.

Sitter Profile Image: Bonnie D.
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Bonnie D.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 190 reviews
34 repeat clients
20 years of experience
Naperville, IL, 60563

“Our puppy has a personality and Bonnie is able to take care of him with a smile. We had a busy week this week and we were so glad she had time to take care of Doc. Thank you!”

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Jack K.
Sitter Profile Image: Holly A.
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Holly A.
from
$20
per walk
1 repeat client
7 years of experience
Wheaton, IL, 60187

About: Hi! I recently graduated from USC and moved back home for the summer. I have two dogs of my own and fostered five different dogs during college, giving me experience with a wide range of personalities, energy levels, and care needs. I understand how important it is to trust someone with your pet, and I’ll treat your dog like one of my own. Whether it's walks, playtime, or extra attention and care, I’ll make sure your pup is happy, safe, and loved while you're away. I recently graduated from USC and am back home for the summer, which gives me a flexible schedule and plenty of time to care for your pets. I am available for walks, drop-in visits, and pet care throughout the week, and I’m also available on weekends. I’m happy to work with your schedule to make sure your pet gets the attention, exercise, and care they deserve. Your pet's safety and comfort are my top priorities. As a dog owner and experienced foster, I understand that every dog has different needs and routines. I will follow any instructions you provide, maintain a safe environment, and make sure your pet feels comfortable and cared for while you're away. I also believe in keeping owners updated with regular messages and photos so you can have peace of mind knowing your pet is in good hands.

Sitter Profile Image: Shannon W.
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Shannon W.
from
$20
per walk
8 years of experience
Naperville, IL, 60540

About: I was the primary caretaker for my beloved West Highland Terrier Piper during her senior years until she passed at 17, this included giving medications and providing dynamic enrichment to help her doggie mind and body. I want to do the same for your precious pet! I am a remote student and part time babysitter, I am unable to have my own dog at the moment so I am always looking for a furry friend to spend study breaks and free time with! Strangers can be scary, so I will always engage with your pets to their comfort level and build trust at safe and respectful pace. This safe and respectful attitude also extends to any other pets in the home, and the space itself.

Sitter Profile Image: Julia M.
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Julia M.
from
$25
per walk
5.0 out of 5 stars
• 8 reviews
1 repeat client
7 years of experience
Wheaton, IL, 60187

About: I have two dogs of my own and being in grad school, I miss them dearly! Since I was 15, neighbors and friends have relied on me to walk, care for, and sleep over with their pets. To me, caring for your pet is seeing them happy as well as respecting your home :) ALSO my 80lb Giant Schnauzer is the most stubborn dog known to man so if your dog is difficult, I’ve got you covered. I am currently in grad school full time doing hybrid classes & working in an office at Wheaton! I’m available after 4 every day of the week and am always eager to make time apart from my job & classes!! Not only do I love being with animals but I am also on the app to help pay for tuition. I am available to care of your pets in your home. I would love to play with them, take them on long walks, bathe them, or do anything that you need!

Sitter Profile Image: summer a.
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summer a.
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
6 years of experience
Naperville, IL, 60540

“Summer is amazing! Very happy with her customer communication & care for my fur baby! Very prompt in all updates with her walks. I feel very comfortable with my dog in her care.”

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Robyn O.
Sitter Profile Image: Drew R.
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Drew R.
from
$15
per walk
5.0 out of 5 stars
• 10 reviews
4 repeat clients
26 years of experience
Wheaton, IL, 60189

“On time, walked my puppy wonderfully! Looking forward to working together more!”

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Taylor A.
Sitter Profile Image: Vincent P.
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Vincent P.
from
$20
per walk
20 years of experience
Lombard, IL, 60148

About: I have had experience with dogs the majority of my life and have a beagle of my own! I have helped with taking care of different pets when people I know are on vacation or are busy. I work from home throughout the week and have a flexible schedule. I can also care for your pets before or after work and on the weekends. I have a fenced in yard that is accessible with or without stairs for senior dogs. I am not offering this service at this time.

Sitter Profile Image: Alexia B.
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Alexia B.
from
$20
per walk
5.0 out of 5 stars
• 10 reviews
4 repeat clients
7 years of experience
Geneva, IL, 60134

“Alexia was extremely kind and listened attentively to my instructions, and so I knew she would be great caring for my dog. I will definitely be using her services again!”

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

Dog parents share their Rover experiences - Winfield

1 / 1
5.0 out of 5 stars

Sarah is amazing! She accommodated my last-minute request, took great care of my two pups (including a puppy) on their walk, and gave me peace of mind with excellent communication. Highly recommend working with her! Thank you!

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Heather F.
Dog Walking
5.0 out of 5 stars

Grace is the best! Our dog, Sonny, loves her and she is soo good with him. I will book her for any of our pup’s needs!

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Katie C.
Dog Walking
5.0 out of 5 stars

Cristina is wonderful! She is a pro and knows how to handle reactivity, she is a great communicator and she is very punctual. Can’t wait to book with Cristina again!

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Jennifer S.
Dog Walking
5.0 out of 5 stars

First walk with Julia went well, Corai came back happy. Julia is respectful and kind. Will book again.

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Brighid F.
Dog Walking
5.0 out of 5 stars

We so appreciate Gavin’s connection with Mia that allows us to take a day in Chicago. He’s great with her and super responsive

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Brad O.
Dog Walking
5.0 out of 5 stars

Amie is beyond wonderful! My dog and I love her. She is kind, compassionate, warm, and helpful! I will continue to use her services

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Mei C.
Dog Walking
5.0 out of 5 stars

John is the best with my two dogs! I’m very grateful I have someone who can walk my dogs while I work. Thank you!

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Anna M.
Dog Walking
5.0 out of 5 stars

Victoria has been very proactive in learning about our doggo’s needs & quirks. She has communicated well with us, letting us know when she’ll arrive & flexible in her availability, even on short notice.

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Kevin O.
Dog Walking
5.0 out of 5 stars

Max had a wonderful walk with Rebeca. She was even kind enough to help with his bootie during his walk. I don’t tighten it correct and it fell off. But she got it back on. I truly appreciate the pictures provided as well. Max seemed to be very comfortable with her. We will be booking Rebeca again.

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Karina R.
Dog Walking
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How to book dog walking

  1. 1. Search

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Popular requests for dog walking - Winfield

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Sitters in Winfield average 4
repeat dog walking clients

FAQs for Dog Walking - Winfield

Frequently asked questions about Rover

The average cost of Dog Walking in Winfield is $28 per walk as of November 2026. Most bookings cost between $17 and $31 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 13,091 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 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:

  • 86% of walkers can help with special care needs
  • 90% can help with giving oral medications or injections
  • 95% 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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