Dog Walking Winfield

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Sitter Profile Image: Sarah W.
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Sarah W.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 171 reviews
75 repeat clients
8 years of experience
Wheaton, IL, 60187

“Sarah is so great! She takes great care of Neeko while we are gone and we can trust her to do an amazing job. She is so thoughtful and goes above and beyond!”

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Jennifer K.
Sitter Profile Image: Sydney B.
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Sydney B.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
• 12 reviews
5 repeat clients
6 years of experience
Winfield, IL, 60190

“Sydney was fantastic! And it makes going away so much easier knowing that Mia is in good hands with someone who meets Mia as she is and is patient as Mia takes her time to warm up”

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Brad O.
Sitter Profile Image: Victoria J.
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Victoria J.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 77 reviews
38 repeat clients
15 years of experience
Wheaton, IL, 60189

“We are extremely happy with Victoria. Our dog is always excited to see her; we are lucky to have such a caring person take our dog on her walks.”

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Erik S.
Sitter Profile Image: Sarah S.
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Sarah S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 128 reviews
30 repeat clients
25 years of experience
Wheaton, IL, 60189

“Sarah was wonderful. She was very prompt. Always sent a picture and a report. Our Sally was very happy to see her. Thank you Sarah for taking such good care of our senior dog.”

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Mark G.
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: Vivian R.
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Vivian R.
Star Sitter
from
$33
per walk
5.0 out of 5 stars
• 110 reviews
41 repeat clients
22 years of experience
Winfield, IL, 60190

“Vivian has been our dog walker for the past couple months and has been getting along well with our dog Maxx. She communicates well and responds promptly. Maxx seems to really enjoy his walks with her by the cute pictures we get from the walk. My dog Maxx can easily be scared and doesn't always like to stay out long, but Maxx seems very comfortable with Vivian since he walks around a lot and stays out long. You can tell she works well with dogs especially with her experience taking care of her own dogs. I love the rover cards we get and will definitely use Vivian again in the future. I highly recommend if you need a dog walker!”

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Audrey T.
Sitter Profile Image: Cristina C.
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Cristina C.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 34 reviews
13 repeat clients
20 years of experience
West Chicago, IL, 60185

“Crissy has been walking our three pups for a number of weeks now and they love her! She takes them on better walks than I do and I've actually noticed a positive change in their behavior outside. She's awesome!!!”

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Sara
Sitter Profile Image: Anna M.
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Anna M.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
3 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: Abaigeal & Karen B.
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Abaigeal & Karen B.
from
$25
per walk
5.0 out of 5 stars
• 21 reviews
5 repeat clients
18 years of experience
Wheaton, IL, 60189

About: We have been around dogs our entire lives and have always felt a deep connection with animals. From fostering and training, to caring for puppies, adult, and senior dogs; it has been a labor of love to nurture and nurture them through their ages, stages, and situations. From golden retrievers, newfoundlands, labradors, pitbulls, dachshunds, border collies, cockapoos, and many other breeds, we've experienced a vast array of shapes, sizes and personalities in our home. Currently, our fur family members are Boulder, our 5 year old Newfoundland boy, and Brick, our 5 month labrador boy. Both of them love other dogs and are socialized and friendly with people as well. Abbie - I am currently working part-time at a restaurant that is very flexible with my hours. I just moved back to the area and do not have too many extracurriculars at this time. Also, I truly enjoy staying busy so would love to accomodate you and your pet's needs any way I can. Karen - My schedule is flexible, as I work at home. Abbie and I rotate our "out of the house" time as best possible to ensure the pups have proper supervision and care. Our dogs have plenty access to the "great outdoors," as I spend the bulk of my days in their continual presence, so their needs are met quickly. We are dog lovers, and safety and love are our priority. We do have two dogs of our own. They are well socialized, and they fully enjoy the company of other dogs. Ideally we like to integrate our guest pups into our little 2 pack, to ensure the most fun and relaxed atmosphere for all. We do have crates available if nap time/down time away from the others is needed. Our 5 year old Newfoundland, Boulder, is a gentle giant, who is extraordinarily patient and friendly. Our 5 month old yellow lab, Brick, is a sweetheart, and still a growing puppy. He has lots of energy and is a quick learner, eager to please, and up for lots of play. He does like his naps, as does Boulder, so we do have a healthy ebb and flow to the rhythms of life here. We have a 4 foot fence around our backyard with about half an acre of land to run around in. We also have a very safe neighborhood that only has one entrance, so there are few cars. With over a mile of sidewalks, there are plenty of sniffing opportunities when we are out on our walks. Since we do have a current puppy in our home, our house is puppy proof. Our pantry door stays shut 24/7, there are no poisonous plants nearby,all cords and wires are tucked away, and no shoes are left out. If you would rather have us care for your dog in your home, we are very conscientious, of the routines and guidelines you set out for us.

Sitter Profile Image: Cari S.
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Cari S.
from
$20
per walk
5.0 out of 5 stars
• 6 reviews
3 repeat clients
10 years of experience
Wheaton, IL, 60187

“Cari takes amazing care of my dog, Rosie!”

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Jonathan R.
Sitter Profile Image: Annika & Grant S.
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Annika & Grant S.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
• 23 reviews
13 repeat clients
20 years of experience
Carol Stream, IL, 60188

“Annika was great at communicating with us before the scheduled walk/play and throughout the day to let us know how our sweet pup was doing. We will surely ask her to help us again!”

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Rachel L.
Sitter Profile Image: Paula K.
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Paula K.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
• 73 reviews
17 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: Isabella S.
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Isabella S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 6 reviews
2 repeat clients
8 years of experience
West Chicago, IL, 60185

About: Se habla español / すこしにほんごをしっています I’ve cared for dogs at every stage of life, from wild puppies to gentle seniors. With experience handling both small and large dogs, I know how to balance fun, structure, and patience to help every pup feel safe and happy. I own a high-energy Portuguese Water Dog and grew up with calm, funny pugs, so I’m comfortable adapting to all personalities, energy levels, and sizes. My schedule is flexible and I can work around most pup’s schedules and needs. I am unavailable on Tuesdays, but available the rest of the week! My motto is to always love and care for others as if it was my own, no matter the personality or need. They are like people: they need intentionality, care, attention, and love, and some of the ways I try to incorporate that into my regular care is by wiping their paws and mouth with dog safe wipes after a walk/outdoor time. My dog is like my son to me, and I want to offer the same kind of love and care to those that might need extra help with walks throughout the week.

Sitter Profile Image: Melissa M.
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Melissa M.
from
$10
per walk
5.0 out of 5 stars
• 1 review
1 repeat client
8 years of experience
Wheaton, IL, 60187

About: I have up to a eight years of experience taking care of animals. The most known being cats, dogs, birds, and some farmlife. I also have experience in grooming regarding bathing dogs and cats. This is something I am currently working toward furthering my career in. I am currently unemployed, although I am working on getting a job. I care for two cats at home full time as well as the occasional care of my roommate's pet skink. I have a 7 year old and an 8 month old who is sometimes a full-time job himself. I currently live in an apartment so I do not offer care at my home due to my lease not allowing it. However, within the home of my client I try to keep a common eye on the animals, making sure they are fed, have water, and if required the litterbox/bathroom is done whenever they need it.

Sitter Profile Image: Jedidiah A.
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Jedidiah A.
from
$25
per walk
5.0 out of 5 stars
• 13 reviews
5 repeat clients
12 years of experience
Wheaton, IL, 60187

“Great with energy dogs”

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Amber V.
Sitter Profile Image: Corrine B.
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Corrine B.
from
$24
per walk
5.0 out of 5 stars
• 30 reviews
10 repeat clients
11 years of experience
Wheaton, IL, 60187

“Corrine took good care of Jazzy while I was gone. She walked and feed her as promised. I hope she is available next time I need a dog walker. Jeff & Jazzy Z”

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Jeffrey Z.
Sitter Profile Image: Kristy H.
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Kristy H.
from
$20
per walk
5.0 out of 5 stars
• 7 reviews
2 repeat clients
9 years of experience
Wheaton, IL, 60187

“Super personable! Huge an animal lover! Will definitely be hiring again!”

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Daniella C.
Sitter Profile Image: John S.
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John S.
from
$20
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
25 years of experience
West chicago, IL, 60185

About: Lifelong animal lover with hands-on experience caring for a variety of pets. Have owned dogs, fostered rescues, and cared for fish and salamanders—so understand that every pet is unique and deserves attentive, loving care. Whether it’s daily walks, feeding, playtime, or just some comforting company, will treat your pets like family. You can count on us to keep your pets happy, healthy, and safe while you’re away! I work from home along with my wife Kerry. Dogs will be taken out for walks, and we are near several parks. If dogs are sociable, there is a dog park they can be taken to nearby. Pets will be let outside on a leash and supervised. Can crate if necessary, if this is a comfort to the animal. Sections of the house are blocked off to keep them in controlled areas.

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: Olivia H.
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Olivia H.
from
$20
per walk
9 years of experience
Winfield, IL, 60190

About: I’m a very active sitter, I love to walk, drive, waltz and run. I may also do a hand-drawn portrait of your dog, in addition to making sure they are very well taken care of. c: I love big dogs and lil angels. Afternoon walks, early and late morning strolls, dinner and late night walks are my peak times. A lot of peaks in the day. Weekends are for the birds though. If in your home, I will make sure they stay in the zone you’d like, are well fed and get plenty of outside time. I used to have a dog with allergies so I will make sure they get any medications if needed. In my home as well, we have three very loving people, big open spaces, a nice neighborhood to play.

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

Dog parents share their Rover experiences - Winfield

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5.0 out of 5 stars

Sarah is great! She was quick to respond/gave me updates when she was walking our dog. Highly recommend!

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Dawn 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

Sydney is very professional and very knowledgeable on how to handle my dog, who is very active and high driven. This is my first time using this type of service and I highly recommend Sydney. Thank you

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Shandra L.
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
5.0 out of 5 stars

Great experience with Jack will definitely use him again-especially thankful for his last minute help. He even brushed them out after the walk on the porch. Very nice 👍

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jodi c.
Dog Walking
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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 for Dog Walking in Winfield on Rover is $27.75 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 13,202 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:

  • 91% of walkers can help with special care needs
  • 95% 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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