Dog Walking Winfield
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 61 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.
“Barbara is amazing for your dogs, you can't go wrong using her! I'm so thankful to have found her for our unique situation, it will work perfectly for our furbabies! Thanks so much Barbara!”
“I contacted Victoria without much.notice hoping to get somebody to walk my dog 2 times on a day where I was going to be gone for at least 12 hours. She had never met me or my dogs but took on the task. She was.able.to get my dogs out, hung out with them a bit in my yard, and for their second afternoon session she took them for a wooded hike and to a pet store for treats. She went above and beyond and my dogs were very pleased. Great job V.”
“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!!!”
“Vivian was AMAZING!! I have never left my dogs with anyone other than family in 24 years! She did a great job even when my dog did not cooperate on their first walk. She left me great messages and cute photos. I felt very comfortable leaving and did not worry at all on trip while I was away. I will be using her again and would recommend her over and over.”
“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”
About: I grew up in a big family , we always had pets from dogs-hamsters! And we took care as if they were part of the family . I am compassionate, and I would love your animals and care for them and treat them with kindness as if they were family. As a mom of 5 older kids, I’ve gotten really good at balancing routines and staying organized. Now that they’re more independent, I have lots of free time in my day to dedicate to caring for pets, giving them attention, exercise, and a reliable schedule. I did have 3 cats and 1 dog at one time before. They still are part of the family they live with family members and I visit them time to time and they come to my house as well. I love walking dogs and taking care of animals that are only comfortable in your home. I am a trust worthy person when it comes to someone trusting me in their home. Clients should know that their home and their pet are well taken care of and respected.
About: Wouldn't you rather have your dog in a dog-loving home every day instead of a commercial doggie daycare? With dog beds or couches instead of crates? I have lived with dogs most of my life and with cats for 35 years. I have fostered or rescued many animals. I can give personal attention to puppy "potty" training too! - found cat at side of road who had been shot with BBs. Took him to vet to have 33 BBs removed. Unfortunately he lost both eyes but was quickly adopted and is enjoying his life and even catching flies! - rescued little dog that was chasing a bike down a busy street. I was able to find her family and return her safely. - I found an injured bat and took him to Willowbrook for care. I love animals and I will take good care of yours! I am very comfortable with all types of animals. We spend a lot of time outdoors in our huge backyard, weather permitting. Play time is all day as I don't leave them alone but am always there to supervise. Because we also have cats, visiting dogs must be able to safely interact or ignore cats. Tiny dogs, very large dogs and everyone in between are welcome! I am available for weekly doggie daycare and boarding for my daycare clients. My schedule is very open and I am always with the dogs, supervising. To ensure their safety, they will never be left at home alone Your dogs will have the whole house to roam, just as my dogs do. They will have a fully fenced yard in which to run and beds or sofas or dog beds from which to choose for sleeping
“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!”
About: I have been a dog whisperer since I was a child. I have always loved dogs, but after the loss of our beloved lab, do not currently have one of our own. My first dog, a black lab, beagle mix, arrived in my life when I was 10. Have routinely weekend dog sit for our 3 doggie cousins, all between 65 and 90 pounds. I retired a few years ago so I have lots of availability. I do take workout classes a few times a week, currently Monday and Wednesday mornings. I can provide loving affection to your special furry family member, play, throw balls and go for walks. I also have a house with a fenced in yard.
About: I’ve been dog and cat sitting since I was 10 for my neighbors! I’ve worked at a dog daycare as well as a veterinary clinic, so I have lots of experience with animals! I’m currently a college student doing classes online, and I would love to spend some of my extra time hanging out with your sweet furry friends! :) I am always thorough in my work and never careless. Animals are precious and should always be treated as such. I always personalize my care according to your wishes and instructions!
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.
About: I've taken care of cats and dogs for over 10 years for friends and family. I love animals, and bring a strong sense of care and joy to my work. I am a college student who is off for the summer, seeking gig work to pay the bills. I have a lot of free time. I treat clients with privacy and treat their homes as I would treat my own. The safety and well being of their pets is my first priority.
“It’s our first time having someone walk our 5 months old puppy, and Nicole was super nice, communicative and respectful to our puppy ( we had very bad experience with the dog care in Schaumburg). Nicole was above and beyond and our puppy was very happy with her, that’s everything we wanted.”
About: For over 25 years I have been fortunate enough to experience the joy of caring for my family's dog. In addition to dog ownership, I have provided walks and drop ins to family and friends with their own pets. My schedule is currently fairly open so I will have plenty of time to give your pet the attention they need while walking or dropping in for a visit. I care for client's pets as if they are my own. That's means I will ensure they are safe and cared for at all times during a walk or drop in visit.
The median cost per walk for dog walking in Winfield is $20
Dog parents share their Rover experiences - Winfield
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.
She was so professional and kind and knowledgeable when she picked up my little guy. There was a mixup with the pictures and I’m not gonna lie. I got frustrated, but when she came back with my dog, we were able to clarify everything she was again, professional, and kind When we were working things out. I would definitely recommend her and I will definitely use her again!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How Rover works
1. Search
Browse profiles of sitters near you who offer dog walking
2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Winfield sitters!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 July 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 July 2026, there are 13,711 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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