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

Over 8 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.
“Carley is a great help for the last few weeks to get my pups out and about with a walk, at least one mile a walk! I highly recommend Carley for your next dog sitter or walker needs. Thank you!”

About: I have been around dogs since I was born! I have two of my own fur children, whom both required a lot of attention and are very spoiled! They are also extremely well mannered and I have only self-trained them with patience and proper motivation. I have pet sat for friends and family several times informally, and found it to be so fun! I myself am a very detail oriented person, loves loving on animals, and understands how comforting it is to have the right person looking after your baby! I own my own business so my hours are flexible and can be arranged as needed! I already am caring for my own pets throughout each day! My dogs are both leashed when going out to potty in our yard. I also work on patience, obedience commands, and recall with them so that they have little daily disciplines. Both of my dogs are very treat oriented so it makes keeping them up to snuff with their manners easy! They also get regularly walked through our neighborhood, have an abundance of toys, and a very consistent meal time for breakfast and dinner!

About: I’ve grown up and been around animals my entire life! I am comfortable with animals of all shapes and sizes. I spent my college years dog sitting! I’m currently off for the summer, so I have plenty of time to spend with your fur baby!! During the school year I am open weeknights and weekends! I always adhere to the boundaries set by the owner, and always do my best to honor the routine your animal is so used to!

About: I’ve owned pets my entire life, chose it as a career, and started working as a veterinary assistant. Now I work as a dog trainer! I’m excited to meet you and your pets! Right now I work part time, so I’m available most days in the afternoon/ evenings! I will have plenty of time to hangout with your fur babies! Let’s talk about the best day and time for you! The goal is to make sure your pups are happy and cared for as if you were home with them! I will always be prepared, always have treats, and always communicate with you!
About: I have had animals all my life, especially dogs amongst a few small pets. I have two dogs myself and I am training all of them with basic commands. I have 5 years of experience in training American pitbulls mixes to have as pets around children and other small animals. Something that sets me apart from others is that I recognize dogs and cats behavior such as signs of discomfort. I have personal experience with raising and caring for dogs of all sizes. I want animals to be comfortable, safe, and healthy. This may be disconcerting for owners that expect their pet to have free roam. I would expect multiple walks and sleeping in their dog beds considering the pets disposition as well as updates about pet stay. For house sitting, I will be willing to adjust prices if my own dogs are allowed to accompany me (not required). I am currently doing delivery services such as Grubhub and Doordash so I set the times I work. I have a flexible schedule and do not leave my home very often. I have 2 small dogs that are playful and dog friendly. I do not have a fenced yard, but I do use the long tie out leashes and outdoor playpens. I recently made a potty area for my dogs. I clean and disinfect it multiple times a week with natural products.
About: I’m the person people rely on to baby sit. I have the love and passion to care and attend to dogs as my own. I have experience as a medical assistant which allows me to make rational decisions to maintain a safe environment for your beloved pet. Self taught cpr and other emergency procedures. I’m currently a home stay dog mom and would love to give my love and attention to other dogs and cats. I’m available and flexible to work with the parent. I have a friendly dog that loves company and would help your dog settle in for a fun baby sitting date. Safe uncluttered clean environment pet friendly. Walking paths available for the dog to enjoy for a potty break. Back yard available, spacious two floor.
“The rover app was very easy to use. Lots of choices for all kinds of services for our dog. We had Sydnee come by our rental property and spend some time with our dog and she was very accommodating with her time. We got updated pictures and record of the walks they went on together. Would definitely recommend the app to everyone”
About: I have always had a natural, unconditional love for animals. My family has always had pets! Since I was little, I've had three cats and three dogs. Each of our pets have had different personalities and needs, but it has always been easy to love them the same. I recently have raised my own two pets, Louis and Marie, and I have loved learning how they both tick in their own ways. I trained Louis from the day I brought him home, as I’ve had him since he was an itty bitty puppy. Since he is a dachshund, I have made preventive care outside of the vet’s office a priority through teeth brushing, daily walks, proper food portioning, and using dog stairs to make sure his joints are safe and healthy. With Marie, I have made socialization a priority so she feels comfortable everywhere she goes. I call her the Master Adjuster for this reason! I am also beginning to incorporate dental care into her needs. Having pets of my own, making sure animals are properly cared for is second nature for me. I am always conscious about crate time for my dog, as I want to make sure he is getting as much enrichment activity in. At the same time, I know he also needs time to relax and recharge. In terms of daily routine, my pets’ needs are attended to before mine are. They are fed and taken outside before I even brush my teeth, and at the end of the day, they are made ready before I start decompressing. I know many pets that need lots of time for activity as well as affection! Getting to know a pet’s personality as well as their needs is my favorite part about caring for them. Being aware of when a dog may need to go for a walk to get some energy out, knowing when they need to go outside, and being aware of when they just want to chill out is super important! The same can be said for cats—sometimes they need a lot of time to let out energy or exercise, and other times, they need to be alone.
About: I’ve a had and loved pets my whole life, and have cared for dogs ranging from a docile miniature schnauzer to the most rambunctious, sweet and loving Weimaraner. I’d love to make your dog feel right at home in my home while you’re away, or check in on them in yours! I currently work from home running a small business and have a flexible schedule. The Weimaraner, Maci, in my profile is with me part time, typically more in the summer months. I have a large back yard for pups to run in, basic puppy training skills, and lots of experience taking walks with easily distracted pups. For drop in visits, I am a calm presence so your pet doesn’t feel overwhelmed or uneasy. I’m happy to follow all instructions for feeding and outside time, and also love to take my drop in pups on walks if you’d like me to. 🐾 Since I’m home a majority of the time, I’m able to provide very regular potty breaks and lots of time outside to roam in the backyard. We play plenty of fetch, tug of war, etc. 🦮 I love to walk the pups in my care if that’s something they enjoy, so just let me know. 🐕 My son absolutely loves helping take care of all of the dogs we board when he is here in the evenings. We would love to welcome your dog to our home and treat him or her like family! I have a fully fenced in yard and plenty of toys for your pup to pick from if they’d like. I love a good game of fetch or tug of war and can keep your pet well entertained. I regularly take 1-3 mile walks and feel comfortable walking even if it’s chilly outside. In our down time, your pet can expect snuggles, pets, and to rest comfortably on the couch or dog bed.
About: With 30 years of experience caring for pets, I specialize in providing personal care that honors your pet's exact routines. As an overnight stay veteran, I keep animals calm and secure in their own environment while minimizing separation anxiety. Whether your dog thrives on long, energetic walks or prefers quiet companionship, I customize every experience to keep them safe, active, and happy while you are away. I have a very flexible schedule this summer! Whether you need a drop in, dog walk, or require an overnight stay, I'm here to help! To give you complete peace of mind, I provide daily photo and text updates so you can see exactly how your pet is thriving. While staying in your home, I'm also happy to bring in the mail, take out the trash, and water your plants. This ensures your home stays secure and well-maintained while your pets enjoy their familiar daily routines.
About: My name is Hannah, and I've been taking care of pets since a very young age. I love going on walks, no matter what the weather is, I will walk in any kind of weather just as long as the dog will walk. I like to take my time and build the pet's trust, even when they are shy at first. I always make sure I understand the information that is given to me. I love it when a pup gets used to seeing me, remembers my car, and gets so excited to see me. I did move from IL to Indiana, and i do have about 4 acres to run around to get some energy out. I use to work at a doggy day care. I stay at home taking care of any animal that i have for a petting sitting when i do not have a pet sitting I try to look for walks to meet new pets I have a fenced-in yard and also have about 4 acres of land. I take the pups out to use the bathroom and run them around to tire them out
About: Along with taking care of my own pets, I interned at an animal hospital for a few months! I have experience with dogs and cats! I currently am free to work whenever you need. I am a substitute teacher and a babysitter! I can always make room for your pet! I have a fenced yard with two welcoming dogs and a very curious cat! I will give them all the attention they need and deserve!
“Marissa is very reliable and so easy to communicate with! She took both of our dogs on walks while we were out of town & sent us pictures of our babies. We will definitely be reaching out to her in the future!”

About: I’ve had many pets throughout my life and love caring for them! I’m attentive to updates while making pets feel at home and loved in my presence. Hoping to be able to love your pets always! I work part time, one day during the week and both weekends for 5 hour shifts. Schedule is flexible as needed for pets in need! I have a fenced yard and a friendly dog of my own, along with 2 cats. Any animals of mine can be caged if needed
About: My family has always owned one or more dogs or many different breeds since I was born which gave me lots of experience in pet care. I want to ensure that animals are happy and well taken care of. They are a part of our families too. i do go to school and work but i’ve always been good at balancing a schedule and will always be on time. i could dog sit almost everyday and do a good job. i would take care of your pet and your home like they were my own. i believe that if you are going to do something you should do it right.

About: Dog owner and animal lover with over 2 years of hands-on experience caring for and training my Labrador Retriever. I genuinely enjoy spending time with dogs and understand how important it is to find someone trustworthy to care for your pet. I’ll treat your dog like my own and make sure they feel safe, comfortable, and cared for while you’re away! I run my own pressure washing business, so I have a flexible schedule and plenty of availability for pet sitting. Being self-employed allows me to manage my time well and make sure pets receive consistent care, attention, walks, and companionship throughout the day! I care for pets by following their normal routine as closely as possible, including feeding, walks, playtime, and any special instructions from the owner. I make sure pets feel safe, comfortable, and well cared for while providing plenty of attention, supervision, and companionship in both my home and my client’s home!
About: I’ve had pets my whole life and love animals of every kind. I love playing and snuggling with animals and have always loved to care for friends’ pets. At parties, you can usually find me talking to the dogs or cats! After May 31, I will be free all day and will be able to provide continuous care if needed. My husband and two teenagers will also be around to make sure your pets have the best stay ever. I have a fenced in yard and currently, we don’t have any pets after our rescue dog crossed the rainbow bridge this year. At my house, your pets are welcome on beds and couches, though we will also respect boundaries you have at your house. I have two teenage boys who love to play and snuggle with animals. I am also happy to come to your house, as I know many pets are comfortable in their own space.
“Thomas is a very kind man who came to do a meet and greet with me and my dog ( and my daughter's dog who stays with me frequently) on short notice. Both dogs took to him right away, went up to greet him and felt comfortable with him. He is reliable, on time and fills their water bowl for them when he comes. He has helped me onshore notice twice now and ai feel comfortable with him coming to my hose and taking good care of my dogs. Definitely would highly recommend him!!”
The median cost per walk for dog walking in Winfield is $20
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?
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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 3 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 $15.54 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 909 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:
- 89% of walkers can help with special care needs
- 94% can help with giving oral medications or injections
- 99% 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.



