Dog Walkers in Winnetka, IL
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
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Top rated Winnetka dog walkers
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Bill is a reliable dog walker. He was great with our dog, Bella. He was flexible when adding extra walks last minute. He is also very responsive. I highly recommend his services to others.”
“Emily was amazing! She is kind, courteous, and truly went above and beyond in caring for our pups. She asked thoughtful questions to ensure she was following our youngest dog’s training, and even asked about our goals for his walks and how she could best support him. It’s clear she genuinely cares and wants to do things the right way. We felt completely at ease knowing our dogs were in such capable and compassionate hands. Highly recommend!”
“Five stars and two paws up! Isa has an eye for detail, professional demeanor, and is easy to communicate with. She’s super responsible with my pup and I highly recommend her :-)”
About: I offer pet-sitting and dog-walking that’s centered around love, play, and keeping your pet happy while you’re away. Whether it’s going for walks, playing fetch, or relaxing together, I make sure every pet feels cared for and comfortable. I can help with feeding, cleanup, giving medication if needed, and I always send photo updates so you can see how your furry friend is doing. I’m doing this because I genuinely miss having my own pets around. I recently fostered a dog who just got adopted, and while I’m so happy he found his forever home, I miss spending time with him every day. I love being around dogs—it always brightens my day—and this gives me the chance to keep sharing that love and energy. I’ve fostered dogs through Wright-Way Rescue and have cared for pets with all different personalities and needs. From playful puppies to gentle seniors, I’ve learned how to make each one feel safe and loved. Animals have always been a big part of my life, and I take their care seriously while still keeping things fun. I’m a college student with a flexible schedule, so I have plenty of time during the day and evenings to walk, play, or hang out with your pet. I don’t work full-time, and my classes are close by, so it’s easy for me to stop in regularly. I’m responsible, communicative, and genuinely excited to spend time with your pet. I’m currently a college student that is missing her dog from home and just finished fostering. My schedule is flexible as I only have two classes per day. I can be there when your pet needs me! I can easily crate your dog if needed. I live in an apartment so I don’t have a yard, but most of the time I am spending with your dog is outside, on walks, the park, or even the dog beach if your pup needs a friend!
“Stephen is an incredible dog sitter and walker! He is incredibly professional, caring and attentive. We loved getting photos of our dog after each visit - both action shots and close ups. We are grateful for Stephen's attention to detail, professionalism and care.”
“Don’t book her because I want her to walk my dog every time !!! Haha no but she is great ? very pleased attentive responsible and caring. Ella is a lifesaver and is my go to. Thank you Ella! Hope to continue in the future :)”
About: I am very experienced with small and big dogs. Ive been walking dogs for family and friends since I was 16. I have a very flexible schedule, available all weekdays at all times. I have a very flexible schedule, available all weekdays at all times for long or short walks. Not available on Saturdays or Sundays at any time. I have a very large front and back yard but no fence, boarding at my home not available. Will be willing to come to your home and take care of your pet whenever needed! Will follow any instructions provided for your pet!
“Alexis is awesome! She clearly loves and is comfortable with dogs and connected with my owner-attached dog straight away. She is super friendly and easy to work with. She also is very responsible--she was on time, listened to and executed my exercise requirements for my dog. I will definitely use her again!”
“Donna and Stephen have truly been lifesavers over the past few weeks. They are incredibly timely and dependable, and they are always willing to help when they can. I also LOVE receiving multiple photos of my pup enjoying the walk so I know how happy he is to be out with them. Would strongly recommend this wonderful team to walk your furry friend!”
“Shiva enjoyed a great walk with Lydia! Lydia is clearly an animal lover with great energy, and I appreciated how how she took the time to get to know Shiva and her needs as an older pup. I will definitely book again in the future!”
“Andrew is so great with our lab puppy Morgan. He is reliable and communicative and takes her on nice long walks. She is always excited to see him. You can tell that he is a true dog lover.”
“Anna is amazing! She has been walking our pup every day for the past few months. Anna not only walks Charlie but actually spends time playing with him and training him - she even taught him the paw command! Anna sends very detailed reports and lots of cute pictures after every walk. Being first time puppy owners we feel so lucky to have Anna looking after our pup!”
About: Hi! I will treat your fur babies as my own! I have had pets in my home since I was 6 years old and they were my sole responsibility. I have experience with puppies and senior dogs. I am able to administer medications on a timely manner and will always send plenty of photos while in my care. I have shared custody of Cocoa if you prefer a household without pets I can accommodate. Thank you! I have no current other obligations than the pets in my home. I rarely leave doggies unattended and have a large fenced in backyard. My kids are grown and at college. I have a sweet senior female cockapoo who loves the company of other fur babies. She and I love to go on walks but when the weather is bad we can pop outside for a quick potty break.
Over 115 pet parents in Winnetka have booked dog walking
How Rover works
1. Search
Read verified reviews and choose a dog walker who’s a great match for you and your dog
2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per walk for dog walking in Winnetka is $20
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 dog walker has to cancel, we’ll work with you to find a new walker.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Winnetka average 4 repeat dog walking clients
Dog Walking FAQs
Frequently asked questions about Rover
Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Winnetka on Rover as of Nov 2025 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Nov 2025, there are 10,980 dog walkers in Winnetka. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 86% of Winnetka dog walkers respond in under an hour.
Dog walkers in Winnetka have an average of 14 years of experience. Dog walkers with repeat customers have an average of 4 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Winnetka.
You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:
- Start and stop times
- A map of their walk with total distance
- Pee, poo, food, and water breaks
- Cute photos and a personalized note
There are 10,980 dog walkers in Winnetka on Rover, so you’re sure to find the perfect match for your dog! In Winnetka, 89% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.
Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.
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