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

“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.”


“Caroline is so dependable and truly great with dogs. Sue absolutely loves our dog and he looks so forward to playing with her. I have complete trust in her knowing Cody is in great hands.”


About: I have spent my entire life surrounded by animals. I have taken care of not only my own but other peoples pets for many years now. I have worked in the veterinary medical field for the last 8 years and have experience in pet first aid and trauma response. I have just finished clinical rotations and currently have a pretty flexible schedule and am available 7 days a week to help take care of your pet. I am comfortable working with any breed or size pet. I have plenty of experience with basic pet care and medication administration. I will provide plenty of updates on how your pet is doing, and will treat them as I would my own pets.

About: I've taken care of a wide variety of animals for years! It is an absolute joy to give pets the love and attention they deserve. I'm a student but have much free time on the weekdays and weekends. Summer is fast approaching, and then I will have incredible flexible availability. I love to be active and play/go on walks. I will also meet the individual needs of each pet while maintaining a clean and safe home.

“Stephen is great with our silly, high energy dog Roxy (doberman). We always feel comfortable she is in good hands under their care and she is always happy (based on the fun photo update we get). I would highly recommend their services”


“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 :)”


“Highly recommend booking Viviana as a dog walker. She did a great job with our two pups, especially our older dog who can be a little feisty. She is very responsive and even came to meet our dogs beforehand to make sure she could provide them the best care possible.”


“Kate came over a few days before the day to meet my dog. She is very responsible and followed my directions to a tee. My dog instantly liked her. So yes, I would love to have Kate come over and walk my dog. A high five star rating”


About: Hello! My name is Robert. I hope you will consider hiring me to walk your dog because I love dogs very much and understand the importance of taking good care of a dog. Throughout my whole life, I have always had at least one dog – they are such an essential part of who I am. In many years of walking my own dogs nearly every day, I have come to understand how to be gentle with each individual dog and be patient with their needs. Definitely reach out and let me give your dog some exercise so he/she can return home calm and happy! I understand personally the value a dog provides and I would provide your dog with the best level of care. I have time for drop by visits or for walks! Just let me know what you need and we will arrange the best care for your dog. I have experience with puppies, elderly dogs, dogs who need medication, dogs with anxiety, all types of dogs. I provide the best care for what they need.

“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.”



“Donna and her partner, Steven, are a great team. They took good care with our little guy, who is 14 and a little deaf and losing his eyesight. They are very kind and trustworthy and will use them again.”


About: I have had the privilege of taking care of cats and dogs for most of my life. In addition, to caring for my own dogs, my friends and neighbors have consistently relied on me to walk, feed, and bath their pets. I also used to work part-time as a dog groomer. I am typically available in the evening and all-day on weekends. I also work from home two days a week, so I can easily care for your pet during the work day. For dogs, I have a fenced yard and two friendly dogs to keep your furry friend company if they are interested. My home also has 4 furnished floors, so pets can easily be separated if needed. I am also available to go to clients’ homes for longer pet sitting or short drop-ins.

About: I have basic skills in pet caring such as bathing, grooming, nail trimming, teeth brushing, feeding, playing. If your pet needs to take meds I'll make sure it gets done. I can adjust to your pets liking, whether it's that they like to be touched and would like to play around or would rather be left alone, I can do it. Whether they're younger or older, patience is always a key thing to have with any pet. At the same time, each pet has their own personality and it's important to take notice of it and know how to treat them. I have the belief that a pet is also a member of the family, which is precisely how they'll be treated in my home. Happy pet, happy life :) I work from home, living with my own fur baby and have plenty of love and time to go around to help care for your own fur baby/babies ❤️ I have a fenced in yard with a beautiful tree and plenty of space to run around and have fun in. My home can easily accommodate for cats having plenty of windows and ledges for sunbathing at any time. If interested there is plenty of couch space to snuggle up on

“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!”

Loving dog walkers in your neighborhood
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William G. H.Star Sitter

“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.”


Phoenix B.

“Caroline is so dependable and truly great with dogs. Sue absolutely loves our dog and he looks so forward to playing with her. I have complete trust in her knowing Cody is in great hands.”


Jacob B.

“My four dogs love Jacob. His years of experience in the Vet field and genuine love for animals made me so comfortable trusting him with my fur babies.”


Ainslie W.
About: I've taken care of a wide variety of animals for years! It is an absolute joy to give pets the love and attention they deserve. I'm a student but have much free time on the weekdays and weekends. Summer is fast approaching, and then I will have incredible flexible availability. I love to be active and play/go on walks. I will also meet the individual needs of each pet while maintaining a clean and safe home.


Grayson N.

“Wonderful sitter!”


Stephen M.
Star Sitter


“Stephen is great with our silly, high energy dog Roxy (doberman). We always feel comfortable she is in good hands under their care and she is always happy (based on the fun photo update we get). I would highly recommend their services”




Nancyanne S.Star Sitter

“Nancy was wonderful, came over and met Zip before she walked him, then took him on a nice long walk which was much appreciated! We will be using again.”


Ella V.Star Sitter

“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 :)”


Viviana F.Star Sitter

“Highly recommend booking Viviana as a dog walker. She did a great job with our two pups, especially our older dog who can be a little feisty. She is very responsive and even came to meet our dogs beforehand to make sure she could provide them the best care possible.”


Kate M.Star Sitter

“Kate came over a few days before the day to meet my dog. She is very responsible and followed my directions to a tee. My dog instantly liked her. So yes, I would love to have Kate come over and walk my dog. A high five star rating”


Robert S.
“Robert is great with dogs. He truly cares for them and has done so for many years. He gives them specialized attention and personalized care.”


Lauren & Lauren P.
Star Sitter


“Lauren was great with my dog. She picked up the job last minute , was attentive and sent a lot of pictures . I would definitely use her again”


Andrew G.
Star Sitter


“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.”




Donna C.
Star Sitter


“Donna and her partner, Steven, are a great team. They took good care with our little guy, who is 14 and a little deaf and losing his eyesight. They are very kind and trustworthy and will use them again.”


Jason A.
Star Sitter


“Jason was on time and took good care of our big dog on all of his walks. This was a repeat booking for us, and we’ll continue reaching out to him!”


Michelle M.Star Sitter

“Would use her again! She was very kind and brought Apollo to come visit me at work ! 10/10”


Elaine S.
“Elaine is fantastic! I haven’t used the Rover app before, but Elaine has walked and taken care of my two dogs several times over the past few years. She goes above and beyond to make sure they are comfortable. One of my dogs used to have separation anxiety and struggled to sleep when the family was away on vacation. Elaine would play calming music and sit with him until he calmed down and fell asleep. He now loves her and doesn’t get stressed when we’re gone. Elaine is also great about sending updates and locking up the house.”


Sandra M.
About: I have basic skills in pet caring such as bathing, grooming, nail trimming, teeth brushing, feeding, playing. If your pet needs to take meds I'll make sure it gets done. I can adjust to your pets liking, whether it's that they like to be touched and would like to play around or would rather be left alone, I can do it. Whether they're younger or older, patience is always a key thing to have with any pet. At the same time, each pet has their own personality and it's important to take notice of it and know how to treat them. I have the belief that a pet is also a member of the family, which is precisely how they'll be treated in my home. Happy pet, happy life :) I work from home, living with my own fur baby and have plenty of love and time to go around to help care for your own fur baby/babies ❤️ I have a fenced in yard with a beautiful tree and plenty of space to run around and have fun in. My home can easily accommodate for cats having plenty of windows and ledges for sunbathing at any time. If interested there is plenty of couch space to snuggle up on


Anna D.

“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!”
How Rover works
1. Search
Read verified reviews and choose a dog walker who’s a great match for you and your dog2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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.
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 Aug 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 Aug 2025, there are 10,828 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 10,828 dog walkers in Winnetka on Rover, so you’re sure to find the perfect match for your dog! In Winnetka, 90% 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.
