Dog Walking Winnetka
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 18 pet parents in Winnetka have booked dog walking
Winnetka, Find top rated dog walking
“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 :-)”
“Alexis was great, professional communication, prompt, personable, and confident with Winnie. She took Winnie on a good long walk as she said she would. Very professional, would be happy to use her again!!”
About: Starting at a young age of 8, I've cared for animals of friends and family. Ranging in all ages of cats and dogs, I'm confident in administering medication if needed and not scared of any sort of clean up. Having just moved back to the Chicagoland area from NOLA, my schedule is flexible. I am available for drop in visits and dog walking! I like to bike when weather permits but have access to a car as well. I do not offer services at my home but would treat yours as my own. Of course, cleaning up after your fur bb(s), following specific directions, and making sure they are settled before leaving.
About: I've been living with and taking care of dogs both big and small my whole life. I'd do everything from feeding, walking, grooming, and playtime! I've even had the opportunity to train a few puppies and take care of my senior dogs. I'm currently a college student with a lot of flexibility and time on my hands so I'm available almost all the time to care for your pet! I will follow any instructions that are given to me to ensure that your pup is properly taken care of the way you want, you know your pup best! Apart from that I always just give a little extra love.
About: I love animals, I feel connected to them. Pets have been in my heart, life and home since I was 5 years old. I’ve walked dogs for friends, family and for elderly friends. Also, I substitute for my dog-sitter/walker friends on Rover when they aren’t available. I helped breed Yorkies at one point, and helped find them homes. I’ve fostered cats in the past and currently own one :) I am available during the day between 10am and 2pm, Monday through Friday. I work part time before and after that, but I will be as flexible as possible I do have a fenced yard. Also, I am a runner. I can walk or jog with your pup if you’d like the exercise for them.
About: I’ve taken care of and loved dogs and cats of all ages and sizes. From puppies/kittens to seniors and in between. And all sizes! I also have experience with special needs dogs, including my own collie who had lower jaw removal surgery. I’ve had 2 cats in this time from when they were young to seniors. I recently adopted 2 young cats who love people. For dogs, I’ve adopted dogs of all different ages with various health needs. I only occasionally go into the office and work from home Mon - Fri. I’m used to having multiple animals so I’m comfortable with whatever their schedule may need. I want to follow the routine you have created and anything else to make sure they feel comfortable in my home or yours. They will get lots of love and attention from me during our time together!
About: I’m a passionate, reliable pet caregiver with over 10 years of hands-on experience caring for animals. I grew up surrounded by pets and have turned that lifelong love into a career, working with pet families, in pet retail at stores. I understand that every pet has a different personality, routine, and comfort level. Whether your dog loves long walks and playtime or prefers a calm, patient companion, I’ll provide attentive, loving care and treat them like part of my own family. I have a lot of spare time on my hands so I could use that time to care for your pet! I am your pet Nannie around the corner. I have experience dog walking, so I understand how it goes. I also have lots of experience playing with pets. I have a huge passion for pets
About: I’ve had cats and dogs throughout my life and I have always felt a strong connection and kindness to animals. I have done petsitting for dogs, cats, and even a leopard gecko before! I have one cat who is 17 years old. His brother was the same age and passed away earlier this year. I had a dog that lived to about 15 and I lost him several years ago, so I have experience with taking care of senior pets and the process of loss. Taking care of pets is something I love doing! I work as a mental health therapist, with most of my shifts from 3pm-8pm on weekdays. I sometimes have meetings in mid-morning. With my job, there is tremendous flexibility due to constant shifts in my caseload and clients cancelling appointments. I am also in charge of my own schedule. Generally, I will be most available in the morning and afternoon for pet care. Weekend availability may fluctuate depending on my plans. I will happily follow your instructions and preferences regarding care for your pet, and I would love to send you pictures and updates! I appreciate it when my own cat-sitter does that for me, so I know you probably do too.
About: Hi! I’m Mikayla, and I’m a lifelong animal lover who genuinely enjoys spending time with dogs of all personalities, sizes, and energy levels. 🐾 I have two dogs of my own, so I know how important it is to feel comfortable and confident when someone else is caring for your pup. I treat every dog like they’re my own—with patience, attention, plenty of affection, and lots of encouragement. Whether your dog loves a long walk, needs a little extra time to sniff and explore, or simply wants some friendly company during the day, I’m happy to meet them where they’re at. I’m dependable, attentive, and I’ll always prioritize your dog’s safety and comfort. I’d love the opportunity to get to know your pup and make their walks something they look forward to! 🐶❤️
About: I currently do not have my own puppy, so I would love to take care of yours! I grew up with family dogs and walking dogs for fun/extra cash after school. I am working from home right now, so I have plenty of time available to give my attention and care to a sweet dog. I really miss having a furry buddy around to play with! I do not have a backyard, but I like going for long walks/jogs at parks, beaches, etc. here in sunny San Diego - and I would love to have a pup join me! I am also be able to take your dog to any of the dog parks or dog beaches around San Diego. I will for sure take the best care ever of your puppy!
About: My names Gail! I am 26 years old and look to make some new furry friends. I have experience watching dogs and cats! I have gone to the clients house to watch the dog/cat or I pop in to make sure they are fed, go to the bathroom, and make sure they are walked and played with so they don’t feel lonely. I have also house sat as well if needed! I have my own way of transportation and super flexible in times. I like to take pictures to send to the families of the pet. I love being around dogs and cats! I currently work about 5-6 days a week. I do choose my own schedule at the end of the week, so I am very flexible on time! I have my own car, so I am able to get around very easy. I am able to put puppers in or out of crates if needed! I am able to distribute any medications to pets. Making sure the pets feel safe and comfortable while their family is out of town!
About: I’ve cared for dogs of all sizes and personalities for over 6 years. I help with walking, feeding, playtime, bathing, and basic training. I’m comfortable with puppies, senior dogs, and following specific care routines. I treat every pet like my own and make sure they feel safe, happy, and loved. I’m available all day on weekends, Fridays after 3 PM, and Thursdays. I have a flexible schedule during these times, allowing me to give pets plenty of attention, playtime, walks, and consistent care. I’m reliable, punctual, and happy to adjust to your pet’s routine whenever possible. I prioritize safety and comfort at all times. I carefully follow care instructions, keep a clean and calm environment, and make sure pets are supervised. Having 2 dogs and 2 cats has taught me how important patience, routine, and trust are when caring for animals.
About: I've been caring for dogs since I was young, starting with my neighbor's Old English Sheepdog. Today, I'm the go-to sitter my sister relies on to care for her little fluffball, whether it's for an evening away or extended vacations. I'm comfortable providing consistent, attentive care for every pet -- and following your every instruction to make sure your pet stays happy and healthy while you're away. I currently work a flexible, non-traditional schedule that includes fantasy illustration projects and teaching art classes. This gives me built-in gaps during the day that I'd love to fill with dog care, whether that means walks, playtime, or multi-day companionship. Your dog's routine and well-being are my top priorities. I make sure that your dog gets the best care possible and will follow all instructions to the letter: setting phone alarms to ensure potty breaks and meals happen right on time, monitoring treats so your dog is neither over- nor under-indulged, and sticking closely to established sleep schedules. I'm equally respectful of your home, taking care to leave it as clean and orderly (or better) than when I arrived.
About: I credit most of my skills with taking care of dogs to my own girl, Leona. She came into my life in 2021 as a 6 month old with previous traumas. Through lots of love and training, she’s the happy and fun dog that she is today! My schedule is currently open Mondays-Fridays for dog walking, drop-in visits, and overnight sitting. I will consider weekend availability on an as needed basis. Please feel free to reach out with any questions! For drop-in visits, my services will very based on the needs of the dog. Potty breaks will always be offered during my visit, as well as some play time. I can prepare any enrichment toys your dog has and if meal time is needed, make sure they are fed. I usually like to bring dog treats so let me know if you would like me to hold off on any treats for dietary purposes.
The median cost per walk for dog walking in Winnetka is £20
Dog parents share their Rover experiences - Winnetka
We have had a great experience with Jon! He was extremely responsive, reliable, and trustworthy. Jon was wonderful with our dog and took the time to understand his specific needs and personality. He was incredibly patient with him, which we really appreciated. We felt completely comfortable knowing our dog was in good hands. We would absolutely recommend Jon and will definitely use him 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 to book dog walking
1. Search
Browse profiles of walkers near you who offer dog walking.
2. Meet In Person
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 for dog walking - Winnetka
Select a filter and find qualifying sitters offering dog walking.Sitters in Winnetka average 4 repeat dog walking clients
FAQs for Dog Walking - Winnetka
Frequently asked questions about Rover
The average cost of Dog Walking in Winnetka is $14 per walk as of October 2026. Most bookings cost between $0 and $28 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 12,173 sitters on Rover offering Dog Walking across Winnetka. 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 Winnetka. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.
For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.
The route map lets you review where your dog was walked in Winnetka after the booking. It is not live GPS tracking.
Have specific details you would like included? Message your dog walker in the app before the 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 , 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 .
Yes, you can find walkers who have experience with handling special pet needs in Winnetka. On Rover:
- 85% of walkers can help with special care needs
- 90% can help with giving oral medications or injections
- 95% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet 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. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .
walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.
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