Dog Walking Winnetka
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 16 pet parents in Winnetka have booked dog walking
Winnetka, 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.
“Ella was amazing! Arrived on time and our dog loved her. She was also available when we needed extra help for long days! She was excellent and we will definitely use her again! Thank you Ella”
About: I have had a 3 dogs over the course of my life and 1 in college with my housemates. I have also cared for my senior dog when she was terminal for a year which gave me a lot of different experiences than usual animal care. I treat every dog I see on the street like my own and always stop for pets! I am currently a nursing student looking to make extra money. The program is online so I am available often to help out with whatever you need. I understand how to do the feeding schedules, walking schedules, and daily updates for parents as I take care of my dog at home some days for my parents as well. I can easily crate your dog if needed or help with feeding. I am great at following instructions and will respect your animal and your home accordingly!
“Jiayi is very attentive and takes very good care of Nigel on his daily walk. She is also very communicative and accommodating to any request we have regarding Nigel’s care.”
About: I grew up with dogs, cats, and lizards. I have worked at an animal sanctuary, I have worked with disabled animals, and will give your pet the attention and love they deserve. I just graduated from the university of Vermont with a bachelor's degree in philosophy, I am taking a few months off of my regular 9 - 5 to take time for myself so I have a very open schedule. There is no time too early or too late for me to come help, just let me know what works best for you and your animal. I will feed, play with, walk, and spend time with your animal to make sure that they feel loved and cared for. I have no problem staying the night if your animal gets anxious without people around or making multiple visits within a single day.
“Jason provides excellent service! He is professional, prompt, and built a great rapport with our sweet dog. We all had a great week knowing Jason was taking care of our pup. I highly recommend Jason!”
“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!”
“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!”
“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've always had dogs my whole life. Friends and family can always rely on me to take care of their pets or check in on their pets whenever they are out of town or busy at work. I will feed, walk, and play for however much time is needed. I currently work early mornings but there is someone always at the house to feed, play and keep your furry friends company! My whole day after work is completely open so I can't wait to take care of them. Huge fenced yard as well as a my own pet to play with your furry friend if needed. Plenty of toys to keep them occupied as well as plenty of treats to spoil them.
About: I love animals. Growing up with pets of all kinds I learned to appreciate them and recognize their needs. I know the importance of bonding with them and find great joy in forming that bond. I did domestic care for four years and my primary job was tending to the animals. I am trustworthy and caring and I will put the needs of your pet first. Every time. I have made pet care my priority. I presently work full time in pet car. I also love pet photography and offer that as a service I am available on a drop-in basis and I can make myself available for overnights and extended stays as well. Whatever you need, don't hesitate to ask. I have cleared my schedule to make myself available to tend to dogs and cats full-time. I will walk your dog or simply hang out with your pet, whichever you need. I will build a trust with you, and your pet will know. I look forward to meeting you. I am very conscientious and responsible. I lost my own dog of 14 years and this has opened the door for me to be able to tend to your dog or cat. I can only offer the same loving care that I showed my own dog.
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.
“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.”
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.
The median cost per walk for dog walking in Winnetka is $20
Dog parents share their Rover experiences - Winnetka
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- 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.
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local walkers who will treat your dogs like family
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 for Dog Walking in Winnetka on Rover is $14.45 per walk (as of September 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 September 2026, there are 12,331 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 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 Winnetka.
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 Winnetka. On Rover:
- 91% of walkers can help with special care needs
- 95% can help with giving oral medications or injections
- 96% 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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