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 is great! I was in a bind and needed a walker the day after I signed up for Rover. Ella responded immediately and was able to come over the next day. She was on time and my pup Carlos loved her! I would definitely recommend her to everyone!”
About: I love dogs. I am the go to person to take care of my friends and family's dogs when they are out of town. Plus my own dog is super friendly and always game for meeting another dog I work from home full time with a flexible schedule. I am able to do my work and still have time to take care of my own dog and family at home I have 2 year old lab mix to keep your furry friend(s) company. I have a 5 bedroom house, including a full finished basement, and a gated yard so there's plenty of room for the dogs to hang out
“Donna was great to our puppy. She is communicative and trust wordy. Our little ball of energy would come tired from a walk. Definitely would use her again. Thank you Donna”
“Parisa is wonderful! My dog loves her and she has been consistent and ready for each of our interactions. She communicates quickly and I trust her with my best friend!”
“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!”
“Awesome walker! Easy communication, on time, went above and beyond to make sure our pup was dried off and our home was tidy. Definitely will be using again!”
“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”
“Ryann was great with our puppy who has tons of energy and can be a handful at times! She sent plenty of updates and was very respectful and responsive in communications. Definitely will book again!”
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’ve been caring for cats since I was 13, and watching dogs since I was 10! I love all animals, of all sizes and temperaments! I’m currently working about 20 hours a week, so I have plenty of time in the mornings and evenings, as well as Sunday/Monday completely free! My roommates currently foster cats with chronic illnesses, that are kept in their room and away from any possible visitors! We have plenty of space, and lots of access to good walking routes.
About: I’ve been around dogs my whole life and have spent the past few years helping care for all sorts of fur babies ! I’ve helped with dog walks, drop-ins, pet sitting, and spending time with dogs of all breeds, sizes, and personalities. I’m obsessed with all fur babies and I’m very comfortable handling all sizes and all breeds! We don’t discriminate😆 I am super accommodating! I love going on walks and how cute to have a little companion to get my steps in with! Over the years I’ve learned how important patience, consistency, and love are when it comes to caring for animals. I always make sure every fur baby feels safe, comfortable, and well cared for while their owners are away. Spending time with animals is something I genuinely enjoy, and I treat every single one like they’re my own.
“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 :-)”
The median cost per walk for dog walking in Winnetka is $20
Dog parents share their Rover experiences - Winnetka
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.
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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