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.
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
“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!”
“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.”
“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”
“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 :-)”
“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!”
“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: To me, pet sitting is about so much more than feeding pets and letting them outside—it’s about making them feel safe, loved, and cared for while their favorite people are away. I know every pet has their own personality, routine, and needs, and I take the time to get to know each one so they feel comfortable and at home. I’m dependable, patient, and genuinely love spending time with animals. Whether your pet is full of energy and loves to play, enjoys long walks, or is a senior who just wants a calm companion, I’ll make sure they receive the attention and care they deserve. I carefully follow your pet’s routine, can administer medications if needed, and always keep an eye out for any changes in their behavior or health. I also believe communication is just as important as great pet care. I’ll send regular photo and video updates so you can enjoy your time away knowing your pet is happy, safe, and in loving hands. My goal is for you to come home to a relaxed, well-cared-for pet who has been treated like family every step of the way. As a college student, my schedule is flexible, which means your dog will never be left alone for long. The only time I’m away is for a few hours each day while I’m in class, and the rest of my time is spent at home giving your pup the love, attention, and care they deserve. Whether it’s playtime in the yard, walks, cuddles on the couch, or simply keeping them company, I’ll make sure your dog feels safe, happy, and loved throughout their stay. My goal is to provide a home away from home where your furry family member gets plenty of one-on-one attention and care. Your dog’s comfort and safety are my top priorities. I have a large, fully fenced-in yard where your pup can safely run, play, and explore. I also have a small, friendly dog who loves having new friends to play with and can provide great companionship for social dogs. If your dog prefers to be the only pet or isn’t comfortable around other dogs, that’s absolutely okay! My home has a separate basement area that allows me to keep the dogs completely separated that I sleep at, ensuring every pet has a calm, safe, and stress-free environment. I’ll always care for your dog based on their individual personality, needs, and comfort level so they feel right at home.
“Desiree! So fantastic. Really flexible, willing to help us out last minute. Spent a good amount of time snuggling, playing with our doggo when we introduced them. She's clearly in tune with animals and didn't show any fear for our big lug. Thanks, Desiree! You'll be hearing from us again. ♥️”
About: Ever since I was little, I knew I wanted dogs to be a big part of my life. I begged my parents for one, but instead they had me start dog sitting to prove I was responsible enough. After many dog sleepovers, we finally welcomed Kirby into our family for my 12th birthday! Caring for Kirby taught me that every dog has their own personality and routine, and I enjoy getting to know what makes each one feel comfortable and loved. When I'm caring for your pet, I'll treat them like they're my own. I'll make sure they get the exercise, attention, and care they need, and I'll keep you updated so you can have peace of mind while you're away. I'm working part time 2-3 nights per week, and have some weekend obligations. Other than that, pet care fits naturally into my weekly routine, and I am committed to provide reliable care! I'll be paying close attention of surroundings to keep your dog safe! To assure peace of mind, I'll make it an intention to send updates after each adventure! And of course I will respect any route preferences :) When caring for pets in your home, I always follow your pet's normal routine as closely as possible to help them feel comfortable and secure. I'll make sure they always have fresh water, exercise, and plenty of attention--my goal is to follow all care instructions as closely as possible. I also treat every client's home with the same respect I would my own. My goal is to provide a safe, stress-free experience for both you and your pet.
“So highly recommend Nick for your dog walking / care needs . Nick constantly kept up with our ever growing/changing dog. We can’t say enough about the care and time that Nick had for him.”
“Aleksandra has dog walked/ dropped in on my dog Goose several times over the past few years. She is always on time and great with communication. Recommend for anyone looking for a dependable dog walker!”
About: I have been pet-sitting for 6 years; caring for animals is my passion! My style of sitting is treating every pet as if it’s my own😊🐾 I am currently working a part time job, so I won’t be available 24-7—but I am more than happy to work with you on times to be there for your pets :) Please book with only serious inquiries😊 In my clients home, I will follow all rules and guidelines relating not only to their pet, but also to respecting their space as well.
About: I am a person that loves all animals. Some pet parents will leave a small list of the schedule I need to follow. Whenever I come to hang with the cuties I’m always snapping pics and sending them to the pet parents. Just so everyone knows they are in good hands. Whatever it is that y’all need me to do I make sure to get the job done. Sometimes when I babysit if the parents need me to let the dogs out and feed them then I do it. So cats/dogs will get fed and taken out, we will play ball and have a load of fun. I promise I don’t bite and am very easy to talk to. If anyone ever has any questions feel free to ask!
About: I have taken care of dogs since I was 10 years old! I have had my own cockapoo since 2014 and have also routinely taken care of dogs of friends and family since then. I have experience walking neighborhood dogs of mostly small to medium sizes. I love spending time with my own dog and miss having him around while I am away at school. Dogs bring me a lot of joy, and I love getting to know the unique personality of every dog that I take care of! I am very excited to spend time with your dog :) I am currently a part-time student at Northwestern, so my schedule is very flexible! I am generally available Sunday through Wednesday as well as Saturday anytime after 11am. I am happy to walk your dog for however long is necessary as well as doing check-ins during the day while you are away!
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?
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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
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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 $12.84 per walk (as of August 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 August 2026, there are 12,452 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
- 94% 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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