Dog Walking Winnetka
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 51 pet parents in Winnetka have booked dog walking
Winnetka, Find top rated dog walking
Prices are estimates per walk for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
About: As a mom who knows exactly what it takes to keep a household running and everyone cared for, I bring that same nurturing, attentive energy to your pets. Whether your dog needs an energetic walk or some extra patient TLC, I’ll treat them like a member of my own family. Safe, dependable, and always ready with extra belly rubs! I'm currently available after 6pm Monday thru Friday and anytime on Saturday or Sunday. If there is a special time you need I can try to accommodate. I listen to your pets queues to see what their need is and your instructions as their parent. Along with belly rubs and scratches behind ears 😀
About: What sets me apart is the genuine love and patience I have for every dog I care for. I treat every pup like my own, while making sure they feel safe, comfortable and loved. I’m attentive to their individual personalities, routines, and needs, whether they’re playful puppies, energetic adults, or sweet seniors. I’m also happy to provide plenty of walks, playtime, cuddles, and basic reinforcement of good behaviors. My goal is for both you and your pup to feel completely comfortable and confident while you’re away. I’m around animals for most of my days, so caring for pets is a natural part of my routine. My schedule is fairly open and flexible depending on the day, which allows me to accommodate different pets’ needs, routines, and care schedules. I’m happy to work with you to find a schedule that works best for you and your pet. I make sure every pet gets the care and attention they need, including regular walks, meals on their normal schedule, playtime, and plenty of love. I make sure they get their energy out and feel comfortable and happy while in my care. I also follow each pet’s individual routine and any specific instructions you provide.
“Mario was fantastic with Luna! He’s very communicative, responsible, takes tons of photos and give updates frequently. I needed someone to help me with walking Luna while I was at work and despite her being a handful, he was incredibly kind, patient, and undaunted by the task. I highly recommend him if you ever need someone to care for your fur babies.”
About: I ve taken care of dogs since I was a teenager Friends and family always relied on me to take care their fur babies when needed. I really really love dogs. And they feel my love. I guarantee they feel safe and comfortable with me I have experience from tiny to big breed I am currently full time at home taking care of my elderly parents. I lost my dog in March. So I have all my love to give to your dog. I have a big fenced yard. I feed them play with them and go to walks. I can easily crate your pet if it’s asked. Also I can take care senior dogs give medication injection.
“I can’t recommend Julia enough - she walked my two dogs, followed all my care instructions and sent me detailed pics, videos and descriptions about her time with them. Her communication is amazing! I’m an instant repeat client!”
About: I’ve been taking care of dogs for over 6 years and I’ve been taking care of cats for over 4 years. I’ve dog sitters for family, friends, and friends of friends. I’ve done house visits and overnight stays. So I’m very familiar with taking care of pets. Pet care fits easily into my routine since I only work three days a week, which gives me plenty of time and flexibility to care for animals on my days off (4 days a week). I enjoy planning my days around feeding, playtime, and walks, and I always make it a priority to give pets the attention and comfort they need. I’m able to adjust my schedule to keep them happy and cared for. I make sure to follow their usual routines for feeding, playtime, and rest so they feel comfortable and secure. In the past, clients have provided written instructions which make it easy to follow throughout the day. I give them plenty of love and attention, while also respecting any specific instructions from the owner. My goal is always to create a safe, calm environment where pets feel at ease. So if your pet requires specific attention, I am more than capable of following those instructions.
“Jeni could not be sweeter or more loving to our boxer Nana. In fact, every morning that Jeni comes over, Nana gives the famous boxer butt wiggle when we tell her that Jeni is coming over for a walk! Very kind, very helpful, very prompt, and very reliable. Would recommend Jeni for all your pooches!”
About: I have about 7 years of pet handling experience from my own animals to volunteering at animal shelters in LA. I have worked with dogs and cats of all ages, from puppies to seniors. I have gained experience from my own dogs, one of which was blind and deaf. With over 250 hours volunteering at my local city animal shelter, I gained additional experience caring for cats, dogs, rabbits, hamsters, and guinea pigs. I cannot wait to meet your furry friend! I currently have a very flexible schedule. I am usually busy on the weekends, but I could make myself free if I am given enough notice. When caring for a client’s pet, safety is very important to me. Following the owner’s rules and ensuring your pet is cared for and loved while you are away is my number one priority :)
About: What sets me apart is that caring for dogs isn't a side job—it's my full-time profession. As a professional dog trainer, I bring a deeper understanding of canine behavior, communication, and safety than the average sitter. Because I work from home, your dog receives consistent supervision, structure, and personalized attention throughout the day. My goal isn't just to provide a place for your dog to stay—it's to give them a safe, enriching experience where they feel comfortable, confident, and genuinely at home. Hi! I'm Carter, a full-time professional dog trainer with over four years of experience in dog training, boarding, and behavior. Working with dogs isn't a side job—it's my career and my passion. Because I train dogs full-time from my home, I'm able to seamlessly integrate every dog into my daily routine. Your dog won't spend hours alone waiting for me to get home from work. Instead, they'll receive consistent supervision, companionship, exercise, and individualized attention throughout the day. My home features a fully fenced yard where dogs can safely run, play, and explore under close supervision. At night, dogs sleep in my room with me, helping them feel comfortable, secure, and part of the family. As a professional trainer, I understand canine body language and behavior, allowing me to safely care for dogs with a wide range of personalities, energy levels, and needs. Whether your dog is outgoing, shy, or requires extra patience, I'll tailor my care to help them feel safe and at home. My goal is to provide a structured, loving environment where your dog can enjoy their stay while giving you complete peace of mind. I'll also keep you updated with photos and messages so you always know how your pup is doing. * 🐾 Full-time professional dog trainer with over 4 years of hands-on experience. * 🏡 Dogs are supervised throughout the day—I work from home full-time. * 🌳 Fully fenced yard for safe outdoor play and exercise. * ❤️ Dogs are treated like family and sleep in my room, not in isolated kennels. * 👀 Experienced in reading canine body language and preventing conflicts before they happen. * 🦴 Structured daily routine with exercise, enrichment, play, and rest. * 🐕 Care is tailored to each dog's personality, age, energy level, and individual needs. * 📸 Frequent photo and video updates so you can stay connected during your dog's stay. * 🤝 Safety, trust, and clear communication are my highest priorities. * 🛡️ Calm, clean, and low-stress home environment designed to help dogs feel comfortable and secure.
About: I have taken care of pets since i was a child. I have had many pets through out the years including fosters. I know how to bottle fed, administer medication, and give poat op care. I am very flexible and usually avaliable every day of the week. I can usually fit your pet in, even if it's the same day. I always make sure that your home is secure and locked up. I always make sure the harness is secure for dog walks. I always check the weatger before walks. I always make sure to close the doors behind me quickly so no dogs or kittes get out. I always scan the area to make sure it is safe for your pet.
About: Hi🐾 my name is Beray, i am 22 years old veterinary technician and a 1st year veterinary medicine student! In my free time i like to read (or study), watch movies, swim and cuddle with dogs❤️ I was taking care of dogs and cats just as a hobby only for people i knew, but decided i can help more pet owners and make their furry babies happy!! I have experiences with puppies and senior care. You will be receiving really nice photos of your pups🐶 I am at home 24/7 if needed (feel free to ask I don’t even leave for 5 minutes) no problem with that, home is fun with a furry baby we can play fetch, cuddle, watch movies!!! I know that all doggies need different care. For puppies, i am very good at potty training and obedience training. I also have first aid training🤍 Please read the following before booking either of these services: Day Care means: Between 0-10 hours Boarding means: Between 10-24 hours All of the pets i take care, they are my babies too!! They are all welcome for hugs and most importantly LOVE! For summer period i am free every day and i can start working really early if my client needs. I don’t like to go for walks so late for me and my client’s safety. We have a nice fenced backyard; we mostly play there and hangout i don’t let them out unsupervised. I only walk with leash, sometimes dogs see rabbits or squirrels and chase after them. We don’t want anyone to get hurt or scared 🫶🏻
About: Ive taken care of dogs mainly some cats, for over 10+ years from my own personal dogs to friends and family neighbors, walking, feeding etc. I’m currently working from home so I have a lot of time on my hands to take care of not only my dogs but yours as well. My availability is open! If you are deciding to board, we have a two bedroom apartment and a whole dog park that is fenced off to take your little one for potty breaks, etc.
About: I have always enjoyed being around animals ever since I was a little kid. I have owned and cared for rabbits, dogs, fish, turtles and parakeets. I work full time as an educator so most of the year I am only available weekends. However I am currently available during weekdays due to spring break. I would be happy to care for your pet in my home or at your home if that is your preference. I have one dog at home which would be kept in a different area.
About: I’m a reliable, attentive, and caring dog walker and sitter who treats every pet like my own. I prioritize safety, consistency, and making sure dogs feel comfortable, happy, and well-exercised. I’m great with different temperaments, follow instructions closely, and communicate clearly with owners. Whether it’s a quick walk or an overnight stay, I make sure pets are well cared for and owners feel fully at ease. I work in the restaurant business waiting tables at night. So I’m free during the day whenever someone needs me to walk their dog or come over to let them out. Always on time. Or even a little bit early. Very patient willing to walk dogs and let them out when needed. Non aggressive with the pets
About: Ever since I was born, I’ve had a dog in my life. I’ve cared for dogs for as long as I can remember. All of my dogs have lived long lives and were cared for, loved, and spoiled. Dogs are my passion. I’m very intuitive when it comes to dogs needs and can sense when they are requiring extra care. I make sure water bowls are clean no film in the bowl and my dogs get filtered water, if your dogs are in my home they will get the same care. I love to take my dogs on long walks, and to visit dog parks. The dog park in my opinion is the happiest place on earth! I will care for your pets as if they were my own children. Attention to detail, and 100% focus on your pets is what I will guarantee. I am excited to meet your beloved pets and witness their unique personalities! I am available every day of the week and any time. Dogs are my passion and I give nothing but love. My schedule is pretty open! I am a home and dog owner so I know how to care for pets and the home properly. I have house sat before and have experience babysitting animals.
The median cost per walk for dog walking in Winnetka is $25
Dog parents share their Rover experiences - Winnetka
Geena is super sweet and takes a tremendous amount of care with our fur babies. Her communication is great and we feel confident and comfortable leaving our dogs in her care. I also love that she’s so good with special needs dogs, as our big boy has mobility issues.
I couldn’t be happier with Sanaz’s service. She was very communicative and left detailed reports with lots of videos and photos of the pups. She was able to help out with a short turnaround, and was proactive to schedule a meet & greet beforehand too. Sanaz was calm and confident working with my reactive pups, and understood how to make them feel more comfortable. She went above and beyond to make sure the pups were happy and comfy. Thank you, Sanaz!
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
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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 $22.2 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 16,503 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:
- 88% of walkers can help with special care needs
- 94% can help with giving oral medications or injections
- 97% 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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