Dog Walkers in Winnetka, IL

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Winnetka dog walkers

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: William G. H.
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William G. H.
from
$20
per walk
5.0 out of 5 stars
23 reviews
9 repeat clients
50 years of experience
Wilmette, IL, 60091

Bill is a reliable dog walker. He was great with our dog, Bella. He was flexible when adding extra walks last minute. He is also very responsive. I highly recommend his services to others.

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Donna J.
Sitter Profile Image: Madeline I.
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Madeline I.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
4 reviews
3 repeat clients
3 years of experience
Wilmette, IL, 60091

Medalin was great with our difficult dog

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Alon F.
Sitter Profile Image: Jason A.
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Jason A.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
79 reviews
20 repeat clients
25 years of experience
Winnetka, IL, 60093

Jason was on time and took good care of our big dog on all of his walks. This was a repeat booking for us, and we’ll continue reaching out to him!

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Christa H.
Sitter Profile Image: Ella V.
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Ella V.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
279 reviews
117 repeat clients
15 years of experience
Winnetka, IL, 60093

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

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Joy C.
Sitter Profile Image: Maggie J.
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Maggie J.
from
$15
per walk
11 years of experience
Winnetka, IL, 60093

About: I have always had at least 2 animals in my house, which helped me learn how to be responsible at a young age. Then when I was older, I would help me neighbors and other friends when they went out of town, so I have been taking care of dogs/cats for a while! I am in college right now, so I will have some spare time to stop by/walk dogs. My class schedule is spread out nicely, so I will have more than enough time and flexibility. I will help your pets in your home, and try to follow their normal routine. I can crate, feed, walk, play, anything you could ever need!

Sitter Profile Image: Isabela B.
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Isabela B.
from
$20
per walk
5.0 out of 5 stars
26 reviews
10 repeat clients
15 years of experience
Glenview, IL, 60025

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 :-)

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Jeannine C.
Sitter Profile Image: Ruby A.
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Ruby A.
from
$15
per walk
4 years of experience
Northfield, IL, 60093

About: I have dogs at home, so I’m very comfortable caring for them and understanding their needs. I’ve also helped house sit with my mom, taking care of dogs by feeding, walking, and giving them lots of attention. I’m reliable and genuinely enjoy being around animals. Pet care fits easily into my daily routine since I’m used to being around and caring for animals. I plan my schedule so I have plenty of time for feeding, walks, playtime, and check-ins. I’m reliable with routines and make sure pets get consistent care, attention, and exercise throughout the day. I follow each pet’s routine closely to keep them comfortable, whether I’m in my home or a client’s home. I make sure they’re fed on schedule, get plenty of exercise and playtime, and have lots of attention. I also keep their space clean and safe, and I always follow any specific instructions the owner provides.

Sitter Profile Image: Marissa H.
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Marissa H.
from
$19
per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
20 years of experience
Wilmette, IL, 60091

Marissa did a great job with our hyper dog. She showed patience and sternness. Thank you

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stephen t.
Sitter Profile Image: Stephen M.
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Stephen M.
from
$30
per walk
5.0 out of 5 stars
39 reviews
16 repeat clients
15 years of experience
Northbrook, IL, 60062

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.

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JANE S.
Sitter Profile Image: Sidney P.
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Sidney P.
from
$30
per walk
5.0 out of 5 stars
12 reviews
3 repeat clients
15 years of experience
Winnetka, IL, 60093

Sidney and Ella accommodated changes to our schedule day by day necessitated by our medical adventure. One less thing to worry about. And the dog and they got on well.

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Lew B.
Sitter Profile Image: Phoenix B.
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Phoenix B.
from
$20
per walk
4.9 out of 5 stars
30 reviews
15 repeat clients
25 years of experience
Glenview, IL, 60026

Phoenix did a wonderful job with my Cindy. I could tell by meeting her beforehand that she loved dogs and would take good care of her. Very pleased.

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Sharon K.
Sitter Profile Image: Donna C.
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Donna C.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
576 reviews
136 repeat clients
40 years of experience
Wilmette, IL, 60091

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

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Samir C.
Sitter Profile Image: Jonah B.
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Jonah B.
from
$18
per walk
10 years of experience
Evanston, IL, 60201

About: I’m naturally very active, so if your dog loves long walks and plenty of playtime, they’ll have a great workout buddy with me. At the same time, I’m super patient and adaptable to whatever your pet needs. I’ve worked with all kinds of animals with different traits and can definitely meet your needs! Because I work a part-time job with a flexible schedule, pet care easily fits right into my daily routine. I can structure my shifts around your dog's specific needs, I have plenty of open windows to make your pet a top priority throughout the week. Whether I’m hosting your dog or staying at your place, my goal is to keep their routine exactly how they like it. For active pups, that means plenty of long walks and fresh air to burn off energy, while puppies get consistent potty breaks and training support. If you have a senior dog, I focus on a quiet, stress-free environment and precise feeding schedules. I adapt completely to your pet's needs.

Sitter Profile Image: Mia W.
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Mia W.
from
$22
per walk
5 years of experience
Wilmette, IL, 60091

About: I have experience working with cats and dogs. My family adopted a cat a few years ago and she quickly became part of the family. I have experience walking my neighbors dogs and know how to tame a dog if need be. Working with cats and dogs is a passion of mine as each has their own unique personality that is discovered over time. I am a college student at the Royal Conservatory of Music Glenn Gould School. I am available most afternoons Monday to Saturday, except for Sunday. I have a large fenced backyard that is safe for dogs to soak up the sun while having fun exploring, running around, and playing games

Sitter Profile Image: Rebeca A.
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Rebeca A.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
15 years of experience
Wilmette, IL, 60091

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.

Sitter Profile Image: Juliette S.
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Juliette S.
from
$20
per walk
5.0 out of 5 stars
19 reviews
6 repeat clients
20 years of experience
Northfield, IL, 60093

Juliette is wonderful and responsible! My dog absolutely loved her! She took excellent care of my pup and also sent lots of adorable photos. :)

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Heather H.
Sitter Profile Image: Devyn F.
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Devyn F.
from
$20
per walk
9 years of experience
Winnetka, IL, 60093

About: I have 8 years of experience caring for pets, from reptiles to dogs, ensuring personalized care, attention, and love. Your pets will be treated like family! Pet care is a central part of my daily routine. I prioritize feeding, walking, and playtime around each pet’s schedule to ensure consistency and comfort. Whether it’s early morning walks, midday check-ins, or evening cuddles, I structure my day to meet their needs. My flexible schedule allows me to provide attentive, reliable care, ensuring your pets are happy, healthy, and well-loved every day! When caring for pets in my home or a client’s home, their safety and comfort are my top priorities. I ensure they are fed at the appropriate times, their water bowls are always clean and full, and they have a safe, cozy space to relax. I pay close attention to each pet’s unique routine, needs, and preferences to minimize stress and maintain a familiar environment. Whether it’s playtime, walks, or simply keeping them company, I provide attentive, loving care to make them feel secure and happy. You can trust me to treat your pets like family!

Sitter Profile Image: Samantha P.
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Samantha P.
from
$25
per walk
4.7 out of 5 stars
28 reviews
12 repeat clients
5 years of experience
Glenview, IL, 60025

Great first experience with Samantha. Fast and easy communication. Milo is happy from his walk. I would definitely use her service again and recommend to others.

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Shin L.
Sitter Profile Image: Andrew G.
Verified Enhanced Background Check
Andrew G.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
233 reviews
75 repeat clients
20 years of experience
Winnetka, IL, 60093

I highly recommend Andrew!!! We had to quickly set up regular dog waking with him due to an injury and he has been amazing with our very stubborn dog, taking her on long walks when we couldn't. We are really appreciative for his care and hope to schedule many more walks with him in the future!

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Kelsey C.
Sitter Profile Image: Anna D.
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Anna D.
from
$26
per walk
4.9 out of 5 stars
38 reviews
16 repeat clients
16 years of experience
Winnetka, IL, 60093

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!

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Katie A.
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Over 133
pet parents in Winnetka have booked dog walking

Winnetka dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Angie is great with our dog, who can be a little skeptical of new people. She’s communicative and dependable - and Roni now loves her!

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Elizabeth & James F.
Dog Walking
5.0 out of 5 stars

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!

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Lindy H.
Dog Walking
5.0 out of 5 stars

Madeline is friendly, professional, and responsible. We feel completely at ease leaving our pup in her care. Highly recommend!

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James F.
Dog Walking
5.0 out of 5 stars

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.

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Jenna R.
Dog Walking
5.0 out of 5 stars

Sidney and Ella accommodated changes to our schedule day by day necessitated by our medical adventure. One less thing to worry about. And the dog and they got on well.

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Lew B.
Dog Walking
5.0 out of 5 stars

Kate was terrific with my dog Etta, who is 11 years old and a bit reactive. Kate really invested in Etta and taught her new tricks for walking and heeling. Kate is flexible and considerate. I would highly recommend her for dog walking.

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Pam S.
Dog Walking
5.0 out of 5 stars

Morigan was so kind and helpful with my pup! She was patient with Montana and worked with me on terms and times. I really appreciate her help and will definitely rebook when needed :)

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Tyler O.
Dog Walking
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a dog walker who’s a great match for you and your dog
  2. 2. Meet & Greet

    Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per walk for dog walking in Winnetka is $20

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 dog walker has to cancel, we’ll work with you to find a new walker.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Winnetka average 4
repeat dog walking clients

Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Winnetka on Rover as of Jun 2026 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Winnetka dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 11,245 dog walkers in Winnetka. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 86% of Winnetka dog walkers respond in under an hour.

Dog walkers in Winnetka have an average of 14 years of experience. Dog walkers with repeat customers have an average of 4 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Winnetka.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

There are 11,245 dog walkers in Winnetka on Rover, so you’re sure to find the perfect match for your dog! In Winnetka, 90% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.