Doggy Day Care in Winnetka

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Top rated Winnetka doggy day care sitters

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

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Sitter Profile Image: Lee & Niv D.
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Lee & Niv D.
Star Sitter
from
$49
per day
5.0 out of 5 stars
180 reviews
79 repeat clients
14 years of experience
Wilmette, IL, 60091

Lovely, caring people. My puppy had a great time playing with their dog and another one they were watching. It was our first time, but we will be back!

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Deidre R.
Sitter Profile Image: Kazuhiro & Akemi S.
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Kazuhiro & Akemi S.
Star Sitter
from
$60
per day
5.0 out of 5 stars
203 reviews
54 repeat clients
35 years of experience
Wilmette, IL, 60091

Kazuhiro and Akemi were amazing with Bailey! They gave her lots of attention and sent us updates very often. They were very patient with her. We will definitely be sending Bailey to them again and again. Thank you Kazuhiro and Akemi!!

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Sangita K.
Sitter Profile Image: Lauren & Lauren P.
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Lauren & Lauren P.
Star Sitter
from
$40
per day
5.0 out of 5 stars
166 reviews
32 repeat clients
4 years of experience
Northbrook, IL, 60062

The Laurens are the best! My pup is so happy to go there and I have complete confidence in their care. I totally recommend without reservation!

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Lois G.
Sitter Profile Image: Rebeca A.
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Rebeca A.
Star Sitter
from
$65
per day
5.0 out of 5 stars
11 reviews
2 repeat clients
15 years of experience
Wilmette, IL, 60091

If you need a reliable, flexible, and kind pet sitter, look no further than Rebeca. She took my pups on short notice and didn't blink an eye when I realized I had accidentally booked a 2-hour visit instead of 14 hours. She was happy to keep them the whole day, communicated proactively with fun updates and photos, and gave them access to a massive fenced-in yard that they absolutely loved. She made a stressful booking mistake completely stress-free. Thank you, Rebeca!

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Joseph S.
Sitter Profile Image: Naomi & Johann J.
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Naomi & Johann J.
Star Sitter
from
$40
per day
5.0 out of 5 stars
14 reviews
4 repeat clients
15 years of experience
Glenview, IL, 60025

Naomi & Johann J. will always be our 1st choice to watch Javy whenever we need to leave him with anyone. They sent many photos and reassuring messages about Javy’s eating all of his food…he wouldn’t have eaten anything, had he been stressed about being there. Wonderful pup watchers!

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Lian E.
Sitter Profile Image: Cynthia A.
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Cynthia A.
Star Sitter
from
$50
per day
5.0 out of 5 stars
73 reviews
26 repeat clients
25 years of experience
EVANSTON, IL, 60202

Cynthia did a great job caring for our dog. She was flexible and accommodating and went above and beyond. We were traveling thru town for 3 days and needed a dog sitter. We highly recommend her.

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Paul B.
Sitter Profile Image: Ella V.
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Ella V.
Star Sitter
from
$80
per day
5.0 out of 5 stars
281 reviews
118 repeat clients
15 years of experience
Winnetka, IL, 60093

Ella is absolutely amazing! She took the best care of Walter and he felt right at home. I’m very appreciative of all that she’s done! I wholeheartedly recommend having her watch your fur babies.

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Olivia S.
Sitter Profile Image: Colleen B.
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Colleen B.
from
$45
per day
5.0 out of 5 stars
6 reviews
15 years of experience
Loop, Glenview, IL, 60025

About: I have had cats, dogs, and fish for the past 15 years. I have boarded, walked, and sat many animals including the ones listed above. I have also done feedings and administering medications. I always like to get detailed notes and a walk through of the care you need so the pets are well taken care of throughout my time with them. **Drop offs after 8am and Pick ups before 8pm. Extra fees may apply if this time does not work for you** I am currently open to any times and days. I am in school and am doing it completely online and asynchronous. I can work with you separately to figure out the best schedule. I am always wanting a walk through and detailed sheet of paper describing schedules and everything I need to know. I will also send frequent updates including pictures. I have administered medications before and ask to be shown how to administer so they don’t miss a day.

Sitter Profile Image: Kristina G.
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Kristina G.
from
$50
per day
5.0 out of 5 stars
427 reviews
203 repeat clients
20 years of experience
Evanston, IL, 60202

Kristina was great. Very kind and communicative—and generous with my dog who is on the nervous side. Sent lots of photos, which were fun to receive. Definitely will bring my dog again!

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Sara L.
Sitter Profile Image: Sandra & Sorin A.
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Sandra & Sorin A.
from
$55
per day
5.0 out of 5 stars
38 reviews
19 repeat clients
5 years of experience
Skokie, IL, 60076

Sandra and Sorin took great care of our two dogs! One of our dogs is more anxious and they did wonderful with him. They were both super happy at the end of their stay. Will definitely use them again!

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Jared C.
Sitter Profile Image: Rizwan & Noorjahan M.
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Rizwan & Noorjahan M.
Star Sitter
from
$30
per day
5.0 out of 5 stars
42 reviews
10 repeat clients
6 years of experience
Morton Grove, IL, 60053

This is the first time we’ve had someone (who is not our family) watch our dog. I was very nervous especially be in Poppy is young - she’s just a year old. Noor watched Poppy for a day. Noor was so patient with her - poppy was initially apprehensive to go in their house, but Noor took her time to ensure Poppy was comfortable. Noor asked questions about feeding, walks, general behavior & preferences. this put me at ease knowing she was thinking these. We did this trial daycare in preparation for a longer stay for Poppy later this year. Noor was also very communicative with texts and also a video! We were happy with the care poppy received and plan to book with Noor again!

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Mimi D.
Sitter Profile Image: Ryan B.
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Ryan B.
from
$50
per day
5.0 out of 5 stars
17 reviews
1 repeat client
15 years of experience
Northfield, IL, 60093

Ryan was amazing! He took such great care of Benny and treated him like his own dog. He kept me updated throughout the day with pictures and videos. Benny loved playing with Crosby and was totally pooped when I picked him up (he slept great - the sign of a fun filled day). Would definitely recommend Ryan!

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Halia P.
Sitter Profile Image: Julie T.
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Julie T.
Star Sitter
from
$45
per day
5.0 out of 5 stars
46 reviews
16 repeat clients
30 years of experience
Highland Park, IL, 60035

Julie has been an accommodating and loving caregiver to our Bella. Bella really seems to enjoy her time at Julie's place. She will be our first-choice sitter whenever we need a caregiver for Bella. Thank you Julie!

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Robbie H.
Sitter Profile Image: Cheri R.
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Cheri R.
Star Sitter
from
$55
per day
5.0 out of 5 stars
193 reviews
86 repeat clients
30 years of experience
Evanston, IL, 60202

Cheri has been great with dog sitting Luella. She is very conscientious about the care she provides for my puppy. I was having a hard time looking for a dog sitter and I am very encouraged that I found Cheri through Rover. Thank you for being a great sitter for my precious girl 🐶😊

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Angela I.
Sitter Profile Image: Carly S.
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Carly S.
from
$63
per day
5.0 out of 5 stars
38 reviews
11 repeat clients
20 years of experience
Near West Side, Northfield, IL, 60093

Carly was great with Willis! She sent pictures throughout the stay and provided regular updates. She was flexible with timing too which I really appreciated. Definitely recommend!

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Elise R.
Sitter Profile Image: Whitney O.
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Whitney O.
Star Sitter
from
$38
per day
4.9 out of 5 stars
101 reviews
36 repeat clients
31 years of experience
Rogers Park, Chicago, IL, 60626

Whitney was super responsive when I was trying to complete my booking with her. Leo had a blast at her place. Whitney took him to the dog park, he played with her dog and kid as well. He had so much fun, he was completely knocked out after coming out for the rest of the evening! Will definitely be taking Leo back to Whitney!

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Priyal P.
Sitter Profile Image: Andrew G.
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Andrew G.
Star Sitter
from
$55
per day
5.0 out of 5 stars
233 reviews
75 repeat clients
20 years of experience
Skokie, IL, 60076

Andrew was a great host! Very communicative and sent a lot of pictures throughout the day! Will look to Andrew before using anyone else. 10/10 would recommend!

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Melvin C.
Sitter Profile Image: Patricia A.
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Patricia A.
Star Sitter
from
$50
per day
5.0 out of 5 stars
65 reviews
14 repeat clients
7 years of experience
Skokie, IL, 60076

Freddie had fun hanging out at daycare today. Thank you for dropping him off to me too!!!

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Traci M.
Sitter Profile Image: Nancyanne S.
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Nancyanne S.
from
$55
per day
5.0 out of 5 stars
125 reviews
60 repeat clients
2 years of experience
Wilmette, IL, 60091

About: I live in a very dog friendly community with a fenced yard with lots of room to play. I have pet sitting experience with all size dogs and have trained a few puppies over the years. One of the best words to describe me is RELIABLE. Any endeavor I take on I do it with enthusiasm and commitment. My love for Dogs and Puppies is my motivation for spending time with new dogs. I would take care of your pet like it's part of my family. I have time on my hands to help others combined with my love of dogs makes me a great candidate for your dog sitting needs. You won't need to worry about your "Rover" when in my care. Rest assured that I am very responsible and want the safety of your pet to be my priority.

Sitter Profile Image: Karissa D.
Verified Enhanced Background Check
Karissa D.
from
$50
per day
15 years of experience
Winnetka, IL, 60093

About: I’ve cared for animals most of my life. I had a cat for 15 years and a puppy for several years growing up. I’m comfortable with different ages and personalities, and I always treat pets with the same patience and love I’d want for my own. I work from home full-time, which gives me a flexible schedule and allows me to provide attentive care throughout the day. I’m available for doggy daycare during working hours, including regular potty breaks, playtime, feeding, and companionship. I’m also available for walks and drop-in visits after 5:00 PM on weekdays. With me, pets get a calm, safe, and welcoming space. I’ll make sure they have plenty of attention, regular potty breaks, playtime, and a cozy spot to relax. I follow your pet’s routine closely so they feel comfortable and at ease.

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Winnetka dog parents share their Rover experiences

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5.0 out of 5 stars

Rebecca was outstanding! My pup Billy says he can’t wait to go back. Love that there’s a fenced yard. Would definitely highly recommend her. Kathy Albert

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Kathy A.
Doggy Day Care
5.0 out of 5 stars

Lee and Niv are wonderful. Fido loves them and they have made my life easier because when I have to level Fido, I know he is in great hands!!!

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Deidre R.
Doggy Day Care
5.0 out of 5 stars

Ella is absolutely amazing! She took the best care of Walter and he felt right at home. I’m very appreciative of all that she’s done! I wholeheartedly recommend having her watch your fur babies.

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Olivia S.
Doggy Day Care
5.0 out of 5 stars

We were very happy with Archie's visit with Fernando and Elizabeth. We received photos and updates and drop off and pick up we're smooth. And Archie was happy.

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Daniel B.
Doggy Day Care
5.0 out of 5 stars

We love Diane and the tender care she shows to our pup!! Great communication, and Finn loves being at her place!!

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Chuck C.
Doggy Day Care
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  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 day for doggy day care in Winnetka is $40

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

  • World-class support

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

Sitters in Winnetka average 3
repeat doggy day care clients

Doggy Day Care FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Winnetka on Rover as of Jun 2026 was about $40 per day, after factoring in Rover’s service fees. A sitter’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 doggy day care sitter for the first time, visit the sitter’s profile and select the Contact button.

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

As of Jun 2026, 3,677 sitters provided doggy day care in Winnetka. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 87% of Winnetka sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Winnetka have an average of 16 years of experience. Sitters offering doggy day care with repeat customers have an average of 3 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Winnetka.

Winnetka doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Winnetka sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:

  • Puppies and high-energy dogs
  • Dogs with special needs, including seniors
  • Pet parents who work long hours
  • Dogs with separation anxiety

There are 3,677 sitters offering doggy day care in Winnetka on Rover, so you’re sure to find the perfect match for your dog! In Winnetka, 94% of sitters offer daily exercise, 95% offer medication administration, and 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 doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

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

Note: If your doggy day care sitter 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 doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.