Doggy Day Care Winnetka

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Winnetka, Find top rated doggy day care

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
184 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
206 reviews
55 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: Ella V.
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Ella V.
Star Sitter
from
$80
per day
5.0 out of 5 stars
291 reviews
121 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: Lauren & Lauren P.
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Lauren & Lauren P.
from
$40
per day
5.0 out of 5 stars
171 reviews
32 repeat clients
4 years of experience
Northbrook, IL, 60062

Lauren and Lauren are wonderful with our puppy Ellie. Update us give a report at pick up and are very accommodating. We will be back for sure

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

We had another great experience with Kristina. She was available last minute and flexible with our pick up and drop off. She sends photos so we can see how our dog is doing. She takes extra good care of a senior dog who needs that kind of attention.

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Maura B.
Sitter Profile Image: Andrea K.
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Andrea K.
from
$45
per day
5.0 out of 5 stars
43 reviews
16 repeat clients
25 years of experience
Northfield, IL, 60093

Andrea did a great job caring for tori, and has a great dog-friendly space in her home and yard!

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Jacob H.
Sitter Profile Image: Cynthia A.
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Cynthia A.
Star Sitter
from
$50
per day
5.0 out of 5 stars
87 reviews
30 repeat clients
25 years of experience
EVANSTON, IL, 60202

Cynthia was welcoming, communicative, professional, and genuinely cares about the dogs in her care. It was great to see the dogs playing together and enjoying her house and yard, so we'd absolutely have her dog sit for us again!

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Richard B.
Sitter Profile Image: Rizwan & Noorjahan & Salaa M.
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Rizwan & Noorjahan & Salaa M.
Star Sitter
from
$35
per day
5.0 out of 5 stars
46 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: Naomi & Johann J.
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Naomi & Johann J.
Star Sitter
from
$40
per day
5.0 out of 5 stars
22 reviews
7 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: Colleen B.
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Colleen B.
from
$55
per day
5.0 out of 5 stars
8 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. 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: Myriam B.
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Myriam B.
Star Sitter
from
$40
per day
5.0 out of 5 stars
34 reviews
12 repeat clients
18 years of experience
Evanston, IL, 60202

Myriam is kind, prompt, and super attentive/confident/responsible with dogs! I needed someone last minute and Myriam was super helpful and kept Zo for me all afternoon, as well as kept me updated with pictures! Absolutely great!

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

I really like Andrew’s set up, spacious house with a fensed in yard, all accessible to the dogs. I enjoyed meeting him and his lovely family, and felt very comfortable leaving my puppy there. He came back happy and tired!

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Jane A.
Sitter Profile Image: Kat O.
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Kat O.
from
$40
per day
5.0 out of 5 stars
15 reviews
3 repeat clients
20 years of experience
Wilmette, IL, 60091

Kat was a lovely sitter for Kairi, great location and care for a daytime sitting!

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Katherine M.
Sitter Profile Image: Rebeca A.
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Rebeca A.
Star Sitter
from
$65
per day
5.0 out of 5 stars
19 reviews
5 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: Claire C.
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Claire C.
Star Sitter
from
$43
per day
5.0 out of 5 stars
20 reviews
9 repeat clients
30 years of experience
Morton Grove, IL, 60053

Claire is a standout. She communicates timely and effectively, is polite and professional, organized and most importantly she is incredible with dogs. Claire documented walks including duration, route and distance, and meals including time, amount of food eaten by each dog. Her feedback on my dogs' personality traits was spot on as well, demonstrating her care and attention. I would wholeheartedly recommend Claire to anyone in need of a trustworthy sitter. THANK YOU, CLAIRE!

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Joseph S.
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: Nicole G.
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Nicole G.
Star Sitter
from
$60
per day
5.0 out of 5 stars
43 reviews
19 repeat clients
25 years of experience
Highland park, IL, 60035

A last minute booking on my end and Nicole was a lifesaver! Swooping in to watch my fur baby and deliver such care, attention, love and adventure. I’m very lucky to have stumbled across such a good caretaker.

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Amanda B.
Sitter Profile Image: Whitney O.
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Whitney O.
Star Sitter
from
$38
per day
4.9 out of 5 stars
103 reviews
37 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: Joy T.
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Joy T.
from
$58
per day
5.0 out of 5 stars
9 reviews
1 repeat client
5 years of experience
Evanston, IL, 60201

Joy took great care of my dog, Rafa! She was so easy to communicate with and sent some adorable pictures. Rafa was clearly very comfortable with Joy and her dog. I would definitely book with Joy again.

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Lila B.
Sitter Profile Image: Amy & Lamar F.
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Amy & Lamar F.
Star Sitter
from
$50
per day
5.0 out of 5 stars
75 reviews
37 repeat clients
25 years of experience
HIGHLAND PARK, IL, 60035

Amy and Lamar were awesome taking great care of my energetic GSP. Lots of photos and communication kept me in the loop all day. I came home with a tired pup which is the best indicator of a fun day!!!

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Kia N.
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The median cost per day for doggy day care in Winnetka is $40

Dog parents share their Rover experiences - Winnetka

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5.0 out of 5 stars

Kaz was an amazing day of play host for our girl Vivi. They took great care of her, had wonderful communication, sent so many great photos, and she was genuinely happy and not stressed at all. She was very at ease when she came home-which means she felt right at home. 5 stars for Kazuhiro and Akemi.

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Stephanie D.
Doggy Day Care
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
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Find pet care near you

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 sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer doggy day care
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for doggy day care - Winnetka

Select a filter and find qualifying sitters offering doggy day care.

Sitters in Winnetka average 3
repeat doggy day care clients

FAQs for Doggy Day Care - Winnetka

Frequently asked questions about Rover

As of August 2026, there are 3,596 sitters on Rover offering Doggy Day Care across Winnetka. Enter your ZIP code to see which available sitters are closest to your home.

Sitters on Rover can offer flexible scheduling, so you can coordinate times that work best for you and your pet—whether that’s early drop-off or later pick-up to match your Winnetka commute.

If your schedule changes, it’s best to let your sitter know through the app as early as possible. Many sitters can adjust pick-up and drop-off times when needed.

Think of doggy day care as your dog’s fun, supervised play date that happens to fit into your workday. Day care through Rover takes place in a real home. This offers a calmer and more personalized environment for your pup.

A typical day can include companionship, one-on-one attention, and same day pick-up and drop-off. Many sitters can also offer structured routines and exercise throughout the day. For recurring, weekly day care, sitters will include photo updates so you can see your dog in their element.

Here are tips for finding the ideal day care fit for your dog:

  • For some small dogs: In-home day care can be the perfect fit. Look for sitters whose "can host" section only lists dogs weighing 0–7 kilograms and/or 7–18 kilograms. During your Meet & Greet, ask about play areas based on dog size and energy level.
  • For high-energy dogs: The ideal doggy day care can offer scheduled breaks and outdoor spaces or activities. You can also find sitters who host multiple dogs to satisfy your pup’s socializing needs.
  • For dogs who prefer human-only companionship: Use the filters "Doesn't own a dog" and "Only accepts one pet at a time" to find the right care.

Play groups can be an option when you book with a day care sitter through Rover. Many sitters do host a small number of dogs at the same time. Smaller dog packs are generally safer, more fun, and ideal for dogs who enjoy playtime but also want to relax throughout the day. When looking for your dog’s pack, check the sitter’s profile to see if they "Accept multiple clients" or have their own dogs. Then during the Meet & Greet, you can see whether your dog is a good fit for their social circle!

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in IL ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Every sitter 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 .

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.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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 sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters 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.

Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 3,596 sitters in Winnetka, 86% respond to messages in under an hour.

You can message multiple sitters simultaneously to find the fastest available match. If you need care today or tomorrow, you can look for sitters with a "calendar last updated" notice on their profiles.

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 sitter.

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