Doggy Day Care Winnetka
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
Over 1 pet parents in Winnetka have booked doggy day care
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.
“We had a great experience with Lee and Niv. We started looking for a sitter only a day in advance and they were so quick to respond and welcome us. We would definitely use them again, next time we are visiting Chicagoland.”
“Lauren and Lauren are awesome! They care so much about dogs and want to make sure they’re comfortable and having fun. They were very accepting of Zoey’s high energy and the fact that she’s a puppy. I always feel good dropping Zoey off for daycare here.”
“Archie absolutely had the best time with Kazu and Akemi. Walks, backyard horseplay, playtime with another dog, a nap, so much attention. Makes my heart full knowing he was loved and taken care of for the day.”
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.
“Naomi & Johann took wonderful care of Javy. I made a last minute, same day request and they came thru. I knew immediately upon dropping Javy off that he would be in good hands. They introduced Javy to their dog, Milo, expertly and they were both affectionate with Javy right away. She sent photos and a video and I could tell Javy was very comfortable & happy. I will definitely be a repeat customer!”
“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!”
“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.”
“Once again Kristina has provided exemplary care to our little Kaaju. He spent the day with her and her family, and looked truly elated at the end of the day. We highly recommend to anyone who needs a reliable and responsible person to care for their furry friends.”
“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.”
“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!”
“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!”
“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!”
“We’re so glad we found Nicole when we needed last-minute care for our pup — she was fantastic. Our dog warmed up to her instantly, had a great day, and the happy updates she sent throughout kept us from worrying. We’d definitely book her again!”
“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!”
“Cheri's place itself is the perfect refuge for our two pups. It's rare to have so much off leash space at someone's house so near our city dwelling. But Cheri and the playmates themselves make it an extra special treat for an occasional day of doggie daycare.”
“Julie was great! Her home is very dog friendly. She catered to Bitsy by letting her sleep on her lap. And, she sent adorable pictures throughout the day. Highly recommend!”
“Tina is hands down the best dog sitter I have ever hired. She came to do a meet and greet and was so interactive and attentive to my puppy. She really goes above and beyond to give her love and attention to the doggos. She sent me lots of pictures so I always felt 100% comfortable and stress free leaving Milo with her and Keoni. Keoni was also such a sweet boy to my yorkie puppy. I would hire Tina again any day!”
“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!”
“My 4mo puppy Nova had a BLAST at Whitney’s with her pup. She came home super tired from all the play which was great for me & my cat bc we got lots of rest that night! ? she slept the car ride home & went straight to sleep for the night when we got in. I’m so glad she got to get out some of that energy & I feel like Nova was in great hands while I was away at work. & she was only 10min away from where I live & is right off the expressway which was super convenient. We will definitely be using Whitney’s services again!”
The median cost per day for doggy day care in Winnetka is $40
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.
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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. Search
Browse profiles of sitters near you who offer doggy day care
2. Meet In Person
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Popular requests near you
Select a filter and find qualifying Winnetka sitters!Sitters in Winnetka average 3 repeat doggy day care clients
FAQs for Doggy Day Care - Winnetka
Frequently asked questions about Rover
The average cost for Doggy Day Care in Winnetka on Rover is $55.5 per day (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Doggy Day Care 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 Doggy Day Care. For more information on service fees, click here .
As of July 2026, there are 3,681 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 3,681 sitters in Winnetka, 87% 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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