Doggy Day Care in Winnetka
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
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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.
“Our long time sitter is moving out of the area and we were so concerned that we would never find someone as comparable and we did. Lee and Niv are awesome, caring and we feel completely confident leaving our little Jack with rhem”
“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!!”
“Fernando was great with Homer. There were other dogs for him to play with and he came home happy and tired from a fun day. We will absolutely go back to them for more care. Thank you!”
“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.”
“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.”
“Brought Clifton to have a day care day with Jeffrey and Ron ahead of a longer trip/stay. Clifton settled in quickly and seemed to get comfortable right away. Received great updates throughout the day and he was all set to go when I arrived for pick up! Clifton will be excited to stay for longer - he's in very good hands here!”
“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!”
“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!”
“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.”
“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 🐶😊”
“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!”
“Ryan is the ultimate pet care specialist: trustworthy, skilled, responsible, tireless. My puppy loves going to his home for doggy daycare. She skips into his house without a backward glance at me. Ryan gives her kind and patient attention and meets all her needs throughout the day. The carefully supervised playtime with other dogs has done wonders for my puppy’s socialization. She comes home happy and tired and is eager to return for daycare the next day. I couldn’t be more pleased.”
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.
“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!”
About: Hi! I'm Grace I am a life long pet owner and animal lover! I have experience caring for dogs from energetic puppies to seniors that need extra TLC. As well shy kittens to senior cuddly cats. I love to go for walks and spend time outside as well as hanging out with a furry friend on the couch. I can't wait for your fur baby to join! I'm an early riser, and love to start my mornings with a walk and some time outside and love to have a furry friend along with me! I also love the joy of play time and cuddles throughout the day as I work from home! I ensure every pet in my home is safe and comfortable, by making sure they have intentional safe spaces set up for when they need alone time. As well as making sure I'm always checking in on them throughout the day to ensure they are happy and have everything they need !
“Janett was able to help out last minute with watching my dog for the day and she was very flexible with pick up and drop off times. My pup got lots of attention throughout the day and was calm when I picked him up. Would book again.”
Over 83 pet parents in Winnetka have booked doggy day care
Winnetka dog parents share their Rover experiences
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The median cost per day for doggy day care in Winnetka is $40
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It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
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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 Mar 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.
As of Mar 2026, 3,435 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, 85% 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 3,435 sitters offering doggy day care in Winnetka on Rover, so you’re sure to find the perfect match for your dog! In Winnetka, 93% of sitters offer daily exercise, 95% offer medication administration, and 88% 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.
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