Doggy Day Care in Winnetka
Drop off your dog at a sitter’s home or day care center in the morning and pick them up in the evening.
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Top rated Winnetka doggy day care sitters
“Lee and Niv were absolutely wonderful to Charlie! As he is timid and takes time to warm up to people, he was smiling minutes later and didn’t want to leave. I will trust Lee and Niv to watch Charlie again”
“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!”
“Diane is a fabulous dog lover and caregiver!!! She accommodated us at the last minute on a holiday weekend. She communicated promptly, sent photos, and took great care of our doodle. Our dog and hers got along spendidly and spent time snuggling together on the bed. Would book again in a heartbeat!”
“Jennifer was so amazing with rockie. rockie loved to stay with her while I was away at work. She was so flexible and kind. Thank you so much! Rockie will definitely love to come back again.”
“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!!!”
“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!”
“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.”
“Toby's second time with Cheri. Sounded like it was a good day again, weather was nice so sounds like they got to spend a lot of time outside. Thanks”
“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.”
“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!”
“Sandra and her family were wonderful! She sent a video and picture of Bitsy. She also let Bitsy lay across her neck and watch her work. Thank you for being so kind and gentle with my dog. I would highly recommend this family!”
“Freddie had fun hanging out at daycare today. Thank you for dropping him off to me too!!!”
“Leo had such a great time with Kaz and Akemi for daycare! Played, walked, and enjoyed access to the backyard without a leash (we don’t have a fenced yard like they do). They sent me photos and videos throughout the day to show all the fun Leo was having. Leo will be so excited to board there next week! Thank you both for your great care!”
“Andrea was such a great dog sitter, my dog would have been happy staying with her for a longer amount of time, and I had the peace of mind knowing he was in good hands with her.”
“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!”
About: My family and I have had dogs for over 25 years. We are dedicated to giving your dog the best care we can provide. We are located next to a dog friendly park, for frequent walks and play time. We work from home and can provide 24 hour attention to your pet. Your dog will never be left on their own. There will always be someone available to tend to you dog's needs. I am available to watch your pet 7 days a week. We are vigilant about your dog's safe and happiness. Our home is dog friendly and free of clutter. We are a smoking free household. House has central air and heat so your dog will be comfortable regardless of the temperature. I can provide daily texts, photos and updates about your dog.
“Debbie was really great with understanding the excitability level of our dog Esti for her first doggie day care and took that into account while getting to know her. Esti was also welcomed into Debbie's home which we very much appreciated!”
“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.”
“Ella is wonderful! My little Havanese looks forward to seeing her every day!”
“Katie took very good care of my two dogs while they were at her home. She gave them lots of attention and sent me pictures. They also enjoyed the love and attention from her children. They were relaxed and happy when I picked them up.”
Loving doggy day care in your neighborhood
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Lee & Niv D.
Star Sitter
“Lee and Niv were absolutely wonderful to Charlie! As he is timid and takes time to warm up to people, he was smiling minutes later and didn’t want to leave. I will trust Lee and Niv to watch Charlie again”
Julie T.Star Sitter
“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!”
Diane A.Star Sitter
“Diane is a fabulous dog lover and caregiver!!! She accommodated us at the last minute on a holiday weekend. She communicated promptly, sent photos, and took great care of our doodle. Our dog and hers got along spendidly and spent time snuggling together on the bed. Would book again in a heartbeat!”
Jennifer S.
“Jennifer was so amazing with rockie. rockie loved to stay with her while I was away at work. She was so flexible and kind. Thank you so much! Rockie will definitely love to come back again.”
Amy & Lamar F.Star Sitter
“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!!!”
Lauren & Lauren P.Star Sitter
“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!”
Kristina G.Star Sitter
“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.”
Cheri R.Star Sitter
“Toby's second time with Cheri. Sounded like it was a good day again, weather was nice so sounds like they got to spend a lot of time outside. Thanks”
Cynthia A.Star Sitter
“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.”
Andrew G.Star Sitter
“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!”
Sandra & Sorin A.Star Sitter
“Sandra and her family were wonderful! She sent a video and picture of Bitsy. She also let Bitsy lay across her neck and watch her work. Thank you for being so kind and gentle with my dog. I would highly recommend this family!”
Patricia A.Star Sitter
“Freddie had fun hanging out at daycare today. Thank you for dropping him off to me too!!!”
Kazuhiro & Akemi S.Star Sitter
“Leo had such a great time with Kaz and Akemi for daycare! Played, walked, and enjoyed access to the backyard without a leash (we don’t have a fenced yard like they do). They sent me photos and videos throughout the day to show all the fun Leo was having. Leo will be so excited to board there next week! Thank you both for your great care!”
Andrea K.Star Sitter
“Andrea was such a great dog sitter, my dog would have been happy staying with her for a longer amount of time, and I had the peace of mind knowing he was in good hands with her.”
Fernando & Elizabeth R.
“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!”
Naomi & Johann J.
“Naomi and Johann have taken excellent care of my dogs for over 10 years. They are very attentive, caring, and dedicated to the needs of the pet. They provide walks and playtime multiple times per day. I highly recommend them as the next caregiver for your dog.”
Debbie K.Star Sitter
“Debbie was really great with understanding the excitability level of our dog Esti for her first doggie day care and took that into account while getting to know her. Esti was also welcomed into Debbie's home which we very much appreciated!”
Janett D.Star Sitter
“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.”
Ella V.Star Sitter
“Ella is wonderful! My little Havanese looks forward to seeing her every day!”
Katie T.
“Katie took very good care of my two dogs while they were at her home. She gave them lots of attention and sent me pictures. They also enjoyed the love and attention from her children. They were relaxed and happy when I picked them up.”
How Rover works
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. 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. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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.
Doggy Day Care FAQs
Frequently asked questions about Rover
Only Rover provides comprehensive Winnetka doggy day care options that meet your dog's unique needs. Anxious or special needs dogs who prefer a 1:1 environment are a good fit for in-home doggy day care, while energetic pups who benefit from socialization and activity are a good fit for doggy day care centers.
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 Aug 2025 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 Aug 2025, 3,372 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, 88% 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 3,372 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 87% 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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