Doggy Day Care In Jackson Park
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 Jackson Park doggy day care sitters
“Yshonda has great communication and is very fast at responding. Hotch loves his time with her and he is always so excited to go and play! He always comes home exhausted from a day full of love and playtime!”

About: I owned a dog growing up and cared for and trained one with my family. I sit for friends and family from time to time and I love to play and take dogs for walks and, if they are able, runs of up to a few miles! I have a fenced in yard, and my kids (4, 8) are also great with animals. I work from home. With the exception of rare travel days, school drop-offs, and evening events, I will always be around the house to care for your pup. Your pet will get the attention it needs, as I work from home and I have a fenced in yard, as well as young boys that are great with animals. Frequent outside visits and play times are very doable.
“Jill was able to accommodate our request rather last minute and was communicative throughout. She gave our senior dog a wonderful day of companionship; we know she was well cared for and left very happy.”
“Kait was so wonderful! Penelope is still a puppy and learning a lot and Kait was patient with her and very communicative with me. I appreciated the photos and updates throughout the day. Kait was also very flexible with my schedule which was much appreciated. Would definitely recommend!”

About: I love any type of dog, any type of dog is welcome in my home for caring, people I know describe me as a nice loving person . I work from home on my own time, I am self employed, dog sitting will fit in my schedule routine just perfectly right to welcome any dog. Anything the owner does for the care of there dog fits right in with me, communication on how you would like for me to take care of your dog is the key, I would love for your dog to feel right at home .
“Mandi was great! Good communication and pics and videos during the visit. Would definitely recommend Mandi and will look for her availability next time I need a Rover sitter for my dog”

“Luscely was available last minute and didn't make me jump through hoops to dogsit. She was communicative, fair, and my dog was happy. I will absolutely use her again!”

“Our dog had an awesome day with Louise! She was great with little Stuart and so easy to work with for us. She accommodated a long day with our schedules and is so kind. She gave our dog personal care and very loving for our needy little puppy. We plan to book with Louise again, can’t recommend her enough!”

About: For over forty years we’ve always had dogs in our home. We have a sweet pitbull mix that we adopted last year. She came from a home with several dogs so she loves to meet and make new friends. We enjoy providing a good home to animals and we look forward to caring for your pets. Potty breaks can be provided every two hours. Your dog will have plenty of opportunities throughout the day to run, play fetch, or explore in our fenced backyard. We try to follow the same routine as you would for your pet at home. We only care for two dogs at a time as we have a dog of our own. The dogs have free run of the house if the owner doesn’t specify otherwise.

About: Welcome to my profile! I grew up with a wide variety of pets, so I truly understand how each one has their own unique personality. I know how deserving of love every animal is, and I will do everything in my power to make your pets happy. I treat your pets as my own, while also understanding the need to accommodate to every pet's individual quirks and needs. I recently lost one of my pups to cancer, and because of this, I am really yearning for some more furry friends to meet. Maybe your pet can be my next friend! I recently lost my job, so I currently have a very open schedule! I do have a couple of established clients outside of Rover, but my schedule is still very flexible. I live in a condo-style apartment, so although I do not have a yard, I go on many walks each day- whether around my neighborhood or by driving to a park or beach. I also live just down the street from a dog park, for pups who enjoy socialization and time off-leash. Additionally, I have a patio space for pups who enjoy hanging out al fresco when the weather allows. My own pup is a bit of an escape artist, so I am extra careful with doors, gates, and secure leashing practices. I am also aware of how curious dogs can be, so in my home you can be sure of a safe environment where there are no dangers within a dog's reach (or jump). Not only do I treat your pets with love and respect, but I treat your home with the same care. You can be sure I will keep things neat and tidy, and always make an effort to leave a space cleaner than I found it. No matter the service or location, every animal deserves to feel safe, cared for, and loved. I assure you that I put all my energy into caring for your pets, and I will always treat them as I do my own.
“Amazing communication and pictures throughout. Soba had such a great time hanging out with Tracie and Penny! She was totally pooped from all the fun we had by the time we got home. Would definitely bring soba back without hesitation.”


“Wendy was super responsive and communicative! She was able to take Jenny last minute for daycare and she got along great with Batman! Highly recommend and will definitely be back if need a sitter in Milwaukee!”

“Erin was an excellent host for Katie for daycare! She greeted Katie outside with a treat. We were updated with pictures throughout the day: including Katie playing with their dogs, relaxing like the queen that she is, and exploring the neighborhood on a walk. Erin was flexible with pickup times which really helped with a changing schedule due to travel delays. Already booked another stay for Katie.”

Jackson Park dog parents share their Rover experiences
Yshonda was absolutely wonderful to work with. We were a bit nervous because we have two fur babies with two different personalities and unique needs and Yshonda was very accommodating and flexible and was able to set our minds at ease. The babies are comfortable with her and seem to really enjoy her company. She’s friendly, personable and obviously loves dogs. She’s an amazing sitter and I would recommend her to anyone especially people who have never tried a dog sitter before. Check her out!

Miranda was absolutely wonderful with Jasper! She took excellent care of him and gave us so much peace of mind! We especially appreciated all the pictures and videos she sent—it was clear he was happy and comfortable We would 100% book with her again and highly recommend her to anyone looking for a caring and reliable sitter!

Popular requests near you
Select a filter and find qualifying Jackson Park sitters!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
Typically, sitters offering doggy day care on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Jackson Park.
Jackson Park 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 Jackson Park 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
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.
















