Doggy Day Care in Holler Park, Milwaukee, WI
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Holler Park doggy day care sitters
“Kristy watched our dog, Beau for several doggy day care visits. She accommodated our early drop offs, and was great at communicating with us through the app. We felt comfortable leaving our dog with her as she had a calm personality and her house was dog-friendly. We're happy Beau had Cooper for company!”

“Markie and Logan came home smiling and tired, which is really all I ask. they had a blast playing with all of the other dogs, and Logan didn't want to come inside from Joe's back yard!”

“Daniel and Holly definitely love dogs and are personable and friendly every time we go there. They sent us numerous text messages, including pictures, telling us how things were going. Bug is a very active dog and really benefits from a couple walks each day. I’m not sure if that happened.”

“Lotte gets along great with Katrina’s dogs and Katrina is wonderful with her and communicates regularly to let us know how who she is doing. We’re thankful to find someone who can watch her regularly.”

“Lillian is SO amazing! She has watched my 8 month old Berner puppy and he’s so always happy to go over there. She always sends pictures and videos, and each time my pup looks SO happy and comfortable. Totally recommend her to anyone and will most definitely use her in the future. 😊”

“Amy was fantastic! She was kind enough to pick up my last minute request and definitely showed Elliot lots of love during his time with her. Great communication and would definitely book with Amy again!”

“This was our first time using rover and any kind of daycare for our dog and Miranda was nothing but amazing! She kept me updated and sent pictures. We will definitely be using Miranda again in the future!”

About: We are a young, active couple that absolutely LOVES hanging out with dogs! We are avid travelers, so we have not decided to get our own pup yet... so caring for other people's dogs is where we can help and spend time with them! When staying with us, your doggo will have ample walks, play time, and lots of snuggling on our beanbag (a favorite of dogs that have stayed with us) and our bed. We would absolutely love to meet you and your dog... they will be so loved while you're away! Both of us work largely remote, so one of, if not both of us, will always be around the house to spend time and take care of your dog(s). We are also super active and love taking the dogs that stay with us on lots of walks during the day, runs, to the park, and even hiking! We live in an apartment, but at our place, we have a great backyard area with a long leash where dogs can hang out outside with us or go to the bathroom. Other than that, our apartment complex has tons of walking paths and green spaces that we take the dogs to run and play. Unless staying in a crate is specifically requested, we let all dogs hang out on our furniture, sleep in bed with us, and your pup will more than likely get a bath or two during their stay ( no muddy paws or stinky fur here)!
“Thank you Kait for taking care of Joker. She was updating me all day which is great. Kait’s dog, Zelda, is a wonderful host. We will keep Kait as a regular pet sitter when possible.”


“Wendy is the absolute best! Professional, always gives so much love to my Dexter and all her other doggie pals that come over. She gives plenty updates and pictures to assure you that your fur baby is having the time of his his/her life! She’s the best and so friendly and loving. Safety is a big concern of mine. As I’m an over protective dog mom. Quality 10/10 safety 10/10 communication 10/10 and flexibility with scheduling 10/10.”

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.
About: My husband and I have had several pets throughout the years. We’ve owned rabbits, cats, birds and dogs. Currently we have one dog we adopted from the humane society. All of our dogs have been rescues. We enjoy providing a good home to animals and we look forward to caring for your pets. I’m at home daily so I am able to care for your pets as needed throughout the day. My husband is home in the evenings and will be able to provide walks for the dogs. We have a large fenced in back yard for your pet to play and explore. We only care for two dogs at a time as we have a dog of our own.
“I would definitely book with Jack again. He was accommodating and professional, so easy to work with. I was fostering a 4-month-old shepherd mix that was rescued from a very abusive situation in El Paso, TX. Thora was transported to Milwaukee and only fostered with me for a week when I found out that my remote status was abruptly ending that following week. Since she was just starting to come out of her shell, I didn’t want to leave her in a crate all day while I was at work. So, I turned to Rover! Jack lives nearby and with her abuser having been a male, I liked the idea of doggy daycare with a man so she could experience proper treatment from a male caretaker. He responded to my request right away and when we arrived for the meet-and-greet, Thora instantly took to Jack; there was no hesitation or fear. Jack was responsive and communicative all week, didn’t have any issues. Thora was rescued in rough shape. She was extremely underweight even for a puppy, so I was very specific and detailed about her meals and potty schedule and Jack stayed on top of it. I received updates throughout the day as well as pictures. Many of the pix were of Thora napping or lounging next to Jack; she was so comfortable there. He works remotely and took Thora to a nearby park on his lunch breaks. He taught her to play catch and sent me some footage for her online adoption bio. I watched Thora’s confidence grow under Jack’s care; it was great to see. She’d get so excited when we arrived at his home every morning. I’m so glad Jack was available that week; it worked out great for Thora. Thank you, Jack!”
“Dean is an awesome dog sitter! We felt so comfortable leaving our dog with him for the night! Dean made sure to send updates and pictures! Our dog had so much fun with Dean and his resident pup! We would be happy to book him again!”

“Julia and her husband were so much nice to Ginger, that Ginger refused to come back to us while picking her up Max, their handsome puppy is Ginger's new companion and they're best friends now. Julia updated us with lot of pics and videos and they took care of her like their own baby. Highly recommend their service and I would undoubtedly leave Ginger here anyday and I'm going to be their repeat client. Thanks a lot again.”

“Meggan is an excellent sitter. When Murphy comes home from a day with Meggan she is absolutely pooped! I trust that she’s engaging with her and providing her a good time.”

Holler Park dog parents share their Rover experiences
I can’t say enough great things about our experience with Gabriella! My dog was nervous, but Gabriella went above and beyond to make sure she felt safe and comfortable. She took the time to understand my dog’s needs, and introduced her slowly to the new environment. My dog founded her best friend at daycare!!! Each day I received the sweetest photos and updates, which helped me feel completely at ease. It was obvious from the pictures that my dog was genuinely happy, relaxed, and having fun. It’s rare to find someone who not only provides excellent care but also clearly loves what they do. I highly recommend her to anyone looking for a caring, attentive, and professional dog sitter!!!

Chatty seemed to really enjoy her time at Mikeila's house. Mikeila was very good at communicating with me and kept me informed during her stay. Chatty was excited to see Mikeila and couldn't wait to get into her house. I would highly recommend Mikeila for any dog sitting/daycare services.

Popular requests near you
Select a filter and find qualifying Holler 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 Holler Park.
Holler 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 Holler 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.
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.







