Doggy Day Care in South Milwaukee
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 South Milwaukee doggy day care sitters
About: I’ve cared for dogs my whole life. Live near Grant Park for great dog walks, fenced in yard. I have an elderly greyhound who vibes best with other calm dogs. I work remotely and am home throughout the day. Happy to care for your dog for boarding or doggy day care - calm home setup for dogs. I have a fully fenced in yard that dogs love to run around, a close walk to Grant Park for getting outside, and I’m home throughout the day for continuous care.

“We had a great daycare experience with Jack, he looked after our Winnie! We booked on short notice and he was very flexible, which we really appreciated. Winnie was very well looked after and came home happy and relaxed. I loved the pictures he sent throughout the day, it gave me peace of mind since it was her first time away from home. We will definitely be booking with Jack again! 🐾”

“I can't say enough good things about Anna. You can tell she really cares about my puppy. I appreciate the mid-day updates while I'm at work. She really understands how to care for a puppy and takes the necessaryextra time to work with her. My puppy loves going to her place and playing with her dog! We will absolutely continue to take our puppy to Anna as long as she will have her!”

“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.”

“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.”

“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.”

About: I wanted to start off with this first impression… I will treat your animal as if they were my own, my passion is genuine! I have a bachelors in Animal Sciences from the University of Illinois at Urbana Champaign with a potential career goal to become a Veterinarian. I’m currently completing the Veterinary Nursing Program at Purdue University online, to become a certified Veterinary Technician. I’m working in a vet clinic. In the past, I have done dental cleaning on cats & dogs, very satisfying. I’m experienced with administering medication, injection, insulin, etc. I have a genuine love for animals. I’m a professional trusted and long term sitter for my clients. I’m reliable, flexible, and qualified. I have a lot of knowledge for companion animals that I will love to teach my clients. I'm super loving, energetic and calm. I trained service dogs in training while I was in college. I do have the ability to recognize behavioral signals. I’m experienced with reactive, anxious, special needs and aggressive pets. I have a extra connections with every pet that enters my life. You would not be disappointed if you let your pet bond with me , and trust your pet in my hands. They’re in good hands, smother with lovings and cuddles. I will love to be able to make a special bond with your pet. I hope to have you and your pet as a potential clients! Thank you! I try to follow the owner’s and pet’s schedule as closely as possible and adhere to the detailed instructions. I will discuss with the owner prior my schedule and if it will be a good fit. I have friendly pups and a curious kitten for boarding. During home visit / house visit / walks I go off owner/pet schedule and needs.. I love written instructions on care for the individuals and I always give exceptional care.

About: Growing up my family owned a welsh springer spaniel. He was one of my best friends. I felt the same excitement he did when I walked in our front door to his excited jumping. After 13 years, he passed away of old age. Since then I have wanted to get a dog of my own, but I’m waiting until my husband and I get a house to take that step. In the meantime, I love caring for other family dogs. This is a super fun side job for me. I love all types of dogs, have experience with senior dogs, and am happy to care for more than one pet from the same home (whether they be cats, dogs, hamsters, fish, etc.). If your dog is nervous around new people, I will make sure to give them the care, attention, and space that they need. I always give frequent potty breaks, feed them at their regular time, and am very careful around doorways (so no one runs off on any solo adventures!). I always do an initial home visit with my husband so I can meet your pets before setting up a first booking with a new customer. I send great picture updates, so hopefully you won’t miss your dog too much. You will undoubtedly love how passionate I am about keeping your pet in a safe, loving environment while you are away. I am currently working as an 8th grade teacher. I am able to get to your home between the hours of 4pm-10pm on weeknights. I am available all day on Saturdays. I am available Sundays after 10:30am. I am available to do home visits to feed your pets, groom with a brush/bath, play their favorite games, go on long walks or runs, and spend the night if you need a house sitter. I can also take care of other pets including cats, hamsters, fish, chickens, etc. If you need someone to water plants while you are away, I can take care of that too!
“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.”


“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!”

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.
“Kait is amazing, she’s become our go to when Maya has to be away from home. She’s very communicative, sends tons of pics and videos and Maya just LOVES spending time with her and Zelda ☺️”

About: I’m a reliable, caring, and energetic dog sitter who loves making pets feel safe, happy, and loved while their owners are away. I’m dependable, patient, attentive, and committed to giving every dog the same care and attention I’d want for my own pet. I provide plenty of walks, playtime, attention, cuddles, and photo updates so you always know your pup is in great hands! 🐾 I make sure every dog feels safe, comfortable, and cared for while their owner is away. I follow their normal routine closely, including feeding schedules, walks, playtime, and any special instructions. I also give lots of attention, patience, and affection because I know every dog has a different personality and needs. I keep owners updated with photos and messages so they can feel relaxed knowing their dog is happy and in good hands. I care for pets by making sure they feel safe, comfortable, and loved whether they’re in my home or their owner’s home. I follow their normal routine closely, including feeding schedules, walks, playtime, potty breaks, and any special instructions the owner provides. In my home, I create a calm, clean, and pet-friendly environment where dogs can relax and feel comfortable. In the client’s home, I respect their space while making sure their pet receives consistent care, attention, affection, and exercise. I also provide regular updates and photos so owners always know their pets are happy and well cared for.
“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!”

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.
Over 38 pet parents in South Milwaukee have booked doggy day care
South Milwaukee dog parents share their Rover experiences
I can't say enough good things about Anna. You can tell she really cares about my puppy. I appreciate the mid-day updates while I'm at work. She really understands how to care for a puppy and takes the necessaryextra time to work with her. My puppy loves going to her place and playing with her dog! We will absolutely continue to take our puppy to Anna as long as she will have her!

I was so nervous about leaving my 9 month old puppy for the first time. I really appreciated the updates and pictures from his stay. It seemed like he had a good time and he loved being outside in the backyard. Which was a plus and the reason we picked Hannah. The best part is my pup came home happy and tired. I would totally book her again.
We had a great daycare experience with Jack, he looked after our Winnie! We booked on short notice and he was very flexible, which we really appreciated. Winnie was very well looked after and came home happy and relaxed. I loved the pictures he sent throughout the day, it gave me peace of mind since it was her first time away from home. We will definitely be booking with Jack again! 🐾

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1. Search
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Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
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The median cost per day for doggy day care in South Milwaukee is €35
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 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.
Sitters in South Milwaukee average 5 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 South Milwaukee on Rover as of Jun 2026 was about €35 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 Jun 2026, 477 sitters provided doggy day care in South Milwaukee. 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 South Milwaukee sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in South Milwaukee have an average of 21 years of experience. Sitters offering doggy day care with repeat customers have an average of 5 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 South Milwaukee.
South Milwaukee 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 South Milwaukee 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 477 sitters offering doggy day care in South Milwaukee on Rover, so you’re sure to find the perfect match for your dog! In South Milwaukee, 84% of sitters offer daily exercise, 98% offer medication administration, and 98% 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.





