Doggy Day Care in Milwaukee
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
More resources
A focus on safety
Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more about RoverProtect
Top rated Milwaukee doggy day care sitters
“Caitlin is the best! She is kind, patient and provides the best cuddles to my snuggly boy. He absolutely loves her and it is so apparent how much she loves and cares for dogs. We are lucky to have found her!”
“Lillian was the sweetest! My baby boy Kross had the best time with her. She cared for him very well, kept him entertained with enriching activities, and sent lots of updates during the day with pictures and videos. 10/10 no notes! Will definitely be booking again in the future”
“Miranda is the best. She takes such good care of our people-shy dog. She was patient with him and let him warm up to her on his own, and now he loves going to her house...full on butt wiggles when he makes his way over to her. It gives us great piece of mind to know that he’s so well taken care of.”
“Adrienne was Roo’s best friend for a day, and was everything I was looking for and more. Roo had a day full of adventures, and Adrienne sent us plenty of photos! We will definitely be return customers. Highly recommended!!”
“Marycruz did an amazing job watching my dog for the day! She was super communicative and friendly. Also, she took her for walks and sent lots of pictures/updates which are always appreciated! Would definitely book again :)”
“Naomi is great. I took a chance given she is new on Rover as she just moved to Milw. she was accommodating to set up a meet and greet a couple days before I needed day care for my pup. what is attentive and listened about my dog. Communicated and sent pictures throughout his day with her. My pup was well cared for and really liked her! sometimes it’s hard when there’s not a lot of reviews, but I am glad I took a chance and I highly recommend Naomi! THANK YOU NAOMI!”
“I highly recommend Lucas for anyone needing a reliable dog sitter. He kept Milo safe and entertained. I returned to a happy puppy ❤️ thank you again Lucas and Harley!”
“Miranda took care of my dog like nobody would. She was flexible and patient, and I will absolutely take my dear Galleta with her again. Miranda is super reliable and clearly loves animals. Galleta had lots of fun with her dog, Bandit. Thanks a lot for an amazing daycare experience for my dog!”
About: ## INTRODUCTION Howdy there, thanks for choosing my Rover! I go by Billy! First things first — My highest priority is the safety and well-being of any dog in my care. Outside of that, I'm also big on making sure they have a blast, are loved, and feel secure in my home. I am energetic and warm, yet firm. I've owned and raised 4 dogs over the course of 18 years, from puppydom to old age, and have cared for many more. I am adept at handling dogs large and small - physically and training-wise. ## SCHEDULE I am fortunate to have a highly flexible schedule. Your dog will always be safe by my side. I’m quite fond of dogs, so it’s a joy for me to spend my time in this way. ## APPROACH TO CARE I want to understand the needs and expected behaviors of any pet in my care, given your specific guidance and instructions. I am highly communicative and err on the side of caution, as your doggo’s safety and well-being are absolutely the highest priority for me. I have a highly flexible schedule since I'm in the middle of a job search, so I'll have all the time in the world to hang, play with, and co-work with your pup! I have the entire upper floor of my house available for your dog to lounge and roam in, equipped with multiple dog beds and lots of toys. There's also a fenced yard in the back whose concretedness is optimal for ball bouncing and catching, keep away, chasing, and more!
About: My experience caring for dogs and cats will allow me to provide the best care for your pet while you can stay worry free at work, out of town, etc. I’m active and love to be out and about, and would love to help provide your pet with more activity time. I make communication with pet owners a priority so that you’re sure of the care being provided. Thanks for considering me and please contact me with any questions! I’m a virtual school psychologist, fully remote, which allows me to have great flexibility throughout the week to be able to care for your pets! I ensure pets are safe and comfortable in my care. I’m attentive to their needs and careful to follow owners’ instructions and guidelines. I’ve been described as reliable, trustworthy, helpful, and tidy.
About: I am a respectful female pet sitter, ready to sit your pet next!😊 I am flexible and available to walk your pet, provide company, pet-sit or board your pet for extended times, there is no job too big! I adore all animals, any shape or size!🐩🐈⬛ I am trustworthy and responsible and your pets safety will be of utmost importance to me! I am flexible with my schedule. I work Sunday-Thursday and am available most nights and weekends. Let me know what services, dates, and times you need! 😊 I am willing to provide services in your home or have pets in my home if it is more convenient. Let me know what works best for you!
“Josie had so much fun with Monica! I really appreciated Monica's communication: she was quick to respond and she sent plenty of pictures. Highly recommended and will definitely be contacting her in the future!”
About: I don’t own any pets myself, but at least once a month I adopt a dog or cat for the weekend from the shelter, which I love doing so much. I am very patient with any type of animals and love playing with them!! I am pretty flexible with anytime or anywhere. I do not own a car but should be no trouble for me. Just reach out a little in advance and everything with be perfect They are allowed anywhere in my house. And I love going on walks and just exploring. I’d say I have a lot of energy myself so playing till we’re both tired is no problem with me!
Loving doggy day care in your neighborhood
Search Results
Caitlin K.Star Sitter
“Caitlin is the best! She is kind, patient and provides the best cuddles to my snuggly boy. He absolutely loves her and it is so apparent how much she loves and cares for dogs. We are lucky to have found her!”
Lillian T.Star Sitter
“Lillian was the sweetest! My baby boy Kross had the best time with her. She cared for him very well, kept him entertained with enriching activities, and sent lots of updates during the day with pictures and videos. 10/10 no notes! Will definitely be booking again in the future”
Miranda O.Star Sitter
“Miranda is the best. She takes such good care of our people-shy dog. She was patient with him and let him warm up to her on his own, and now he loves going to her house...full on butt wiggles when he makes his way over to her. It gives us great piece of mind to know that he’s so well taken care of.”
Adrienne N.Star Sitter
“Adrienne was Roo’s best friend for a day, and was everything I was looking for and more. Roo had a day full of adventures, and Adrienne sent us plenty of photos! We will definitely be return customers. Highly recommended!!”
Marycruz A.
“Marycruz did an amazing job watching my dog for the day! She was super communicative and friendly. Also, she took her for walks and sent lots of pictures/updates which are always appreciated! Would definitely book again :)”
Naomi M.
“Naomi is great. I took a chance given she is new on Rover as she just moved to Milw. she was accommodating to set up a meet and greet a couple days before I needed day care for my pup. what is attentive and listened about my dog. Communicated and sent pictures throughout his day with her. My pup was well cared for and really liked her! sometimes it’s hard when there’s not a lot of reviews, but I am glad I took a chance and I highly recommend Naomi! THANK YOU NAOMI!”
Lucas Y.Star Sitter
“I highly recommend Lucas for anyone needing a reliable dog sitter. He kept Milo safe and entertained. I returned to a happy puppy ❤️ thank you again Lucas and Harley!”
Berenice B.
“Bernice is great! I’d recommend her to anyone. My dogs love going there. She provides great communication and has been flexible when things come up.”
Miranda E.
“Miranda took care of my dog like nobody would. She was flexible and patient, and I will absolutely take my dear Galleta with her again. Miranda is super reliable and clearly loves animals. Galleta had lots of fun with her dog, Bandit. Thanks a lot for an amazing daycare experience for my dog!”
Tishara M.
“This young lady was amazing, very kind and polite. She provided pics of there park trip and I couldn’t be happier with her service!!! Highly recommend”
Iuscely F.
“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!”
Amy T.
“Great dog sitter!”
William L.
“William took care of my parent's dog when we went on weekend trip. He sent daily photos and left the house in great condition. Very friend and professional. Would highly recommend and will definitely book again!”
Marisa C.
“Super great job watching my dog! Oakley seemed really happy to see her and I loved all the pictures! I definitely would recommend and rebook.”
Morgan S.
“I have two large, active huskies that require a lot of attention. They are fun loving and Morgan was able to provide them with all the love in the world! I can tell Morgan is a very genuine person who truly loves hanging out with pets. She is responsible and will treat your dogs like they are her own. I highly recommend her!”
Mikalanne T.Star Sitter
“Mikalanne is so kind and professional. They took our Cavapoo for the weekend and provided helpful updates and excellent care. Highly recommend.”
Abigail E.
“Abby is great! She took really good care of Bingley while he stayed at her house for two days. Highly recommend!”
Bailey B.
“Bailey is an exceptional caregiver to pets and people! She puts others before herself, and has the biggest heart and love for animals. Any time my family is on vacation, Bailey is my go-to watch my fur babies because she is the most responsible and dedicated friend I know. No task is too big or small for Bailey, she loves to help in any way she can. You would be lucky to have Bailey spend time with your pets!”
Monica M.
“Josie had so much fun with Monica! I really appreciated Monica's communication: she was quick to respond and she sent plenty of pictures. Highly recommended and will definitely be contacting her in the future!”
Khalil C.
“Khalil has watched my cats countless number of times over the past few years. He always treats them as his own and is attentive to the care he gives. My three cats all have polar opposite personalities and he has learned to attend to them uniquely in their preferred ways. I would recommend him to anyone who has a pet.”
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
Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Milwaukee on Rover as of Aug 2025 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 Aug 2025, 522 sitters provided doggy day care in 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, 87% of Milwaukee sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in Milwaukee have an average of 19 years of experience. Sitters offering doggy day care with repeat customers have an average of 4 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 Milwaukee.
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 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 522 sitters offering doggy day care in Milwaukee on Rover, so you’re sure to find the perfect match for your dog! In Milwaukee, 86% of sitters offer daily exercise, 93% offer medication administration, and 94% 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.
Connect anywhere with the Rover app
