Doggy Day Care In Midtown 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 Midtown 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 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. 😊”
“Thank you so much to Kim! Kim was a fantastic dog sitter for our dog Mushi today. She's very friendly and made us feel very comfortable about leaving our lab mix rescue with her while we enjoyed the Milwaukee Zoo. She walked Mushi and also gave us updates as well as pictures. I highly recommend her to watch your dog.”
“Miranda has been great to work with. She is flexible and really good with my puppy. In the pictures she sent my puppy looks happy as can be. I’m really happy we found her!”
“Second week of doggy daycare for Penny and she loves her attention from Dan, Holly and whoever else can give her pets and love. She use to not care for other dogs but is starting to interact and play. My heart is happy for this wonderful place for my Penny.”
“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 :)”
“Having our dog stay with MJ has been a great experience! We recently adopted a dog with fairly severe separation anxiety, and I'm not sure how we would have made it through the first months without having someone like MJ to watch her during the day while we work on alone time training. He's always very communicative and flexible, and our dog just loves him. You couldn't ask for a better dog 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!”
“Madelyn was absolutely incredible with our golden doodle (9 months) pup. She had great communication and kept our boy happy and safe. Highly recommend!! Thank you so much and we will be booking Madelyn for our future trips to the area.”
About: Growing up, I have had animals in my family so I have taken care of animals at a very young age. I also use to work at a doggy daycare during college where I would watch and take care of 70+ dogs per shift! I’m currently unemployed for the next 5 weeks as I make my move from Madison to Milwaukee! I will be living in Milwaukee starting August 5th and will be available all times of the week! Once I start my corporate job in September I will be available on the weekends! I love interacting and being active with dogs, I live in a pet-friendly apartment with a huge area of green space they can walk around in! I also enjoy taking them on walks and making sure they are getting the attention they need!
About: Are you seeking compassionate care for your pup? I specialize in providing dedicated care for senior dogs, tailored to their unique needs. I am also open to caring for younger pups and/or cats. 🐶 About Me: With experience caring for my diabetic dog, Cody, I understand the importance of attentive care and patience. Unfortunately, we recently had to put our Cody boy down due to old age and diabetes. I am now open for dog walking, housesitting or drop-ins but no longer in-home care. 🩺 Specialized Care: Whether your pup requires medication, insulin shots every twelve hours, or a gentle hand, I'm here to provide the attention and assistance they need. 📞 Contact: Reach out today to discuss your dog's needs and schedule a meet-and-greet! I am currently on a career break and have plenty of flexibility in my schedule to come to your home for pet care. I can be flexible for drop-in care and/or walks throughout the day I will tailor care for your pet depending on their individual needs. I have experience with administering medicine if needed. Each pet has their own needs and schedule.
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.
“Crystal is excellent. She took great care of our pup, Rufus. She is extremely responsive and flexible. She sent us several photos, which I loved receiving. I am a very over protective dog mom and I trust her with my fur baby. Looking forward to having her sit Rufus whenever we have a need for a sitter.”
“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!
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 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. 😊”
Kim S.Star Sitter
“Thank you so much to Kim! Kim was a fantastic dog sitter for our dog Mushi today. She's very friendly and made us feel very comfortable about leaving our lab mix rescue with her while we enjoyed the Milwaukee Zoo. She walked Mushi and also gave us updates as well as pictures. I highly recommend her to watch your dog.”
Miranda O.Star Sitter
“Miranda has been great to work with. She is flexible and really good with my puppy. In the pictures she sent my puppy looks happy as can be. I’m really happy we found her!”
Daniel & Holly L.
Star Sitter
“Second week of doggy daycare for Penny and she loves her attention from Dan, Holly and whoever else can give her pets and love. She use to not care for other dogs but is starting to interact and play. My heart is happy for this wonderful place for my Penny.”
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 :)”
Michael J K.Star Sitter
“Having our dog stay with MJ has been a great experience! We recently adopted a dog with fairly severe separation anxiety, and I'm not sure how we would have made it through the first months without having someone like MJ to watch her during the day while we work on alone time training. He's always very communicative and flexible, and our dog just loves him. You couldn't ask for a better dog sitter!”
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”
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!”
Madelyn K.
“Madelyn was absolutely incredible with our golden doodle (9 months) pup. She had great communication and kept our boy happy and safe. Highly recommend!! Thank you so much and we will be booking Madelyn for our future trips to the area.”
James H.
“Jim was great with Abby and great with communicating and sending pics! We will definitely call on Jim again!!”
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!”
Naomi M.
“Naomi has been around animals her whole life big and small. Our family currently own two double mastiff and two cats. When she comes home on weekends and holidays, these animals are her first priority by greeting them with hugs and kisses. She is a responsible and loving individual all around and would be perfect for the position of caring for others fur babies.”
Dawn K.
“Dawn is an excellent and conscientious pet owner, caregiver, professional and friend. Be it in a work or personal setting, Dawn takes it upon herself to go above and beyond when she sees room to provide a fantastic experience, to make something better, or to help someone out. She is very detail oriented and talks through all of the logistics and angles to ensure a smooth experience for all involved. I have known Dawn for many years and worked with her professionally before we became friends. She even volunteered to check in on my 17 year old daughter while I was on vacation, who of course, ended up getting sick while I was away! Dawn was so thoughtful and attentive to her in our absence- checking in regularly, bringing her food and other items to make her more comfortable while we were gone. Dawn takes her roles and responsibilities very seriously- I would without a doubt trust her to care for and love with my pets!”
Morgan S.
“Morgan has such a love for animals! She is so sweet with my pup, Kona. She has sitted for Kona multiple times and I have so much trust in her. Couldn’t have asked for a better pet sitter!”
Crystal H.
“Crystal is excellent. She took great care of our pup, Rufus. She is extremely responsive and flexible. She sent us several photos, which I loved receiving. I am a very over protective dog mom and I trust her with my fur baby. Looking forward to having her sit Rufus whenever we have a need for a sitter.”
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!”
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.”
William L.
“Billy is a personable and reliable sitter, who always has a smile on his face. I would highly recommend him because of both his professionalism and friendliness!”
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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
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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.
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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 Midtown on Rover as of Aug 2025 was about $25 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.
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 Midtown.
Midtown 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 Midtown 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.
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