Doggy Day Care in Hillside, Milwaukee
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Top rated Hillside doggy day care sitters


“My 4 month old puppy had a fantastic morning with Auria and her 2 dogs. Elliot was able not only to socializie with adult dogs, but also a soon to be 4 year old grand-daughter. Sounds like my puppy did very well -- now I can add that to his Rover profile!! Auria's dogs did not bark at Elliot when we arrived and were very relaxed, yet full of energy, and friendly to our puppy. I hope that when the need arises we can bring Elliot over again. I wouldn't hesitate to make it a regular dog day care, since it was such a positive experience (for everyone!). Thank you Auria for being available when I was looking for daycare the night before.”


“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!”


“I am. Not from Milwaukee and I got lost.And she tried to help me find my way. She? Was so pleasant and sweet even though I was really late to pick up my dog Because I was lost. She kept. Me up to date about how my dog was doing and I really appreciated tha Well definitely be using miranda again”


“Booked at the last minute, she was flexible & friendly Life saver which allowed us to go to the game without worrying about the pups! She’s 5 mins from Fiserv Stadium which worked perfectly - could not have been easier”


“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.”


“I can’t recommend Katie and Mike enough! I needed a sitter last minute, and they were incredibly responsive and accommodating. My dog is very timid when meeting new people, and she was clearly nervous when I first dropped her off. She spent most of the day with Mike, who was so patient and gentle with her. He kept me updated throughout the day with messages and photos, and it was great to see her getting more comfortable and relaxed as time went on. They’re a truly wonderful family, and I’m so grateful for the care and attention they gave my pup!”


“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.”


“Chelsea was a great and responsive sitter who provided lots of pupdates. 10/10. Will book again!”



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: I grew up with pets and have had my own dogs that I fully trained and cared for since I was 14 years old. Across the past 20 years, I’ve had 4 dogs ranging from golden labs to German shepherds to Golden Doodles. I am skilled in caring for dogs from puppy to senior age. Play in my fenced in back yard, long walks to the lake, and pup cups from Stone Creek Coffee are a few things your pet can expect if staying with me. I send frequent updates and pictures. I provide loving, reliable, tailored care for your pets. Hello! My name is Luke and I provide experienced, dependable, and tailored pet care. I am a university professor, so am completely free Monday-Sunday throughout the summer. I frequently go on at least 2 long walks during the day. I also have a fenced in yard for addition play and outside time. Because my schedule is so flexible, your pet will receive all my time and attention!! I have a fenced in back yard. I also have a 5 year old goldendoodle in the house who will quickly become your pets BEST friend. She is sweet, trained, well behaved, and so loving with other animals. Your pet will be in the house with me, allowed to roam, go on furniture, and enter the yard via a dog door at their leisure. If your dog is crate trained, please bring a crate with you for the visit. I am experienced with crate training so can easily manage it.


About: PLEASE DO NOT MESSAGE ME IF YOU HAVE PENDING REQUESTS TO OTHER SITTERS. Please understand that when you send me a request, I have to turn down other potential clients while I wait for you to confirm. Thanks in advance for being a considerate neighbor and human. I had dogs all through childhood and college, and miss having a four-legged friend around! Sadly, my own work travel schedule prevents me from having a doggo of my own right now, so I thought that it would be a good compromise to lend a hand to other frequent flyers who love their pup too much to put them in the kennel. Rest assured that your dog will not get just a 15-minute lap around the block to pee, I'll take him or her to the dog park, on a hike, or if your pup is more low-key, I'll totally snuggle on the couch. My pet ownership experience is mostly with big dogs (sheperds), so that's definitely my soft spot, but I've taken care of all breeds and sizes through volunteering as a foster with a rescue group in my former home of Washington, DC. I have a reliable car, so it's easy for me to get to your place to check in a couple of times a day. I work from home, so I am pretty flexible. I do live with a sassy cat, but we live in a big duplex where pets can be separated if needed. I will strive to stick to your pet's usual routine whether I am sitting at your home or boarding in my own home. They are already missing their humans, and maintaining their routine gives them one less thing to be anxious about.

About: About Me There’s truly nothing I love more than being around dogs—I absolutely melt for these furry friends! I’m all about cuddles, love, and full-on affection. I’m intense in the best way when it comes to giving dogs the attention they deserve. With me, your dog will be treated like family—loved, cared for, and cherished every moment we’re together. My Care Philosophy Your dog’s safety and well-being are my top priorities. I always ensure they’re properly fed, get enough rest after each meal, and enjoy just the right amount of exercise—never mixing meals and playtime to avoid any tummy troubles. I follow a structured schedule tailored to each dog’s needs, because I believe dogs thrive with routine. This way, it’s easy to keep track of their health, mood, and happiness. Why You Can Trust Me Caring for dogs is not just something I do—it’s my full-time job and my biggest passion. That means your dog will never be left without attention; I check in with them often and make sure they're doing great throughout the day. I welcome all kinds of dogs, no matter the size, breed, or age. I'm also the proud parent of a 5-year-old Great Dane named Astor. Managing such a large and spirited companion has taught me a lot—it’s not for the faint-hearted! But that’s why I consider myself truly experienced and confident in handling all types of dogs with love, patience, and skill. Boarding & Walk Policy If you're considering boarding with me, please note that I only host one dog per night in addition to my own—Astor—so your pup will get plenty of attention and space. The same goes for walks: I keep it personal and safe by walking just one guest dog at a time alongside Astor. This way, I can give each dog the focused care and calm environment they deserve. Extra Love & Comfort You'll get plenty of photos and updates while your dog is with me—I know how comforting it is to see your pup happy and relaxed. And yes, dogs are absolutely allowed on the furniture! Whether it’s snuggling on the couch or napping by my side, your dog will feel completely at home. Pet care is my daily routine—this is my full-time job and my biggest passion. My days are fully centered around the pets I care for, which means they get lots of attention, love, and consistency throughout the day. I plan my schedule based on their needs, making sure there's time for feeding, rest, play, walks, and cuddles. Because this is what I do every day, I'm always available to check in on them, stick to their routines, and adjust to anything special they might need. Your pet won’t just be part of my routine—they’ll be the heart of it. I live in apartment so there is no way for doggy’s to be escape, I always keep the door closed. Also if we go for a walk your dog will be always with leash.

“Very flexible and helpful, Tofu loved her!”


“Amy and Ozzy were wonderful!”


About: I had a 12 year old puggle who was my best friend! He was walked every day of his life. Now that he has passed, I am looking to spend time with other furry companions! I am recently retired, so I have lots of time and a very flexible schedule! I love all dogs and am very gentle with all pets. I love downtown and know all kinds of routes for your pets. I am an active person so long or short walks are easy for me to do!

About: My name is Tishara I am from Milwaukee, Wisconsin. I have volunteered in multiple humane societies for a good year, working with all kinds of pets and learning about their behavior. I also was a past walker on rover 3 years ago as a side job when I attended high school. So, I’m Glad I am able to continue my journey with Rover, and will be able to walk different kinds of dogs or cats. I will treat your companion with the same amount of care as I would want my pet to be treated with. I am the ultimate dog lover and really enjoy spending time with them. I am confident that my skills and experience make me a great candidate for this position. I work a standard 9–5 schedule Monday through Friday, so I make sure to build pet care into my mornings, evenings, and weekends. Each morning, I start the day by feeding my pet, refreshing their water, and taking them out for a short walk or some quick playtime before work. After I get home, I dedicate time to a longer walk or more active engagement to make sure they get the exercise and attention they need. On weekends, I usually carve out extra time for grooming, vet appointments if needed, and longer outings like park visits or socialization. I stay consistent with feeding and cleaning schedules, and I always make sure my pet feels cared for even during my busiest weeks. When caring for pets in my home, I maintain a clean, safe, and pet-friendly environment. I follow a consistent routine that includes regular feeding, fresh water, exercise, playtime, and any special care based on the pet’s needs, such as medication or grooming. I also make sure the space is secure and enriched with toys, comfort items, and plenty of interaction to keep pets happy and stress-free.


“Buster was well cared for. He had plenty of exercise and was very happy dog when we picked him up. I would use Linnea H again if ever in the area.”


“Mika was great! I'm so glad we found them! Very responsive and responsible! I've found it tough to truly find good, communicative, and affordable sitters on Rover. Not anymore! They took the dogs on multiple walks, to the tennis courts, and to get pup cups at the coffee shop. THANKS SO MUCH!”


About: I’ve had multiple pets throughout my life. Mostly dogs and cats that were awesome. I have Rover experience and am looking forward to meeting and taking care of your pet! I live with my girlfriend who also loves dogs. Our superstar doggo passed away 2 years ago. My GF would jump in front of a car for most dogs so you are in good hands. I currently work remote so I have a flexible schedule. I’m available almost anytime to take care of your pet depending on my work travel. I’m looking forward to meeting your pet and making them feel comfortable with me. Whether it’s feeding, walking, playing, or just hanging out, your pet is in good hands.


About: I've been taking care of bogs of all breeds since I was 11. Family and friends. Walking, training, giving baths and much more. I'm calm cool and collective. Part time. So morning and some evening. Can help with over nights, if going on a trip. Working and don't have enough time for walking. I have a Dubble fenced yard. 3 dogs, so all dogs can be entertained. Can help with walking, running and just being social with other dogs.
Loving doggy day care in your neighborhood
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1. Auria R.

“My 4 month old puppy had a fantastic morning with Auria and her 2 dogs. Elliot was able not only to socializie with adult dogs, but also a soon to be 4 year old grand-daughter. Sounds like my puppy did very well -- now I can add that to his Rover profile!! Auria's dogs did not bark at Elliot when we arrived and were very relaxed, yet full of energy, and friendly to our puppy. I hope that when the need arises we can bring Elliot over again. I wouldn't hesitate to make it a regular dog day care, since it was such a positive experience (for everyone!). Thank you Auria for being available when I was looking for daycare the night before.”


2. Caitlin K.

“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!”


3. Miranda O.

“I am. Not from Milwaukee and I got lost.And she tried to help me find my way. She? Was so pleasant and sweet even though I was really late to pick up my dog Because I was lost. She kept. Me up to date about how my dog was doing and I really appreciated tha Well definitely be using miranda again”


4. Adrienne N.

“Booked at the last minute, she was flexible & friendly Life saver which allowed us to go to the game without worrying about the pups! She’s 5 mins from Fiserv Stadium which worked perfectly - could not have been easier”


5. Kim S.

“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.”


6. Katharine & Michael S.

“I can’t recommend Katie and Mike enough! I needed a sitter last minute, and they were incredibly responsive and accommodating. My dog is very timid when meeting new people, and she was clearly nervous when I first dropped her off. She spent most of the day with Mike, who was so patient and gentle with her. He kept me updated throughout the day with messages and photos, and it was great to see her getting more comfortable and relaxed as time went on. They’re a truly wonderful family, and I’m so grateful for the care and attention they gave my pup!”


7. 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.”


8. Chelsea P.

“Chelsea was a great and responsive sitter who provided lots of pupdates. 10/10. Will book again!”




9. William L.
“I've really enjoyed working with William on the care of our golden doodle, Rex. He's super responsive, enthusiastic, and has a very calm, patient demeanor around animals. He's become our go-to for daily walks and even took care of Rex during our spring break vacation. It's great to have someone we can trust and who's always easy and pleasant to communicate with. William is like an extension of our family now!”


10. Lucas Y.
“I’ve known Luke for over fifteen years, and honestly, any pet would be lucky to hang out with him. He’s an incredibly loving, responsible, and attentive person. As a dog dad, he understands how important it is to provide both structure and affection. What really stands out is how playful he is with his dog Harley! Whether it’s playing with her favorite toys at home, going on long walks, or just giving her so much love and cuddles. I would trust him with my pets in a heartbeat. He treats every animal like his own, with patience, warmth, and whole lot of love.”




11. Ashley W.
“Ashley is quite the do lover. She no only loves dogs but has tons of energy for those who like to be super active. In the time I have known Ashley she has not only watched dogs I've had and done an excellent job but she is also a former foster with a local dog rescue. When fostering with an off transport rescue you rarely know what to expect and Ashley has shown that she can care for many types of dogs of varying temperaments. The most memorable was very anxious and mouthy beagle who was later put on Prozac to help with her temperament and behavior. Ashley fostered Tallulah until she was adopted to later be returned multiple times because people just couldn't deal with the challenge that Ashley was. If I had a personal dog i would not only trust Ashley with its care but not worry because I know she would do anything she could to assure it's comfort and care.”


12. Margara B.
“Margara is great! She took care of my dog Mu like he was her own! My fur baby is not very friendly with strangers and I can tell you that Margara and him click from the beginning, she made him feel extremely comfortable”


13. Samantha S.


“Very flexible and helpful, Tofu loved her!”


14. Amy T.

“Amy and Ozzy were wonderful!”


15. Melissa A.
“Melissa is FANTASTIC! She is reliable, caring, trustworthy, responsive, and loves our Stella as if she was one of her own. It’s nice to know our fur baby is well cared for while we’re gone. Highly recommend Melissa!”


16. Tishara M.
About: My name is Tishara I am from Milwaukee, Wisconsin. I have volunteered in multiple humane societies for a good year, working with all kinds of pets and learning about their behavior. I also was a past walker on rover 3 years ago as a side job when I attended high school. So, I’m Glad I am able to continue my journey with Rover, and will be able to walk different kinds of dogs or cats. I will treat your companion with the same amount of care as I would want my pet to be treated with. I am the ultimate dog lover and really enjoy spending time with them. I am confident that my skills and experience make me a great candidate for this position. I work a standard 9–5 schedule Monday through Friday, so I make sure to build pet care into my mornings, evenings, and weekends. Each morning, I start the day by feeding my pet, refreshing their water, and taking them out for a short walk or some quick playtime before work. After I get home, I dedicate time to a longer walk or more active engagement to make sure they get the exercise and attention they need. On weekends, I usually carve out extra time for grooming, vet appointments if needed, and longer outings like park visits or socialization. I stay consistent with feeding and cleaning schedules, and I always make sure my pet feels cared for even during my busiest weeks. When caring for pets in my home, I maintain a clean, safe, and pet-friendly environment. I follow a consistent routine that includes regular feeding, fresh water, exercise, playtime, and any special care based on the pet’s needs, such as medication or grooming. I also make sure the space is secure and enriched with toys, comfort items, and plenty of interaction to keep pets happy and stress-free.




17. Linnea G.


“Buster was well cared for. He had plenty of exercise and was very happy dog when we picked him up. I would use Linnea H again if ever in the area.”


18. Mikalanne T.

“Mika was great! I'm so glad we found them! Very responsive and responsible! I've found it tough to truly find good, communicative, and affordable sitters on Rover. Not anymore! They took the dogs on multiple walks, to the tennis courts, and to get pup cups at the coffee shop. THANKS SO MUCH!”


19. Jim M.
“Jim is a very caring person who loves animals. When I travel for work Jim takes care of my dog. I trust him to walk, feed, and keep my dog company.”




20. William B.
About: I've been taking care of bogs of all breeds since I was 11. Family and friends. Walking, training, giving baths and much more. I'm calm cool and collective. Part time. So morning and some evening. Can help with over nights, if going on a trip. Working and don't have enough time for walking. I have a Dubble fenced yard. 3 dogs, so all dogs can be entertained. Can help with walking, running and just being social with other dogs.
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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 Hillside.
Hillside 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 Hillside 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.
