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

Hillside, Find top rated doggy day care
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Kim is amazing! We always have her watch our dachshund Wendi whenever we go out of town or have an event to go to. She is so responsive and such a kind person! When she’s watching our dog, we know our dog is in great hands.Our dog always comes home happy and sleepy after hanging out with Kim and her dog! Thank you!!”

“Amy was great with my pup. She took time with us for meet and greet which was reassuring and helpful. Stayed in touch and sent pics while my pup was with her—highly reccomend.”

“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: Hi there! We are lifelong dog lover with years of hands-on experience and two sweet pit bulls of my own. Our home is shared with my playful and loving 3-year-old boy and my silly, affectionate 1-year-old girl, who both love making new friends. We've spent many years in responsible dog breeding, which has given me a deep understanding of canine behavior, health, socialization, and individual needs. Whether your pup is shy, energetic, or somewhere in between, We are confident and comfortable caring for all personalities, ages, and breeds. With me, your pets will be treated like part of the family — plenty of love, attention, structure, and fun. I’m committed to creating a safe, positive environment where every dog feels at home. I can’t wait to meet your furry family member! --- If you want, I can also tailor it to a specific service (boarding, drop-ins, walks, etc.) or adjust the tone to be more professional, playful, or concise. I offer flexible scheduling for pet boarding thanks to my role with a property management company, which allows me to be home often and adjust my availability as needed. This flexibility helps me give your pet plenty of attention, supervision, and consistent care throughout their stay. For everyone’s safety and comfort, we kindly require all pets to have their own crate during their stay. Crates provide a secure, familiar space for your dog to rest and relax, especially during downtime or when we briefly step out. Their safety and well-being are always our top priority. Also provide your pet with their favorite food/treats for their stay. We are also able to provide that for an additional fee.
“Mickey loved his afternoon with Jessica! She took him for walks and made him feel at home. He was relaxed and happy when I picked him up. Jessica is such a kind soul, we feel extemely fortunate to have found her!”

“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!”


“Emily was absolutely amazing! She kept me updated throughout the day with lots of pictures and messages, which made me feel so comfortable knowing my puppy was in such great hands. It was clear she genuinely cared for him and treated him like her own. I couldn’t have asked for a better sitter, and I can’t wait for our next visit. Emily is truly amazing, and I highly recommend her!”

“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!”

About: All my life animals have been a part of my life! I have always had a dog or cat in the home growing up. I just love spending time with my dog, taking him on walks, cuddling with him, and playing fetch with him! Same with my kitten she can be the biggest cuddle bug, or Ms. Independent (I love her either way)! I am currently exploring pet care as a full time job! I have open/available for all your pet care needs day/evening care, boarding, walks! Let’s communicate, I’d love to help you with your pet care needs Currently I have 1 dog a 13 year old chihuahua, and a 6 month old kitten. scrappy and Anastasia are very friendly, and get along great with other animals! We take walks daily, and visit a local dog park 2 to 3 times a week.
About: I have been the go-to pet sitter for my large family & friends for years and just decided to see if anyone else would need the service. I have no pets or kids but I am a pet lover in a nice home with a big fenced in yard. I like hanging out with the pets like little buddies, getting some days of cuddles and then sending them home 😅. It’s the perfect way to get some fur baby time until I’m ready for my next dog or cat in the future. This is not a business for me, it’s something I have enjoyed doing for my family and friends, and if you want your beloved pet to be in a calm but fun, comfortable environment while you’re away, I can extend my service to you. I recently started doing home stays/drop ins for the pet sitting too and enjoyed it. I currently have a really flexible schedule with a lot of availability. I live with my dad that occasionally says hi if the dog or cat is friendly but mostly the house is big enough that they never cross paths. I have a fenced in yard and a big house with a lot of space that I can also section off by closing doors. I typically take the animals out several times a day, feed them, and let them roam around the house or snuggle with me. I like when pet owners bring a bed for their pets so I can make them their own space but they’re welcome to chill with me in whatever I’m doing. I’m youthful, active, and responsible. I have a naturally friendly, calm demeanor that animals and people respond well to. I have no pets right now but used to have a pit/black lab mix that I loved dearly so I love pits and other breeds with historically bad reputations. I frequently sit my aunt’s beagle mix who’s just a little old pup that sparked my interest for pet sitting cuz it was so fun to have visits from him. He and my old dog are in a bunch of my pics. With all animals I just try to make them comfortable and let them feel at home.
About: We love animals but aren’t in a place in our lives to have our own. We’d love to be able to get some pet love while still being able to keep our flexible lifestyle. We thought pet sitting would be the best way to do so! We genuinely love pet sitting/housesitting since we just love doing new things together. We are very responsible and are almost always reachable by text. We have a car and are willing to travel to you. We are excited to hear from you soon :) I only work in office Tuesday through Thursday from 9-5, other than that I am usually home. On those days I can feed them before and after work. Ethan (my boyfriend) also works fully remote so he’ll be around to take care of the pets on the days I’m in office. A midday walk is a great way to get him out of the house We have the top level of a duplex. It’s a pretty open space. We love to go on walks and spend time with furry friends. We’re really good about sending photo updates and checking in with the owners throughout the day.
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: Welcome to my profile! I grew up with a wide variety of pets, so I truly understand how each one has their own unique personality. I know how deserving of love every animal is, and I will do everything in my power to make your pets happy. I treat your pets as my own, while also understanding the need to accommodate to every pet's individual quirks and needs. I recently lost one of my pups to cancer, and because of this, I am really yearning for some more furry friends to meet. Maybe your pet can be my next friend! I recently lost my job, so I currently have a very open schedule! I do have a couple of established clients outside of Rover, but my schedule is still very flexible. I live in a condo-style apartment, so although I do not have a yard, I go on many walks each day- whether around my neighborhood or by driving to a park or beach. I also live just down the street from a dog park, for pups who enjoy socialization and time off-leash. Additionally, I have a patio space for pups who enjoy hanging out al fresco when the weather allows. My own pup is a bit of an escape artist, so I am extra careful with doors, gates, and secure leashing practices. I am also aware of how curious dogs can be, so in my home you can be sure of a safe environment where there are no dangers within a dog's reach (or jump). Not only do I treat your pets with love and respect, but I treat your home with the same care. You can be sure I will keep things neat and tidy, and always make an effort to leave a space cleaner than I found it. No matter the service or location, every animal deserves to feel safe, cared for, and loved. I assure you that I put all my energy into caring for your pets, and I will always treat them as I do my own.
“My partner and I wanted to spend a couple of hours on my birthday at some places that don't allow pups - after quick and easy communication with Michelle, we booked daycare with her. Our pup is very social with dogs and people but is always super cautious at first. When we dropped Navi off, she was a bit skittish and didn't really want to go in the house. This left us feeling a bit worried. However, Michelle immediately sent us an update with pictures after we drove away showing Navi explore the house and the backyard. Throughout the day I received so many pictures and videos of Navi playing in the pool and with other pups. It genuinely was the best birthday present I could have asked for. It made us so happy to receive so many updates showing Navi living her best life with her new friends. It was clear Michelle loves doing what she does and cares for every pup like they are her own. If we are ever in the Milwaukee area again, we would love to have you watch after our girl again! Thank you again, Michelle!”

About: I’m a kind and goofy gal that loves dogs with my whole being. I own a beagle named Luna that I love spending time with. Her mom needs to hustle to get more funds for our journeys and all the Trader Joe’s treats. I am constantly the friend that takes care of my friend’s dog and enjoy every moment. I hope you give me the opportunity to spend time with your pet! I’d be happy to expand on my experience and passion. My entire schedule revolves around my dog. I’m thinking about how to move things around for her and always checking if I can bring her with. I enjoy our three walks a day on our remote work from home days. I’m open to taking care of pets at my home or their own as long as you’re okay with mine being with us. I’d be happy to introduce them beforehand. I’m a horrible liar and believe in karma, so I treat everyone and their homes like I would want others to treat mine. Hopefully this isn’t too cheesy lol
About: I have worked at a dog kennel (Hickory Hills), for two years! I take dogs out to play, feed them, walk them, and other basic needs!! I don’t currently have any dogs in my home, as I am living on college campus :) I am currently working part time, but have plenty of time to fit more into my schedule! I could work most days of the week! I always act as if a dog is my own, making sure it has the best care!! I wouldn’t want my dog in bad care, so I wouldn’t put anyone else’s in that position.
The median cost per day for doggy day care in Hillside is $35
Dog parents share their Rover experiences - Hillside
Emily was absolutely amazing! She kept me updated throughout the day with lots of pictures and messages, which made me feel so comfortable knowing my puppy was in such great hands. It was clear she genuinely cared for him and treated him like her own. I couldn’t have asked for a better sitter, and I can’t wait for our next visit. Emily is truly amazing, and I highly recommend her!

Megan and Rick and our Poppy's new friend Regal are wonderful! After an initial meet and greet, Poppy had her first official daycare which she loved, and we already have an overnight stay planned. So glad to have a great family for her to stay with when needed.

Benjamin was fantastic for our Charlie girl! Generous and kind, he took time out of a busy Sunday so we could attend a Brewers game while visiting Milwaukee. Charlie instantly loved him which immediately put us at ease. A high-energy “Velcro” dog demanding even more cuddles than exercise, Charlie can be a handful but Benjamin was a perfect fit. Great communication too. We highly recommend him!!

Samantha was amazing my new dog Sharkboy! She took a pretty last minute booking with a meet and greet and all went well and she took him in for basically an entire Saturday. She sent pictures of them having fun and really took great care of him as he's coming out of his shell more and more. Her dog V and her cats are also super friendly and welcoming! Would highly recommend!

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!

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family

1. Search
Browse profiles of sitters near you who offer doggy day care
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform













