Doggy Day Care in Hillside
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 Hillside doggy day care sitters
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Sarah and her pack did awesome!!! Can't thank her enough for taking in Winnie on such short notice. When I picked up Winnie I was taken back at how much Winnie had bonded with Sarah in such a short period of time. Sarah was aware of Winnie's IBD issues and updated me on how she did. I really appreciated her for that!!!! This family definitely loves dogs!!!”

“Hi Elizabeth, I just wanted to say thank you for taking such great care of Fox! I really appreciated the updates while I was away. It’s clear you gave her lots of attention and care, and I could tell she was happy and comfortable with you. I’d absolutely trust you again and would happily recommend you to others. Thanks again!”
“Maura welcomed my girls with open arms! I strongly recommend her services. She treated our girls like her own. She sent us photos while the girls were in her care and even packed a treat bag for them when we picked our girls up! Thanks again Maura!💕🐶🐶🐶💕”


“Ruby was great with our dog Chewy. Her place was perfect for dogs to run and play, our dog was worn out after staying at Ruby's for the day! Her comminucation was excellent, she even sent us a video which made me happy. Definitely recommend!”

“My pup Popsicle loves Cynthia and gets so excited to see her! Cynthia gives excellent ‘pupdates’ and is super-communicative, so when you’re away from your pup (and missing them), you’ll get beautiful pics and updates. She treats my pup like family, and I’ve hired her again and again!”

“Angel was very accommodating with my last minute request and sent tons of photos throughout the day which I appreciated! Merlin had a blast with her dog Bell and her son! He came home tired & ready to rest which is always a nice bonus 😊 I would definitely rebook and recommend Angel for any dogs needs.”

“Gilian was so patient with Oakley on his first sitter experience!! She kept me updated on how he was, concerns she had, and pictures. We got stuck in a family emergency and she came through to watch Oakley last minute, I highly recommend her!!”

“My dog had a great time staying at Tina and Cameron's for a fun-filled day of daycare. She enjoyed two walks, got to run around in their large fenced in backyard, and was able to socialize with their two dogs! Tina was so sweet and I felt really comfortable leaving my fur baby in her care. You can tell right away that her and Cameron are extremely knowledgeable and have a lot of experience in caring for dogs. My dog came home very happy and ready for a nap - perfect! :) Definitely will be a repeating customer!”
“Absolutely amazing experience with our dog sitters! 🐾 They took such incredible care of my mini dachshunds, Nugget and Muffin, and treated them like their own. I got updates, photos, and total peace of mind while I was away. It’s obvious how much they truly love animals, and my pups came home happy, relaxed, and so well cared for. Nugget and Muffin can be a little spoiled and needy at times, but they were so patient, attentive, and loving with them. I honestly couldn’t ask for better people to trust with my dogs. Highly recommend to anyone looking for reliable, caring, and trustworthy pet sitters! 💕”

“This was our first experience leaving our dogs at day care. We were nervous, but everything went great. Evelyn took wonderful care of them, took every nuance into consideration (one of our dogs is still a puppy), was always in touch and sent us cute pictures. The dogs came home stress free. Definitely recommended and we will be back again.”

About: I have taken care of animals since I was 15, I have been wanting a dog of my own however I need to save up! So I decided to get my fair share of pets I can watch yours! I am a student at UW-Whitewater so I am free most of the day with plenty of breaks for walks for you pet! On occasion I will be out of town on the weekend but very rarely. I have a fenced yard with no pets or children in the house, I have been watching animals since i was a child and am very confident with animals of all sizes!
About: I've cared for cats and dogs my own as well as other owners, for the last 20-plus years I also have experience with other kinds of animals. I protect animals fiercely and I am extremely receptive of detail and specifics that any pet owner may have for me. I have varied availability throughout the week and weekend. Although I have another job, and have a family, I still have flexibility to do pet care. :-) I care for my own animals deeply in one of my top priorities is meeting their needs. I probably even go above and beyond for someone else's pet as I understand that someone else is putting their fur babies in my care. I appreciate good communication and I pay attention to details that a pet owner may have for me.

“Doug had a wonderful time at Kayla's house. They took amazing care of him and sent a lot of pictures. He must have played a lot because he was so tired when he got home. We will absolutely use her again!”

About: Thanks, Hi, I’m Rylea! I’m a 24-year-old animal lover who has been in the animal care field my entire life. My passion for animals continues to grow with every new experience. I’ve worked as a caregiver at an animal boarding facility, volunteered for 7 years as a Feline Friend at the Dane County Humane Society, worked as a veterinary technician, and spent time in doggy daycare. I now run my own dog grooming business, where I specialize in compassionate, personalized care for every pup. One day, I hope to open a doggy daycare and boarding facility to provide even more services to the pets and people in my community. I’m a flexible, caring person who truly enjoys connecting with pets and their people. I can’t wait to meet your pup and give them the love and attention they deserve! I'm the proud owner of a dog grooming business. I love all animals and at this time have plenty of time to also help pet owners who need a good dog sitter or dog walker. In my own home I have a wide open yard but also a fenced in area. I tend to take care of pets in the ways that the owners prefer, to keep the normal routine even though they are in a different home. I also have a dog that loves to play and go on walks so I make it part of my life. My dog would love to have a Friend to play with. If I go to a client's house I tend to follow order on what owners do or want done during the day. It is very important. I would treat your animals as I would my own to create a bond and trust with them.
About: My family and I truly enjoy watching other family’s animals. It allows us to help families not worry about their pets when they are not able to take care of them. I’m a full time teacher, so I have quite a bit of flexibilities during the summer time. I am available to board during the school year as well. I am available after 3:30 to tend to animals during the school year. I have a fenced in back yard and take our own dog for a walk daily. We have one dog, 2 cats, and one hamster. They are all very friendly.
About: I have been around pets my entire life. I have experience with all different sizes and breeds of dogs. I have dog sat for my neighbors, friends and family. I currently live with four dogs that we have had since puppies. I believe physical activity for dogs is extremely important. I love interacting and playing with them creating a bond that lasts forever. I’m currently not working making my availability extremely flexible. I’m able to work Monday through Friday and weekends can be arranged with enough notice given. I have 2 separate fenced in areas and am able to crate if needed. I have 4 dogs between 45-95lbs that love to play and cuddle.
“Kara is wonderful! She has been so flexible in arranging Birdie’s care and very attentive to Birdie’s needs. This is Birdie’s first daycare experience and it went really well thanks for Kara.”

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Select a filter and find qualifying Hillside sitters!How Rover works

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 Hillside 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.
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We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Hillside average 4 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 Hillside 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, 265 sitters provided doggy day care in Hillside. 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, 84% of Hillside sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in Hillside have an average of 18 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 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
There are 265 sitters offering doggy day care in Hillside on Rover, so you’re sure to find the perfect match for your dog! In Hillside, 95% of sitters offer daily exercise, 95% offer medication administration, and 81% 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.



