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.
“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!!!”

“My dog Cooper had never stayed with anyone but family in his 5+ years so I did a lot of research before I chose Gilian for doggie daycare and I’m so glad I did! She was great at our initial meeting with Cooper and expertly assessed his personality and needs. I had immediate trust in her dog care knowledge and felt comfortable leaving my dog in her care. He had a great time at his first day and was totally tired out that night after playing all day. I look forward to many more fun daycare days for Cooper with Gilian!”

“We needed someone at the last minute for two days of daycare while we were on the road. Maura and her husband were wonderful! Their love for dogs really show through in their personalities. They had other dogs during Gus's stay and he came back to us pooped out from all the fun he had. if we lived in the area, we would definitely have Gus visit Maura again!”

“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! 💕”

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.

“Shelly was so great with my Vinnie. It was his first time staying with Shelly and he clearly had a blast. He came home happy but exhausted - perfect win. I'm so grateful Shelly was willing and able to care for Vinnie on pretty short notice - we will definitely be back :)”

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!
“Brandi was amazing! She helped us out on short notice, took great care of our dog, and sent lots of photos and updates throughout the day. Our dog is usually very anxious, but he felt comfortable with her, which gave us a lot of peace of mind. We felt completely confident leaving him in her care and would happily book with her again. Highly recommend! 🐾❤️”

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.
“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!”
About: Former full-time human medical provider of 18 years; now available for pup sitting. Takes frequent walks with the neighborhood dog pack. Owner of one special dog named Tennessee. I’m free to organize my schedule between pet sitting and working on my business. Currently available most days until July 20th! Will update calendar when I know more. I like routine. I think pets appreciate kibble and potty breaks on a familiar schedule. I will honor your wishes for care, play, walks, and socializing.

“Lorelei and Gail watched Pistachio for us while we were getting married! They sent us so many of pictures and videos of Pistachio happily playing with their dogs, it made our eventful evening even better. Pistachio came home tired and happy. We truly appreciate the care and communication.”

About: I have cared for every type of animal from childhood varying from dogs, cats, horses, and goats. I have cared for these animals from birth to end of life care while administering end of life medications. I’m currently available throughout the week and weekends while I’m in between jobs. I currently do not have any restrictions in my schedule for my availability. I do have a new baby at home and would like to be able to bring her to long stays if it is a good fitting for your family and pets. If not, I completely understand and have alternative arrangements for her. I have a (small) fenced yard and two small dogs (pugs) who can keep your dogs company. I can also crate if needed. The fence is not equipped for large dogs and is approximately four feet high.
About: I genuine care and give attention to every dog as if they were my own. I’m patient, reliable, and attentive to each dog’s individual needs. I’m comfortable working with puppies who are still learning routines, including basic training and potty schedules, and I’m also gentle and mindful with senior dogs who may need slower walks, medication reminders, or extra comfort. My goal is to make sure every dog feels safe, happy, and loved while their owner is away. I currently work only 2 days out of the week, but my schedule is very flexible, and can switch days if need be! Will accommodate I care for pets by making sure they stay comfortable and follow the routine they’re used to. In a client’s home, I provide feeding, fresh water, walks, playtime, and plenty of attention so pets feel safe while their owner is away. I also keep the home tidy and make sure pets stay on their normal schedule. If caring for pets in my home, I provide a safe, clean environment with supervised play, regular potty breaks, exercise, and lots of affection. I always pay close attention to each pet’s needs, personality, and any special instructions from the owner to make sure they feel happy and cared for.
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.
“Our 3 dogs love going to Kara’s. They run in the door and barely look back at us. We know they’re having a great time by the photos Kara sends us during their stay. She takes wonderful care of them.”

The median cost per day for doggy day care in Hillside is $35
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.
How Rover works

1. Search
Browse profiles of sitters near you who offer doggy day care
2. Meet & Greet
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
Popular requests near you
Select a filter and find qualifying Hillside sitters!Sitters in Hillside average 4 repeat doggy day care clients
FAQs for Doggy Day Care - Hillside
Frequently asked questions about Rover
As of June 2026, there are 393 sitters on Rover offering Doggy Day Care across Hillside. Enter your ZIP code to see which available sitters are closest to your home.
Sitters on Rover can offer flexible scheduling, so you can coordinate times that work best for you and your pet—whether that’s early drop-off or later pick-up to match your Hillside commute.
If your schedule changes, it’s best to let your sitter know through the app as early as possible. Many sitters can adjust pick-up and drop-off times when needed.
Think of doggy day care as your dog’s fun, supervised play date that happens to fit into your workday. Day care through Rover takes place in a real home. This offers a calmer and more personalized environment for your pup.
A typical day can include companionship, one-on-one attention, and same day pick-up and drop-off. Many sitters can also offer structured routines and exercise throughout the day. For recurring, weekly day care, sitters will include photo updates so you can see your dog in their element.
Here are tips for finding the ideal day care fit for your dog:
- For some small dogs: In-home day care can be the perfect fit. Look for sitters whose "can host" section only lists dogs weighing 0–7 kilograms and/or 7–18 kilograms. During your Meet & Greet, ask about play areas based on dog size and energy level.
- For high-energy dogs: The ideal doggy day care can offer scheduled breaks and outdoor spaces or activities. You can also find sitters who host multiple dogs to satisfy your pup’s socializing needs.
- For dogs who prefer human-only companionship: Use the filters "Doesn't own a dog" and "Only accepts one pet at a time" to find the right care.
Play groups can be an option when you book with a day care sitter through Rover. Many sitters do host a small number of dogs at the same time. Smaller dog packs are generally safer, more fun, and ideal for dogs who enjoy playtime but also want to relax throughout the day. When looking for your dog’s pack, check the sitter’s profile to see if they "Accept multiple clients" or have their own dogs. Then during the Meet & Greet, you can see whether your dog is a good fit for their social circle!
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in WI ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 393 sitters in Hillside, 85% respond to messages in under an hour.
You can message multiple sitters simultaneously to find the fastest available match. If you need care today or tomorrow, you can look for sitters with a "calendar last updated" notice on their profiles.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.




