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!!!”
“Nicole is absolutely wonderful. I came to her with a dog who was super anxious at his last sitter (to no fault of the sitter), stubborn, and a senior, and she is so understanding and kind. Ollie is vocal and set in his ways, and she was able to make his experience super positive and he really seemed to like her. I will absolutely be booking her anytime she is available, and as long as she wants Ollie back.”
“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! 💕”
“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!💕🐶🐶🐶💕”
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.
“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!”
“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: Hello there! While growing up with dogs it was very clear to me from an early age that dogs are the most warm amazing creatures. While we don't have any pets of our own right now our most recent best friend was a rescue Maltipoo who required special care and I truly adored taking care of her. Which is why you can trust me to love your family member as of it were my own! My typical day is really flexible. l workout in the morning however, I stay at home so I'm lucky my entire day has plenty of time freedom so I can love and cuddle your fur baby 24/7 which is important to me. I grew up in this area and have been here my whole life. My husband and I bought a house in Fitchburg 5 years ago and absolutely love our safe quiet little neighborhood. We have sidewalks and I love walking dogs- most likely wouldn't even see anyone else on our walks because of how quaint it is here. I can easily crate your dog if you prefer but in my home your pet is created like a human and is welcome to sleep in bed with me and to follow me around and be my shadow during the day!
“Kind and professional, very easy to work with and quick to respond. I needed somewhere for my girl to go where she could be around other dogs while I was swamped for the day, within 1 hour I had a daycare appointment set up with Brad. He sent me pictures of her smiling and cuddling while she was there. Will definitely be going back.”
“Ben was phenomenal - helped us out in a pinch to provide fun and stimulating daycare for our puppy. Super professional, great at providing the right amount of stimulation/rest/play for our pup, and very communicative. 10/10 will definitely be bringing our boy to Ben again!!!”
“Our pup had so much fun with Alyssa and her dogs! We were nervous using Rover for the first time but Alyssa was communicative and responsive with us throughout the entire process! Ada can’t wait for her next visit :)”
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.
About: I have grown up with dogs, cats and pretty much any animal you can think of my whole life. I helped take care of a litter of 11 puppies ;1 day old up until they were all ready to go to their new homes. I can do baths, nail trimmings, walks you name it. I love dogs of all ages and breeds as I have a German Shepard so I have no fear of large dogs! I also have a Collie Spaniel mix so I am no stranger of high energy dogs. I have lots of dog sitting experience from house calls to over nights stays both at my house and theirs. I work full time and some remote but have flexibility in my schedule. I work full time but have flexibility in my schedule. I do not stay over night at your house or have animas come to mine but I do as many drop in visits as needed. I follow specific care instructions based on each animals need. I would tend to that animal the same way in their home or my own.
“Emily made us feel extremely safe leaving our pup, Tyke, with her! She had a basket full of toys ready to show him & her home felt so cozy & welcoming. I could tell our pup felt safe with her right away & wasn’t stressed during drop off or pick up Thank you, Emily!”
“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!”
“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.”
About: Willing to pet sit your animals preferably at my home I do have two services dogs updated on shots both fixed passed behavioral test very well trained an love love other animals I’m willing to work with anyones budget I don’t turn down anyone please pm for pricing I charge a different price for every situation cuz remember not everyone can afford the same thing but that doesn’t mean the animals don’t receive the exact same care I supply some toys treats big dinosaur bones for dogs So every is provided you just bring your pet an there food an relax easy on your time away and we are only a video call or phone,text away if you want I will also be with your pet 247 they will never be left alone!! Im a stay at home mom and my son is home schooled so I will be home with your pet at all times and my 10 yr old also helps! I only take your pets out on a Leash which I supply. I do have two service dogs a one year old husky and a three year old purebred standard poodle they are both fixed and updated on shots and have passed behavioral tests and they love love other pets I’m currently working from home so I will have plenty of time to play with your friends (Pet’s) and make sure they have my full attention! I have two fur babies to keep your (Pet’s) comfortable and entertained. I also have a kennel if you would prefer that your dog Created.
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.
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
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 July 2026, there are 388 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 388 sitters in Hillside, 86% 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.
Connect anywhere with the Rover app
