Doggy Day Care Hillside

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

End
Search

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.

1 / 1
Sitter Profile Image: Sarah S.
Verified Enhanced Background Check
Sarah S.
Star Sitter
from
$35
per day
5.0 out of 5 stars
58 reviews
12 repeat clients
25 years of experience
Edgerton, WI, 53534

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!!!

Profile image
Marshall H.
Sitter Profile Image: Nicole H.
Verified Background Check
Nicole H.
from
$35
per day
5.0 out of 5 stars
44 reviews
14 repeat clients
28 years of experience
Stoughton, WI, 53589

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.

Profile image
Erin C.
Sitter Profile Image: Maura P.
Verified Background Check
Maura P.
from
$40
per day
5.0 out of 5 stars
73 reviews
14 repeat clients
50 years of experience
Fort Atkinson, WI, 53538

We felt so comfortable leaving our puppy with Maura, she was in great hands and was showered with so much love the entire time she was there. We are so thankful we found her!

Profile image
Elizabeth C.
Sitter Profile Image: Sarah B.
Verified Background Check
Sarah B.
from
$36
per day
5.0 out of 5 stars
20 reviews
7 repeat clients
26 years of experience
Fort Atkinson, WI, 53538

Sarah took my dog, Ida, at the least minute for daycare this week. I received regular updates and photos, and my mind was at ease the entire time. Ida had a great time with Sarah, her husband, and her dog! They made sure she got outside every few hours and kept track of how much she ate and used the potty the whole time. They were very conscious of her allergies as well. I will definitely book again!

Profile image
Wynn C.
Sitter Profile Image: Gail & Joe K.
Verified Enhanced Background Check
Gail & Joe K.
from
$25
per day
5.0 out of 5 stars
5 reviews
2 repeat clients
13 years of experience
Stoughton, WI, 53589

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! 💕

Profile image
Somer S.
Sitter Profile Image: Stacy L.
Verified Enhanced Background Check
Stacy L.
Star Sitter
from
$40
per day
5.0 out of 5 stars
86 reviews
6 repeat clients
30 years of experience
Janesville, WI, 53546

Stacey was great with my puppy Rip. She sent me periodic updates during the day while I was at work. I definitely recommend her services!

Profile image
Dan S.
Sitter Profile Image: Erika M.
Verified Enhanced Background Check
Erika M.
from
$33
per day
5.0 out of 5 stars
5 reviews
5 years of experience
Fort Atkinson, WI, 53538

About: Caring for others (especially animals) is truly my passion! I was a nanny for over 5 years which opened me up to pet care as well. Since most families I worked for had pets, I took on the responsibility of caring for them as well as their children. Hi there! Just a little bit about me! Caring for others (especially animals) is genuinely my passion! I was a nanny for over four years which opened me up to pet care as well. Since most families I worked for had pets, I took on the responsibility of caring for them as well as their children. I do not work outside of the home which means I can dedicate all of my time to your pet! I usually take one booking at a time, so if your pet doesn’t get along with other pets that’s no problem.

Sitter Profile Image: Julie G.
Verified Enhanced Background Check
Julie G.
from
$40
per day
5.0 out of 5 stars
6 reviews
3 repeat clients
20 years of experience
Fort Atkinson, WI, 53538

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.

Sitter Profile Image: Tessa S.
Verified Enhanced Background Check
Tessa S.
from
$26
per day
5.0 out of 5 stars
17 reviews
6 repeat clients
7 years of experience
Fitchburg, WI, 53711

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.

Sitter Profile Image: Chanse T.
Verified Enhanced Background Check
Chanse T.
from
$50
per day
5.0 out of 5 stars
21 reviews
3 repeat clients
8 years of experience
Janesville, WI, 53545

Chanse and her children (who are absolutely adorable!!!) took amazing care of Doc and Gunner. My husband and I were able to enjoy family time without worrying about our babies. Doc and Gunner enjoyed all the extra love and attention they received. Would contact Chanse again if we are back in the area with our babies. Highly recommend her if you need your dogs watched. Thank you!!!!!

Profile image
Kristin B.
Sitter Profile Image: Chantal T.
Verified Enhanced Background Check
Chantal T.
from
$35
per day
6 years of experience
Janesville, WI, 53546

About: I had a golden-lab for 6 years until we lost him to cancer earlier this year. My kiddos and I miss him a ton and would love the opportunity to care for your fur baby until we are ready to get another dog of our own. I work fully from home so I have a lot of flexibility all week and any weekends we are home/available as well. I am confident your pet would have LOTS of love and attention! I have a nice fenced in yard and great neighborhood available for daily walks. We have a great safe space to care for your pet!

Sitter Profile Image: Lorelei & Kayla E.
Verified Background Check
Lorelei & Kayla E.
Star Sitter
from
$37
per day
5.0 out of 5 stars
258 reviews
114 repeat clients
35 years of experience
Madison, WI, 53713

Toffee and truffle had a wonderful time at Lorelai and Kayla’s place. They sent lots of pictures and were very accommodating with regards to drop off and pick up times.

Profile image
Lyanne C.
Sitter Profile Image: Cynthia H.
Verified Enhanced Background Check
Cynthia H.
from
$45
per day
5.0 out of 5 stars
126 reviews
37 repeat clients
25 years of experience
Schenk-Atwood, Madison, WI, 53704

Cynthia’s pupdates are THE BEST! I look forward to her primo photos & pupdates every time. My pup Popsicle gets so excited when she sees Cynthia. Hands-down the most thoughtful, caring pup-sitter that I have encountered. ✨

Profile image
Josephine D.
Sitter Profile Image: Olivia A.
Verified Background Check
Olivia A.
from
$25
per day
5.0 out of 5 stars
7 reviews
4 repeat clients
12 years of experience
Eastmorland, Madison, WI, 53716

Very friendly, responsive to messages, and provided updates. She took great care of Buddy!

Profile image
Brittany K.
Sitter Profile Image: Brandi G.
Verified Enhanced Background Check
Brandi G.
Star Sitter
from
$25
per day
5.0 out of 5 stars
83 reviews
31 repeat clients
32 years of experience
Janesville, WI, 53546

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! 🐾❤️

Profile image
Emily L.
Sitter Profile Image: Wanqing Y.
Verified Background Check
Wanqing Y.
Star Sitter
from
$50
per day
5.0 out of 5 stars
109 reviews
34 repeat clients
4 years of experience
Oregon, WI, 53575

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.

Profile image
Edward S.
Sitter Profile Image: Tina & Cameron D.
Verified Background Check
Tina & Cameron D.
from
$25
per day
5.0 out of 5 stars
51 reviews
14 repeat clients
19 years of experience
Fort Atkinson, WI, 53538

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!

Profile image
Molly H.
Sitter Profile Image: Kylie S.
Verified Enhanced Background Check
Kylie S.
from
$45
per day
20 years of experience
Milton, WI, 53563

About: I’ve had dogs all my life. I have a 7 year old golden named bode. I am familiar with medication distribution and other restrictions. Bode was diagnosed with lymphoma at 5 and has been in remission for 2 years. I grew up with labs as well as shitzus and my dad has a 9 year old golden. I would prefer to meet any candidate prior to boarding as they will be in the same space as my golden, he’s a gentle giant and gets along with all animals. He is a service animal so I have experience in training and younger dogs as well. I work from home full time and have a lot of free time to give during the week. Weekends are busy for me at the moment but will slow down come winter. I work from home so week days are great I have a lot of flexibility for walks and play time and potty breaks. Very attentive and will have my golden to play with. Big grass area to play at but no fence, live in a townhome with lots of toys. Since I work from home I’m very attentive and responsive.

Sitter Profile Image: Adriana P.
Verified Enhanced Background Check
Adriana P.
Star Sitter
from
$20
per day
5.0 out of 5 stars
6 reviews
3 repeat clients
1 year of experience
Madison, WI, 53718

About: I try to provide training for your dog using simple commands and treats. I have a corgy. He likes eating poop, so I am firm with him but lovely. I believe I take my time to rub his belly or play with my dog before feeding him or going for a walk. I always keep treats and bags. I currently have a job from home, with a flexible schedule. I always go outside for walk 10 to 20 minutes o play with tennis ball. I used to go outside 2 or 3 times a day. In the morning the firts walk is longer. I have many different toys and a medium-sized blanket if he needs to rest. They can also go on my couch. If he needs more privacy, I have a big cage with blankets and pillows. I live in an apartment with 2 beds to a bath.

Sitter Profile Image: Julie Z.
Verified Enhanced Background Check
Julie Z.
Star Sitter
from
$36
per day
5.0 out of 5 stars
64 reviews
13 repeat clients
25 years of experience
Sunset Village, Madison, WI, 53705

5 stars! Can’t sing Julie enough praises! I feel so absolutely at ease while my Cookie is in Julie’s care. Thank you for being a safe and comfortable place for our pup.

Profile image
Lori D.
1 / 1
View more

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. 1. Search

    Browse profiles of sitters near you who offer doggy day care
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for doggy day care - Hillside

Select a filter and find qualifying sitters offering doggy day care.

Sitters in Hillside average 4
repeat doggy day care clients

FAQs for Doggy Day Care - Hillside

Frequently asked questions about Rover

As of August 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, 84% 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

Download on the App Store BadgeGet it on Google Play Badge