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

More resources
A focus on safety
Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more about RoverProtect
Top rated Hillside doggy day care sitters

“Maura and Lauro took wonderful care of our dog ZuZu. It was apparent that they have much experience with dogs. ZuZu enjoyed her time and we will definitely use them again.”


“Drew is the best!!! Wilson loves him! We have been over several times he literally drags me to the door with excitement when we arrive:) I always have peace of mind leaving Wilson with Uncle Drew, anytime we go to Madison we will definitely re book.”



“Ruby was great! Very easy to work with, was constantly sending pictures and videos! Made leaving my babies much easier. She also asked what I was comfortable with them doing on the farm. They got lots of exposure to things that they never would at other facilities. Extremely clean building and lots of room for them to run and play. Very thankful for finding her. Would definitely recommend to anyone looking for daycare or boarding.”


“Emily took great care of our pup, Toby! He is 10 weeks old and she was capable of managing the extra needs of a young puppy. Emily was very communicative and responsive to messages. We would send our pup to be cared for by her again!”


“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!”


“Penny had a wonderful stay at Laura's. She played with the big dogs running around, tug of war, and general romping. Laura was attentive to 3.5-month old puppy needs and took her out for regular potty breaks. Penny continued learning social skills with Laura and her pets!”



“Oliver had three days of doggie daycare with Lorelei & Kayla. He looked happy in his pictures and came home tuckered out each day. I'll be back! Or Oliver will, that is. :-)”


“Gilian is amazing! Great communication and flexibility. This was our first time sending our dog to daycare and we couldn't have asked for a better person to watch him! Thank you!”



“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.”


“Thank you for being available to watch Georgia! I You were amazing with communication on how she was doing and also so kind in getting to know and love our dog. Looking forward to rebooking with you soon!”


“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 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: I am a retired dog dad who is in need of more happy dog activity on our ranch! I love all dogs and look forward to welcoming your fur baby into our home and care. I have a 3yr old German Short Haired Pointer (Ava) that has yet to meet a dog she doesn't get along with or that can keep up with her:) Your dog will be well cared for and will definitely get their workout, if that's what their up for. I understand all dogs have their own special needs and I am more than willing to try to accommodate! I am retired and spend 99% of my time at home on the ranch. When I am caring for dogs, my time away from home, if absolutely necessary would be limited to less than an hour. My homestead is a private wildlife sanctuary in Stoughton that has trails throughout the property for daily hikes on or off leash depending on your dogs trustworthiness:)

About: We have a combined 30+ years of caring for all types of animals, including cats, dogs, reptiles, & fish (and rabbits and chickens!). We’ve worked with pets of many different breeds and ages, including puppy/kitten and senior care. Medication needs or specific care requests? We're here for you! When we care for your pet, we'll work as a team to ensure your pet is comfortable, loved, and stimulated while you're away. Drop ins - Food, water, litter, walks, cuddles, medications, enrichment, or whatever your pet needs - we are happy to accommodate. Boarding - We live in the Grandview Commons neighborhood on the East side of Madison. We are WFH DINKS, single-family home with a fenced yard and are happy owners of fish, 1 dog, and 2 cats (and too many plants!). Book today for all your pet care needs! We have flexible schedules that allow us to care for pets during the week and on weekends - whether that includes boarding or drop-in visits. We will respect your pet care plan as outlined in any instruction or communication prior to our time with your pet/s. We are an easy going pair of sitters that enjoy giving your animals the attention they deserve.


“Sarah was amazing with Lulu! I felt very comforted knowing she was in such good and caring hands. Sarah was very communicative, sent lots of photos, and was flexible with timing. I look forward to Lulu staying with her in the future. :)”


“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.”



About: I love dogs big and small. I have a lot of experience with larger breeds. I have 3 of my own, a yellow lab, German Shepherd, and a boxer mix. I wish I could have 20! I have a lot of availability, as I only work one and a half days per week. I teach fitness classes and I love being active, so lots of doggy walks are right up my alley! I'm happy to play with your pup, frisbee, ball, or any other favorite toy of theirs. Or maybe a good snuggle or belly rub is what they love, then that is what they will get! Your furbaby will have my full attention. I will make sure they are well taken care of and their needs are met!

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.
Loving doggy day care in your neighborhood
Search Results


Maura P.Star Sitter

“Maura and Lauro took wonderful care of our dog ZuZu. It was apparent that they have much experience with dogs. ZuZu enjoyed her time and we will definitely use them again.”


Andrew L.
Star Sitter


“Drew is the best!!! Wilson loves him! We have been over several times he literally drags me to the door with excitement when we arrive:) I always have peace of mind leaving Wilson with Uncle Drew, anytime we go to Madison we will definitely re book.”




Ruby A.
Star Sitter


“Ruby was great! Very easy to work with, was constantly sending pictures and videos! Made leaving my babies much easier. She also asked what I was comfortable with them doing on the farm. They got lots of exposure to things that they never would at other facilities. Extremely clean building and lots of room for them to run and play. Very thankful for finding her. Would definitely recommend to anyone looking for daycare or boarding.”


Emily K.Star Sitter

“Emily took great care of our pup, Toby! He is 10 weeks old and she was capable of managing the extra needs of a young puppy. Emily was very communicative and responsive to messages. We would send our pup to be cared for by her again!”


Cynthia H.Star Sitter

“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!”


Laura S.Star Sitter

“Penny had a wonderful stay at Laura's. She played with the big dogs running around, tug of war, and general romping. Laura was attentive to 3.5-month old puppy needs and took her out for regular potty breaks. Penny continued learning social skills with Laura and her pets!”




Lorelei & Kayla E.
Star Sitter


“Oliver had three days of doggie daycare with Lorelei & Kayla. He looked happy in his pictures and came home tuckered out each day. I'll be back! Or Oliver will, that is. :-)”


Gilian S.Star Sitter

“Gilian is amazing! Great communication and flexibility. This was our first time sending our dog to daycare and we couldn't have asked for a better person to watch him! Thank you!”




Brad N.Star Sitter

“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.”


Wanqing Y.
Star Sitter


“Thank you for being available to watch Georgia! I You were amazing with communication on how she was doing and also so kind in getting to know and love our dog. Looking forward to rebooking with you soon!”


Sarah S.

“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!!!”


Stacy L.

“Stacy was wonderful! We would definitely love for her to watch our dog again.”


Tina & Cameron D.


“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!”


Perrin S.
“I use Perrin to care for my puppy on several occasions. It’s nice to pick up my puppy and know that she is cared for and is excited to go back. You can tell quickly if your loved one enjoys where you take them.”


Meghan & Jacob D.Star Sitter
About: We have a combined 30+ years of caring for all types of animals, including cats, dogs, reptiles, & fish (and rabbits and chickens!). We’ve worked with pets of many different breeds and ages, including puppy/kitten and senior care. Medication needs or specific care requests? We're here for you! When we care for your pet, we'll work as a team to ensure your pet is comfortable, loved, and stimulated while you're away. Drop ins - Food, water, litter, walks, cuddles, medications, enrichment, or whatever your pet needs - we are happy to accommodate. Boarding - We live in the Grandview Commons neighborhood on the East side of Madison. We are WFH DINKS, single-family home with a fenced yard and are happy owners of fish, 1 dog, and 2 cats (and too many plants!). Book today for all your pet care needs! We have flexible schedules that allow us to care for pets during the week and on weekends - whether that includes boarding or drop-in visits. We will respect your pet care plan as outlined in any instruction or communication prior to our time with your pet/s. We are an easy going pair of sitters that enjoy giving your animals the attention they deserve.




Sarah B.


“Sarah was amazing with Lulu! I felt very comforted knowing she was in such good and caring hands. Sarah was very communicative, sent lots of photos, and was flexible with timing. I look forward to Lulu staying with her in the future. :)”


Kara S.

“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.”




Shelly T.Star Sitter
About: I love dogs big and small. I have a lot of experience with larger breeds. I have 3 of my own, a yellow lab, German Shepherd, and a boxer mix. I wish I could have 20! I have a lot of availability, as I only work one and a half days per week. I teach fitness classes and I love being active, so lots of doggy walks are right up my alley! I'm happy to play with your pup, frisbee, ball, or any other favorite toy of theirs. Or maybe a good snuggle or belly rub is what they love, then that is what they will get! Your furbaby will have my full attention. I will make sure they are well taken care of and their needs are met!


Julie G.
“Julie is a very kindhearted, animal loving, active person who would take wonderful care of your fur baby. I have known Julie for many years and she volunteers to help people in need whenever she can. I trust her wholeheartedly with my three kitties. Her only reason for becoming a pet caregiver is to help people in need, who find it difficult to travel or be away due to worry for their pets. Your pet would be in good hands with Julie.”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
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 Aug 2025 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 Aug 2025, 246 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, 90% of Hillside sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in Hillside have an average of 21 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 246 sitters offering doggy day care in Hillside on Rover, so you’re sure to find the perfect match for your dog! In Hillside, 100% of sitters offer daily exercise, 94% offer medication administration, and 94% 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.
