Doggy Day Care in Cherokee Garden, Madison, WI
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 Cherokee Garden doggy day care sitters

“Natalie took great care of Zara for us. We appreciated the added walks during her stay!”


“We had a great experience with Andrew. He took care of our energetic golden retriever and kept us posted with pictures and updates throughout the day. He was very responsive with our communication and showed such a caring attitude towards our fur boy. Highly recommended.”


“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!”


“Perfect set up for dog heaven. I needed a sitter for the day and I’m pretty sure my dog had the time of his life. He took a solid nap after picking him up!”


“My pup Popsicle looooves Cynthia! Cynthia is communicative and amazing, cares for her like family and gives thoughtful pupdates. Popsicle looks forward to seeing her every week!”


“Another great visit for Wesley. He absolutely loves going to Erin’s house. Got there and he ran right up to the door. He gets tons of love and has a playmate whom he met through Rover named Willow. Can’t say enough about Erin and her family. They are beyond wonderful.”


“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!”


“Briana is such a kind and empathetic individual! Although my doggy day care was last minute, I felt reassured that Semi was in good hands. Truly someone you can trust with your pups!”


About: About Me: Hi There! I’m Korie, and I live in a smoke-free household with a large yard, providing 24-hour supervision and a loving, safe environment for your pet. I have over 20 years of experience caring for dogs. My husband and I have a 7-year-old daughter and a 4-year-old Doodle. Your dog will become part of our family during their stay! What I Offer: Caring, Experienced Sitter: With 20 years of dog care experience, your dog will receive the attention and affection they deserve. 24-Hour Supervision: I am home all day and will ensure your pup gets all the attention they need. Playtime and Cuddles: We’ll go on walks around the neighborhood, play all day, and provide lots of cuddles and love. Safe, Spacious Environment: We have a large backyard where your dog can run and play, and our neighborhood is perfect for daily walks. Updates & Photos: I know how important it is to stay connected, so I will send daily photos to reassure you that your dog is well-cared for and having fun! Requirements: We have a young child, so I only sit for dogs that are 100% child-friendly. I also require all dogs to be potty-trained. If your dog meets these requirements, I’d love to hear from you! Please reach out to schedule a meet and greet. I can’t wait to welcome your dog into our home and treat them like part of the family! Looking forward to meeting your pup soon! Korie I am a stay at home mom, so I will be available to provide all of the love and care that your pup will need throughout the day. For dog boarding, I can customize the care based on your dog’s routine and preferences. If your dog is used to being crated, I’m happy to crate them at night and when I’m out of the house. I will ensure they are safely secured on a leash during walks, and provide plenty of playtime and attention throughout the day when we’re inside. Your dog’s safety and well-being are my top priority!

“Carnegie had the best day with Robert and made a new friend! Carnegie just had surgery and Robert was so accommodating for her! She cannot wait to visit again!”


“Megan was absolutely wonderful! Very friendly and I loved the updates. Lazlo was very Happy and had a Fun day 🐕🦺😃 Will Definitely be a repeat client!!”


“Small space, huge heart. Julie was great with our exuberant furbabies, Boss and Inja, and they clearly had a wonderful time! While there's not a huge space for them to run, they got plenty of activity and action playing with her and the other pups, and they came home exhausted even after sneaking in snuggles with Julie on the couch. Very happy with their experience and looking forward to them spending more time with Julie, Duncan, and the other visiting pack members!”


“Awesome experience. Edith was extra nice, super responsive and helpful updates about Milo's day.”


“My little Westie loves Suellen and her two sweet dogs. They treat her like one of their own. It's great for me to be able to drop her off for the day, knowing she'll have fun and be safe.”


About: Happy, loving, patient and playful pupsitters who have experience working as kennel manager, dogsitter, and lifelong dog lovers. We love and care for all creatures big and small and happen to love dogs as though they were our own children (and they are.) My partner Jessie and I share all dog duties in our house. Someone is around the house every day of the week, as Jessie often works from home, and our two pups are always home. We strive to never leave our own pups alone for no more than 4 hours so there's always time and room for bathroom breaks. And if the weather is nice we leave the backyard door open for them to roam free (in a fenced area). It is the most ideal place for a dog to have room to move about, activities to entertain, and loving caretakers to help them live their best life. We have a fenced in yard and plenty of space to roam, along with healthy wildlife distractions, fun toys, plenty of snacks, and generous room inside the house for everyone to feel cozy, warm or cool, and always nurtured.

“Remy seemed to really enjoy his stays with Jessica. Easy to communicate and really helped me in a pinch!”


About: With 25 years of experience in pet sitting and dog walking, I’ve built strong, trusting relationships with pets and their owners. I understand the unique needs of each pet, and I’m dedicated to providing loving care, whether it’s a walk in the park or quiet time at home. Your pet’s well-being and happiness are my top priority. A typical day in my care includes plenty of love, fun, and attention. We’ll go for a walk around the neighborhood, or explore the fenced-in yard for playtime. Whether it’s feeding, medication, or cuddles, I make sure your pet feels safe, happy, and at home all day long. I prioritize your pet's safety and well-being above all else. I excel at creating a calm, secure, and trusting environment where pets feel at ease. Whether it’s ensuring they’re comfortable in their own space, taking extra care during walks, or following specific routines, I treat every pet like family. You can trust that your pet will be in safe hands, enjoying personalized care while you’re away.


“Nicole and her kids were great. They were very kind and caring with my dog snooper. They have two other dogs that of course want to protect their owner .. but Nicole was careful to keep them on leash or contained during meet n greet. She thoughtfully considered my apprehension about leaving snooper with 3 dogs (they had another for day care I learned later) and figured out ways to keep the dogs separated. The kids were so loving to little snooper I think he had a lot of private attention! Nicole sets a great example for dog care for her kids—- as did her father who was around during meet and greet. So nice to see children take such loving interest in animals.”


“Works well with me, works well with my dog. Communicative, willing to give medicine when necessary, my dog gets excited when we pull up that she's going to "camp". My dog is a rescue and Christine understand how to accommodate her quirks perfectly.”


“Lauren is super responsive and very nice. She sent several photos and I could see how my puppy was doing. I could tell my puppy spent really a good time with buddies. Will definitely ask Lauren again later. Thanks Lauren!”

Loving doggy day care in your neighborhood
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Natalie B.Star Sitter

“Natalie took great care of Zara for us. We appreciated the added walks during her stay!”


Andrew L.
Star Sitter


“We had a great experience with Andrew. He took care of our energetic golden retriever and kept us posted with pictures and updates throughout the day. He was very responsive with our communication and showed such a caring attitude towards our fur boy. Highly recommended.”


Emily K.

“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!”


Sarah M.Star Sitter

“Perfect set up for dog heaven. I needed a sitter for the day and I’m pretty sure my dog had the time of his life. He took a solid nap after picking him up!”


Cynthia H.Star Sitter

“My pup Popsicle looooves Cynthia! Cynthia is communicative and amazing, cares for her like family and gives thoughtful pupdates. Popsicle looks forward to seeing her every week!”


Erin E.

“Another great visit for Wesley. He absolutely loves going to Erin’s house. Got there and he ran right up to the door. He gets tons of love and has a playmate whom he met through Rover named Willow. Can’t say enough about Erin and her family. They are beyond wonderful.”


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!”


Briana M.

“Briana is such a kind and empathetic individual! Although my doggy day care was last minute, I felt reassured that Semi was in good hands. Truly someone you can trust with your pups!”


Korie L.

About: About Me: Hi There! I’m Korie, and I live in a smoke-free household with a large yard, providing 24-hour supervision and a loving, safe environment for your pet. I have over 20 years of experience caring for dogs. My husband and I have a 7-year-old daughter and a 4-year-old Doodle. Your dog will become part of our family during their stay! What I Offer: Caring, Experienced Sitter: With 20 years of dog care experience, your dog will receive the attention and affection they deserve. 24-Hour Supervision: I am home all day and will ensure your pup gets all the attention they need. Playtime and Cuddles: We’ll go on walks around the neighborhood, play all day, and provide lots of cuddles and love. Safe, Spacious Environment: We have a large backyard where your dog can run and play, and our neighborhood is perfect for daily walks. Updates & Photos: I know how important it is to stay connected, so I will send daily photos to reassure you that your dog is well-cared for and having fun! Requirements: We have a young child, so I only sit for dogs that are 100% child-friendly. I also require all dogs to be potty-trained. If your dog meets these requirements, I’d love to hear from you! Please reach out to schedule a meet and greet. I can’t wait to welcome your dog into our home and treat them like part of the family! Looking forward to meeting your pup soon! Korie I am a stay at home mom, so I will be available to provide all of the love and care that your pup will need throughout the day. For dog boarding, I can customize the care based on your dog’s routine and preferences. If your dog is used to being crated, I’m happy to crate them at night and when I’m out of the house. I will ensure they are safely secured on a leash during walks, and provide plenty of playtime and attention throughout the day when we’re inside. Your dog’s safety and well-being are my top priority!


Robert L.
Star Sitter


“Carnegie had the best day with Robert and made a new friend! Carnegie just had surgery and Robert was so accommodating for her! She cannot wait to visit again!”


Megan T.Star Sitter

“Megan was absolutely wonderful! Very friendly and I loved the updates. Lazlo was very Happy and had a Fun day 🐕🦺😃 Will Definitely be a repeat client!!”


Julie D.
Star Sitter


“Small space, huge heart. Julie was great with our exuberant furbabies, Boss and Inja, and they clearly had a wonderful time! While there's not a huge space for them to run, they got plenty of activity and action playing with her and the other pups, and they came home exhausted even after sneaking in snuggles with Julie on the couch. Very happy with their experience and looking forward to them spending more time with Julie, Duncan, and the other visiting pack members!”


Edith S.Star Sitter

“Awesome experience. Edith was extra nice, super responsive and helpful updates about Milo's day.”


Suellen A.Star Sitter

“My little Westie loves Suellen and her two sweet dogs. They treat her like one of their own. It's great for me to be able to drop her off for the day, knowing she'll have fun and be safe.”


Brian & Jessie B.
About: Happy, loving, patient and playful pupsitters who have experience working as kennel manager, dogsitter, and lifelong dog lovers. We love and care for all creatures big and small and happen to love dogs as though they were our own children (and they are.) My partner Jessie and I share all dog duties in our house. Someone is around the house every day of the week, as Jessie often works from home, and our two pups are always home. We strive to never leave our own pups alone for no more than 4 hours so there's always time and room for bathroom breaks. And if the weather is nice we leave the backyard door open for them to roam free (in a fenced area). It is the most ideal place for a dog to have room to move about, activities to entertain, and loving caretakers to help them live their best life. We have a fenced in yard and plenty of space to roam, along with healthy wildlife distractions, fun toys, plenty of snacks, and generous room inside the house for everyone to feel cozy, warm or cool, and always nurtured.


Jessica G.

“Remy seemed to really enjoy his stays with Jessica. Easy to communicate and really helped me in a pinch!”


Katie G.
“Katie has watched our dog Butterbean for multiple weekends. She is great with her and dog always comes back happy. Would recommend Katie to a friend, four legged ones included!”




Nicole G.


“Nicole and her kids were great. They were very kind and caring with my dog snooper. They have two other dogs that of course want to protect their owner .. but Nicole was careful to keep them on leash or contained during meet n greet. She thoughtfully considered my apprehension about leaving snooper with 3 dogs (they had another for day care I learned later) and figured out ways to keep the dogs separated. The kids were so loving to little snooper I think he had a lot of private attention! Nicole sets a great example for dog care for her kids—- as did her father who was around during meet and greet. So nice to see children take such loving interest in animals.”


Christine K.


“Works well with me, works well with my dog. Communicative, willing to give medicine when necessary, my dog gets excited when we pull up that she's going to "camp". My dog is a rescue and Christine understand how to accommodate her quirks perfectly.”


Lauren K.

“Lauren is super responsive and very nice. She sent several photos and I could see how my puppy was doing. I could tell my puppy spent really a good time with buddies. Will definitely ask Lauren again later. Thanks Lauren!”
Popular requests near you
Select a filter and find qualifying Cherokee Garden sitters!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
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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.
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
Typically, sitters offering doggy day care on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Cherokee Garden.
Cherokee Garden 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 Cherokee Garden 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
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.
