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

“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.”


“You two were Awesome! Thank you so much for taking such great care of Ruger. He had a blast and he wants to come back there! After the meet & greet on Friday, when we pulled into your driveway for dogsitting on Saturday, he remembered where he was again and we could hardly control him getting out of our truck to get into your place......he was so excited to come there🤣. Again, a BIG Thanks and see you again soon! Brian & Linda P.S. He's still worn out from playing all day there🤪😁”


“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!”


“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!”


“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.”


“Wolfy had such a great day with Mary and her family. He can back very happy, and Mary sent several lovely photos of his time. Mary was also flexible with me when my plans changed after booking, which was so appreciated.”


“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.”


“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!”


“Bob was able to accommodate a last minute request to keep Hank for the day. It worked out great! I'm able to relaxing knowing Hank is at "summer camp" with Bob instead of home alone for 10+ hours. I really appreciate that he asks questions at drop off (regarding potty, meals, etc.) and sends pictures and updates throughout the day. Thanks Bob!”


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.

“Korie took great care of my dog Wolfie. Her response was fast to my request for daycare and Korie’s dog Ozzy played well with Wolfie. They even went on three walks too! Wolfie was a very relaxed pup when I picked him up. Thanks Korie!”


“Eric and Rachel took such good care of my little girl! They helped her feel comfortable and provided great pictures and updates throughout the day. So grateful for their compassion and caring personalities!”


“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.”



“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.”


“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


“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.”


Sarah M.Star Sitter

“You two were Awesome! Thank you so much for taking such great care of Ruger. He had a blast and he wants to come back there! After the meet & greet on Friday, when we pulled into your driveway for dogsitting on Saturday, he remembered where he was again and we could hardly control him getting out of our truck to get into your place......he was so excited to come there🤣. Again, a BIG Thanks and see you again soon! Brian & Linda P.S. He's still worn out from playing all day there🤪😁”


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!”


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!”


Julie Z.Star Sitter

“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.”


Mary Z.Star Sitter

“Wolfy had such a great day with Mary and her family. He can back very happy, and Mary sent several lovely photos of his time. Mary was also flexible with me when my plans changed after booking, which was so appreciated.”


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.”


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!”


Laura S.Star Sitter

“Truck had a blast and was very well taken care of. She sent photos and updates the entire time, and it made the entire experience really easy. Thank you!!”


Robert L.
Star Sitter


“Bob was able to accommodate a last minute request to keep Hank for the day. It worked out great! I'm able to relaxing knowing Hank is at "summer camp" with Bob instead of home alone for 10+ hours. I really appreciate that he asks questions at drop off (regarding potty, meals, etc.) and sends pictures and updates throughout the day. Thanks Bob!”


Edith S.Star Sitter

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


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.


Korie L.


“Korie took great care of my dog Wolfie. Her response was fast to my request for daycare and Korie’s dog Ozzy played well with Wolfie. They even went on three walks too! Wolfie was a very relaxed pup when I picked him up. Thanks Korie!”


Jessica G.

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


Eric & Rachel D.

“Eric and Rachel took such good care of my little girl! They helped her feel comfortable and provided great pictures and updates throughout the day. So grateful for their compassion and caring personalities!”


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!!”


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.”




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.”


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
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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.
