Dog Boarding In Cherokee Park

“I can't recommend Stephanie highly enough! She recently watched our dog, Hazel, and she was truly wonderful from start to finish. From the moment we dropped Hazel off, Stephanie provided excellent and frequent updates, including photos and videos, which really put our minds at ease. It was clear that Hazel was having a great time and felt completely comfortable in her care. Stephanie was incredibly reliable, easy to communicate with, and genuinely treated Hazel like her own family. Hazel came home tired, happy, and clearly well-loved. If you're looking for a trustworthy, loving, and professional sitter on Rover, book Stephanie—we certainly will be booking her again!”

Michael K.

“Edith was great with our puppy Artemis! We were able to meet beforehand for a short notice meet and greet before the holidays. Artemis got along really well with her two dogs and it seemed like he was having a lot of fun throughout the day- he came back exhausted and happy to see us after a couple of weeks, but we could tell that he was well taken care of. Edith sent frequent picture updates, and we felt like he was in good hands the whole time. I would definitely book Artemis here again in the future!”

Sophia D.

“Jessica was wonderful and super friendly. My dog Bell stayed for a few days and we got the cutest picture updates. Her dogs are so well behaved and Bell was so happy she had friends to vacation with. She came home and slept the rest of the night! Would book again and will recommend her to others!”

Angel B.

“Korie took wonderful care of Dizzy! Her communication and updates were clear and she was flexible with pickup and drop off times. Would absolutely love for Dizzy to stay with Korie and Ozzy again.”

Carol P.

“Estrella loved going to Sarah's house! She always has a fun time playing with Sarah's dogs and she met a new friend in the regular daycare dog they host. We got lots of adorable pictures and videos and Estrella came home tired and happy!”

Poushali G.

“Such a treat to have Duane & Lauren take care of my pup, Rapha while I was away. They are very responsive and attentive to the needs of both owner and doggie. Thank you!”

Russhell C.

“Wonderful dog sitter! Sent photos daily and gave updates!!! Loved on my pup and treated him like one of their own! Will definitely use Regine again!!!”

Joelle T.

“Fabulous! Mack gave her 4 paws up and he would have given her more but he only has 4 paws. He has been online trying one to buy me more airline trips so he can go back to Steph and live the good life. Can’t praise her enough. Deb Spencley”

Deb S.

“Sofi was great! She frequently shared photos of Ollie during his time with her and communicated how he was doing while staying with her and her dog.”

Susan S.

“Brandon and Katy did a great job caring for my dog Bolton. Their beautiful Australian Shepard was wonderful playmate for Bolton.”

Barb R.

“Lindsay took great care of my dog, Taydo. Long walks, snoozes on her couch, and photos to keep me updated. I believe LIndsay to be completely trustworthy which is really important for a pet sitter.”

Holly K.

“Paula was very helpful with our dog Zeke and sent updates to us each day. He got many walks while he was with her and came home very happy and relaxed.”

Lauren R.

“I am so thankful for Maria and Bryan. They showed so much patience to Aza who is a very sensitive dog. They also kept me well informed on how she was doing.”

Yolibeth R.

“Margaret took excellent care of our new rescue for a 2 day boarding. She was super easy to communicate with and responded quickly, sent regular updates, pictures, and videos, and clearly goes the extra mile to make sure your dog is well cared for. We will 100% be booking with her in the future for any dog sitting needs!”

Alma & Samuel F.

About: Hi! I’m Ayomi, and caring for animals has always been a natural part of who I am. I’ve had the joy of working with dogs of all ages and personalities from energetic puppies still learning the world to older dogs who move a little slower and need some extra love. I approach pet care the same way I would care for my own patient, present, and with a whole lot of heart. I take the time to learn each dog’s unique needs and routines because I know how important it is for pets to feel safe and comfortable while their people are away. Whether your dog needs long walks, gentle play, quiet companionship, or help with medication or anxiety, I’m here to meet them where they are and give them the attention they deserve. I truly love building trust with both pets and their humans. You can expect regular updates, happy photos, and the reassurance that your pup is in loving, capable hands. Every visit is a chance to create a little joy and comfort for your furry friendcand that’s a responsibility I take seriously and gratefully. Pet care fits naturally into my routine because I often work from home in my downtown Madison apartment. I love taking long walks around town or heading to Picnic Point for a quiet hike, so having a pup along for the journey just makes it that much better. I usually walk about a mile or two a day, but I’m happy to adjust based on your furry friend’s energy level and needs. My schedule is flexible, and with at least a week's notice, I can make sure I’m fully available to give your dog the time and attention they deserve. I’ve always loved traveling, so pet sitting is a fun and fulfilling way for me to enjoy the company of dogs while I’m still settling down. Whether it’s a weekend stay or daily walks, I’m excited to share my time! Creating a safe and comforting environment is my top priority, whether I’m caring for your pet in my home or yours. I treat every dog like family—with patience, attentiveness, and a whole lot of love. In my downtown apartment, pets are kept in a clean, calm space free of hazards, with plenty of room to stretch, nap, or play. I don’t have any other pets, so your dog will get my full attention and care without distractions. When I’m in your home, I’m always respectful of your space and routines, making sure your dog stays comfortable in their familiar surroundings. I follow all care instructions closely and provide regular updates so you know exactly how your pup is doing. I believe trust is built through consistency, communication, and genuine care and that’s what I bring to every visit. Whether it’s daily walks, overnight stays, or just keeping your pup company, I’m committed to making sure your dog feels safe, loved, and right at home.

“Erik and his family were awesome. My dogs were much happier than when I used a boarding facility. Would use them again and recommend highly. Thank you Erik and your family for treating my dogs like family.”

Theresa A.

“Olivia watched my cat, Tony, for 8 days, and I couldn’t have asked for a better experience. She made me feel completely comfortable leaving him in her care alongside her two cats. I received daily updates and photos, which gave me peace of mind while I was away. It was clear that Tony was well cared for and happy. I would absolutely recommend Olivia to anyone looking for a reliable and caring pet sitter. 10/10!”

Aiden S.

“Zac enjoyed being at Suellen’s! Thank you Suellen for taking care of Zac for the weekend and taking him for walks and playtime. Much appreciated!”

Rukmini B.

“Yoki and Derek were great with Ziggy and Zoey, who were staying overnight away from me for the first time in their lives! They were very patient with my pups and generously shared photos throughout the duration of the dog’s stay.”

Thaddeus D.

“Kaycee and Robert are the best! They took such good care of our little dog, who has never spent time away from us. They took him on walks, played with him, and kept him warm and safe. Our dog loved Tank (their dog) and the kids. He had a blast with this lovely family. They are kind and warm people who took excellent care of our dog. It is evident that they are expert dog owners who have fostered and trained many dogs. We will definitely book them next time we leave town. We highly recommend them!”

Hanan A.