Doggy Day Care in Kenwood, Chicago, IL

“Bola came through for me last minute and took great care of Bea!! She sent me picture updates and communicated well throughout the day. Will definitely be booking again with her.”

Abby B.

“Katrina has been so amazing! It’s my first time using this app and I was really scared, but after meeting her and keeping in contact all day, I actually booked again for a 2nd day!! 100% recommend!!”

Catherine P.

“Elizabeth was a pleasure to deal with from first contact until we picked Tika up at the end of the night. Amazing communication and pictures.”

David B.

“Ashley was great with Kash! She loved him and he loved her! She constantly sent updates and photos of my little guy having fun. Your pup is in good hands in Ashley’s care!”

Amber B.

“Ania was absolutely fabulous with my boy! Took him for a nice long walk. I could tell when I picked him up that he had really bonded with her.”

Isabel C.

“Tamara is great! My dog is excited every time I drop her off. I’ve used her services for about a month and she’s very consistent and flexible.”

Jennifer C.

About: I've been taking care of pets since the I was 12. My family and I have had one english bulldog. Currently we have two french bulldogs, so I understand the importance of the care of bulldogs as well as Chihuahuas! I have always been the go to person to care for and groom our pets. I'm currently in college full time. However, it is online so I have a lot of time to play, walk, and give love to your pets! I have a fenced yard as well as two dogs to play with your pets. I also have one cat. I live close to the Mckinley Park area so there will be a lot of walks.

“We love Monique! Mac is an older dog and needs a little bit more extra care and she is great with him. 10/10 and we have found our new dog sitter. I love that she always gives updates of videos and photos for my boy and is very professional. She is above and beyond amazing!”

Danielle J.

About: Looking for a dog sitter with a passion for pups and years of experience? I’ve not only been a dog mom for 14 years, but recently assisting in training the now 6 month old puppy that’s in my parent’s care. I’m the #1 dog sitter amongst my network, not only because I work from home and have availability, but because I also include their fur babies in my dog’s activities as well i.e. dog park dates, dog birthday parties, and doggie brunch! I’m a full- time remote employee with a very relaxed work schedule. Your pet will be spending the majority of their time in my care. I have a fenced front yard and a patio along with one 22lbs dog that will keep your pet company. I also have a lot of space to allow the dog to move around as they would like.

“Pamela is the sweetest and Charlie simply LOVES her. I'm so grateful that she cares for him so lovingly and truly enjoys him. She sends sweet updates that warm my heart. Why leave him alone when he can be so well cared for! I'll book with her again and again!!”

Karen N.

“I can not say enough about Ebonee! She is totally amazing! She took such good care of Milo and sent pictures and videos of his stay with her. She is responsive and accommodating! I'm am more than pleased with her level of care.”

Marquetta S.

About: With over two decades of dedicated experience in pet care, I have nurtured and cherished dogs of all ages, from playful puppies to wise elderly companions. My profound joy in this journey stems from the deep connections formed with these furry friends. Having worked with a diverse array of breeds, I've honed my understanding of their unique needs and temperaments. In addition, my expertise extends to puppy training, where patience and consistency are key. Caring for dogs isn't just a passion; it's a lifelong commitment that brings immense fulfillment. I work a full time remote schedule. I am at home Mondays and Fridays. Im off on the weekends. So I have plenty of time to play and go on walks! I have a small yorkie that can keep your baby company and I have a baby gate for safe separation if needed. I can also crate your baby if that is what you prefer. Your pets can sleep in the room with me on there beds or wherever makes them most comfortable

“Madeleine was so kind and accommodating. She was very easy to communicate with and was always prompt in her communications. She sent us multiple pictures as well. Highly recommend.”

Carrie S.

About: Hello, my name is Barbara :) I’ve had pets my entire life. I grew up around dogs, big and small; as well as having a cat, a hamster, and a bunny at different points in time. Currently, I don’t have a pet of my own, but I’ve become quite experienced in pet-sitting over the last few years! Rest assured, I’m a good communicator and will prioritize your pet’s safety and comfort ❤️ I work from home Monday-Friday and have a weekend job as well, but if I’m pet-sitting I won’t be away for more than 8 hours at a time. I love taking walks for my own well-being and it’s lovely to have a buddy to come along with me :) Your pet will get a morning, afternoon, and before-bed walk with me. I live in beautiful Hyde Park, quite close to Promontory Point. My apartment is spacious, tidy, and gets a good amount of sunlight - all things important for living beings! I prefer not to crate, unless requested by owner. Pets are welcome on furniture! There’s a small park right outside my building and so much more nature around the neighborhood.

“Truly Dwight is a great dog person we absolutely love him he takes great care of our puppy he makes sure he is taking great care of and when we check on our puppy he rest assures us he is good he is definitely the person to have watch your puppy’s we love him”

Terrie K.

“Willy was amazing with my pup! I love that he has the skill to assist me with my 11wk pup with potty training. Very attentive with my baby and a lot of play time! Love the consistency with the updates and pictures and videos though out the day! Definitely will book against ten stars ⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️”

Dominique O.

About: I bring hands-on experience and genuine love for animals into every pet-sitting job. I have two dogs of my own (ages 7 and 4) whom I trained myself from puppyhood—including potty training by 6 months! I groom them myself regularly, take them on daily walks, and have experience administering medications for allergies, ear infections, preventative care, and post-procedure care. Whether your pet needs structured training support, gentle senior care, or just someone who truly understands their needs and routines, I'm here to offer reliable, compassionate service. Your pets will be treated like family—because that’s exactly how I treat my own. As a medical student who primarily studies from home, I have a very flexible and consistent schedule. Outside of 2-3 hours a day when I’m on campus, I’m home and fully available to care for pets. This allows me to give them plenty of attention, regular walks, playtime, and any needed care throughout the day. Having a structured but home-based routine makes it easy for me to prioritize your pet’s needs and keep them happy, healthy, and comfortable while you're away. Whether I’m caring for pets in my home or in a client’s, my approach is all about providing a safe, loving, and low-stress environment that mirrors their usual routine as closely as possible. In my home, pets have a calm, pet-friendly space where they can relax, play, and enjoy plenty of attention. I do daily walks, structured feeding times, and lots of one-on-one interaction. If I’m caring for pets in their own home, I make it a priority to maintain their normal schedule—walks, meals, playtime, and any special instructions—so they feel secure and comfortable in their familiar surroundings. I’m also experienced with medication administration and basic grooming, and I keep pet parents updated regularly with messages and photos so they can feel at ease while they’re away.

“Onyx really enjoyed his day with Zareena! She’s very communicative and easy to work with. Will book again for sure.”

Scott V.

About: I have a beautiful, clean home with a beautiful dog run. I am trustworthy and have references for your approval. I come from the pet industry and work from home. I work from home and teach online cooking classes. I have a very flexible schedule to accommodate any needs. I am available 7 days a week, including holidays. I have dog training experience and will care for your dog as if it were my own. I have a pet profile I will ask you to complete so that I can provide the best care possible.

“Mable was treated so well and I would highly recommend Taylor. My dog is usually very anxious when I leave her but I felt very confident about her stay with Taylor!!! I will definitely be using her services again!!! Thank you!!!”

Paula L.