Doggy Day Care in Kenwood, Chicago
Drop off your dog at a sitter’s home or day care center in the morning and pick them up in the evening.
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Top rated Kenwood doggy day care sitters
“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.”
“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.”
“Katrina was just the best! Couldn’t be happier with the care our Loki got. The pictures and updates I received during his stay provided great peace of mind while we were away! 11/10 recommend”
“Ashley takes great care of our puppy. Her kids give ample play time to entertain our puppy, and Ashley walks and feeds her well. She also is quick to respond to queries. Our puppy gets excited whenever coming to Ashley’s place.”
“It was a last minute booking but she was responsive and took Oreo in. He was exhausted after his day care ! She also provided updates and pics . I will absolutely use again ! Thank you”
“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.”
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.
“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!”
About: Hi! This is Xinwen. I’ve been living with pets since I was a kid. I’m currently a volunteer at Anti-Cruelty shelter to help both dogs and cats, and I’m proud of it. I WFH and have plenty of time to take your pets out/ play at home. I’m very familiar with pets’ behaviors and could tell what they want: attentions, some alone time, an exciting hunting game…., by their body language. I keep track of their eating patterns and defecation performance, as those are important and straight forward reflections of their moods and health conditions. By these experiences I could give them more accurate cares. Also, I guarantee that I report the real conditions of your babies, instead of pretending they’re doing great just to win your approval. I respect them as human beings. :) I love both dogs and cats. I enjoy spending time with them. Also, I’m very patient and careful. I’ll make sure that your pet(s) get what they need and feel loved! I’m free to arrange drop-ins or walks every workday 7:00-8:00pm. I’m available for boarding and day care every day. Other flexible hours can be discussed with me too! I’m available for drop-ins and overnight stay in your home. I always make sure to provide them fresh food and water, clean the litter box and play/walk with them.
“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!!”
“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.”
“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”
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.”
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.
“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!!!”
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
“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.”
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.
About: I have had dogs and cats my whole life,my entire family loves animals I am very flexible because I know everyone cares for their pets differently I totally fine with any special cases under humane circumstances.Am doing this as a work at will job because after working for the aspca I have learned that pets are a essential part to anyone’s life.I also work as delivery biker so this job fits into my schedule, my hope is that before the end of the summer I have my high school diploma paid off Nd u have earned enough to purchase a car with no lease. I have high hopes for myself and I thank you for reading my bio and look forward to working with your lovely pets. Am a independent contractor so I work from home 10-20 hours a work am able to watch dogs at the same time I have treats and doggy tv. I have a fenced in yard and one fur baby to keep your dog company and I have a extra large crate if needed my little girl daisy is a small dog she on only likes to play with small dogs
Loving doggy day care in your neighborhood
Search Results
Bola A.Star Sitter
“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.”
Ania Z.Star Sitter
“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.”
Hua “Katrina” F.
Star Sitter
“Katrina was just the best! Couldn’t be happier with the care our Loki got. The pictures and updates I received during his stay provided great peace of mind while we were away! 11/10 recommend”
Ashley B.Star Sitter
“Ashley takes great care of our puppy. Her kids give ample play time to entertain our puppy, and Ashley walks and feeds her well. She also is quick to respond to queries. Our puppy gets excited whenever coming to Ashley’s place.”
E K.
“It was a last minute booking but she was responsive and took Oreo in. He was exhausted after his day care ! She also provided updates and pics . I will absolutely use again ! Thank you”
Tamara J.Star Sitter
“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.”
Daphnay S.Star Sitter
“Daphnay is always my first choice when looking for a sitter for my dog! My dog gets so excited when we get to her door. I can always trust that my dog is safe, comfortable, and having a good time with her. I absolutely recommend Daphnay!”
Monique O.
“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!”
Xinwen M.Star Sitter
About: Hi! This is Xinwen. I’ve been living with pets since I was a kid. I’m currently a volunteer at Anti-Cruelty shelter to help both dogs and cats, and I’m proud of it. I WFH and have plenty of time to take your pets out/ play at home. I’m very familiar with pets’ behaviors and could tell what they want: attentions, some alone time, an exciting hunting game…., by their body language. I keep track of their eating patterns and defecation performance, as those are important and straight forward reflections of their moods and health conditions. By these experiences I could give them more accurate cares. Also, I guarantee that I report the real conditions of your babies, instead of pretending they’re doing great just to win your approval. I respect them as human beings. :) I love both dogs and cats. I enjoy spending time with them. Also, I’m very patient and careful. I’ll make sure that your pet(s) get what they need and feel loved! I’m free to arrange drop-ins or walks every workday 7:00-8:00pm. I’m available for boarding and day care every day. Other flexible hours can be discussed with me too! I’m available for drop-ins and overnight stay in your home. I always make sure to provide them fresh food and water, clean the litter box and play/walk with them.
Pamela K.
“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!!”
Madeleine F.
“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.”
Dwight C.Star Sitter
“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”
Keianna M.
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.
Zareena M.
“Onyx really enjoyed his day with Zareena! She’s very communicative and easy to work with. Will book again for sure.”
Barbara R.
“Not only does Barbara have a soft spot for dogs, but they ALL seem to have a soft spot for her too, it’s hilarious and beautiful. She’s such a caring owner for her own little dog, named Miracle, and actually the best with other dogs too!. She’s dedicated to treating all dogs with the same love and care so that they have a great stay with her :)”
Taylor C.
“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!!!”
Tiffany O.
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
Ebonee A.Star Sitter
“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.”
Joseph G.
“Joseph has been an incredible asset to me. We needed help and needed it fast. We were clueless about how to care for our new dog from Lollypop Farms. Joseph came to my house, met the dog and immediately became part of our family. I love Joseph and all he does for my furry family.”
Jabari R.
“Jabari is currently a co-owner of a 8-12 month old Yorkshire Terrier mix currently alongside me whom he frequently feeds, grooms and bonds with on a daily basis. Jabari has experience with both large and small breeds of dogs, he has worked with 1+ year old male Pure breed Cane Corso and 1+ year old female German Shepherd Mix who he has cared for and watched over several times over their life. As well as, already pet-sitting a variety of dogs for many owners within his own family. I would highly recommend Jabari for care for other's pets as he is responsible, caring and diligent about the well-being of all pets and properly caring for them according to their breeds, sizes and ages.”
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Doggy Day Care FAQs
Frequently asked questions about Rover
Only Rover provides comprehensive Kenwood doggy day care options that meet your dog's unique needs. Anxious or special needs dogs who prefer a 1:1 environment are a good fit for in-home doggy day care, while energetic pups who benefit from socialization and activity are a good fit for doggy day care centers.
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 Kenwood.
Kenwood 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 Kenwood 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.
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