Doggy Day Care in Woodlawn, Chicago, IL
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 Woodlawn 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.”



“EK was so great! She was friendly, the house is clean and open and comfortable. Monte had a great time! We got regular updates and communications, and she even gave us a ride to close to the baseball stadium we were going to. I would recommend EK in a heartbeat and would happily leave Monte with her again.”


“Ashley was nice and our dogs seemed to have a good time with her family. She sent us photos of our dogs and a message to let us know how our dogs were doing with her, which was very helpful.”


“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!”


“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!!”


About: I have several years of experience caring for pets, including dogs, cats, and small animals. I’m attentive to their needs, ensuring they are well-fed, exercised, and receive plenty of affection. I’m comfortable with daily routines, administering medications, and providing a safe, clean environment. My genuine love for animals drives me to treat each pet as if they were my own. I’m currently full time stay at home. Pet care fits naturally into my daily routine, as I enjoy starting and ending my day with time dedicated to animals. Feeding, walking, and spending quality time with pets are activities I plan around, making them a consistent and fulfilling part of my schedule. Their well-being is a priority, and I find that caring for them adds structure, joy, and balance to my day My apartment building has a huge fence for pets to run around. I provide a safe environment for all animals that come to my home.


“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.”


“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.”


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.

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

“We left our 7 month old for a day while we hit the lakefront, and he seemed to have loved his stay! Nakeisha sent us updates throughout the day, with photos, which was a great way for us to still feel connected while away :)”


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.


“My dog hates being away from me, but Dwight has been really understanding of his needs and my dog is already warming up to him after a few visits! It's great to have someone as kind and as great with dogs in the neighborhood!”


About: Im a genuine person, with about 5 years of pet sitting, reliable and understanding. Im proud to say I have a lot of experience with all sorts of animals. My whole family being full of pet lovers so I’ve been handling caring for animals most my entire life, from cats to ducks, turtles and dogs. I’ll be able to work with your schedule if you’re willing to work with mine. I love dogs and all pets, so your child will be in loving hands. I’m easy to reach and great with last minute scheduling. I look forward to working with you and your little one. I know a (wo)mans pet is their best friend, there’s no one better to give that responsibility to besides myself. I’d look out for you and your family member they way I’d look out for my very own. I have open availability and I can work with your schedule, for house sitting Im allowing 4 friendly dogs per stay up to 1 week, please provide valid contact information as well as all your pets basic needs, additional rates apply for any supplies I may need during their stay. As well as emergency contact thank you I have a gated apartment as well as being located next to a popular dog park, I do 3 walkies a day, morning, afternoon and night. As well as a designated space for dogs to roam in my apartment, I’m well maintenance and organized.

About: I have raised my perfect babies since they were 8 weeks old. I know how important love, care, attention, and walks are when it comes to your furry family. My home will become theirs and they will be given the most love and care. I follow any and all special instructions for your babies and will keep you updated every step of the way, if that is what you want! If your babies need a place to stay or to just get a way I love to go on walks and I love to spread the joy that comes from being an animal lover. I am currently working part time so I will be able to give all of the love and care that your babies need. If I am working it is at a farmers market. I have a small fenced in front yard and ability to take trips to dog parks if that is something you would want. I have a play pen and 3 crates if your fur baby would ever need it. I know accidents happen so I will never hold any hard feelings towards a pup if an accident did occur. Life over objects, almost everything can be replaced except life itself, so the quality of your pets life will come first.

About: Hi I'm Dominique, here to get out and walk Dogs or just be a friendly companion for your pets. I understand deeply the responsibility of careing for and loving our furry friends. What's better than knowing your furry friend is happy and healthy especially after being back from a busy day, or just knowing someone is there to help when your just not feeling good! That someone is me! I couldn't have found a better Gig! All animals deserve the attention they desire! They deserve to live a good life and get fresh air. I'll be there as a helping hand so please be detailed as possible with your pets individual needs and I assure a great visit. I'm a full time worker for rover, I have a 1 bed apartment in Pilsen very dog friendly neighborhood. I am available so contact me 😊 thank you. I have been caring for animals my whole life I have their best interest. Thanks for choosing river I am available full time. Contact me anytime! Im currently working part time so I have plenty of time to care for your pets, it would be my pleasure! Contact me for bookings! I have a fenced yard and other friendly pets to keep your dog company I also have a crate and for your pup if needed and plenty of space in my house.

“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!!!”

Loving doggy day care in your neighborhood
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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.”




E K.


“EK was so great! She was friendly, the house is clean and open and comfortable. Monte had a great time! We got regular updates and communications, and she even gave us a ride to close to the baseball stadium we were going to. I would recommend EK in a heartbeat and would happily leave Monte with her again.”


Ashley B.Star Sitter

“Ashley was nice and our dogs seemed to have a good time with her family. She sent us photos of our dogs and a message to let us know how our dogs were doing with her, which was very helpful.”


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.”


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!”


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!!”


Cashmere A.
About: I have several years of experience caring for pets, including dogs, cats, and small animals. I’m attentive to their needs, ensuring they are well-fed, exercised, and receive plenty of affection. I’m comfortable with daily routines, administering medications, and providing a safe, clean environment. My genuine love for animals drives me to treat each pet as if they were my own. I’m currently full time stay at home. Pet care fits naturally into my daily routine, as I enjoy starting and ending my day with time dedicated to animals. Feeding, walking, and spending quality time with pets are activities I plan around, making them a consistent and fulfilling part of my schedule. Their well-being is a priority, and I find that caring for them adds structure, joy, and balance to my day My apartment building has a huge fence for pets to run around. I provide a safe environment for all animals that come to my home.




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.”


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.”


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.


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


Daniela M.

“Daniela is so sweet and does amazing work! She groomed my dog as well and did a fantastic job. I’ll definitely be back!”


Nakeisha B.


“We left our 7 month old for a day while we hit the lakefront, and he seemed to have loved his stay! Nakeisha sent us updates throughout the day, with photos, which was a great way for us to still feel connected while away :)”


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 :)”


Zareena M.

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




Dwight C.
Star Sitter


“My dog hates being away from me, but Dwight has been really understanding of his needs and my dog is already warming up to him after a few visits! It's great to have someone as kind and as great with dogs in the neighborhood!”


Angel B.
“Angel has always been great with our pets. Very reliable when you have to go out of town last minute and the pets seem to like her more than is sometimes! She is really responsible and I’m a happy as long as our pets are.”


Madison S.
“Madison is an animal lover through and through she will take the best care of your babies, your babies will thank you for choosing her to watch them!”


Dominique F.
About: Hi I'm Dominique, here to get out and walk Dogs or just be a friendly companion for your pets. I understand deeply the responsibility of careing for and loving our furry friends. What's better than knowing your furry friend is happy and healthy especially after being back from a busy day, or just knowing someone is there to help when your just not feeling good! That someone is me! I couldn't have found a better Gig! All animals deserve the attention they desire! They deserve to live a good life and get fresh air. I'll be there as a helping hand so please be detailed as possible with your pets individual needs and I assure a great visit. I'm a full time worker for rover, I have a 1 bed apartment in Pilsen very dog friendly neighborhood. I am available so contact me 😊 thank you. I have been caring for animals my whole life I have their best interest. Thanks for choosing river I am available full time. Contact me anytime! Im currently working part time so I have plenty of time to care for your pets, it would be my pleasure! Contact me for bookings! I have a fenced yard and other friendly pets to keep your dog company I also have a crate and for your pup if needed and plenty of space in my house.


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!!!”
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1. Search
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Doggy Day Care FAQs
Frequently asked questions about Rover
Only Rover provides comprehensive Woodlawn 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 Woodlawn.
Woodlawn 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 Woodlawn 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.
