Doggy Day Care Woodlawn
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

Over 60 pet parents in Woodlawn have booked doggy day care
Woodlawn, Find top rated doggy day care
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Steven is a great dog sitter! Our dog Moose gets excited every time he gets to hang out with them. Steven is very communicative and easy to work with, would highly recommend!”

“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.”


“My little boy was in wonderful hands at doggie daycare with Dwight. Dwight is fantastic with Navy! He picked Navy up right on schedule and had everything Navy needed — I only had to pack his food. Throughout the day, I received pictures and updates on how Navy was doing, which gave me so much peace of mind. Dwight’s prices are very reasonable, and his calm spirit put me at ease from the very beginning. I definitely plan on using his services often!”


About: I’ve grown up with dogs in my home my entire life, so caring for dogs has always been a big part of who I am and I truly love spending time with them! I have experience walking, feeding, playing with, and caring for dogs of different ages, sizes, and personalities. I know how important it is to have someone you trust caring for your dog, so I treat every pup like they’re my own. Whether your dog is staying with me for the day or just needs a walk, I’ll make sure they get plenty of attention, exercise, playtime, and, of course, lots of love and cuddles! I’m dependable, patient, and attentive, and I’m always happy to follow your dog’s normal routine and any specific instructions you provide. My goal is for both you and your pup to feel comfortable, safe, and happy while they’re in my care! 🐾 I currently have a very flexible schedule and am available for pet care throughout the week! I’m happy to provide daytime care, walks, drop-ins, and plenty of attention throughout the day. As a teacher, my schedule may change once the school year begins, but I plan to continue offering pet care before and after school, in the evenings, and on weekends. I’m flexible and happy to work with you to find a routine that works best for your pet! Your pet’s safety and comfort are always my top priorities. I’ll follow your pet’s normal routine, feeding schedule, walking preferences, and any specific instructions you provide. When caring for dogs in my home, I’ll make sure they have a comfortable, safe environment with plenty of attention, playtime, walks, and opportunities to relax. I’m also happy to accommodate crates, special routines, or other needs to help your dog feel as comfortable and at home as possible.
“Dayana was a great dogsitter to our puppy Honey. She sent pictures and videos throughout the day of Honey having fun and being taken on walks, and she was very nice and communicative. I will definitely be reaching back out for more dog sitting with Dayana!”

“Anna was an amazing dog sitter! She sent us great pictures and updates throughout the day, was very communicative, and Moose seemed to have an amazing time with her! 10/10 would use her again!”


“Jennifer took great care of Kashi. I got plenty of pictures and videos for his one day daycare stay. I picked him up and he was in great spirits. I would definitely use her again!”

“I have an unexpected conference to attend in Chicago. I needed someone to watch my baby for me. Pamela was quick in her response, flexible and very caring. She literally save me. Thanks again”

About: I grew up taking care and even sitting some of my mom's friends dogs. In my teens I would take care and sit a few family members dogs. I then volunteered at a puppy adoption center in Mexico. I am currently only attending school on Friday mornings from 8am to 12pm. I will update my schedule once I go back to tutoring or when my classes change. I will ensure that your pets get the care they need and the exercise they need. I will also pay attention to any requests your pets may need.
“Demetra was amazing with Mika! She took her on walks and made sure she was comfortable and well cared for. Mika was very happy when we picked her up! We would definitely book with her again.”

About: I’ve taken care of dogs ever since I was a young kid. When I was in college, I cared and trained a puppy to its adult years all by myself! He is now 6. I am a professional in Tech that is fully WFH! I am looking to work around my flexible schedule to spend time with your pet. I will always treat your home with respect and leave it the way it was before I got there. I have walked many kinds of dogs as well.
“Jaclyn was super prompt in her responses, kind, and super sweet for my dog! Communication was excellent, and she made sure that Billie not only was taken care of but that she met her social and physical exercise for the day with enrichment time at the farmers market! I would definitely rebook her again and recommend Jaclyn to anyone!”

“We were in a pinch while visiting Chicago! Our dogs decided to howl while we were out the very first light and the condo sent two warnings….third time- we were out! I contacted Michael in desperation to see if he could help take care of the dogs while we explored the city. He was very quick to respond! And he said yes! Why did i chose him out of all the pet sitters in Chicago? He had a friendly face and i just felt that he would be a total buddy to the dogs. And he was great! He is located in a central location, communicated throughout the day (and sent pics of my dogs totally taking advantage of the opportunity to be comfortable) explored the city with them and seemed to enjoy having them for the two days! He even got a kiss on day two from Rooney! It is so hard to leave your dogs with someone you don’t know- but Michael did a phenomenal job with my pups. I highly recommend him to anyone visiting Chicago as a trustworthy person to care for your furry friends.”

The median cost per day for doggy day care in Woodlawn is $40
Dog parents share their Rover experiences - Woodlawn
Mirae had a wonderful time with Sahana! Sahana was so responsive, communicative, and caring! We met at the lovely park, so that Mirae could walk a bit and enjoy the beautiful weather. With Sahana, Mirae had walkies, lunchtime, and nap time! Thank you so much, Sahana.

Having Tamya provide day care for our Weimaraner MacKenzie was the best decision! We traveled from the DC area to Chicago to visit the new Obama Presidential Library and Center and wanted to ensure she would be in good hands for the several hours we were away. Tamya made planning for MacKenzie very easy and I was impressed with the advanced questionnaire provided so that they could match the needs for her. They got along superbly. Thank you Tamya for caring for our little girl!

She was amazing with my puppy. She sent me pictures and updates throughout the day. Will definitely book with her again. And a bonus that she is also a dog groomer which I will also be using her services for that when my puppy is ready to get her first haircut.

Dwight is the absolute best. Rudy always is well taken care of and comes home exhausted from so much play. Dwight couldn't be a better human, we are lucky to have him take such wonderful care of Rudy. Do not hesitate to book him, you will not find anyone better guaranteed.
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
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