Doggy Day Care in Woodlawn, Chicago

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

1. Cindy

South Loop doggie disneyland

Near South Side, Chicago, IL, 60605

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Cindy was a great host. She kept me updated with pictures and activity details. Atticus was a happy and a tired pup when I picked him up. Cindy was also gre... (more)"

2. Dominique

Love given, Love needed, Love dogs!

Hyde Park, Chicago, IL, 60615

Dog Boarding, Doggy Day Care

"Dominique Higgins loves dogs and would make a great sitter. She is a very cheerful person with alot of energy and patience which makes her the perfect pet s... (more)"

3. Jessica

Home full time-

Near South Side, Chicago, IL, 60616

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Jessica was very kind and re-assuring. Our dog Nala had a great time and we will definitely ask her to watch her in the future! (more)"

4. Kristal

Your pup's home away from home!

South Deering, Chicago, IL, 60617

Dog Boarding, Doggy Day Care

38 repeat clients

"Kristal is the best! She had my dog Walter getting along with other dogs in minutes. Walter loves her and he gets his play time. She is so nice and always so... (more)"

5. Somer

Home full-time - live next to a par

Loop, Chicago, IL, 60605

Dog Boarding, Drop-In Visits, Doggy Day Care

"Somer took great care of our then 10 week old puppy while we were at work! This was our first booking with Rover and we were a bit nervous. We asked to meet ... (more)"

6. Tiffany

Fashions fade, Dogs are eternal ?

Near South Side, Chicago , IL, 60616

Dog Boarding, Doggy Day Care

"Excellent sitter! My dog clearly loved staying with her and Boomer. Tiffany was professional and kind. She followed my dog’s special needs perfectly. I will ... (more)"

7. Craig

Loving Dog Care In Hyde Park

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"I have come to know Craig as a good and caring person. I have witnessed him interacting with dogs on several occasions and he has displayed genuine concern f... (more)"

8. Elizabeth

Love doggies :) flexible schedule

Lower West Side, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

5 repeat clients

"Elizabeth was awesome with our 3 month old puppy, she's very patient and understanding and was willing to work with our schedule! Definitely having her sit ... (more)"

9. Esther

S. Loop, Flexible and Full-Time :)

Near South Side, Chicago, IL, 60616

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

3 repeat clients

"Esther is OUTSTANDING!!! Tootie loved her! She was very loving and sent lots of photos. If you live in Chicago or are traveling to Chicago, you MUST book wit... (more)"

10. Ariel

Wags and Whiskers!

Lower West Side, Chicago, IL, 60616

Dog Boarding, Doggy Day Care

22 repeat clients

"We've been going to Ariel with our 2 corgis for over a year! We use her weekly, and we absolutely LOVE her! She's very kind and gives exceptional care to all... (more)"

Available this weekend
11. Dakota

Large Fenced Yard, Home Full-Time!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

26 repeat clients

"Snickers had such an amazing time! I first felt a little uncomfortable with the whole concept, but they definitely made me feel like I was making a real good... (more)"

12. Madison

Call me the K9 crusader!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

9 repeat clients

"MAdison was nice and friendly and she was accommodating to us on short notice. Tanner had a great time. Would definitely use her again. (more)"

13. Damien & Angela

Home full-time with a fenced yard

Chicago Lawn, Chicago, IL, 60629

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

"Damien has an absolute love for all animals, especially dogs! He shows such a passion for every breed and size of dog. As a matter of fact, he loves to call... (more)"

14. Shamika

Hello to all my pet parents

West Englewood, Chicago, IL, 60636

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hi i am a 33yr old pet lover i have always loved animals since i was a child, not to good with bugs, but cats, dogs, snakes, little furry things yo... (more)

15. Krystal

Krystal Loves the Pups

Kenwood, Chicago, IL, 60615

Dog Boarding, Doggy Day Care

1 repeat client

"Krystal was amazing with Bruno. She was very kind and very thorough with his walking and treats. Will hire again! (more)"

16. Katlyn

Consistent & Flexible :)

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Katlyn has had her own pets her whole life and has taken very good care of each of the dogs and cars in her care. She gets to know the personality and traits... (more)"

17. Iris

LG Fence yards, parks/beach,cuddles

South Side, Chicago , IL, 60617

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hello! I have grown up with animals my entire life. Starting out with cats, dogs, lizards and fish, I also took interest in exotic animals such a... (more)

18. Kyisha

Home full time, large fenced back y

Englewood, Chicago, IL, 60637

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"It's a blessing having someone like Kesha around, she's very easy going with my dog, most of the time I have a hard time trying to get my dog to leave kesha,... (more)"

19. Tom

Passionately Cheerful and Caring

Woodlawn, Chicago, IL, 60637

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Tom would be awesome with your pets! He has had cats and dogs his whole life and could be trusted to take care of them. His pets are happy when he takes them... (more)"

20. Keeshina

PETS ARE HUMANS IN DIFF.FORMS ❤THEM

Grand Crossing, Chicago, IL, 60619

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hi , My name is Keeshina As a kid Me & my sisters Loves any pet we come in contact with!! My sis has 2 pits 2 cats ...my other a Lil tea cup! I ha... (more)

In Woodlawn, Chicago, IL, dog lovers trust Rover.com for their doggy day care needs. Over 7,915 pet owners have reviewed day care sitters in Chicago, giving them an average rating of 4.9/5 stars. Booking doggy day care in Woodlawn can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book doggy day care in Chicago on Rover? Check out our average doggy day care rates to get an idea before reaching out and beginning a conversation with a sitter.

Don't let your 9-to-5 stop you from being a great pet parent. When you're heading to work, drop off your beloved pet with a loving dog sitter in Woodlawn, Chicago. Your dog will get the love and care they're used to at home, and you'll get photo updates and the peace of mind that comes from finding great care for your pet. We're proud to offer a wide range of pet care, including puppy day care and pet day care for all kinds of pets. We know you love your pets, but you can't always be there, which is where our loving sitters come in. Forget kennels, find a loving neighbor who will give your dog the one-on-one attention they deserve. That way, when you head to work, you know your dog's in good hands.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Woodlawn, Chicago donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Chicago.

We're proud to support over 200 organizations across the nation, including: