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. Lynettra

Experienced pet care provider

Kenwood, Chicago, IL, 60653

Dog Boarding, Doggy Day Care

10 repeat clients

"Lynettra is excellent. My dogs were well taken care of. She played, cuddled and even bathed them. Wow! I will definitely request her again! (more)"

2. Dominique

Love given, Love needed, Love dogs!

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

"I've only known Dominique a few years but before my Lily passed on she was always great with her. I've never actually PAID her to watch Lily but she loved Do... (more)"

3. Martineja

Your dog's new best friend!

Kenwood, Chicago, IL, 60653

Dog Boarding, House Sitting, Doggy Day Care

9 repeat clients

"Thanks Martineja for your help, it was extremely nice meeting you at the dog park and you referred me to rover which I really like. You are great with roscoe... (more)"

4. Emily

Downtown dog sitter.

Loop, Chicago, IL, 60605

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

"Friendly, trustworthy and kind caretaker! Our dog loved hanging out with this awesome sitter. Great work! (more)"

5. Kristal

Your pup's home away from home!

South Deering, Chicago, IL, 60617

Dog Boarding, Doggy Day Care

37 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)"

6. Kris

Never met a dog I didn't love!

Beverly, Chicago, IL, 60643

Dog Boarding, Doggy Day Care

"Kris was beyond amazing with my dog. She took special care of him. She gave updates on how he was doing and even sent pictures. She is such a sweet person an... (more)"

7. Rebecca

Home full-time - Love being outside

Near South Side, Chicago, IL, 60616

Dog Boarding, Doggy Day Care

3 repeat clients

"Rebecca is so kind and caring. My dog was in the best mood and slept like an angel after. She got exercise and was very well cared for. My dog requires a l... (more)"

8. Elizabeth

Love doggies :) flexible schedule

Lower West Side, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

4 repeat clients

"Elizabeth is amazing! She is incredibly responsive and super accommodating. Elizabeth sends pictures throughout the day and takes him on walks and runs! Love... (more)"

9. Tiffany

Fashions fade, Dogs are eternal ?

Near South Side, Chicago , IL, 60616

Dog Boarding, Doggy Day Care

"Tiffany is a person that loves dogs. She has cared for my dog many times. She is very responsible and treats my dog as her own. She is willing to do what ... (more)"

10. 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 30yr 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)

11. 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)"

12. Esther

Home full-time, flexible.

Near South Side, Chicago, IL, 60616

Doggy Day Care

3 repeat clients

About: Hello, Rover friends. Please consider leaving your friendly pup with me. I'm active and love the outdoors. Walks to the lake are always included! ... (more)

13. Enoch

Dogs/cats/other pets welcomed!

Bridgeport, Chicago, IL, 60608

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

10 repeat clients

"Enoch occasionally comes over to my apartment to take care of my 2 year old cat, Ninja. He also loves dogs and is known to be a very responsible and attentiv... (more)"

14. 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)"

15. Madison

Call me the K9 crusader!

Bridgeport, Chicago, IL, 60608

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

8 repeat clients

"Great communication and response to every question I had. Very accommodating. (more)"

16. Krystal

Krystal Loves the Pups

Kenwood, Chicago, IL, 60615

Dog Boarding, Doggy Day Care

1 repeat client

"Krystal came and met our pup the day beforehand, and made it really easy to drop off an pick him up. Sent photos and he was calm and happy when we picked him... (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. 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)"

19. 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)

20. Jennifer

I'll love to meet your furry family

Grand Boulevard, Chicago, IL, 60615

Drop-In Visits, Doggy Day Care, Dog Walking

About: Hi !!! I'm Jen. I am a previous pet owner. King, our Pit/Boxer. He stood almost 3 feet and was a joy. We have him to loving family, that could pro... (more)

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Learn About Premier

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: