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. Robert

All furry friends welcome!

Loop, Chicago , IL, 60601

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

12 repeat clients

"Robert was amazing!! My Newfie mix, Cher, loved her day with him and got plenty of attention and exercise. He and I did a meet-and-greet beforehand, and I fe... (more)"

2. Kristal

Your pup's home away from home!

South Deering, Chicago, IL, 60617

Dog Boarding, Doggy Day Care

34 repeat clients

"She's the best. And super flexible with times of drop off and pick up. I'm pretty sure my dog is more excited to see her than she is when she sees me. Great ... (more)"

3. Anushi

Home away from home for fur babies

Near North Side, Chicago, IL, 60611

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

4 repeat clients

"Our little puppy Theo regularly stays with Anushi. She is so flexible with pick up and drop off times. Theo seems to have so much fun playing at her place. S... (more)"

4. Madison

Call me the K9 crusader!

Bridgeport, Chicago, IL, 60608

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

4 repeat clients

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

5. Chornodub

home full time and love animals

Douglas, Chicago, IL, 60616

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

About: Hello, my name is Tia. Why I love animals? 1. They are soooo cute!!! 2. They love you as much as you love them. 3. They are a friend. 4. Anim... (more)

6. Ariel

Wags and Whiskers!

Lower West Side, Chicago, IL, 60616

Dog Boarding, Doggy Day Care

21 repeat clients

About: *Need boarding for an animal that's not a dog? Talk to me about custom pricing on other furry friends!* I'm incredibly accommodating! Have a dog... (more)

7. Gail

Work from home sitter available!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

3 repeat clients

"Gail sat for my dog on many different occasions over the years and she always does an amazing job. She is extremely detailed oriented and makes sure she kno... (more)"

8. Gionna

Barks of love!!

Evergreen Park , IL, 60805

Dog Boarding, Doggy Day Care

18 repeat clients

"Gionna was great with Peaches. She seems to have knowledgeable experience about animals and has a pleasant, laid back style. This was Peaches first stay ... (more)"

9. Michelle

Dogs are my light of this world.

Near South Side, Chicago, IL, 60605

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

1 repeat client

"Michelle was great with Andy! She took excellent care of him and communicating that care to me! (more)"

10. Ellen

Safe, Reliable and Loving Dog Care!

Near West Side, Chicago, IL, 60608

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

1 repeat client

"Ellen is a great dog walker and sitter. She has been with my dogs for six months now and knows exactly how to deal with their little nuances. I have a pup th... (more)"

11. Richa

Full-Time Dog Mom!! :)

Near South Side, Chicago, IL, 60605

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

1 repeat client

"We used Richa for dog day care and she was great! Our dogs got along great (Soni is a sweetheart!) and our dog always came home exhausted from play. Richa di... (more)"

12. Robb

Probably a dog in a past life :-)

Near South Side, Chicago, IL, 60616

Dog Boarding, Doggy Day Care

1 repeat client

"Robb probably loves dogs more than anything else, and dogs love him back! He's extremely responsible and attentive with his own dog, Scooby, who requires a l... (more)"

13. Tom

Passionately Cheerful and Caring

Woodlawn, Chicago, IL, 60637

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

"Jeannette M Tom has been a caregiver for our beagle, Boomer. He walked, talked and ran with him. I trust him with all my pets! (more)"

14. Ericka

Your Dog is My Bestfriend

Hyde Park, Chicago , IL, 60615

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

"I am very interested that ericka is deciding to work with rover. She is amazing when it comes to Animals , she loves them. She will literally sit there and p... (more)"

15. Rebba

Dog Lover in Hyde Park

Hyde Park, Chicago, IL, 60615

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

"Rebba is incredibly compassionate and loving with dogs. She genuinely cares for them and showed great kindness and care for my late dog. Your dog will be i... (more)"

16. Kimberly

Your dog is my dog!

Roseland, Chicago, IL, 60619

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

1 repeat client

"Kimberly is the ultimate dog lover. She cared for her dog Kobe for over 17 years, taking him wherever she went! Kim is responsible, nurturing, and kind which... (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. 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)

19. Tommy

Home full time, love dogs :)

New City, Chicago, IL, 60609

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

"Tommy LOVES dogs.He can't walk by one without saying high and going in for a pet. He is a fourth year student at the University of Michigan and is... (more)"

Available this weekend
20. Aaliyah

Dog Care Chicago

Grand Crossing, CHICAGO, IL, 60621

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

About: A true mommy dog lover.I have 2 small Maltese Poodles. Going away for the weekend or Holidays. Allow me to take care of your baby like my own. I ... (more)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

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: