Doggy Day Care in Chicago

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

1. Stacy

Only the Best for Your Furry Bffs

Loop, Chicago, IL, 60605

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

About: Hi, I'm a recent college grad living in South Loop with my goldendoodle. My schedule is completely flexible because I work at home most times. I ... (more)

2. Katherine

patient and loving with ALL BREEDS

Lake View, Chicago, IL, 60657

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

"Katie has helped me take care of dogs several times and is considerate and very caring. She loves dogs and would go to any end to be a good sitter. Katie is ... (more)"

3. Kassandra

Wait-you're paying ME?

Lake View, Chicago , IL, 60657

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

21 repeat clients

"My puppy had a bad experience with her day care (I watched them hit her on webcam, don't use Urban Outsitters) and I needed a new sitter stat. Kassandra was... (more)"

4. Gerda

Professional pet spoiler

Near North Side, Chicago, IL, 60610

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

4 repeat clients

"Gerda was so great with our sweet Belle! This was the first time I had to find a dog sitter and I would trust Belle with Gerda at any point in time again! Th... (more)"

5. Lauren

Doodle love & playtime

Near North Side, Chicago, IL, 60611

Dog Boarding, Doggy Day Care

3 repeat clients

"My puppy loved playing all day with Lauren and her dog. They became fast friends and she update me with adorable photos. I will definitely rebook with Lauren... (more)"

6. Kylie

Flexible days/hours dog care

Near North Side, Chicago, IL, 60654

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

2 repeat clients

"Kylie is so great with my dog. Her home and Miles provide a perfect place for play and entertainment. Kylie went out of her way to help us on a rainy day. ... (more)"

7. Nora

love friendly and derpy dogs

Loop, Chicago, IL, 60601

Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

"Nora was amazing! She was super flexible with my weird schedule, always friendly, and prompt to respond. Nora took great care of my Cali while I was away and... (more)"

8. Jessie

Loving and responsible dog lady :)

Lincoln Park, Chicago, IL, 60614

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

1 repeat client

"Jessie was great with my 9 week old puppy Chloe. I'm so lucky she was able to dog sit last minute. Will definitely be using her again. (more)"

9. Chas

DOG'S BEST FRIEND -WEEK-DAY SITTING

Lincoln Park, Chicago, IL, 60614

Doggy Day Care

"Chas was really helpful and we enjoyed receiving pictures throughout the day. She seemed really happy after her day of fun. Will definitely re-book in the fu... (more)"

10. Sara

Puppy Fever in the Loop!

Loop, Chicago, IL, 60601

Dog Boarding, Doggy Day Care

1 repeat client

"Sara has taken care of my 2 Maltese poodles several times. She has stopped in to feed and walk them when we are unable to get home from work on time as well... (more)"

11. Gail

Work from home sitter available!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

1 repeat client

"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)"

12. Julia

LOVING mom to watch your dog!

Near West Side, Chicago, IL, 60612

Dog Boarding, Doggy Day Care, Dog Walking

About: My daughter and I have a 6 year old Shorkie that we have had since she was a puppy. I grew up with dogs and am an animal lover and advocate. I be... (more)

13. Rob

A Dog's Favorite Vacation Spot

Near West Side, Chicago, IL, 60606

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

1 repeat client

"Rob is superb with my dog as I am sure he is with every dog he cares for. He seems to understand my dog's needs and wants. But at the same time, Rob doesn'... (more)"

14. Bradley

Good times to be had.

Near West Side, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

12 repeat clients

"Another wonderful stay with Bradley! My puppy has so much fun and gets good socialization and exercise with Bradley. I appreciate his flexibility on drop o... (more)"

15. Katie

Doggy Heaven

Loop, Chicago, IL, 60601

Drop-In Visits, Doggy Day Care, Dog Walking

6 repeat clients

"We were going through Chicago on a road trip and wanted to spend some time in Chicago for the day. Katie took excellent care of our dog Daisy while we were ... (more)"

16. Lynettra

Experienced pet care provider

Kenwood, Chicago, IL, 60653

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

2 repeat clients

About: Hi, I'm Lyn. I am a pet care professional and an animal lover. I have a passion for pet care and have been in the field 5+ years. With my passion, ... (more)

17. Katie

Have love will snuggle

West Town, Chicago, IL, 60622

Dog Boarding, Doggy Day Care

"I have known Katie and Adam for many years. They both grew up in families that had dogs and now their family includes Jonas, a one year old Labradoodle. The... (more)"

18. Marilu

LOVE is a four-legged word

Near West Side, Chicago, IL, 60612

Dog Boarding, Doggy Day Care

About: I have loved dogs ever since my earliest memories, and when a fellow Uber pool rider carrying a beautiful pup told me about Rover I couldn't wait t... (more)

19. Sarah

Dog Loving Friendly Lady

Near West Side, Chicago, IL, 60612

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

8 repeat clients

"Sarah was great! (more)"

20. Richa

Loving couple who love pets!!

Near South Side, Chicago, IL, 60605

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

About: My husband and I are home most of the time with our puppy if we are not at the dog park. Our little pup loves to play and would love to have a slum... (more)

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Dog owners love Chicago sitters listing doggy day care on Rover. 9,532 owners have reviewed dog sitters in the Chicago, IL metro area, giving them an average rating of 4.9/5.

Want to be added to this list of sitters in Chicago? Become a pet sitter or dog walker on Rover.

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 near you. 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. Doggy day care booked on Rover includes premium pet insurance, and our sitters have access to 24/7 support. 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.