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. Kassandra

Wait-you're paying ME?

Lake View, Chicago , IL, 60657

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

21 repeat clients

"Larry has been at daycare with kassandra for 3 weeks now and we could not be happier with how great he his taken care of and how much he is loved there! They... (more)"

2. 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)

3. 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 great! My dog has seperation anxiety, so we choose carefully who we leave him with. Gerda made sure to keep me updated throughout the day and our d... (more)"

4. 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)"

5. 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)"

6. 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)"

7. Josh

Work from home dog dad

Logan Square, Chicago, IL, 60647

Dog Boarding, Doggy Day Care

1 repeat client

"I would trust Josh with my dog any day! He is such a caring, considerate and genuinely nice guy. I do not think I have ever met anyone who loves his dog more... (more)"

8. Nora

love friendly and derpy dogs

Loop, Chicago, IL, 60601

Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

"Nora was absolutely fantastic with Atticus. They played, went for a long run, played some more - Atticus came home a happy pup. He's in love - Nora is friend... (more)"

9. 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

"Kyle is so accommodating and great and I have been nothing but pleased with my experience thus far and will continue to have her watch my puppy! She has also... (more)"

10. Chris

My wife and I = TOTAL DOG LOVERS!!!

West Town, Chicago, IL, 60622

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

About: My wife and I both grew up with dogs from very young energetic pups to amazing old pups. We are currently raising our newest family member a black ... (more)

11. 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)"

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 an awesome caregiver. He goes above and beyond to make sure any dog in his care is happy, healthy, and yes, a little spoiled. He loves to take long wa... (more)"

14. 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)"

15. 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)"

16. 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)

17. 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)

18. 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)"

19. Bradley

Good times to be had.

Near West Side, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

12 repeat clients

"Bradley was awesome and my dog had a wonderful time in his care. He sent me videos and pictures throughout the day, he was having such a good time I wasn't s... (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.