Doggy Day Care in Kenwood, Chicago

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

1. James

Home full-time & love being active!

Loop, Chicago, IL, 60605

Dog Boarding, Doggy Day Care

"Jimmy is the absolute BEST! He took care of my chihuahua, Loquita, for over 10 years and treated her like a princess! I love that he made the effort to vis... (more)"

Confirmed Thanksgiving Availability
2. Dakota

Large Fenced Yard, Home Full-Time!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

15 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)"

Confirmed Thanksgiving Availability
3. Enoch

Dogs/cats/other pets welcomed!

Bridgeport, Chicago, IL, 60608

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

13 repeat clients

"I would strongly recommend Enoch as a dog sitter. Enoch is responsible in his work and loving towards all people and pets. He pays attention to details and h... (more)"

4. Dayna

I’m a dog-loving kind of girl!

Near North Side, Chicago, IL, 60654

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

About: I care for all types of small to medium dogs. I have been fostering dogs from Paws Chicago for a year now. I have a big heart and care for them so ... (more)

5. Elizabeth

Love doggies :) flexible schedule

Lower West Side, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

5 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)"

6. Tiffany

Home full-time,Dog run on 3rd floor

Near North Side, Chicago, IL, 60611

Dog Boarding, Drop-In Visits, Doggy Day Care

6 repeat clients

"Tiffany was great! Really flexible and communicative. Based on the awesome photos she sent, our schnauzer Arlo had an excellent time. We can't wait to have T... (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. Kaley

Home Full Time! I LOVE PETS!

Near North Side, chicago, IL, 60611

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

5 repeat clients

"Yesterday Kibou had her trial day with Kaley for an upcoming longer stay. I had no concerns I just wanted my dog to become familiar with Kaley and her home b... (more)"

9. Tana

Quiet home with lots of cuddles

Loop, Chicago, IL, 60601

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

6 repeat clients

"Tana is an excellent caregiver, really attentive to my dog's needs and in tune with handling a dog in the city. She has watched my pup for a few daycare sess... (more)"

10. Rosalie

wonderful dog handler, cozy home

Chicago Lawn, CHICAGO, IL, 60629

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

"Rosie has an outstanding relationship with all pets she encounters. She is loving, caring, and goes above and beyond. She is never fearful and will do whatev... (more)"

11. Ariel

Wags and Whiskers!

Lower West Side, Chicago, IL, 60616

Dog Boarding, Doggy Day Care

22 repeat clients

"Ariel is a sweetheart and connects with your dog like it's her own! It was my first time leaving our 3mo puppy with someone for daycare, and I can't say enou... (more)"

Confirmed Thanksgiving Availability
12. Aaliyah

Dog Care Chicago

Grand Crossing, CHICAGO, IL, 60621

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

1 repeat client

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)

13. Hannah

Home full-time dog lover!

Loop, Chicago, IL, 60601

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

3 repeat clients

"Hannah is an amazing host. Highly recommend! (more)"

Confirmed Thanksgiving Availability
14. 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)"

15. 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)

Confirmed Thanksgiving Availability
16. Tiffany

Fashions fade, Dogs are eternal ?

Near South Side, Chicago , IL, 60616

Dog Boarding, Doggy Day Care

"Tiffany was great with our dog and he got along so well with Tiffany's Boston terrier. Tiffany was responsive and accommodating (even when we had a bit of co... (more)"

17. Linda

Clean, happy, fed, and pampered!

Loop, Chicago , IL, 60605

Dog Boarding, Doggy Day Care

"Linda is absolutely great with my pup! He is always excited to see her. She is also very flexible when it comes to making arrangements. (more)"

18. Bradley

Good times to be had.

Near South Side, Chicago, IL, 60616

Dog Boarding, Doggy Day Care

14 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)"

Confirmed Thanksgiving Availability
19. 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)"

20. 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)"

In Kenwood, 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 Kenwood 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.

We've been there, cancelling meetings or plans with friends to make sure you can be there for your dog. Good news: You can easily find and book doggy day care in Kenwood, Chicago on Rover. Whether you need a one-time daytime pet sitter or someone to take care of your beloved pet every weekday, we've got you covered. Care for your dog and peace of mind for you are just a few clicks away. If you already have a favorite overnight sitter, ask them if they offer day care too. Or, if you've never used Rover, this is the perfect opportunity to find a new best friend for your dog when you're at work. We can help you find a sitter who'd love to watch your dog.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. 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 Kenwood, 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: