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.

Confirmed Memorial day Availability
1. Craig

Loving Dog Care In Hyde Park

Hyde Park, Chicago, IL, 60615

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

5 repeat clients

"Craig was an incredible host! He made extra effort to take Arthur out to play. Arthur had a great time and was clearly happy to spend time with Craig and his... (more)"

2. Kelyn

The Dawg Whisperer!

Near North Side, Chicago, IL, 60611

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

"Kelyn is an amazing dog-sitter. He's caring, responsible, and always very attentive to pets. He thoroughly enjoyed playing with my dog and made sure he got h... (more)"

Confirmed Memorial day Availability
3. Diana

Home full time for your bff!

Near West Side, Chicago, IL, 60607

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

6 repeat clients

"Diana was awesome with Jojo on his first visit with her. She was patient with him and she took great care of him! We just moved to the city and feel a little... (more)"

4. Alex

We'll exercise play safly and enjoy

Hyde Park, Chicago, IL, 60615

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

"Thank you so much Alex! You were God sent. Thanks for caring for Skye like he’s your own. I will defiantly use your services again. (more)"

5. Tana

Quiet home with lots of cuddles

Loop, Chicago, IL, 60601

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

21 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)"

6. Sera

Home full time &1-2 hrs in dogpark

Loop, CHICAGO, IL, 60601

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

2 repeat clients

"Once again, Sera was GREAT. Reliable and last minute full doggie daycare professional. Our dog Coco loves her and actually cried when I pulled away tonight... (more)"

7. Emily

Downtown dog sitter.

Loop, Chicago, IL, 60605

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

2 repeat clients

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

Confirmed Memorial day Availability
8. David

NOT JUST A PET BUT FAMILY

Lower West Side, Chicago, IL, 60608

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

11 repeat clients

"David and Jennifer are great with our pup, Petey! Shortly after contacting David, they came to our house to meet him and discuss the best care plan based on ... (more)"

Confirmed Memorial day Availability
9. Kyisha

Home full time, large fenced back y

Englewood, Chicago, IL, 60637

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

1 repeat client

"It's a blessing having someone like Kesha around, she's very easy going with my dog, most of the time I have a hard time trying to get my dog to leave kesha,... (more)"

10. Ariel

Wags and Whiskers!

Lower West Side, Chicago, IL, 60616

Dog Boarding, Doggy Day Care

24 repeat clients

"Ariel was great! This was our 4 month old pup's first time away from us and she had a great time. We felt comfortable leaving her with Ariel and look forward... (more)"

11. Elizabeth

Love doggies :) flexible schedule

Lower West Side, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

7 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)"

Confirmed Memorial day Availability
12. Tara

Care for your dog like my own

Bridgeport, Chicago, IL, 60616

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

"I have had Tara as a walker for the past 6 months and she is wonderful. She walks my two labs and takes them to the dog park sometimes three times a day. She... (more)"

13. Tom

Passionately Cheerful and Caring

Woodlawn, Chicago, IL, 60637

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

1 repeat client

"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)"

14. Waverly

Soon to be Dr.Wave!

Grand Boulevard, Chicago, IL, 60653

Dog Boarding, Doggy Day Care

22 repeat clients

"It was an absolute breeze to work with Waverly and I can tell she is fond of her fur buddies. Polo was worn out and slept well when I picked him the first da... (more)"

Confirmed Memorial day Availability
15. Joy

Your Dog Will Be Loved!

South Shore, chicago, IL, 60610

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

6 repeat clients

"Joy is the sweetest and most caring person I have met! She is a natural with dogs and they are just drawn to her and love her! (more)"

16. Ekaterina

Home full-time - fenced yard

Bridgeport, CHICAGO, IL, 60608

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

"Ekaterina was amazing! My very anxious, somewhat shy dog just loved her! Ekaterina showed my dog lots of love and affection, took her for a couple of walks... (more)"

17. Christie

Responsible dog handler

Near South Side, Chicago, IL, 60605

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

2 repeat clients

"Christie was amazing! It’s never easy leaving your pup with a stranger, but Christie had such a good vibe that I was comfortable from the start. Benji is wip... (more)"

18. Christal

I’m @ home full time

Kenwood, Chicago, IL, 60615

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

About: Hi, I’m Christal and I am looking forward to being your next pet-sitter! I walked dogs professionally for years and have recently picked it back up... (more)

19. Dwight

Work from home - large fenced yard

Woodlawn, Chicago, IL, 60637

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

2 repeat clients

"Dwight has done a wonderful job with my dog and my best friends dog when he offered to take them both at short notice. The dogs loved him and he sent a phot... (more)"

20. Jordan

Im at home full-time Alot of space

Grand Crossing, Chicago, IL, 60619

Dog Boarding, Doggy Day Care

About: I'm open understanding person. I love all pets i will entertain them like my own company treat them with respect and I don't have reliable transpor... (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.

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