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. Alice

Home full time for your dog(s) solo

Near South Side, Chicago, IL, 60616

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

"Alice was a lifesaver today! She played with, walked and pampered Magnus on a particularly rainy day. We’re both very thankful for her to come through in the... (more)"

2. Lisa

Home full-time - lives by dog park

Near South Side, Chicago, IL, 60616

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

"Lisa was great! She took great care of my puppy and kept him active throughout the day. She would send me tex updates and pictures, which I loved. My hours f... (more)"

3. 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)"

4. Craig

Loving Dog Care In Hyde Park

Hyde Park, Chicago, IL, 60615

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

"Craig was great. Very accomodating and communicative. Velvet has a great day and came home calm and ready to cuddle and rest. Will definitely use him again. (more)"

5. Christie

Responsible dog handler

Near South Side, Chicago, IL, 60605

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

"Christie provided a great environment and fantastic updates for our puppy Frenchie Luna as she stayed all day. The pictures taken by Christie throughout the... (more)"

6. 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)"

7. Beverly

Home full-time, dog park membership

Chatham, Chicago, IL, 60620

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

"Beverly is a very sweet lady. She is always happy and cheerful. She has a lot of respect and fondness for dogs. She trained her dog Bob and he was very well ... (more)"

8. Waverly

Soon to be Dr.Wave!

Grand Boulevard, Chicago, IL, 60653

Dog Boarding, Doggy Day Care

"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)"

Available this weekend
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

"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. Kristal

Your pup's home away from home!

South Deering, Chicago, IL, 60617

Dog Boarding, Doggy Day Care

"Kristal is fabulous. My puppy really enjoyed his time at her home. By the time I would pick up my puppy he would be so exhausted from all the fun he had with... (more)"

11. Jenisa

Pet Lover- Home Full Time

South Side, Chicago, IL, 60653

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

"Jenisa is great with dogs. You often watch my 2 babies: Rocco and Bentley and they adore her. She is very attentive with her dog Thor as well. She will wa... (more)"

Available this weekend
12. Dwight

Work from home - large fenced yard

Woodlawn, Chicago, IL, 60637

Dog Boarding, Doggy Day Care, Dog Walking

"Dwight was extremely kind and gentle with my 9mth old fur baby, Roxy. Dwight sent pics throughout the day which eased my anxieties and responded quickly to t... (more)"

13. Elaine

Flexible summer schedule. Love dogs

Hyde Park, Chicago, IL, 60615

Drop-In Visits, Doggy Day Care, Dog Walking

"Elaine is a very responsible person and a great dog owner. She takes great care of her dog with lots of love, exercise, play dates with dog friends, and run... (more)"

14. Shamika

Hello to all my pet parents

West Englewood, Chicago, IL, 60636

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

About: Hi i am a 33yr old pet lover i have always loved animals since i was a child, not to good with bugs, but cats, dogs, snakes, little furry things yo... (more)

15. 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)

16. 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)

17. Danielle

All-Day Care for Your Doggo

Hyde Park, Chicago, IL, 60615

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

"I have known Danielle all her life , she has looked after my dog on numerous occasions . Danielle is trustworthy, reliable , friendly and caring she loves do... (more)"

18. Krystal

Krystal Loves the Pups

Kenwood, Chicago, IL, 60615

Dog Boarding, Doggy Day Care

"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)"

19. 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)

20. Joy

Your Dog Will Be Loved!

South Shore, chicago, IL, 60610

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

"Joy is very kind and communicative. I felt at ease having my dog stay with Joy. When I picked up my usual high energy dog, she was calm and relaxed. If I liv... (more)"

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: