Doggy Day Care in Oakland, Chicago

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

1. Tiffany

Home full-time,Dog run on 3rd floor

Near North Side, Chicago, IL, 60611

Dog Boarding, Drop-In Visits, Doggy Day Care

5 repeat clients

"Highly Recommend. She took great care of our dog, played on the beach and gave regular updates, photos and videos. We didnt miss him at all thanks for her. P... (more)"

2. Lynettra

Experienced pet care provider

Kenwood, Chicago, IL, 60653

Dog Boarding, Doggy Day Care

9 repeat clients

"Lyn was a godsend. My daughter and I were very very pleased we found her . She put us at ease immediately that on the spur of the momemt we decided to board ... (more)"

3. Patrick

Work from home & fenced-in yard

West Town, Chicago, IL, 60642

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

3 repeat clients

"I cannot think of a better dog caregiver than Patrick. Not only has he been an avid dog lover his entire life, he is also incredibly responsible, punctual an... (more)"

4. Ellyse

Dog obsessed - home full time

Near North Side, Chicago, IL, 60654

Dog Boarding, Doggy Day Care, Dog Walking

"Ellyse loves dogs more than anyone I know! She always knows the best way to care for dogs and somehow always can tell what they need. Her loving heart and pe... (more)"

5. Dominique

Love given, Love needed, Love dogs!

Hyde Park, Chicago, IL, 60615

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

"I've only known Dominique a few years but before my Lily passed on she was always great with her. I've never actually PAID her to watch Lily but she loved Do... (more)"

6. 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

"We were so happy with our choice to have Kaley look after Theo for the day. He got along great with Winston, and Kaley kept us updated with their playtime, w... (more)"

7. Martineja

Your dog's new best friend!

Kenwood, Chicago, IL, 60653

Dog Boarding, House Sitting, Doggy Day Care

9 repeat clients

"Thanks Martineja for your help, it was extremely nice meeting you at the dog park and you referred me to rover which I really like. You are great with roscoe... (more)"

8. Emily

Downtown dog sitter.

Loop, Chicago, IL, 60605

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

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

9. Hannah

Home full-time dog lover!

Loop, Chicago, IL, 60601

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

2 repeat clients

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

10. Matt

Home Full Time, Park Across Street

Near North Side, Chicago, IL, 60610

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

1 repeat client

"Matt took great care of our puppy palmer! Palmer and his dog Jeter got along great! Nothing but good things to say about Palmer's visit! (more)"

11. 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)"

12. Elizabeth

Love doggies :) flexible schedule

Lower West Side, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

4 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)"

13. Tiffany

Fashions fade, Dogs are eternal ?

Near South Side, Chicago , IL, 60616

Dog Boarding, Doggy Day Care

"Tiffany is a person that loves dogs. She has cared for my dog many times. She is very responsible and treats my dog as her own. She is willing to do what ... (more)"

14. Cristina

Canine Caring by Cris-WFH!

Central, Chicago, IL, 60611

Dog Boarding, Doggy Day Care

8 repeat clients

"Christina was great! She was extremely flexible, which made my life so much easier, as I was traveling for work and so much was out of my control. I felt com... (more)"

15. Ariel

Wags and Whiskers!

Lower West Side, Chicago, IL, 60616

Dog Boarding, Doggy Day Care

22 repeat clients

"We've been going to Ariel with our 2 corgis for over a year! We use her weekly, and we absolutely LOVE her! She's very kind and gives exceptional care to all... (more)"

16. 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)

17. Nicole

The ultimate dog lover!

Loop, Chicago, IL, 60605

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

2 repeat clients

"Excellent! (more)"

18. Madison

Call me the K9 crusader!

Bridgeport, Chicago, IL, 60608

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

8 repeat clients

"Great communication and response to every question I had. Very accommodating. (more)"

Available this weekend
19. Enoch

Dogs/cats/other pets welcomed!

Bridgeport, Chicago, IL, 60608

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

9 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)"

20. 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)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

Dog owners in Oakland, Chicago, IL turn to day care sitters on 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. Doggy day care can be affordable, no matter where you live or what your price range may be. Curious about how much doggy day care costs in Chicago with Rover.com? Check out our average doggy day care rates near you to get an idea before getting a conversation started with a day care sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

With Rover, you can find a trustworthy, loving pet sitter to take care of your dog while you're at work or have a day full or errands. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 60,000 sitters who've listed their services on Rover. That way, you're sure to find a doggy day care who's right for your needs. We're proud that 95% of our sitters have 100% 5-star reviews, and we think your dog will love them too. Search for a sitter who offers doggy day care, schedule a Meet & Greet, and book the stay if it seems like a good fit. No matter how often you need day care, you're sure to find a sitter who will treat your dog like family. And just like with overnight services booked on Rover, doggy day care is covered by premium insurance, at no extra charge to you.

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 Oakland, 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: