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. Ashlea Verified Enhanced Background Check

Lover of all animals! Flex schedule

Near South Side, Chicago, IL, 60605

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

"Ashlea has taken both of my dogs out for walks on several occasions, and has done home visits for me when I was out of town. She is very prompt and very easy... (more)"

2. Melanie Verified Background Check

Experienced Dog Owner and Dog Lover

Near North Side, Chicago, IL, 60654

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

"She was super sweet and did a great job with my pup! Will 100% use again. (more)"

3. Janet Verified Background Check

Lakefront, parks, beach & dog park

Hyde Park, Chicago, IL, 60615

Dog Boarding, Doggy Day Care

"Janet was great with my puppy! She is super personable and thoughtful, and made sure to take the time to ask about what he needed for a comfortable stay. I a... (more)"

Active and Accepting Requests (incl. from Essential Workers)
4. Gabriel Verified Background CheckRover 101

Will be cared for like family

Hyde Park, Chicago, IL, 60637

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

"I think Gabriel knew Rubí (my beautiful dog) better than me. No even joking, to the point that every time he noted some mood change in Rubí, he always contac... (more)"

Active and Accepting Requests (incl. from Essential Workers)
5. David Verified Enhanced Background Check

NOT JUST A PET BUT FAMILY

Lower West Side, Chicago, IL, 60608

Dog Boarding, Drop-In Visits, Doggy Day Care

"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)"

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6. christine Verified Background Check

Walk and Bark!

Douglas, Chicago, IL, 60616

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

"She was great with my dog! She was reliable and professional! She followed instructions on how to take care of my pup and I would absolutely recommend her to... (more)"

7. Ceciley Verified Background Check

Your pet sitting solution

Kenwood, Chicago, IL, 60615

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

"My princess Bailey fell in love with her seconds after meeting her! She was very understanding that my princess is VERY spoiled and she was very patient. Wi... (more)"

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8. Elliott Verified Background Check

Marketer by day, Dog lover 4 Life!

Washington Park, Chicago, IL, 60609

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

"Very pleased with this match for Moone. She will definitely be going back ?? (more)"

Active and Accepting Requests (incl. from Essential Workers)
9. Michael Verified Enhanced Background CheckRover 101

Always at Home & Right by Dog Park!

Near South Side, Chicago, IL, 60616

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

"Michael was very responsive to my night-before request for someone to watch my dog Zuko during the day. He conveniently lives close to our favorite dog park.... (more)"

10. Elizabeth Verified Background CheckRover 101

Animal Loving Family

Grand Boulevard, Chicago, IL, 60653

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

"Elizabeth watches Mazy for me usually 1-2 times a week and she is always so attentive and flexible! Mazy comes home tired and happy at the end of the day and... (more)"

11. Tenley Verified Background CheckRover 101

Experienced Dog Owner & Care Giver

Douglas, chicago, IL, 60616

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

"Tenley was fantastic! This was our first experience with Rover.com and she set the bar pretty high. She made our one day trip to Chicago so easy and convenie... (more)"

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12. Jaya Verified Background Check

Patient & fun dog sitter, Hyde Park

Hyde Park, Chicago, IL, 60637

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

"Amazing job! Will definitely book again. Great communication sent lots of photos and took her out for A few long walks. Very responsible and reliable. (more)"

13. Walter Verified Background Check

.y

Douglas, Chicago, IL, 60609

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

"Walter has been our go-to caretaker for all of our dogs. He is on time, attentive and puts my dogs needs first. The most reliable and caring person we have... (more)"

14. Eileen Verified Background Check

I love animals

Armour Square, CHICAGO, IL, 60609

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

About: I love animals, They are loving, compassionate and a friend to all people. Animals make humans more compassionate, positive individuals who are hap... (more)

15. Nicole Verified Background Check

Queen of Shibas

Kenwood, Chicago, IL, 60615

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

"Nicole is devoted to animals, no matter where they come from or who they are. A loving pet owner since childhood, she is always looking for opportunities to ... (more)"

16. Amanda Verified Background Check

Work remote!

Near South Side, Chicago, IL, 60616

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

"Amanda is great and I trust her to take care of my 3 month old puppy. My puppy is always happy to see her and my mind is at peace knowing that she is there ... (more)"

17. Kathleen Verified Background Check

Some of the best people I know...

Kenwood, Chicago, IL, 60615

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

"Kathleen G is, seriously, the biggest pet lover I have ever known. She had a wonderful, beautiful dog who passed away last year at age 15. Kathleen cared and... (more)"

Active and Accepting Requests (incl. from Essential Workers)
18. Lily Verified Background Check

Eager to watch new furry friends!

Near South Side, Chicago, IL, 60616

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

"Lily and her boyfriend did a wonderful job with Zuko - by the time we got home, he was exhausted, which is the sign of a happy and tired dog! They were both ... (more)"

19. Cori Verified Background Check

Weekends I’m Open, Dog Walk lover.

Near South Side, Chicago, IL, 60616

Dog Boarding, Doggy Day Care

"Cori was Everything you could want in a dog sitter. I truly felt like she was excited to see my dog and take care of him as though he was her own. I got prom... (more)"

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20. Maria Verified Background Check

Pet Sitting + Walking Services!

Armour Square, Chicago, IL, 60616

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

About: Hi my name is Maria, I live in Chicago and I would love to walk your pup! I am also available for daytime visits, baby sitting, and at home sitting... (more)

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: