Doggy Day Care in Chicago

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

Available this weekend
1. Mike

Outdoorsy and easy going couple

West Town, Chicago, IL, 60622

Dog Boarding, Drop-In Visits, Doggy Day Care

"Growing up in a home with two dogs and raising his own, Mike is warm, patient and caring. He used to watch my pit bull for me when I would go out of town and... (more)"

2. Chris

My wife and I = TOTAL DOG LOVERS!!!

West Town, Chicago, IL, 60622

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

3 repeat clients

"Chris & his wife, Sasha, are great! They came to the rescue for a last minute daycare booking. They were very quick to respond, accommodated their schedules ... (more)"

3. Alex

Active, fun and caring dog lover!

West Town, Chicago, IL, 60622

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

2 repeat clients

"Alex is an awesome sitter. Very accommodating and my pup loves her (and her dog Manning). Every time I pick him up he's always happily exhausted from playing... (more)"

4. Josh

Work from home dog dad

Logan Square, Chicago, IL, 60647

Dog Boarding, Doggy Day Care

1 repeat client

"Josh was fantastic! I had the flu and my dog was super loyal , not leaving my side for two whole days. On the third day, I felt bad that she was lonely and r... (more)"

5. Alicia

Can exhaust most energetic breeds!

West Town, Chicago, IL, 60647

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

7 repeat clients

"She is a sensitive person, and I consider her to be an excellent pet sitter who recognizes the needs of your pet and responds to them. Alicia is a trustw... (more)"

6. Lauren

Doodle love & playtime

Near North Side, Chicago, IL, 60611

Dog Boarding, Doggy Day Care

3 repeat clients

"My puppy loved playing all day with Lauren and her dog. They became fast friends and she update me with adorable photos. I will definitely rebook with Lauren... (more)"

7. Laura

Creative and Caring Animal Lovers

Logan Square, Chicago, IL, 60647

Dog Boarding, Doggy Day Care

1 repeat client

"Laura is great! I have a border collie mix puppy and felt totally comfortable leaving him with her. He was always tired at the end of the day and always exci... (more)"

8. Rob

A Dog's Favorite Vacation Spot

Near West Side, Chicago, IL, 60606

Dog Boarding, House Sitting, Doggy Day Care

1 repeat client

"Rob and Katie are wonderful pet sitters! They are great with my cats and I trust them anytime I leave town. I just hope that they don't get so popular that t... (more)"

9. Gail

Work from home sitter available!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

3 repeat clients

"Gail sat for my dog on many different occasions over the years and she always does an amazing job. She is extremely detailed oriented and makes sure she kno... (more)"

10. Gerda

Professional pet spoiler

Near North Side, Chicago, IL, 60610

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

5 repeat clients

"Gerda and her roommate is amazing. Their room is safe and beautiful and there is a nearby walking distance park that dogs can walk whenever. They are kind, u... (more)"

11. Chas

DOG'S BEST FRIEND -WEEK-DAY SITTING

Lincoln Park, Chicago, IL, 60614

Dog Boarding, Doggy Day Care, Dog Walking

3 repeat clients

"Chas is the best! He watches my dog, Cocoa Bella, often and she absolutely loves him. He is also super professional and always willing to work with Cocoa and... (more)"

12. Sara

Puppy Fever in the Loop!

Loop, Chicago, IL, 60601

Dog Boarding, Doggy Day Care

1 repeat client

"Sara has taken care of my 2 Maltese poodles several times. She has stopped in to feed and walk them when we are unable to get home from work on time as well... (more)"

13. Julia

LOVING mom to watch your dog!

Near West Side, Chicago, IL, 60612

Dog Boarding, Doggy Day Care, Dog Walking

About: My daughter and I have a 6 year old Shorkie that we have had since she was a puppy. I grew up with dogs and am an animal lover and advocate. I be... (more)

14. Richa

Loving couple who love pets!!

Near South Side, Chicago, IL, 60605

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

"We used Richa for dog day care and she was great! Our dogs got along great (Soni is a sweetheart!) and our dog always came home exhausted from play. Richa di... (more)"

15. Kylie

Flexible days/hours dog care

Near North Side, Chicago, IL, 60654

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

2 repeat clients

"Kyle is so accommodating and great and I have been nothing but pleased with my experience thus far and will continue to have her watch my puppy! She has also... (more)"

16. Katie

Doggy Heaven

Loop, Chicago, IL, 60601

Drop-In Visits, Doggy Day Care, Dog Walking

6 repeat clients

"We were going through Chicago on a road trip and wanted to spend some time in Chicago for the day. Katie took excellent care of our dog Daisy while we were ... (more)"

17. Marilu

LOVE is a four-legged word

Near West Side, Chicago, IL, 60612

Dog Boarding, Doggy Day Care

About: I have loved dogs ever since my earliest memories, and when a fellow Uber pool rider carrying a beautiful pup told me about Rover I couldn't wait t... (more)

18. Derick

Any dog is the best kind of dog

Near West Side, Chicago, IL, 60607

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

About: From an early age I always had an intrest and love for ldogs, I constantly expanded my knowledge regarding dogs and how to properly raise them. On... (more)

19. Jenna

Dogs best interest always in mind

Loop, Chicago, IL, 60605

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

About: I've had a dog growing up and I'm now 22 years old. I'm looking for companionship in college! I don't work, so I have plenty of free time to snuggl... (more)

20. Madison

Call me the K9 crusader!

Bridgeport, Chicago, IL, 60608

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

1 repeat client
No Reviews Yet

About: I started my pet sitting career with 2 dogs name Eve and Jojo 5 years ago. As soon as I started I fell in love with these 2 babies. Thats when I kn... (more)

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Dog owners love Chicago sitters listing doggy day care on Rover. 9,532 owners have reviewed dog sitters in the Chicago, IL metro area, giving them an average rating of 4.9/5.

Want to be added to this list of sitters in Chicago? Become a pet sitter or dog walker on Rover.

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 near you. 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. Doggy day care booked on Rover includes premium pet insurance, and our sitters have access to 24/7 support. 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.