Doggy Day Care in Grand Boulevard, Chicago

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

Available this weekend
1. Momo

Always home = more doge playtime!

West Town, Chicago, IL, 60622

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

"Definitely an animal lover. Know your dogs will be in good hands! My beagle loves her and I swear he would leave me for her in a heart beat. He just loves al... (more)"

2. Krystal

Krystal Loves the Pups

Kenwood, Chicago, IL, 60615

Dog Boarding, Doggy Day Care

"I have known Krystal for going on a decade and she has always been extremely ethical and compassionate. Krystal has always gone out of her way to help others... (more)"

Available this weekend
3. Ebonee

12 + years of Vet-Tech experience!

Hyde Park, Chicago, IL, 60615

Dog Boarding, Doggy Day Care, Dog Walking

1 repeat client

"I can not say enough about Ebonee! She is totally amazing! She took such good care of Milo and sent pictures and videos of his stay with her. She is respons... (more)"

4. Rebecca

Home full-time - Love being outside

Near South Side, Chicago, IL, 60616

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

"I have never met anyone that loves and cares for dogs as much as Rebecca does! I have had her walk/watch my dogs many times and she is so good with them. A... (more)"

5. Yvonne

Greyhound Mom: Loving Sitter/Walker

Lower West Side, Chicago, IL, 60608

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

"Yvonne was wonderful! I knew Watson was in good hands as, when I came to pick him up, he kept rushing back to Yvonne for another snuggle before we left. We'l... (more)"

6. Alex

Dog lover in downtown Chicago

Near North Side, Chicago, IL, 60611

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

1 repeat client

About: Howdy! My name is Alexander Pinkett, I’m 24 years old, I work as a freelance producer in advertising, I’m resident of Streeterville, and I am witho... (more)

7. Kaley

Home Full Time! I LOVE PETS!

Near North Side, chicago, IL, 60611

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

1 repeat client

"To say Kaley is a dog lover would be an understatement. She truly cares for animals and goes above and beyond to ensure safety, exercise, and love are provided. (more)"

8. Ariel

Wags and Whiskers!

Lower West Side, Chicago, IL, 60616

Dog Boarding, Doggy Day Care

22 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)"

9. Nicole

The ultimate dog lover!

Near North Side, Chicago, IL, 60611

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

1 repeat client

"Nicole is a perfect fit for dog walking. Not only is she the most caring, considerate and loving person I know, she also adores dogs. Your dog would be in gr... (more)"

10. 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)"

11. Erin

experienced dog walker

Near North Side, chicago, IL, 60654

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

2 repeat clients

"Erin was the best doggy daycare we could ask for! She was very prompt in her responses to us, was flexible on times and also had a lot of dog items already i... (more)"

12. Hannah

Home full-time dog lover!

Loop, Chicago, IL, 60601

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

About: I am home all day Monday through Friday and my availability on the weekends is very flexible as well! I am also available for dog boarding Sunday-S... (more)

13. Richa

Full-Time Dog Mom!! :)

Near South Side, Chicago, IL, 60605

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

2 repeat clients

"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)"

14. Madison

Call me the K9 crusader!

Bridgeport, Chicago, IL, 60608

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

6 repeat clients

"MAdison was nice and friendly and she was accommodating to us on short notice. Tanner had a great time. Would definitely use her again. (more)"

15. Dakota

Pet Lover with Large Fenced Yard!

Bridgeport, Chicago, IL, 60608

Dog Boarding, House Sitting, Doggy Day Care

"Dakota is a dependable dog sitter, he has watched my dogs for over 2 years now. He comes over at set times to walk, exercise and feed them. I would highly ... (more)"

16. Najee

Lover of Nature Lover of animals ❤️

Lower West Side, Chicago, IL, 60608

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

1 repeat client

"Lanise S. I have observed Najee interact with a number of different breeds of dogs and he has always done so with care and ease. The dogs take to him immedi... (more)"

17. Rebba

Dog Lover in Hyde Park

Hyde Park, Chicago, IL, 60615

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

4 repeat clients

"Rebba was great! She was flexible with her schedule/specific arrangements, very responsive to my messages, took my pup running, and sent me updates throughou... (more)"

18. 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)"

19. 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)"

Available this weekend
20. Brittany

My first brother was a Maltese...

Bridgeport, Chicago, IL, 60608

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

1 repeat client

"Brittany has a magical way with dogs, cats rats, snakes, and plants. She has watched all my pets and is very skilled, caring and patient. She's also excellen... (more)"

Experience exceptional service and a personalized match

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

Learn About Premier

In Grand Boulevard, 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 Grand Boulevard 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.

No more begging your friends to take care of your dog when you have a day full of meetings. With Rover, you can book dog day care as often as you need it. Drop off your dog on your way to the office, then pick them up 8 hours later when you're heading home. It's that easy. You can book dog day care (or puppy day care) any day of the week, whether it's a one-time thing, all week, or an every-Tuesday arrangement. And just like overnight pet sitting booked through Rover, you get free premium insurance, a team of safety experts available 24/7, and cute photo updates sometime during the day. It's the easiest way to find a trustworthy sitter for your dog, someone who'll treat them like family while you're at work. Find your dog's perfect sitter, book, and relax. Your dog is 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 Grand Boulevard, 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: