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.

1. Ray

Less than a block from the park!

Near West Side, Chicago, IL, 60607

Dog Boarding, Doggy Day Care, Dog Walking

3 repeat clients

"Ray was kind and accommodating. He kept me up to date with Sterling and replied promptly to messages. I would definitely recommend him and would book with hi... (more)"

Confirmed Holiday Availability
2. David

NOT JUST A PET BUT FAMILY

Lower West Side, Chicago, IL, 60608

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

9 repeat clients

About: Hello and thank you for your consideration, my wife (Jennifer N.) and I are both cleared by Rover to provide you our services, when we set up a me... (more)

Confirmed Holiday Availability
3. Somer

Home full-time - live next to a par

Loop, Chicago, IL, 60605

Dog Boarding, Drop-In Visits, Doggy Day Care

About: I am happily married to my best friend. We recently moved to Chicago from Southern California since my husband was transfered for work. We currentl... (more)

Confirmed Holiday Availability
4. Jessica

Home full time-

Near South Side, Chicago, IL, 60616

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

"Jessica is the best when it comes to reliability and dog care. She has had dogs her whole life and I have never met anyone that loves and cares for dogs and... (more)"

5. Kelly

Doggie care is my life & career!

Near West Side, Chicago, IL, 60607

Dog Boarding, Drop-In Visits, Doggy Day Care

"Kelly isn’t just a dog sitter who loves dogs... she is a professional! Studying behavioral issues, working with puppies to get them off on the best foot and... (more)"

Confirmed Holiday Availability
6. Kara

Work from home, love dogs!

Loop, Chicago, IL, 60601

Dog Boarding, Doggy Day Care

3 repeat clients

"Great experience! Kara sent numerous updates and Hennessy (our dog) had a fantastic time. Would absolutely recommend! (more)"

7. 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)"

8. Elizabeth

Love doggies :) flexible schedule

Lower West Side, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

5 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)"

Confirmed Holiday Availability
9. Dakota

Large Fenced Yard, Home Full-Time!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

20 repeat clients

"Snickers had such an amazing time! I first felt a little uncomfortable with the whole concept, but they definitely made me feel like I was making a real good... (more)"

10. 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)"

11. Matt

Gated, kids that love dogs!!

Brighton Park, Chicago, IL, 60632

Dog Boarding, Doggy Day Care, Dog Walking

About: I have had a dog(s) for 25 of the 29 years I've been alive. Unfortunately we do not have a pup currently and I honestly just want to play with your... (more)

Confirmed Holiday Availability
12. Julia

LOVING mom to watch your dog!

Loop, Chicago, IL, 60605

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

5 repeat clients

About: My daughter and I have a 7 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)

Available this weekend
13. James

Home full-time & love being active!

Loop, Chicago, IL, 60605

Dog Boarding, Doggy Day Care

"Jimmy is the absolute BEST! He took care of my chihuahua, Loquita, for over 10 years and treated her like a princess! I love that he made the effort to vis... (more)"

14. Tom

Passionately Cheerful and Caring

Woodlawn, Chicago, IL, 60637

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

"Tom would be awesome with your pets! He has had cats and dogs his whole life and could be trusted to take care of them. His pets are happy when he takes them... (more)"

15. Cynthia

We'll love and care for your dogs

Brighton Park, Chicago, IL, 60632

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

About: As a child, I've always wanted to have a dog. That wish became a reality when I received a puppy as a birthday present. I had my dog for a year unt... (more)

Confirmed Holiday Availability
16. Aaliyah

Dog Care Chicago

Grand Crossing, CHICAGO, IL, 60621

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

1 repeat client

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)

Confirmed Holiday Availability
17. Christal

I’m @ home full time

Kenwood, Chicago, IL, 60615

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

About: I love dogs and they love me I have been doing this off and on for years I also had a dog who recently passed away I walked him three times a day a... (more)

18. Yasmine

Ill take runs with your dog

Bridgeport, Chicago, IL, 60608

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

About: Im a dog owner. I like taking care of dogs and i know their needs. Your animal will not miss attenrion. I am a reliable person who appreciates to t... (more)

Confirmed Holiday Availability
19. Madison

Call me the K9 crusader!

Bridgeport, Chicago, IL, 60608

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

9 repeat clients

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

20. Katlyn

Consistent & home full-time :)

Hyde Park, Chicago, IL, 60615

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

1 repeat client

"Katlyn has had her own pets her whole life and has taken very good care of each of the dogs and cars in her care. She gets to know the personality and traits... (more)"

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: