Dog Boarding in Chicago

Find a loving dog sitter to watch your dog overnight at your sitter's home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Brian

Brian and Sheila's Humboldt Bark

West Town, Chicago, IL, 60622

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

10 repeat clients

"Brian and Sheila took great care of our bulldog, Oskar! It is very clear that they love dogs and really enjoyed spending time with our pup. Oskar has some sp... (more)"

2. Rebba

Dog Lover in Hyde Park

Hyde Park, Chicago, IL, 60615

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

2 repeat clients

"Rebba was awesome!! I received pics and videos of my fur baby throughout the weekend (allowing me to relax and enjoy myself) and when I picked him up, it too... (more)"

3. Maribel

M & B Doggy B & B

Chicago, IL, 60632

Dog Boarding

7 repeat clients

"Maribel and Bryan were amazing hosts for Donnie! From the minute we met them, we knew they would take care of him as if he was their own. They were extremely... (more)"

4. Melissa

Hang with Sue in Ukrainian Village!

West Town, Chicago, IL, 60622

Dog Boarding

21 repeat clients

"Melissa was a wonderful host. It was easy to coordinate everything with her, and she sent daily photos and updates. She was also flexible and accomodating. I... (more)"

5. Ewelina

Your dog will never feel lonely

Near West Side, Chicago, IL, 60661

Dog Boarding

2 repeat clients

"Moved to Chicago new to the area and needed a dog sitter. I reached out to Ewelinda and she responded promptly happy to watch Tyson! He had a great time and... (more)"

6. Eugene

Must love walking. Dogs best friend

West Town, Chicago, IL, 60612

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Eugene and his girlfriend were great in watching Lexie and Frankie! He sent daily pics of them and the dogs looked like they were loving it at Eugene's. They... (more)"

7. Alex

Every Dog Has Its Day in Old Town!

Near North Side, Chicago, IL, 60610

Dog Boarding, Doggy Day Care

3 repeat clients

"Alex was great with my 1.5 year old Sebastian. He was quick to respond to messages, flexible in scheduling pick up and drop off times and sent lots of photo... (more)"

8. Patrick

Home full-time & fenced-in yard

West Town, Chicago, IL, 60642

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Patrick was a WONDERFUL caretaker. He took great care of my quirky dog who is VERY attached to me after the nine years I've had her. I was a bit nervous le... (more)"

9. Sara

Sara&Albert's West Loop Dogtopia

Near West Side, Chicago, IL, 60606

Dog Boarding, Doggy Day Care

1 repeat client

"Sara was an amazing host. She constantly sent pictures and video updates with our dog. We couldn't be more grateful with her help taking care of Jacinta. Wil... (more)"

10. Betsey

I'm bubbly, outgoing, & pup loving

Near West Side, Chicago , IL, 60606

Dog Boarding

10 repeat clients

"Betsey did an amazing job taking care of Vesper for me! She made me feel comfortable and at ease throughout the whole process. I could not ask for a more pos... (more)"

11. Deepti

A fun & active home away from home

Near West Side, Chicago, IL, 60607

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

2 repeat clients

"Deepti - From the moment he met Deepti, I could tell immediately that he felt secure and safe. My pup is a character and she attached to him right away, sent... (more)"

12. Richard

Retired, Devoted Doggie Dad!

Loop, Chicago, IL, 60606

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

3 repeat clients

"Great stay! Quickly responded to any questions or messages, very accommodating for drop off and pick up times, I got lots of updates and can tell my pup had ... (more)"

13. Jing

Responsible, loving and patient!

Loop, Chicago, IL, 60601

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

1 repeat client

"Jing was awesome. My dog obviously loved his time with her because he didn't want to leave! Her dog is super sweet as well and since I have a puppy it was g... (more)"

14. Katie

Caring South Loop Dog Lovers

Near South Side, Chicago, IL, 60605

Dog Boarding

"Katie was a great sitter! She was flexible about drop-off and pick-up times, and Jancsi came home happy and tired. Jancsi was excited to see me when I came t... (more)"

15. Robb

Probably a dog in a past life :-)

Near South Side, Chicago, IL, 60616

Dog Boarding, Doggy Day Care

1 repeat client

"Robb is the best! He is flexible, wonderful to Rocco I know this because on the 2nd time on our way to Robb's Rocco was a maniac trying to get in his buildin... (more)"

16. Kameron

Stay & Play in the Loop with a View

Chicago Loop, Chicago, IL, 60601

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

1 repeat client

"I read Kameron's Dogvacay ad and called her immediately. We set up a meet and greet. The meeting went well. I booked the stay. My V. I. P. - very important p... (more)"

17. Brandilyn

Dog Lovers With Fun Doodle

Loop, Chicago, IL, 60605

Dog Boarding, Doggy Day Care, Dog Walking

2 repeat clients

"Thank you again! From viewing the pics you sent, it was clear that my dog truly enjoyed herself! Bradilyn was very prompt with communication, and my dog love... (more)"

18. Madison

Call me the K9 crusader!

Bridgeport, Chicago, IL, 60608

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

4 repeat clients

"Madison and her family were wonderful hosts to my dog! (more)"

19. Tana

Quiet home with lots of cuddles

Chicago Loop, Chicago, IL, 60606

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

4 repeat clients

"Highly recommended! Tana took great care of our Chihuahua and we will use her services again. She provides personalized attention as she only takes one dog a... (more)"

20. Monica

I work from home and love dogs!

Near West Side, Chicago , IL, 60612

Dog Boarding, Doggy Day Care, Dog Walking

"Monica and her husband were amazing! Ziggy loved staying with them for a full week! We got regular updates and pictures while we were away which allowed us t... (more)"

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Chicago Bark Score

What is this?

Score: 87.48

Vet Availability: 83 (US Avg 40)

Pet Services: 97 (US Avg 58)

Parks and Fun: 89 (US Avg 57)

Quality of Life: 81 (US Avg 58)

Dog owners love Rover's Chicago dog sitters. 9,532 owners have reviewed sitters in the Chicago metro area, giving them an average rating of 5/5.

Home to the largest number of highways in the nation and second busiest airport in the world, Chicagoans are travelers as much as they are dog lovers. That's why, when preparing for a trip, Chicago dog owners want nothing but the most loving home for their dogs while they're away.

With Rover.com, that gets a little easier. Scroll through our selection of loving sitters, click on a listing you like, and start a conversation. From Hyde Park to Wicker Park, Rover.com sitters have access to the Windy City's only off-leash, dog-friendly areas, where dogs can play freely and recharge with special, dog-level drinking fountains and separate areas for shy pets to unwind.

You love your dog. We love your dog, too. How much? We'd love to show you. Book dog boarding, pet sitters, and dog walking in Chicago on Rover.com, and stop by our blog to see what we're all about.

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 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 nonprofits across the U.S., including:

Want to learn more? Check out reviews from pet owners who have used Rover.