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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Confirmed Holiday Availability
1. Emma

Humboldt Park Pet Paradise

West Town, Chicago, IL, 60622

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

"Emma is the person I would trust my life with. Right there next to that is the life of my animals. I live for them and do not trust just anyone with their we... (more)"

2. Gerda

Professional pet spoiler

Near North Side, Chicago, IL, 60610

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

4 repeat clients

"Belle's first overnight stay. Gerdas was great with her as always. (more)"

3. Jessica

Experienced Dog Caregivers & Lovers

Near West Side, Chicago, IL, 60607

Dog Boarding

28 repeat clients

"Another great stay! Pablo had a great time, staying with Jessica and David is a vacation for him he has a blast, he was so tuckered out he slept a solid 12 h... (more)"

4. Nadia

I'm a vegetarian: I love animals!

Lincoln Park, Chicago, IL, 60614

Dog Boarding, Doggy Day Care, Dog Walking

"I have known Nadia for 5 years and in that time I have witnessed nothing but love for animals. I used to kill spiders before meeting Nadia but now I place th... (more)"

5. Cindy

Lots of love

Near North Side, Chicago , IL, 60611

Dog Boarding, Doggy Day Care

6 repeat clients

"Cindy treats Armani like her own! She is incredibly sweet to him and sends pictures via text and email often. I feel very comfortable leaving my fur baby in... (more)"

6. Richard

Retired, Devoted Doggie Dad!

Loop, Chicago, IL, 60606

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

2 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)"

7. Megan

Super South Loop Sitters

Near South Side, Chicago, IL, 60605

Dog Boarding

1 repeat client

"I would highly recommend Megan. We met before our stay to ensure that our dogs would get along. Megan sent lots of updates during Mini's stay, which was re... (more)"

8. Gail

Work from home sitter available!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

1 repeat client

"Gail was so great with my dog, Oliver. I have a pretty clingy shih tzu and after trying two sitters for him, I thought we just couldn't leave him alone anymo... (more)"

9. Betsey

I'm bubbly, outgoing, & pup loving

Near West Side, Chicago , IL, 60606

Dog Boarding

5 repeat clients

"Toby had a great time with Betsey and I could enjoy my vacations knowing that my puppy was good. I got a lot of pictures and messages everyday. I will recomm... (more)"

10. Magdalena

Just like home

Lower West Side, Chicago, IL, 60616

Dog Boarding, Drop-In Visits, Doggy Day Care

19 repeat clients

"Magdalena was so amazing with Sarge while I was away. She kept me updated on him and he seemed happy and tired when I returned. We will certainly be seeing h... (more)"

Confirmed New Years Availability
11. Madeleine

Reliable, friendly & flexible!

Near West Side, Chicago , IL, 60607

Dog Boarding, Drop-In Visits

1 repeat client

"Madeleine was wonderful! I booked her some what last minute and she was very accommodating to schedule a meet and greet before I dropped Petey off for the we... (more)"

12. Samantha

Doggy Playtime in Loving Home

McKinley Park, Chicago, IL, 60609

Dog Boarding, Doggy Day Care

5 repeat clients

"Great stay for Tio. He had plenty of walks and fun with doggie day care visitors. Nice location near a park. Back yard available for scratching his back wi... (more)"

13. Kristin

Experienced dog kennel employee!

Near North Side, 60654, IL, 60654

Dog Boarding, Drop-In Visits

"Kristin was so great watching my dog! I was a bit hesitant to use Rover, but Kristin has completely erased any concerns. She went above and beyond to make me... (more)"

14. Samantha

My friends call me a Dog Whisperer.

Near West Side, Chicago, IL, 60607

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

1 repeat client

"It was our first experience leaving our dog for more than a day and definitely Samantha was awesome and great. She replied almost immediately and she was alw... (more)"

15. Sara

Puppy Fever in the Loop!

Loop, Chicago, IL, 60601

Dog Boarding, Doggy Day Care

1 repeat client

"Sara did a great job with Sasha and was very flexible in dropping her off. Sasha came home a happy pup! (more)"

16. Andrew

A Dog-Loving New Lawyer

Loop, Chicago, IL, 60604

Dog Boarding, Drop-In Visits, Dog Walking

7 repeat clients

"Andrew is excellent! He sent updated photos of Lavada periodically, showing Lavada having a wonderful time at his home. I asked how Lavada was doing & he was... (more)"

Confirmed Holiday Availability
17. 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)

18. Amanda

Grew up w goldens, will luv ur dog!

Loop, Chicago, IL, 60602

Dog Boarding

"Amanda is responsible and great with animals! She comes from a family that was overflowing with cats and dogs so she has lots of experience. Amanda has a nat... (more)"

19. Catherine

Animal trainer for film and TV

Loop, Chicago, IL, 60607

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

About: I have owned a dog walking company in LA for over 10 years and we are still going strong. I am looking forward to walking in dogs in my home town. ... (more)

20. Meryl

Animal-loving young professional

Loop, Chicago, IL, 60605

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

"Meryl was the perfect sitter for our dog who suffers from separation anxiety. I am so thankful that I found her and will certainly use her again. (more)"

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Learn About Premier

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. Browse profiles, read reviews, and check us out on Yelp.

Wondering how much you can expect to pay for a night on Rover.com? Check out our average dog sitting rates to get an idea before you start a conversation with a sitter.

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: