Dog Boarding in Chicago

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

1. Amy

Experienced, safe, and loving home!

Logan Square, Chicago, IL, 60647

Dog Boarding, Doggy Day Care

4 repeat clients

"Amy was amazing! She has the sweetest dog Fiona and two adorable cats. I needed someone quick and she sent great pictures with Cashmere. They looked like the... (more)"

2. Samantha

Doggy Playtime in Loving Home

McKinley Park, Chicago, IL, 60609

Dog Boarding, Doggy Day Care

12 repeat clients

"Samantha & her husband did a fantastic job watching my pet! During the meet & greet she asked all the right questions and made it clear they're familiar with... (more)"

3. Anushi

Home away from home for fur babies

Near North Side, Chicago, IL, 60611

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

3 repeat clients

"My puppy Finch had a wonderful time staying with Anushi! I was nervous at first leaving him for 5 nights, because we hadn't spent any time apart - but Anushi... (more)"

4. Rebecca

River North Dog Lover

Near North Side, Chicago, IL, 60610

Dog Boarding

2 repeat clients

"Rebecca was amazing and made my puppy feel right at home. She sent lots of pictures throughout the stay, and was very loving towards my pet. Rebecca always r... (more)"

5. Sarah

I'll treat your dog like my own!

Near North Side, CHICAGO, IL, 60610

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

1 repeat client

"Sarah was fabulous. She took care of our 80lb dog and administered his medicine. Communication was great and our dog was in a terrific mood with her! (more)"

6. Ellen

Safe, Reliable and Loving Dog Care!

Near West Side, Chicago, IL, 60608

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

1 repeat client

"Ellen was so wonderful to my Bailey! She took Bailey for long walks and sent me many pictures while I was away. Ellen was very accommodating, extending the s... (more)"

7. 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)"

8. Andrew

River North Pooch Pros!

Near North Side, Chicago, IL, 60654

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"Andrew went above and beyond in watching my little guy Rufio. He took great care of him and I got daily updates about their trips to the dog park and endless... (more)"

9. Alex

Every Dog Has Its Day in RiverWest!

West Town, Chicago, IL, 60654

Dog Boarding, Doggy Day Care

1 repeat client

"Akec is Very friendly and understanding. Made me feel very comfortable leaving my dog wiith him. Very informative and keeps you updated. I will go back to Al... (more)"

10. Brandilyn

Dog Lovers With Fun Doodle

Loop, Chicago, IL, 60605

Dog Boarding, Doggy Day Care, Dog Walking

"Love Brandi. Hated being away from my pooch so she sent me a lot of pictures of him looking a little too happy in her home :) I ended up in the hospital and ... (more)"

11. Cindy

Lots of love

Near North Side, Chicago , IL, 60611

Dog Boarding, Doggy Day Care

12 repeat clients

"Cindy was WONDERFUL with Preston! She made sure to take pics and send them to me while I was away. I trusted he was doing well but the pictures helped! Cindy... (more)"

12. Robert

All furry friends welcome!

Near North Side, Chicago , IL, 60654

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

9 repeat clients

"Robert was a lifesaver! It was such a last minute booking for dog boarding and out of a bunch of sitters, I found him. He is very accomodating and genuinely ... (more)"

13. Samantha

My friends call me a Dog Whisperer.

Near West Side, Chicago, IL, 60607

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

6 repeat clients

"Samantha was great! She was super responsive to messages and sent daily pictures of my dog while I was away. She was also very flexible with pick-up and drop... (more)"

14. 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

1 repeat client

"Derick did a great job watching Mini overnight. Our dogs got along great and Derick was very flexible with his schedule and coordinating drop off and pick up... (more)"

15. Marla

Streeterville Canine/Feline Lovers

Near North Side, Chicago, IL, 60611

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

1 repeat client

"Great experience with Marla, my dog Emmett seemed to be very comfortable with her right away which is no easy task! Great communication, flexible with pick-u... (more)"

16. Sophia

A second home for your beloved baby

Near West Side, Chicago, IL, 60661

Dog Boarding, House Sitting, Doggy Day Care

1 repeat client
No Reviews Yet

About: Hello! My husband and I are both animal lovers of all sorts! We have always had dogs growing up.Now we proudly spoil our 5-year old Maltese ,Roo.... (more)

17. Cortney

Work-From-Home Gal with Pekingese

Loop, Chicago, IL, 60605

Dog Boarding, Doggy Day Care

About: My name is Porter, and my mommy, Cortney, works from home when she is not traveling. I'm a 7 year old male Pekingese and I love having doggie visi... (more)

18. Betsey

I'm bubbly, outgoing, & pup loving

Near West Side, Chicago , IL, 60606

Dog Boarding

8 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)"

19. Maddie

I love taking care of animals!

Near West Side, Chicago, IL, 60607

Dog Boarding, Doggy Day Care, Dog Walking

1 repeat client

"To say Maddie is a dog lover would be an understatement. She is exceptionally caring and responsible which ensures me that she would be a great dog sitter. M... (more)"

20. Madison

Call me the K9 crusader!

Bridgeport, Chicago, IL, 60608

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

3 repeat clients

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

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: