Dog Boarding in Chicago

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

Confirmed Thanksgiving Availability
1. Rachel

~Pet-Pampering Oasis~

Lincoln Park, Chicago, IL, 60614

Dog Boarding, Drop-In Visits, Dog Walking

23 repeat clients

"Rachel did a wonderful job caring for our 9-month-old puppy! She confirmed that we'd want to receive updates while we were away, and kept us posted on what a... (more)"

2. Raquel

Adventurous, balanced, & Careful

Lincoln Park, Chicago, IL, 60614

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

1 repeat client

About: I am a flexible person to work with as a friend, co-worker, and family member. I can stay calm in stressful moments. I am a nanny and used to work ... (more)

3. Richard

Retired, Devoted Doggie Dad!

Loop, Chicago, IL, 60606

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

1 repeat client

"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)"

4. Megan

Super South Loop Sitters

Near South Side, Chicago, IL, 60605

Dog Boarding

"Megan is a true dog lover. Her pooch, Duffy, is a happy, healthy, loving, and well-loved canine. She has great instincts and has trained him well! (more)"

5. Marga

We can cuddle and play all day!!

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting, Doggy Day Care

3 repeat clients

"Marga took care of both my dogs Max and Nala during last weekend. I am 100% happy with her. She was extremely attentive to the instructions I gave (I am a bi... (more)"

6. Cindy

Lots of love

Near North Side, Chicago , IL, 60611

Dog Boarding, Doggy Day Care

5 repeat clients

"Cindy was awesome! Took great care of Negroni and always kept me updated with pictures and videos! Made my time away from my baby go by very fast! (more)"

7. Sara

Puppy Fever in the Loop!

Loop, Chicago, IL, 60601

Dog Boarding, Doggy Day Care

"Sara has taken care of my 2 Maltese poodles several times. She has stopped in to feed and walk them when we are unable to get home from work on time as well... (more)"

8. Megan

Dog-deprived consultant <3

Near North Side, Chicago, IL, 60610

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

1 repeat client

"Megan is a dog lover at heart! While her travel schedule doesn't allow her to have a full time buddy, she loves to get her fix and will give your dog all of ... (more)"

9. Betsey

I'm bubbly, outgoing, & pup loving

Near West Side, Chicago , IL, 60606

Dog Boarding

5 repeat clients

"So friendly and flexible with details! She took amazing care of my pup! Would recommend her to anybody and will for sure use Betsey in the future!! (more)"

10. 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)"

11. Samantha

Doggy Playtime in Loving Home

McKinley Park, Chicago, IL, 60609

Dog Boarding, Doggy Day Care

5 repeat clients

"I'm so thankful that we now have a reliable, flexible and caring dog sitter! Samantha and John were great from the first meet and greet and pictures througho... (more)"

12. Felipe

Doggie Paradise, Dog Park Next Door

West Town, Chicago, IL, 60642

Dog Boarding

2 repeat clients

"Felipe and his wife Janice were amazing. They took great care of our dog and kept us updated the entire time. We will definitely keep using them in the future. (more)"

Confirmed Thanksgiving Availability
13. Lauren

Doodle love & playtime

Near North Side, Chicago, IL, 60611

Dog Boarding, Doggy Day Care

3 repeat clients

"Lauren and her dog welcomed my dog lovingly into their home. He played in the park and enjoyed himself thoroughly. She sent pictures of their adventures to... (more)"

Confirmed Thanksgiving Availability
14. Magdalena

Just like home

Lower West Side, Chicago, IL, 60616

Dog Boarding, Drop-In Visits, Doggy Day Care

18 repeat clients

"Magdalena was fantastic and easy-going considering how nervous I was about leaving my furry kids for 5 days. She kept me updated daily with pictures that hel... (more)"

15. Alyssa

Flexible, Active Dog Lovers!

West Town, Chicago, IL, 60642

Dog Boarding

11 repeat clients

"Alyssa was amazing. She took such great care of Lexi and made me feel comfortable being away. Lexi is my little angel so it's so important to know someone wi... (more)"

16. Brittany

Dogs are our family

Near West Side, CHICAGO, IL, 60607

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

7 repeat clients

"Louie had a great time with Brittany and his new buddy Arro! Brittany was always quick to respond and sent lots of picture updates during Louie's stay. They ... (more)"

17. Mireya

I'm very active & love to rockclimb

Near West Side, Chicago, IL, 60607

Dog Boarding

"She did an excellent job. She gave updates whenever asked with no hesitation and was very friendly and helpful from the start. Ralph seemed to have a very go... (more)"

18. Christi

Dog Lovers in the Loop

Loop, Chicago, IL, 60607

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"I cannot rave enough about Christi and her husband! They were a fantastic duo that made sure Miley was well taken care of during her stay in their home. It c... (more)"

19. Martin

Reliable dog-experienced guy

Bridgeport, chicago, IL, 60608

Dog Boarding

"Martin was amazing with my little chihuahua Earl! He sent updates everyday, both pictures and short texts, about how my dog was doing, what he was eating, if... (more)"

Confirmed Thanksgiving Availability
20. Bradley

Good times to be had.

Near West Side, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

12 repeat clients

"Bradley was an awesome host and very flexible with his schedule. He did a great job of communicating and sending pictures. I would recommend and use Bradley ... (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 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, 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, 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, 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: