Dog Boarding in South Lawndale, Chicago

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

1. A. GAIL

Dogs and I love each other!


Dog Boarding, Drop-In Visits, Doggy Day Care

8 repeat clients

"Gail was absolutely amazing. I must say, I was a little nervous at our last minute decision to use someone we didn't know from but I couldn't be ha... (more)"

2. Jordan

Dogs never bite me. Just humans.

West Town, Chicago, IL, 60622

Dog Boarding, Dog Walking

12 repeat clients

"I hesitate to tell you how much I like Jordan as a sitter as he'll be overbooked ... but I can't deny it. He was great at communication and photos; loved my ... (more)"

3. Robby and Nikki


Humboldt Park, Chicago, IL, 60651

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

22 repeat clients

"Robby was great for Zoe while I was out of town for 6 nights. He and Nikki were very responsive to messages and sent me pictures daily. I would highly reco... (more)"

4. 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)"

5. 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)"

6. Chris

My wife and I = TOTAL DOG LOVERS!!!

West Town, Chicago, IL, 60622

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

About: My wife and I both grew up with dogs from very young energetic pups to amazing old pups. We are currently raising our newest family member a black ... (more)

7. Neville

Dog and Cat Loving Couple

Berwyn, IL, 60402

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

29 repeat clients

"If we could give Neville more than 5 stars we would. He is thorough, communicative, and goes above and beyond the call of duty when taking care of our fur fa... (more)"

8. Magdalena

Just like home

Lower West Side, Chicago, IL, 60616

Dog Boarding, Drop-In Visits, Doggy Day Care

18 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 Thanksgiving Availability
9. Samantha

Weekend doggy oasis

Gage Park, Chicago , IL, 60632

Dog Boarding, House Sitting

"Samantha was great! She's very patient. I've been trying to find Chloe a dog sitter who can deal with her personality for a long time and I've finally found ... (more)"

10. Alyssa

Flexible, Active Dog Lovers!

West Town, Chicago, IL, 60642

Dog Boarding

11 repeat clients

"I honestly thought our dog was emotionally scarred from all the stuff he went through when he was younger. I was so willing to accept this fact until Alyssa ... (more)"

11. Brittany

Dogs are our family

Near West Side, CHICAGO, IL, 60607

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

7 repeat clients

"Great first experience! Brittany kept in touch daily and sent pics. Juniper was right at home and made new besties including Arro the Pomeranian! Will be us... (more)"

12. Alexandra

Crazy Dog Lady

West Town, Chicago, IL, 60612

Dog Boarding

3 repeat clients

"Jordan was super accommodating and took great care of our pup! Will definitely be reaching out to her again when we need someone to look after our dog. (more)"

13. Martin

Reliable dog-experienced guy

Bridgeport, chicago, IL, 60608

Dog Boarding

"5 stars for Martin! Martin took great care of my dog Guthrie over an extended 8-day overnight boarding stay. From the time we spent together I was convince... (more)"

14. Truly

Small gated yard and rarely lonely!

North Lawndale, Chicago, IL, 60623

Dog Boarding, Doggy Day Care

11 repeat clients

"Truly sent us daily pictures of our pup that helped put our minds at ease. He had a great time playing with the kids, going for walks and cuddling in the eve... (more)"

Confirmed Thanksgiving Availability
15. Bradley

Good times to be had.

Near West Side, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

12 repeat clients

"Thanks again Bradley! Bouna loved hanging out at your house with Bolt and Apollo. He laid next to the door and whined for awhile when you dropped him off. ... (more)"

16. Beatrice

We Treat Your Pets Like Stars!!!

Humboldt Park, Chicago, IL, 60612

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

3 repeat clients

"Bebee is a great sitter. I love the back yard my two dogs have access to when they stay with Beatrice. It's safe and secure and able to stand up to the pun... (more)"

17. Megan

Dogs are family!

Gage Park, Chicago , IL, 60632

Dog Boarding, Doggy Day Care

1 repeat client

"Megan was great! I felt very comfortable leaving my baby with her and when I picked him up he seemed relaxed and happy. I would definitely recommend her to a... (more)"

18. Gail

Work from home sitter available!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

About: In our house, pets are a part of the family. People with busy schedules should still be able to enjoy the love and companionship of a dog. I have... (more)

19. Elizabeth

Happy, playful, active dog-lover!

Lower West Side, Chicago, IL, 60608

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

"Liz is amazing! She cares for animals so much and always makes sure that her dog, Bear is having a good time. She watches him like a hawk, always puts him on... (more)"

20. Hilda

Family environment - Just like Home

Brighton Park, Chicago, IL, 60632

Dog Boarding, Doggy Day Care, Dog Walking

4 repeat clients

"My dog Deacon had a great time with Hilda this past weekend. He is a larger dog, but enough used to apartment living that I knew a small space would work for... (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: