Dog Boarding in Chicago

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

1. Tim

Love dogs and the Loop

Loop, Chicago, IL, 60601

Dog Boarding

4 repeat clients

"My old dog stayed one day with Tim and Abby to get to know them. It worked! I know when my boy Lucas had a good time without me around. I don’t know Tim yet... (more)"

2. Meryl

Animal-loving young professional

Loop, Chicago, IL, 60605

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

1 repeat client

"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)"

3. Brandilyn

Dog Lovers With Fun Doodle

Loop, Chicago, IL, 60605

Dog Boarding, Doggy Day Care, Dog Walking

"Brandi and Andy were fantastic hosts to our dog Timon, and get our highest recommendation. Timon was very happy when we picked him up after a weekend full of... (more)"

4. Alex

Active, fun and caring dog lover!

West Town, Chicago, IL, 60622

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

2 repeat clients

"Alex is amazing. She is incredibly sweet and it was very obvious that my pup Tucker absolutely loved his time with her and Manning. I genuinely hope she is a... (more)"

5. 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

"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)"

6. Christi

Old Town Puppy Lover!

Near North Side, Chicago, IL, 60610

Dog Boarding

1 repeat client

"Christi is the best. I've been using Rover for four years and I have to say that Christi is my favorite sitter - after just one experience! She's SO communic... (more)"

7. Gerda

Professional pet spoiler

Near North Side, Chicago, IL, 60610

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

6 repeat clients

"Our experience with Gerda was great. Before our dog's stay and during she was communicative. Nice to get pics of the pup. She was also flexible when our trav... (more)"

8. Samantha

Doggy Playtime in Loving Home

McKinley Park, Chicago, IL, 60609

Dog Boarding, Drop-In Visits, Doggy Day Care

9 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)"

9. 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)"

10. 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 was fantastic! She checked in numerous times throughout the weekend and was very responsive. She spoiled Fitz (asking first) with scrambled eggs and lo... (more)"

11. Alex

Every Dog Has Its Day in RiverWest!

West Town, Chicago, IL, 60654

Dog Boarding, Doggy Day Care

1 repeat client

"Alex was great, start to finish. Communicated very well, was flexible and sent pics throughout the stay. We'd absolutely love to have Java stay with Alex again! (more)"

12. Gail

Work from home sitter available!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

3 repeat clients

"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)"

13. Jessica

Experienced Dog Caregivers & Lovers

Near West Side, Chicago, IL, 60607

Dog Boarding

29 repeat clients

"Jessica and her husband were fantastic with my dog Skye. I was out of the country and my return home was significantly delayed. Jessica was so accomodating... (more)"

14. Rebecca

Dog obsessed

Near North Side, Chicago, IL, 60610

Dog Boarding

2 repeat clients

"Rebecca was an awesome sitter for Caesar. She was very thoughtful and prepared for Caesar's visit, and she provided a lot of great communication throughout h... (more)"

15. Elizabeth

Dog-lovers in the Loop!

Loop, Chicago, IL, 60601

Dog Boarding, Doggy Day Care

"Liz and her partner were so wonderful. They were incredibly accommodating and treated our puppy as if she was their very own. They have a wonderful dog thems... (more)"

16. Jenna

Dogs best interest always in mind

Loop, Chicago, IL, 60605

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

About: I've had a dog growing up and I'm now 22 years old. I'm looking for companionship in college! I don't work, so I have plenty of free time to snuggl... (more)

17. Julia

LOVING mom to watch your dog!

Near West Side, Chicago, IL, 60612

Dog Boarding, Doggy Day Care, Dog Walking

"I know Toaster had a great time with these guys! They watched him for 3 nights and even helped by picking him up and dropping off. Shot me a few photos of hi... (more)"

Available this weekend
18. Elena

Cozy place for your puppy

Near West Side, Chicago, IL, 60661

Dog Boarding, Doggy Day Care

"Zephyr looked so incredibly happy and well during her stay with Elena. It was clear that Elena took great care of her and sent me gorgeous photos and videos ... (more)"

19. Samantha

My friends call me a Dog Whisperer.

Near West Side, Chicago, IL, 60607

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

3 repeat clients

"Samantha was a fantastic dog sitter and my doodle Zoey absolutely loved her ?! She sent daily updates with fun videos and pics, which really made leaving the... (more)"

Available this weekend
20. Linda

Clean, happy, fed, and pampered!

Loop, Chicago , IL, 60605

Dog Boarding, Doggy Day Care

"Linda was so accommodating and Max came home tired and happy! I would definitely recommend her to anyone. (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: