Dog Boarding in Chicago

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

1. 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)"

2. Amy

Experienced, safe, and loving home!

Logan Square, Chicago, IL, 60647

Dog Boarding, Doggy Day Care

"I have never ever left my guy for a night let alone a week in an emergency and this was the best choice I ever made. They were accommodating, sent me almost... (more)"

3. Jessica

Experienced Dog Caregivers & Lovers

Near West Side, Chicago, IL, 60607

Dog Boarding

30 repeat clients

"So much fun with Ragnar! I think its nice Indie has another friend to hang with every time he visits. Another easy pick up, drop off, and love the updates.... (more)"

4. Cindy

Lots of love

Near North Side, Chicago , IL, 60611

Dog Boarding, Doggy Day Care

9 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)"

5. Samantha

Doggy Playtime in Loving Home

McKinley Park, Chicago, IL, 60609

Dog Boarding, Doggy Day Care

10 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)"

6. Elizabeth

Dog-lovers in the Loop!

Loop, Chicago, IL, 60601

Dog Boarding, Doggy Day Care

"Elizabeth and her husband couldn't have been a more perfect find! We booked them last minute before a weekend trip and they had no problem taking Ollie right... (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. 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

"Gerda was extremely communicative prior to our stay and during as well. She was very friendly and from the second we met, I knew I would be okay leaving my p... (more)"

9. 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)"

10. 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)"

11. 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)"

12. Kristin

Experienced dog kennel employee!

Near North Side, 60654, IL, 60654

Dog Boarding, Drop-In Visits

2 repeat clients

"I cant even begin to explain how amazing Kristin was with our baby, Bizzy. She treated her like her own and made my husband and I feel 100% confident that ou... (more)"

13. 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)"

14. 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)"

15. 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)"

16. Andrew

River North Pooch Pros!

Near North Side, Chicago, IL, 60654

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Chloe had a great time with Andrew and Allie. They sent pictures and were very flexible with drop off and pick up. Chloe must have had a great time because s... (more)"

17. Jenna

Dogs best interest always in mind

Loop, Chicago, IL, 60605

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

1 repeat client

"I think Butters made a new friend. Lots of picture updates and response time was fast! (more)"

18. Martineja

Your dog's new best friend!

Loop, Chicago, IL, 60601

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

8 repeat clients

"We call her a dog whisperer she's so fun and so knowledgeable and loves dogs so much. Best experience with my dog and boarding. No problems what so ever and ... (more)"

19. Julia

LOVING mom to watch your dog!

Near West Side, Chicago, IL, 60612

Dog Boarding, Doggy Day Care, Dog Walking

"Julia and Tammy were amazing were our dog, Roger. He was taken to the dog park and even came home with a new toy he claimed as his own there! He was exhauste... (more)"

20. Stacy

Only the Best for Your Furry Bffs

Loop, Chicago, IL, 60605

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

1 repeat client

About: Hi, I'm a recent grad living in South Loop with my goldendoodle. My schedule is somewhat flexible because I work from home a lot. I mostly provi... (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: