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 and her husband truly are dog lovers, experienced caregivers, and great people. This was evident when we had our meet and greet as well as in the picture... (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. Brandilyn

Dog Lovers With Fun Doodle

Loop, Chicago, IL, 60605

Dog Boarding, Doggy Day Care, Dog Walking

"Brandi and Andy took great care of Mini over a weekend stay. Mini and their dog Winston got along great, and Mini came home happy and tired. :) Brandi sent... (more)"

4. 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)"

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. Richard

Retired, Devoted Doggie Dad!

Loop, Chicago, IL, 60606

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

2 repeat clients

"Richard was awesome with Cassie and took very good care of her. He updated me regularly and was open when my flight was late in returning. He sent pictures a... (more)"

7. Andrew

River North Pooch Pros!

Near North Side, Chicago, IL, 60654

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"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)"

8. 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)"

9. Rebecca

River North Dog Lover

Near North Side, Chicago, IL, 60610

Dog Boarding

2 repeat clients

"Rebecca is the best pet sitter we have used. She kept us updated with pics during our time away and made me feel very at ease with leaving my little guy beh... (more)"

10. Robert

All furry friends welcome!

Near North Side, Chicago , IL, 60654

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

10 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)"

11. Cindy

Lots of love

Near North Side, Chicago , IL, 60611

Dog Boarding, Doggy Day Care

12 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)"

12. 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)

13. 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)"

14. 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)"

15. Betsey

I'm bubbly, outgoing, & pup loving

Near West Side, Chicago , IL, 60606

Dog Boarding

8 repeat clients

"Betsey has watched our beagle twice now and she takes such good care of her! She sends us pictures while we are out of town and her schedule allows her to c... (more)"

16. 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)"

17. Maddie

I love taking care of animals!

Near West Side, Chicago, IL, 60607

Dog Boarding, Doggy Day Care, Dog Walking

1 repeat client

"If you want your dog to receive endless and unconditional love, I would definitely recommend Maddie as your choice for dog boarding. Her love for animals is ... (more)"

18. 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)"

19. Diana

Loving, caring and experienced

Loop, Chicago , IL, 60602

Dog Boarding, Doggy Day Care

"We had the privilege to have Diana keep our chocolate lab while we were out of town. He was loved, played with and snuggled maybe more than he is at home! Di... (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.

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:

Want to learn more? Check out reviews from pet owners who have used Rover.