Dog Boarding in Chicago

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

1. Jenna

Dog Lover excited to help!

West Town, Chicago , IL, 60647

Dog Boarding, Drop-In Visits

3 repeat clients

"Gizmo truly is treated like family here! He loved playing with Jenna's pups and we appreciated receiving frequent updates and photos. Highly recommend her fo... (more)"

2. Betsey

I'm bubbly, outgoing, & pup loving

Near West Side, Chicago , IL, 60606

Dog Boarding

10 repeat clients

"My dog is scare of everything so I had never left my dog with anyone other than my sister until she stayed with Betsey. Betsey did an amazing job with my dog... (more)"

3. Bob

Bob's Boarding in Hyde Park

South Side, Chicago, IL, 60615

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

5 repeat clients

"It goes without say that I would recommend Bob to anyone looking for a caring, knowledgeable, reliable dog sitter. Bob was flexable to my changing schedule, ... (more)"

4. Adam

Adam and Caitlin's Pet Care

Near North Side, Chicago, IL, 60611

Dog Boarding

1 repeat client

"Adam and Caitlin are AMAZING!! Milo was very spoiled and they sent the cutest pictures and updates. Milo is counting down the seconds until he gets to go ba... (more)"

5. Maribel

M & B Doggy B & B

Brighton Park, Chicago, IL, 60632

Dog Boarding

7 repeat clients

"We love leaving Riley with Maribel so much and we've already done it twice. The communication with her is easy and prompt. Maribel is such a warm person and ... (more)"

6. Ewelina

Your dog will never feel lonely

Near West Side, Chicago, IL, 60661

Dog Boarding

4 repeat clients

"Amazing! We left our pup with Ewelina for a week while we were out of the country and she took such good care of her. She sent constant updates/pictures whic... (more)"

7. Stacey

South Loop Paw Pad

Near South Side, Chicago, IL, 60605

Dog Boarding, Doggy Day Care

11 repeat clients

"Stacey was a great host!! She took great care of our puppy, who had a fantastic time playing with her boxer Joe all weekend. We got lots of updates, which he... (more)"

8. Amy

Energetic, dog-loving + outdoorsy

Loop, Chicago, IL, 60601

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"She's the best temporary mommy a puppy/dog could ask for. My puppy had the most amazing time with her and her family. She keeps you up to date by sending yo... (more)"

9. Madison

I love to run with dogs!

Near North Side, Chicago, IL, 60654

Dog Boarding, House Sitting, Dog Walking

"Wonderful sitter! Went for two walks and played and cuddled with my fur-baby! Fabulous sitter! If you're in Chicago for a night (or week) - she's very helpful! (more)"

10. Kelly

Running through the summer!

Near North Side, Chicago, IL, 60611

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

2 repeat clients

"Thank you Kelly for taking care of our little girl. All the photos and updates were great! (more)"

11. Deepti

A fun & active home away from home

Near West Side, Chicago, IL, 60607

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

6 repeat clients

"Deepti - From the moment he met Deepti, I could tell immediately that he felt secure and safe. My pup is a character and she attached to him right away, sent... (more)"

12. Emily

I have a passion for pets

Near West Side, Chicago, IL, 60607

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

"Emily is truly a gem- I really can't say enough positive things! All our usual sitting options fell through and I was able to book with Emily short notice an... (more)"

13. Richard

Retired, Devoted Doggie Dad!

Loop, Chicago, IL, 60606

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

3 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)"

14. Sara

Sara&Albert's West Loop Dogtopia

Near West Side, Chicago, IL, 60606

Dog Boarding, Doggy Day Care

2 repeat clients

"Sara was an amazing host. She constantly sent pictures and video updates with our dog. We couldn't be more grateful with her help taking care of Jacinta. Wil... (more)"

15. Adriana

Outdoor enthusiast &avid dog lover!

Lower West Side, Chicago, IL, 60608

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

1 repeat client

"Our dog Winny stayed with Adriana for 5 nights. Adriana was an excellent communicator throughout and very flexible in collecting and dropping off Winny. Ha... (more)"

16. Najee

Lover of Nature Lover of animals ❤️

Lower West Side, Chicago, IL, 60608

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

1 repeat client

"Najee was great. Umi seemed to do well at Najee's house. He was attentive and communicated well. Definitely plan on using him in the future. (more)"

17. Natalie

Home full time in the West Loop

Near West Side, chicago, IL, 60661

Dog Boarding, Doggy Day Care

"Natalie watched my 1 year old mini goldendoodle, Wrigley, in her home for 3 days and I cannot say enough wonderful things about her and my first experience w... (more)"

18. Madison

Call me the K9 crusader!

Bridgeport, Chicago, IL, 60608

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

6 repeat clients

"Madison was very responsive and sent lots of great pictures! She is very laid back, easy going, and flexible! Will definitely recommend and use again!! Plus,... (more)"

19. Philip

Work from home full-time!

Near West Side, Chicago, IL, 60607

Dog Boarding, Doggy Day Care, Dog Walking

"Philip was great with our dog! He was very communicative before and during our visit, and was very flexible when our travel plans were impacted by the weath... (more)"

20. Derick

Any dog is the best kind of dog

Near West Side, Chicago, IL, 60607

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

5 repeat clients

"Derick was an amazing sitter for my puppy. He was very flexible with my travel plans. I was concerned about my dog being too big or energetic for sitters, bu... (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.