Dog Boarding in Chicago

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

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1. Melissa

Hang with Sue in West Town!

West Town, Chicago, IL, 60622

Dog Boarding

22 repeat clients

"This was my first time using DogVacay and Melissa could not have put my mind at ease further. Their space is great and it's awesome they have a small fenced... (more)"

2. Brian

Brian and Sheila's Humboldt Bark

West Town, Chicago, IL, 60622

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

10 repeat clients

"Brian and Sheila took great care of our bulldog, Oskar! It is very clear that they love dogs and really enjoyed spending time with our pup. Oskar has some sp... (more)"

3. Maribel

M & B Doggy B & B

Chicago, IL, 60632

Dog Boarding

7 repeat clients

"Maribel and Bryan were amazing hosts for Donnie! From the minute we met them, we knew they would take care of him as if he was their own. They were extremely... (more)"

4. Ewelina

Your dog will never feel lonely

Near West Side, Chicago, IL, 60661

Dog Boarding

3 repeat clients

"Ewelina was the perfect sitter for our dog while we were away on a long weekend vacation! She is very friendly and seems to have a true passion for caring fo... (more)"

5. 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)"

6. Sasha

Wallace & Sasha's Wicker Wonderland

West Town, Chicago, IL, 60622

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

3 repeat clients

"Sasha was amazing with our puppy Henry! It was the first time we had left him with anyone but family and we were a bit nervous, but Sasha and Wallace were so... (more)"

7. Patrick

Home full-time & fenced-in yard

West Town, Chicago, IL, 60642

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Patrick was a WONDERFUL caretaker. He took great care of my quirky dog who is VERY attached to me after the nine years I've had her. I was a bit nervous le... (more)"

8. Samantha

Doggy Playtime in Loving Home

McKinley Park, Chicago, IL, 60609

Dog Boarding, Doggy Day Care

25 repeat clients

"Butterscotch had a wonderful stay when we had to head out of town last minute for a funeral. Samantha was responsive and accommodating to our last minute req... (more)"

9. 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)"

10. Alex

Every Dog Has Its Day in Old Town!

Near North Side, Chicago, IL, 60610

Dog Boarding, Doggy Day Care

3 repeat clients

"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. Roz

I provide lots of snuggles

West Town, Chicago, IL, 60622

Dog Boarding

1 repeat client

"Roz was great with my pupper! 3 walks a day, and from what i understand, she provided ample ear scratches and belly-rubs in my absence. What I appreciated mo... (more)"

12. Sara

Sara&Albert's West Loop Dogtopia

Near West Side, Chicago, IL, 60606

Dog Boarding, Doggy Day Care

1 repeat client

"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)"

13. Tana

Quiet home with lots of cuddles

Chicago Loop, Chicago, IL, 60606

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

4 repeat clients

"Highly recommended! Tana took great care of our Chihuahua and we will use her services again. She provides personalized attention as she only takes one dog a... (more)"

14. Natalie

Home full time in the West Loop

Near West Side, chicago, IL, 60661

Dog Boarding, Doggy Day Care

"Natalie has been taking care of my dog (18-lb yorkie mix) for the past 5 years. My dog is a bit of a diva in terms of wanting food on her own terms, flipping... (more)"

15. Madison

Call me the K9 crusader!

Bridgeport, Chicago, IL, 60608

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

5 repeat clients

"Madison and her family were wonderful hosts to my dog! (more)"

16. Jing

Responsible, loving and patient!

Loop, Chicago, IL, 60601

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

1 repeat client

"Jing was awesome. My dog obviously loved his time with her because he didn't want to leave! Her dog is super sweet as well and since I have a puppy it was g... (more)"

17. 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)"

18. Darcy

Darcy's Doggie Home

West Loop, Chicago, IL, 60607

Dog Boarding, Doggy Day Care

2 repeat clients

"Oscar had a great time!!!! Thank you. (more)"

19. 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

3 repeat clients

"Deepti was just THE BEST! She constantly kept me updated and Hans was happy as a clam at her house. She took him out to the park frequently (which is his fav... (more)"

20. Brandilyn

Dog Lovers With Fun Doodle

Loop, Chicago, IL, 60605

Dog Boarding, Doggy Day Care, Dog Walking

2 repeat clients

"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)"

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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.