Dog Boarding in Chicago

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

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1. 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)"

2. Melissa

Hang with Sue in West Town!

West Town, Chicago, IL, 60622

Dog Boarding

22 repeat clients

"Five stars all the way! Melissa and Keith have a great set up- backyard and all. We couldn't ha e been happier with the love and affection they provided our ... (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. 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 was an excellent host -- he was very flexible with us with changing start and end times (really beyond what was fair --- especially when we were late i... (more)"

5. Betsey

I'm bubbly, outgoing, & pup loving

Near West Side, Chicago , IL, 60606

Dog Boarding

10 repeat clients

"Toby had a great time with Betsey and I could enjoy my vacations knowing that my puppy was good. I got a lot of pictures and messages everyday. I will recomm... (more)"

6. Bob

Bob's Boarding in Hyde Park

South Side, Chicago, IL, 60615

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

4 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)"

7. 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)"

8. Samantha

Doggy Playtime in Loving Home

McKinley Park, Chicago, IL, 60609

Dog Boarding, Doggy Day Care

25 repeat clients

"Samantha was a pleasure from my initial outreach to the time I picked up my dog. I was late dropping her off, but Sam was completely understanding (phew). He... (more)"

9. 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)"

10. 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)"

11. 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)"

12. 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)"

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. 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)"

15. 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)"

16. Adriana

Outdoor enthusiast &avid dog lover!

Lower West Side, Chicago, IL, 60608

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

"Adriana is one of the most responsible people I know. She has taken care of my pets in the past and every time she does I know that I can trust her. She is l... (more)"

17. 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)"

18. Monica

I work from home and love dogs!

Near West Side, Chicago , IL, 60612

Dog Boarding, Doggy Day Care, Dog Walking

"Monica and her husband were amazing! Ziggy loved staying with them for a full week! We got regular updates and pictures while we were away which allowed us t... (more)"

19. Madison

Call me the K9 crusader!

Bridgeport, Chicago, IL, 60608

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

5 repeat clients

About: I started my pet sitting career with 2 dogs name Eve and Jojo 5 years ago. As soon as I started I fell in love with these 2 babies. Thats when I kn... (more)

20. 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

5 repeat clients

"Derick was wonderful! Our pup loves playing with his pup, and Derick sent lots of updates and videos. Will absolutely book with him again, our sweet girl lov... (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.