Dog Boarding in Chicago

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

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1. Erica

Wags While You're Away!

West Town, Chicago, IL, 60642

Dog Boarding, Drop-In Visits

75 repeat clients

"Erica is amazing. She is a wonderful person, terrific with dogs and can always can be counted on to go far beyond the call of duty. Erica watched my dog, ... (more)"

2. Alice

Wicker Park Sitters With Great Yard

West Side, Chicago, IL, 60622

Dog Boarding

4 repeat clients

About: My husband and I love dogs. We have a plott hound who we rescued two and a half years ago and we can't get enough of her. But we often find one dog... (more)

3. Melissa

Hang with Sue in Ukrainian Village!

West Town, Chicago, IL, 60622

Dog Boarding

20 repeat clients

About: Hi everyone! We're Melissa and Keith, and we share a lovely 2.5 bedroom apartment in Chicago's Ukrainian Village, along with our quirky amateur com... (more)

4. 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)"

5. Alex

Every Dog Has Its Day in Old Town!

Near North Side, Chicago, IL, 60610

Dog Boarding, Doggy Day Care

2 repeat clients

"I am always nervous leaving my dog with other people while I am away, but with Alex that was never an issue. My dog enjoyed being with him so much that she w... (more)"

6. Ewelina

Your dog will never feel lonely

Near West Side, Chicago, IL, 60661

Dog Boarding, House Sitting, Doggy Day Care

1 repeat client

About: **About me** I've been around dogs mostly my whole life. Growing up in Poland I had all sorts of animals around me. My dog, Stanley is very frien... (more)

7. Natasha

Your Puppy's Home Away from Home!

Near North Side, Chicago, IL, 60611

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

15 repeat clients

About: Hey there, We're two super responsible medical students with a love for animals! We currently have a lot of time on our hands, as we're mostly a... (more)

8. Kameron

Stay & Play in the Loop with a View

Chicago Loop, Chicago, IL, 60601

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

1 repeat client

About: **About me** Hi! I'm Kameron and would love to hang out with your dog in the Loop! I love the location I live in because I am extremely close to Mi... (more)

9. Mandi

Love Pups!

Central, Chicago, IL, 60654

Dog Boarding

6 repeat clients

About: Hi! I am an active young professional who loves dogs! I grew up with our family dog who lived for 18 years and definitely miss having a furry frie... (more)

10. Amy

Energetic, dog-loving + outdoorsy

Loop, Chicago, IL, 60601

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

1 repeat client

"Amy was an incredible dog sitter for my pup Mila! I received pictures every few hours, and Amy would take them on long walks multiple times through out the d... (more)"

11. Brandilyn

Dog Lovers With Fun Doodle

Loop, Chicago, IL, 60605

Dog Boarding, Doggy Day Care, Dog Walking

1 repeat client

"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)"

12. 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)"

13. Robert

All furry friends welcome!

Loop, Chicago , IL, 60601

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

12 repeat clients

"Robert was great with my girl! She can be a real grump with other dogs, and somehow Robert was able to help her make some new dog friends. She came back afte... (more)"

14. Betsey

I'm bubbly, outgoing, & pup loving

Near West Side, Chicago , IL, 60606

Dog Boarding

8 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)"

15. 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

4 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)"

16. 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)

17. Tana

Quiet home with lots of cuddles

Chicago Loop, Chicago, IL, 60606

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

3 repeat clients

About: I am a big animal lover, volunteer in an animal shelter Anti-Cruelty Society and very experienced care taker (dogs, cats, children). Sadly, my pass... (more)

18. Samantha

Doggy Playtime in Loving Home

McKinley Park, Chicago, IL, 60609

Dog Boarding, Drop-In Visits, Doggy Day Care

24 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)"

19. Robb

Probably a dog in a past life :-)

Near South Side, Chicago, IL, 60616

Dog Boarding, Doggy Day Care

1 repeat client

"Robb is the best! He is flexible, wonderful to Rocco I know this because on the 2nd time on our way to Robb's Rocco was a maniac trying to get in his buildin... (more)"

20. 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)"

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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.