House Sitting in Chicago

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Caroline Verified Background Check

Cheerful and reliable

Bridgeport, Chicago, IL, 60608

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"I was so happy to see a friendly beautiful face on here! Caroline did such a wonderful job taking care of the dogs. I highly recommend her ♥️ (more)"

2. Emily Verified Background Check

Experience with multiple sized dogs

Bridgeport, Chicago, IL, 60616

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

"Emily is great! Very professional and communicative. A++++ will definitely have her dog sit Niall again ! (more)"

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3. Michael Verified Enhanced Background Check

I treat your pet like it’s mine.

Near South Side, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Mike did an amazing job with our two pups. My girlfriend and I have a giant St. Bernard and a mischievous Irish setter who gets into everything. Mike was abl... (more)"

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4. TIANJIAO Verified Background Check

Furry Fun with Ariel

Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits

"Amazing sitter with lots of updates and pictures throughout the day. My dog probably got more exercise with Ariel than she does with me, and now I feel bad, ... (more)"

5. Kat Verified Background Check

Quality care for our fur babies

Brighton Park, Chicago, IL, 60632

House Sitting

"Kat was super responsive during the entire lead up to the stay and the whole time she was watching our pup. We really appreciated her promptness and her offe... (more)"

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6. Yue Verified Enhanced Background CheckRover 101

Loving and active sitter/walker!

Lower West Side, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Yue was a rockstar! She went above and beyond her call of duty. She sent tons of great photos and videos. She left a very detailed report of everything her a... (more)"

7. Sarah Verified Enhanced Background Check

College Student and Dog Lover

Near West Side, Chicago, IL, 60612

House Sitting, Drop-In Visits, Dog Walking

"Sarah was amazing! We have three large pups and a cat and we were going out of town for a long Memorial day weekend. The last thing anyone wants is to have t... (more)"

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8. Tamas Verified Enhanced Background Check

Dog whisperer at your service!

Near West Side, Chicago, IL, 60607

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

"Tamas is by far the best dog and house sitter you will find. He’s dependable, informative and extremely attentive to pets. We were lucky to already have him ... (more)"

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9. Rachel Verified Enhanced Background Check

all dogs are good dogs

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

"As a dog owner, Rachel is one of very few people I would trust to babysit. No matter the animal she shows a level of empathy and caring that is unmatched. S... (more)"

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10. Michael Verified Enhanced Background CheckRover 101

Always at Home & Right by Dog Park!

Near South Side, Chicago, IL, 60616

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

"Michael is an honest, responsible, and trustworthy person. Anytime I need someone to watch my two dogs, I always check to see if Michael is available. He is ... (more)"

11. Maddi Verified Background CheckRover 101

Lifelong dog lover

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Maddi was excellent! She sent regular updates on Layla and kept me informed of everything while I was away. She left my apartment exactly the way it was when... (more)"

12. Katie Verified Enhanced Background Check

Cat Friendly Sitter

Lower West Side, Chicago, IL, 60608

House Sitting, Dog Walking

"Katie was very responsive to messages and sent lots of cute pictures of my dog and cat! Squid seemed stoked when I came home and the house was as we left it.... (more)"

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13. Jasmine Verified Enhanced Background Check

Plenty of long walks and treats!

Bridgeport, Chicago, IL, 60609

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

"Jasmine was fabulous! She sent photos, was highly communicative, came and met our pup first to be sure she was comfortable. This was our first experience wit... (more)"

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14. christine Verified Background Check

Walk and Bark!

Douglas, Chicago, IL, 60616

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

"She was great with my dog! She was reliable and professional! She followed instructions on how to take care of my pup and I would absolutely recommend her to... (more)"

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15. Tenley Verified Background CheckRover 101

Experienced Dog Owner & Care Giver

Douglas, chicago, IL, 60616

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

"Tenley was an excellent sitter! Vincent was very well cared for and our house was left perfectly cleaned and tidy! We will definitely book again with Tenley. (more)"

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16. Aoife Verified Enhanced Background Check

Spunky Pet Sitter

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Aoife was great! I sent a request for the weekend pretty last minute and they were super responsive and quick to help! The weekend was flawless and didn’t ha... (more)"

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17. Carlee Verified Background Check

Excited to sit your furry friends!

Bridgeport, Chicago, IL, 60616

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

"Carlee was great housesitting my dog Zuko. She was very flexible and patient. Thank you! (more)"

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18. Diana Verified Background Check

I might refer to them as babies.

Lower West Side, Chicago, IL, 60608

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

"Diana was great at communicating, on time, and super polite! She gave regular updates with photos, which we appreciated. Would definitely book with her again! (more)"

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19. Tylor Verified Enhanced Background Check

Great with Dogs!

Lower West Side, Chicago, IL, 60608

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

"Great stay, our shibas were well taken care of while we were gone with daily updates and pictures. Tylor even stayed a little extra when it turned out we wou... (more)"

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20. Lindsey Verified Background Check

Caring and loving pet sitter

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Hello, my name is Andre M. I'm writing this testimonial for Lindsey. I used to have a pomeranian named Jake. Lindsey used to come in and took care of him whi... (more)"

Check out the house sitting options in your neighborhood:


The next time you head out of town and need someone to take care of your pet - and your home - turn to Rover for your house sitting needs. It's easy to find a loving pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover - it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy house sitters for your pets--and avoid the kennel.

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