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. Jocelyn Verified Background Check

Fun-loving dogsitter!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Jocelyn was wonderful with our very energetic (and sometimes mischievous) puppy. She kept us informed everyday on how things were going, but even helped us o... (more)"

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2. Autumn Verified Enhanced Background CheckRover 101

Gentle, Engaging, and Hard to Faze

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

"Autumn was absolutely fabulous, and I highly recommend her to anyone looking for someone to stay with their furbaby. I was scrambling to find a last minute... (more)"

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3. Cassidy Verified Background Check

I’ll run with your dog

Hyde Park, Chicago, IL, 60615

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

"Caring and considerate with the dog. Cassidy was also prompt, clean and showed good communication skills (more)"

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4. Jade Verified Background CheckRover 101

Your dog will get love & attention

Near West Side, Chicago, IL, 60612

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

"Our puppy, Lilly, was totally bananas about Jade! And Jade did such a good job with her crazy puppy energy, and took such great care of our little furnado. ? (more)"

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5. Julie Verified Enhanced Background Check

Lover of all furry friends!

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

"Took great care of my little puppy. Great attention to detail, asks the right questions, & very respectful on my home! Definitely book w/Julie! (more)"

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6. 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)"

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7. Katherine Verified Enhanced Background CheckRover 101

Workday or weekend - walk/run w me!

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

"Katherine loves dogs and is great with them. She’s helped me take good care of my dogs and walk them when I’m away on vacation. My dogs get excited every tim... (more)"

8. Ariel Verified Background Check

Caretaker for your furry friend(s)!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Ariel and Dunkel got along well, no accidents and no tears. Ariel was easy going and was able to keep up with our puppy's schedule. She stuck around till we ... (more)"

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9. Renée Verified Background Check

Trained and TrustworthyProfessional

West Town, Chicago, IL, 60612

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

"Renée did a great job w Charlie! I felt very comfortable w her in my home and w him. She took him on several walks and gave me multiple updates, which is all... (more)"

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10. Mariah Verified Background Check

In love with all furbabies

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Mariah watched our puppy for us on Thanksgiving. She was wonderful! She came over a few days prior to meet us and our dog; which I loved. She was kind, punct... (more)"

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11. Cameron Verified Enhanced Background Check

A Lifetime Caring for Dogs-and Cats

Near South Side, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"This was my first time using Rover and Cameron made it a great experience. She's quick with responses and punctual. She babysat my dog in my house and kept m... (more)"

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12. Katherine Verified Enhanced Background Check

I’ve worked with wolves before.

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Katherine made this whole process so easy. She responded right away and was willing to come do a meet and greet to gather information prior to her services. ... (more)"

13. Ivana Verified Enhanced Background Check

College student who loves dogs!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"I wish there was an option to give Ivana more stars!! With my trip only 2 days away and my sister canceling on me last minute, I was in a complete panic to f... (more)"

14. TIANJIAO Verified Background Check

Furry Fun with Ariel

Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits

"Tianjiao knows my dog well, as she rescued her from Arizona and brought her to Chicago for me to foster and eventually adopt. Her experience as a vet technic... (more)"

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15. Edilberto Verified Enhanced Background CheckRoverGO

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

"Edie did a great job with playing with Phoenix indoor and walking him outdoors but keeping in mind the hot weather. He gave him medication and fed him as nee... (more)"

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16. Allison Verified Background Check

Certified Veterinary Technician

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits

"I can’t recommend Allison highly enough! Her knowledge of animals and animal care is off the charts and she’s so responsive to what we (and our dog) need. Sh... (more)"

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17. Sarah Verified Enhanced Background Check

College Student and Dog Lover

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Sarah has been such an amazing help for me and my dog! She is reliable, communicative, and flexible. I so appreciate her and will be 100% booking again! (more)"

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18. Megan Verified Enhanced Background Check

Last minute bookings available!

Armour Square, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Megan was great! Probably one of the best sitters we've had! We were gone for a short time Thursday-Sunday and she gave us constant updates and was with our ... (more)"

19. Nikki Verified Enhanced Background CheckRover 101

Trustworthy, respectful, and fun!

Near South Side, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Nikki was an excellent sitter. Sammie was in great hands and had a blast. Came back to a healthy boy and a respectfully cared for home. Would highly recommend! (more)"

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20. Meghann Verified Background Check

I love your pets like my own

Lower West Side, Chicago, IL, 60608

House Sitting, Dog Walking

"Meghann is quick to reply and punctual. She babysat my dog in my home and kept her company while we were out. She was able to keep my dog calm and comfortable. (more)"


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.