House Sitting in West Town, Chicago

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

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1. Justine Verified Background CheckRover 101

Your pet's new BFF!

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits

"Justine was awesome! Super thorough and thoughtful throughout the process, I would definitely recommend her to anyone and Diesel loved her as well! (more)"

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2. Judith Verified Background CheckRover 101

Former Zookeeper!

Humboldt Park, Chicago, IL, 60651

House Sitting, Drop-In Visits, Dog Walking

"Judith was great!! She went above and beyond taking care of my dog, and even did a few things to help with the house while we were away! Highly recommend! (more)"

3. Jon Verified Enhanced Background Check

Rockstar Pet Care Specialists

Logan Square, Chicago, IL, 60647

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

"Jon is amazing. I've already left reviews, but here's another. Usually, we hand off keys through a lock box. Jon stopped by our house when we were home and I f… (more)"

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4. Liz Verified Background Check

I can’t wait to meet your pup!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"Ok, Liz is amazing. She took care of my border collie who was quite the handful. He once ripped the pocket off of my pants when I had the leash in my pocket,… (more)"

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5. Chris Verified Enhanced Background Check

picnic at sunset with your dog

West Town, Chicago, IL, 60622

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

"Chris made my first rover experience amazing! I got adorable photos of prince and updates everyday. I will use Chris again anytime I need someone to watch or w… (more)"

6. Roger Verified Enhanced Background Check

Meet your pets new best friend.

West Town, chicago, IL, 60622

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

"This was my first time using Rover and so was pretty nervous. Roger was absolutely extraordinary. He eased my fears by keeping me updated and informed with pic… (more)"

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7. Chloe Verified Background Check

Vet Assistant - Trustworthy Sitter

Lincoln Park, Chicago, IL, 60614

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

"Oh my gosh. Chloe is THE BEST. She made my dog Lani’s stay better than I could have imagined. My dog is my life. I consider my dog to be my actual child, so yo… (more)"

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8. Riley Verified Background Check

Looking for furry friends!

West Town, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Before I moved, Riley was my regular walker for almost a year, and my baby girl Luna and I both miss him! He is a caring, consistent, and reliable person, a… (more)"

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9. Cris Verified Enhanced Background CheckRover 101

mindful & fun + trustworthy & tIdy

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"Cris was absolutely amazing!! I’ve used dog sitting services once before and had a really terrible experience. Cris turned that all around. I trust her to watc… (more)"

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10. Dalhila Verified Background Check

What I’m about ...

West Town, Chicago, IL, 60642

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

"Dalhila took great care of Archie. Archie was even taken to the dog park to play with his friends. Dahlia is a wonderful sitter. (more)"

11. Owen Verified Background Check

Most of my friends are dogs.

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"Owen is our most trusted house/dog sitter. We had an elderly dog with limited mobility, and he was the only the sitter we trusted to care for him. He was alway… (more)"

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12. Jen Verified Enhanced Background CheckRover 101

Works from home & flexible schedule

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Jen helped me out a lot with house-sitting for my high energy puppy over a high demand holiday! Easy to work with and great communication. Be sure to book in a… (more)"

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13. Emily Verified Enhanced Background Check

Pet staycation!

West Town, Chicago, IL, 60642

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

"Emily was super responsive! She spent a long weekend with our pup, and we felt very comfortable having her in our home! She left the place very neat and you co… (more)"

14. Jake Verified Background Check

I will take great care of your pet!

West Town, Chicago, IL, 60622

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

"We used Jake for house sitting and taking care of our dog while we were away. He was responsive and sent frequent updates, and we came home to a happy dog! (more)"

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15. Emily Verified Background Check

Trustworthy Pet-Sitter

West Town, Chicago, IL, 60642

Dog Boarding, House Sitting, Drop-In Visits

"Emily has been our cat sitter for about a year and I couldn't recommend a better animal care taker. Our cat has severe trust issues and can be a real pain to t… (more)"

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16. Alexandra Verified Background CheckRover 101

Around the Clock Attention

West Town, Chicago, IL, 60612

Dog Boarding, House Sitting

"Alex was great while sitting our pup! (more)"

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17. Michelle Verified Enhanced Background Check

Training Background and Expert Care

West Town, Chicago, IL, 60622

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

"Michelle absolutely loves every dog she meets! She has extensive experience working with dogs as a volunteer for the Humane Society rehabilitating dogs. She is… (more)"

18. Jess Verified Enhanced Background Check

I’ll be with your pet 24/7!

West Town, Chicago, IL, 60622

House Sitting

"Jess spent a lot of quality time with our dog and he clearly felt comfortable with her. She’s experienced with reactive dogs and she was very communicative ove… (more)"

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19. Ashley Verified Background Check

Ive fostered 25 pets and counting!

West Town, Chicago, IL, 60642

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

"Ashley is the best! She’s great with all animals but my pittie pup loved the nights he got to spend playing (and probably snuggling) with her while I was at wo… (more)"

20. Jenna Verified Enhanced Background Check

Communicator, lover, dog boarder!

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

"Jenna was AWESOME! From the second I met her and saw her house, I felt immediately at ease having my fur babies stay with her. During their stay, she not onl… (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.