House Sitting in West Ridge, 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. Claire

When you're away, pup & I will play

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"Claire did a great job watching my boys while I was out of the country. I returned to pups that must have had a blast because they were not that excited to ... (more)"

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2. Meg

Love taking long dog walks

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"Meg helped me out by spending the weekend with my pup Addison. Things seemed to go smoothly and, per Meg’s pictures and updates, it looked like Addison had a... (more)"

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3. Ella

Hoping to make new furry friends!

Lincoln Square, CHICAGO, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"Ella watched my Siberian Husky overnight and took great care of him. She really takes the time to ensure every detail is covered in exactly how you want you... (more)"

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4. Dorothy

Dog Mom Extraordinaire

Albany Park, Chicago, IL, 60625

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

"Dorothy was amazing! So energetic and loving with our babies. Scheduling the meet and greet was so easy and our dogs were instantly comfortable with her. She... (more)"

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5. Hyten

Lover of all sizes & personalities

Lincoln Square, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"Hyten was an extremely helpful and trustful sitter. She made sure she got all the information she needed about our dog before we went out of town and took ve... (more)"

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6. Ariel

I will keep you and your dog happy!

Evanston, IL, 60201

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

"The meet and greet was a great success. Odin is still a puppy and weary of strangers but he took to liking Ariel right away. I was at ease leaving him in her... (more)"

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7. Christine

Chris Caring 4 Canines Rogers Park

North Side, Chicago, IL, 60626

Dog Boarding, House Sitting

"Christine did great. I would definitely use her again! (more)"

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8. Lid

Dogs Are My Favorite People

Lincolnwood, IL, 60712

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

"I use Lid pretty often to take care of my cats when I travel. She’s reliable and on top of it, plus trustworthy. My old cat, who has since passed away, was c... (more)"

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9. Hannah

Your dog's best friend!

Rogers Park, Chicago, IL, 60613

House Sitting, Drop-In Visits

"Again! Very great job on watching my dog. Medicine all taken care of and giving my dog all the love!!!!!! Definitely booking again (more)"

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10. Ryan

Dogs make the World go around...

Rogers Park, chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

"Ryan has puppy-sat Ollie on multiple occasions and is wonderful! We trust him to watch Ollie while we are away. He provides daily updates and cute pictures a... (more)"

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11. Gwenna

Animal lover and puppy trainer

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

"Gwenna was great! She is responsible, friendly, proactive, and knows and loves animals. After several weeks away, I don't think we've come home to an apartme... (more)"

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12. Anna

Active, caring and detail-oriented!

Irving Park, Chicago, IL, 60618

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

"Anna loves all dogs and is super reliable and trustworthy. I have complete trust with her and my dog and she is my go to for walks or pet-sitting! (more)"

Confirmed availability
Christmas and New Year
13. Kati

Unlimited Belly Scratches

Edgewater, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"Kati is an amazing dog sitter! She watched Louie for two nights and took great care of our pup. I will definitely be reaching out to her again! (more)"

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14. Sarah

Sarah & Kiser's Pet Services

Rogers Park, Chicago, IL, 60626

Dog Boarding, House Sitting, Drop-In Visits

"This is the second time Sarah has stayed with our pup and she is fantastic! She takes such great care and sends updates with pictures. We would definitely ha... (more)"

Confirmed availability
Christmas and New Year
15. Jade

Experienced Dog Rescue Worker

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

"Jade was great! She’s obviously a real animal lover. I felt very comfortable leaving her with my sometimes difficult pooch. I also felt very comfortable havi... (more)"

16. Diego

I want to help make your pup smile.

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

"Diego is without a doubt the most positive, optimistic person I've ever met and will brighten up you and your dog's day! I've seen many interactions between ... (more)"

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17. Samantha

Dog-Loving Grad Student

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

"Samantha did an excellent job with Amli during a rather long stay. She made sure to keep me in the loop on hiw things her going and was diligent in following... (more)"

18. Jacquie

Dog Park! Beach Walks! Long Walks!

Edgewater, Edgewater, IL, 60660

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

"As always a good sitter and I will be using her in the future. (more)"

Confirmed availability
Christmas and New Year
19. Sophie

I'll make your dog feel at home!

Rogers Park, Chicago, IL, 60626

Dog Boarding, House Sitting, Doggy Day Care

"My rescue dog Vegas loves Sophie! Vegas is a sweetheart, but is also very high-energy and enthusiastic, and so she can be a bit of a handful sometimes--espec... (more)"

Confirmed availability
Christmas and New Year
20. Hillary

Home Full-Time/Flexible Dog Lover

Rogers Park, Chicago, IL, 60626

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

"Hillary has watched Daisy numerous times and she is very attentive and nurturing. Daisy loves to cuddle and needs a ton of attention and Hillary made sure to... (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.