House Sitting in West Ridge, Chicago

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

1. Rachel

I can literally bark like a dog

Lake View, Chicago, IL, 60657

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

"Rachel is absolutely incredible with dogs. Not only has she been around dogs her entire life, but she was worked at numerous animal hospitals, shelters, boar... (more)"

2. Rose

Formerly of Karma Dog Training :)

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Rose stayed at our home with our puppy and an older dog, she was very responsive and caring towards our dogs. Our dogs got the perfect amount of care and ac... (more)"

3. Meggie

There's Always a Treat In My Pocket

Edgewater, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: Animals have been an absolute passion of mine since I was a child. I grew up in a household full of them: four cats, a dog, and a carousel of horse... (more)

4. Chris

Responsible, Caring Dog Walker

North Side, Chicago, IL, 60645

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

6 repeat clients

"Chris was fantastic. She was very thorough with keeping our dog on his schedule and followed instructions to a 'T'. We had absolutely no issues. We had compl... (more)"

5. Meredith

Experienced dog sitter/owner

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Meredith was a considerate and gracious caretaker for Betty. She was responsive and helpful. Her questions and actions showed that she cared about taking g... (more)"

6. Nicole

skilled Vet. Tech and Petsitter

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Nicole is awesome! I highly recommend her house sitting services. I came home from my trip and while my Zoe was happy to see me she immediately started look... (more)"

7. Felicity

Dog loving college student!

Edgewater, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"Felicity was so loving and caring with Jacko. She kept up informed and sent pics everyday. Usually when we come back after leaving Jacko for a couple of days... (more)"

8. Ryan

Dogs make the World go around...

Rogers Park, chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Ollie had a great time with Ryan! Ryan was easy to communicate and plan with. He sent updates and pictures. We will definitely contact Ryan again to puppy-si... (more)"

9. Tamara

Loving, Caring, and Loyal Pet Lover

Evanston, IL, 60202

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Tamara was really nice. She met with me and yoyo twice before the stay. She was super nice with yoyo and caring. She will send me pictures during the stay an... (more)"

10. Megan

Reliable, Respectful, Responsive

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"Debra is wonderful! I'm so thankful I found her and Meg. I have new puppies and was pretty stressed about finding someone to care for them when I am at work.... (more)"

11. Anna

Dog lover with years of experience!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Anna is absolutely fantastic! We had to travel out of town and after just getting a 9 week old pup we were apprehensive about kenneling him. Anna made us hav... (more)"

12. Stella

I already love your dog

Uptown, Chicago, IL, 60640

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

"Stella is responsible and caring, with a genuine love for all animals. When it comes to watching your pet, Stella is your girl to call. Showing animals love ... (more)"

13. Iris

I Work With Wolves and Dogs

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"I have known Iris for a very long time. Some characteristics that she has demonstrated over the years are that she is compassionate, well organized, punctual... (more)"

14. Jon

Rinthrop Rog Ritting

Edgewater Beach, Chicago, IL, 60640

Dog Boarding, House Sitting, Doggy Day Care

1 repeat client

About: My name is Jon Nadel. I grew up with dogs, and I worked at a "Doggy Daycare" during college. Professionally, I'm a touring jazz musician. Travel p... (more)

15. Michael

On a mission to meet all the dogs

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"I can't say enough great things about Michael! His personality and accommodation were top notch. Most importantly, my dog was a huge fan. This was my first t... (more)"

16. Christine

Chris Caring 4 Canines Rogers Park

North Side, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Christine was great with my pup! She gave me regular updates and was very responsive when I would text here. Thanks so much! (more)"

17. Mandy

Affordable, Responsible, and Loving

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Mandy watched my dog Calvin for 2 nights and did an amazing job!!! I was a little nervous since this was my first time using Rover but she sent constant upda... (more)"

18. Patrick

Active Young Freelancer - All Dogs

Rogers Park, Chicago, IL, 60626

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

"Pat is the ideal person to take care of your dog. He is not only an extremely trustworthy and conscientious person, but he also loves and has more knowledge ... (more)"

Available this weekend
19. Mia

Must Love Dogs! (& Cats!)

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

23 repeat clients

"Mia did a great job of keeping us updated on how the dogs were doing. One of my dogs is very nervous and she was able to put him at ease while we were away. ... (more)"

20. Lynn

Canine Care for Pups of All Ages

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Lynn was very caring and helpful with Jacko being an older dog. He sure did enjoy having her around and was definitely taken care just as we were there. I su... (more)"

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Learn About Premier

Home owners love Chicago house sitters on Rover. 9,532 owners have reviewed sitters in the Chicago, IL metro area, giving them an average rating of 4.9/5.

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.