House Sitting in Hermosa, Chicago

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

1. Jana

Professional Animal Lover

West Town, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Jana was great! She is extremely responsive to communication and sent pictures and updates the whole time. She was very flexible with my dog's sensitive stom... (more)"

2. Jovana

Reliable and respectful dog lover!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Hi. Jovana has been walking our dog Nyla for 6 months now and our family has been very happy with her service. She is always on time, which is important for... (more)"

Available this weekend
3. Jackie

Dog loving art student!

West Town, Chicago, IL, 60622

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

"Jackie had primary responsibility for taking care of our dog for several years. She took wonderful care of Shamrock, feeding her, walking her, washing her a... (more)"

4. Kenna

A-Dog-Lover-Artist-Gal!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"My dog requires a lot of patience as she has a lot of issues from her pre-adoption life. Kenna can be trusted to take care of my dog and follow through with... (more)"

5. Darian

Eccentric and headstrong being.

North Center, Chicago , IL, 60618

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Darian is amazing!! She kept us updated throughout our entire trip and sent the best pictures. We will be using Darian again and again and again! (more)"

6. Sebastian

Always taken care of animals

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Sebastian was great. Took wonderful care of my dogs and sent me updates every day. I will definitely be using him again! (more)"

7. Autumn

Young dog lover of all kinds

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Autumn is fabulous with dogs, and especially my Oliver. She took him to the park and on long walks daily, sending me photos along the way. I know he is alway... (more)"

8. Amber

Seeking Dog Buddies

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Amber was a great house sitter! She was very thorough in the care of the dogs, tidy with the home, and a clear communicator. She sent daily updates and pictu... (more)"

9. Kiah

Reliable love for your furry family

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Kiah has been watching our puppy for the past several weeks and is wonderful! She is patient and gives us consistent updates on their daily adventures, with ... (more)"

10. April

I'll love your fur babies!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Did a great job with my two dogs. Would love to use her again. (more)"

11. Owen

Most of my friends are dogs.

Humboldt Park, Chicago, IL, 60651

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

2 repeat clients

"We lucked out big time with Owen! From prompt, clear communication, to reliable, loving care for our dog and two cats, our experience with having Owen house ... (more)"

12. Jessica

Thorough loving care

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Jessica went above and beyond to watch our dog Kibo during our wedding weekend. She was great with Kibo and Kibo had a great time with Jessica. It really put... (more)"

13. Andrea

I'm a genuine dog lover!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Great sitting experience! Andrea watched our pittie Bonnie at our home and sent photos and updates of our Buns regularly while we were away which really put ... (more)"

14. James

Dog's Best Friend!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"James took great care of our dog, Sawyer. He was prompt, polite and reliable. We will definitely be using him again. James is great with all types of dogs... (more)"

15. Mary Ellen

Kind, friendly, responsible,active!

Albany Park, Chicago, IL, 60625

Drop-In Visits, House Sitting, Dog Walking

"Mary Ellen house sat Cooper while my boyfriend and I went on a week-long trip between Christmas and New Year's. She is amazing! Great communication, extrem... (more)"

16. Genesis

And God said.. "let there be dogs!"

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Genesis went beyond my expectations. She took care of Duncan my rescued anxious dog & she did wonderful. She gained our trust very quickly. I hope she wan... (more)"

17. Lindi

Yes, I like Dags.

Logan Square, Chicago, IL, 60647

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

1 repeat client

"Lindi was amazing with my dog, Marty! She was very attentive and sent me daily updates during my week long vacation. I can trust her in my home and can tell ... (more)"

18. Amy

Dog lover looking to help!

Logan Square, Chicago, IL, 60647

House Sitting

10 repeat clients

"Amy was awesome! This was our first time using Rover, so we were a bit nervous, but our pup seemed to have a nice weekend! Amy was incredibly easy to communi... (more)"

19. Jose

Your dog's favorite sitter

Hermosa, Chicago, IL, 60639

House Sitting

2 repeat clients

"This was the first time I've used the site so I was understandably nervous, however Jose met with me the day before my trip to get acquainted with my apartme... (more)"

20. Elizabeth

Loyal, Fun, Problem-Solver

Logan Square, Chicago, IL, 60647

Dog Boarding, House Sitting

1 repeat client

"Betsy did an incredible job watching Izzy for me! Very responsible and she cared about going a good job. Has a backyard that is great for dogs and sent me up... (more)"

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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.

Want to be added to this list of sitters in Chicago? Become a pet sitter or dog walker on Rover.

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.