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

15 repeat clients

"Jana walked our dog twice before we left him for a weekend trip. Our dog usually has a hard time when we leave him. He doesn't eat or drink sometimes and g... (more)"

2. Autumn

Vet Assistant in Training

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits

13 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)"

3. Jennifer

I miss owning a dog but can't now

Irving Park, Chicago, IL, 60641

House Sitting

"I have known Jennifer for over three years on a professional level. She a responsible, kind, and caring person. When I needed a dog and bird sitter, Jennife... (more)"

4. Alejandra

Flexible & Friendly Demeanor!

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

About: My old roommate's job had her traveling constantly so I started taking care of her co-worker's beagle. She had such a great experience that she spr... (more)

5. Genesis

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

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"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)"

Available this weekend
6. 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)"

7. Rylee

Downtown Student w/ Flexible Sched!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"Rylee is an amazing and loving person, especially to animals. She has the proper knowledge to take care of animals, since she grew up with them in the house.... (more)"

8. Owen

Most of my friends are dogs.

Humboldt Park, Chicago, IL, 60651

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)"

9. 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)"

10. Andrew

Dog buddy!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Andrew stayed with my Boxer, Maya, two weekends in a row and both were very last minute requests. He was very accommodating with my always busy schedule and ... (more)"

11. Kiah

Reliable love for your furry family

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Kiah is the best- my old grumpy dogs love her. My pug has several eye meds and Kiah sent me frequent pictures to be sure it looked ok. The dogs don't even se... (more)"

12. Jessica

Thorough loving care

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Jessica was great - I have a 15 year old dog with heart issues and she took wonderful care of him. This is my first time using a service like this, so I was ... (more)"

13. Kelly

Responsible caring reliable

Albany Park, Chicago, IL, 60625

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

About: Because I myself am a dog owner as well for years have taken care of my roommates' dogs and family members and friends dogs. I care about the well ... (more)

14. Lindi

Yes, I like Dags.

Logan Square, Chicago, IL, 60647

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

2 repeat clients

"Lindy was an amazing dog sitter. She did an overnight stay with Molly and was very respectful to my house, and made my dog a very happy little puppy. She lef... (more)"

15. 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)"

16. Katy

Love dogs- have references!

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

"Katy took great care of our two dogs over the holiday weekend! Sent us pictures and updates and had no issues while we were gone. The house was just as we le... (more)"

17. 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)"

18. Jose

Your dog's favorite sitter

Hermosa, Chicago, IL, 60639

House Sitting

2 repeat clients

"Jose was fantastic. He was responsive and jived well with my dog, who can be a stubborn and obstinant when it comes to walking. He was gentle and caring with... (more)"

19. Mary

Pet Sitter? Pet Lover!

Logan Square, chicago , IL, 60647

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"We love Mary! We came home to a happy dog and a clean house. Mary sent us updates and photos throughout our time away and was always responsive when we sent ... (more)"

20. Joyce

Dr. Doolittle for Dogs.

Avondale, Chicago, IL, 60647

House Sitting, Drop-In Visits

2 repeat clients

"Joyce was fantastic with our pup, Nikon, and cat, George. She sent us picture updates of Nikon's daily walks and him being a goofball. It was a big relief kn... (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.