House Sitting in Portage Park, Chicago

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

1. Kenna

A-Dog-Lover-Artist-Gal!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"In the summer of 2016 my wife was deployed over seas, and Kenna had helped our family for about 4 weeks during our transition. On top of our two pups (Germa... (more)"

2. Darian

Eccentric and headstrong being.

North Center, Chicago , IL, 60618

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Definitely 5 stars!!!! Darian did a great job watching my biggie and was everything I could have asked for! Hoping to have her come back and stay again (more)"

3. 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)"

4. Abby

Proud sister of two chocolate labs!

Elmwood Park , IL, 60707

House Sitting, Drop-In Visits, Dog Walking

"Abby is trustworthy of anything and very reliable. She is on time with whatever routine or schedule she is given and stands by it. The amount of care she can... (more)"

5. 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)"

6. 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)"

7. Megan

Reliable, Respectful, Responsive

Austin, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

21 repeat clients

"Debra was an excellent sitter and my dog (Emily)had a great stay with her. I got updates regularly, which was great since my dog has some medical concerns th... (more)"

8. 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)"

9. 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)"

10. Sierra

I am caring and in a love for dogs!

Elmwood Park, IL, 60707

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

5 repeat clients

"Sierra was available at short notice over Christmas for house-sitting. She did a great job. She provided us with updates and was quick to respond to question... (more)"

11. Mary Ellen

Kind, friendly, responsible,active!

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, 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)"

12. Amy

Dog lover looking to help!

Logan Square, Chicago, IL, 60647

House Sitting

10 repeat clients

"Amy was a great sitter. When she came to meet My dog they immediately hit it off. While I was gone she took great care of my pet and home, which is wapwciall... (more)"

13. Katy

Love dogs- have references!

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

"Katy was great with Dante. As a new dog (2 weeks since he came home with me), she kept on top of his schedule well, and sent me pictures and tons of updates.... (more)"

14. 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)"

15. Maria

Great Love and Attention with me

Jefferson Park, Chicago , IL, 60646

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

1 repeat client

"Maria is excellent with dogs and has many years of experience. She cares for every pet with great proficiency and enthusiasm. Maria enjoys dog-sitting and sh... (more)"

16. Jessica

Experienced dog spoiler!

Irving Park, Chicago, IL, 60641

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

1 repeat client

"Jessica was great and we would definitely use her again! We felt reassured knowing that Jura was in her hands while we were gone. She was responsive, sent us... (more)"

17. Luis

CPR and First Aid certified Cat/Dog

Portage Park, Chicago, IL, 60641

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

1 repeat client

"Luis was wonderful and took great care of our Boston Terrier, Charlie since he was only 4 months old. He sent me pictures and was very communicative. We look... (more)"

18. Avery

Fun-loving, outdoorsy, and flexible

Portage Park, Chicago, IL, 60641

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

2 repeat clients

"I don't think we could have asked for a better dog/hamster/house sitter. Avery is a great communicator, sweet natured and very responsible. We received frequ... (more)"

Available this weekend
19. Maddy

What can I say? I love dogs!

Avondale, Chicago, IL, 60641

House Sitting, Dog Walking

"Maddy helped me out last year when I was really in a pickle. She stayed with my dogs and cats for two nights and I'm so glad that I chose her for the job! He... (more)"

20. Hannah

Best belly rubs in all the land

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

About: During my 10 plus years of experience with dog sitting and ownership, I've doted on dogs of all sizes, ages, and breeds. My prices are based on the... (more)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

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.

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.