House Sitting in Humboldt Park, 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 was wonderful! She stayed with our dogs several days while we were out of town, sending multiple updates and pictures everyday. I will definitely be hir... (more)"

2. Catherine

Patient & trustworthy animal lover!

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"This was our first time hiring a pet sitter and Catherine was amazing! Both animals were well taken care and we could not be more pleased! Will definitely be... (more)"

3. Alicia

Can exhaust most energetic breeds!

West Town, Chicago, IL, 60647

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

7 repeat clients

"Alicia did an exceptional job taking care of our pup! She was excellent at communicating before and during our trip - sending pictures and videos so we stay ... (more)"

4. Aasha

I'm a dog loving recent graduate!

Near West Side, Chicago , IL, 60661

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"This was our first time using Rover. I carefully looked over all the profiles and came across Aasha. She didn't have many reviews, but I was drawn to her f... (more)"

5. Jennifer

I miss owning a dog but can't now

Irving Park, Chicago, IL, 60641

House Sitting

"We have had Jennifer dog sit for us many times. She is so good with dogs. Our Rosie is a little skittish around people she does not know but Jennifer is gr... (more)"

6. 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)"

Confirmed Easter Weekend Availability
7. Sidney

Experienced & Active Dog Enthusiast

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Sidney was great with our dog! She was able to come last minute and kept him happy! She even came with some treats for him. We will reach out to her again. (more)"

8. Ester

Just love dogs :)

West Town, Chicago, IL, 60642

House Sitting, Dog Walking

5 repeat clients

"As always, Nico had a great time with Ester! She is professional, friendly, and will go out of her way for your pup. Highly recommend! Alex (more)"

Available this weekend
9. 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)

10. 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)"

Available this weekend
11. 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)"

12. 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)"

13. 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)"

14. Jose

Your dog's favorite sitter

Hermosa, Chicago, IL, 60639

House Sitting

3 repeat clients

"Jose, left such a good impression with me that I had to use his services again. I know that my animals loved having him around as they looked almost sad whe... (more)"

15. Lindi

Yes, I like Dags.

Logan Square, Chicago, IL, 60647

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

2 repeat clients

"Lindi is AMAZING and she legitimately saved our dog's life. We were in a bind: going out of town for 9 days and our tiny chihuahua had just been diagnosed wi... (more)"

Available this weekend
16. Emily

Artist & possible dog whisperer

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Emily was fantastic. She stayed with my dog Otis for a week while we were on vacation. Otis loved her, got plenty of exercise and play time, and bonded qui... (more)"

17. 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)"

18. 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)"

19. Amy

Dog lover looking to help!

Logan Square, Chicago, IL, 60647

House Sitting

10 repeat clients

"Amy was fantastic with my puppy Olive. I came home to a very happy and exhausted pup. She was very flexible with her schedule as well. I highly recommend her. (more)"

20. Mary

Pet Sitter? Pet Lover!

Logan Square, chicago , IL, 60647

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Mary did a great job taking care of our little zoo of two pit bulls and two cats over a long weekend. She sent lots of updates and cute pics during our time ... (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.