House Sitting in Hermosa, Chicago

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

1. Autumn

Vet Assistant in Training

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits

14 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)"

Available this weekend
2. Julia

Empathetic and dedicated pet lover

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"Julia is a trust worthy loving person! Her goal is to have her own dog in the near future. She has watched my dog many times, and also has a childhood dog th... (more)"

3. Abbi

UNLEASH THE DOG SITTER

Oak Park, IL, 60304

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

7 repeat clients

"Abbi watched my pit bull, Mongo, while I was gone for a weekend. I know some people are hesitant to watch pit bulls, but she was AMAZING with him! After havi... (more)"

4. 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 a delight to have stay in our home and take wonderful care of our Mia. She stayed in contact with pictures and Mia just loved her. So do we. We wi... (more)"

5. Owen

Most of my friends are dogs.

Humboldt Park, Chicago, IL, 60651

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Owen was attentive and supportive of our two old pups, one of which needs special care. He responded quickly to texts and kept us informed. He was responsibl... (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 provided great service watching my golden retriever during a recent work trip. I got lots of updates and photos, and my dog looked like he was having... (more)"

7. Elizabeth

Fur babies are the reason I smile.

Portage Park, chicago, IL, 60634

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

"Elizabeth is great with my pups! Very caring and has great patience for my pups. They are stubborn sometimes but she works magic with them. You can tell She ... (more)"

8. Emily

Artist & possible dog whisperer

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"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)"

9. 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)"

10. Amber

Seeking Dog Buddies

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Amber was wonderful with Bailey. I was visiting Chicago with Bailey from Texas and need someone to watch him. Bailey immediately went to her and loved her!... (more)"

11. Jessica

Thorough loving care

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Jess is the best! She took care of my 2 cats for 4 days and sent me pictures during my vacation. We are very happy we found her and we highly recommend her!!... (more)"

12. Kelly

Responsible caring reliable

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, 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)

13. Jose

Your dog's favorite sitter

Hermosa, Chicago, IL, 60639

House Sitting

3 repeat clients

"Jose was phenomenal with my little Lola! He is so sweet and caring towards any dog type, and really knows his stuff about dogs! He was able to work around a ... (more)"

14. Katy

Love dogs- have references!

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

"Katy was great with our dog, Murray. You can hire her for in-home stays without any reservations whatsoever. She was very attentive and sent us updates while... (more)"

15. Cynthia

Dog & Cat Lover / Maybe Whisperer

Logan Square, Chicago , IL, 60647

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Cynthia was great! She was responsive, sent daily updates, and took time to get to know both Monty and I at our meet-and-greet. She made me feel comfortable ... (more)"

16. Lindi

Yes, I like Dags.

Logan Square, Chicago, IL, 60647

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

2 repeat clients

"Lindi was honestly the best house sitter and dog walker I've ever had. She paid attention to detail and sent me endless updates and pictures :) I went a lon... (more)"

17. Lindsey

Dogs are a girls best friend!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Lindsey was great. Went out of her way to accommodate a difficult situation with my dog while I was away. Highly recommend. (more)"

18. Veronica

Pet Lover with a big heart.

Humboldt Park, Chicago , IL, 60651

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Awesome (more)"

19. 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)"

20. Alejandra

Flexible & Friendly Demeanor!

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"Alejandra was amazing with our two dogs when we left town for a few days! Our dogs loved her and we felt so comfortable knowing she was taking care of them. ... (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.