House Sitting in Hermosa, Chicago

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

1. Owen

Most of my friends are dogs.

Humboldt Park, Chicago, IL, 60651

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"I highly recommend Owen. He took wonderful care of my pup Abbey. He is considerate and communicative. He sent many pictures and updates while I was away. I... (more)"

2. Tom

Have Cuddles, Will Travel!

Logan Square, Chicago, IL, 60647

House Sitting

21 repeat clients

"Tom is fantastic! I have 4 (yes 4) senior dogs ranging from 13 to 85 pounds. Each dog has its own personality quirks and quips, nice way of saying they can b... (more)"

3. Amy

Dog lover looking to help!

Logan Square, Chicago, IL, 60647

House Sitting

11 repeat clients

"Amy was great! We were only gone one night but she provided a text message update with photo and left a detailed note about her visit. Felt very comfortable ... (more)"

4. Rose

Formerly of Karma Dog Training :)

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Rose stayed at our home with our puppy and an older dog, she was very responsive and caring towards our dogs. Our dogs got the perfect amount of care and ac... (more)"

5. Nicole

skilled Vet. Tech and Petsitter

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Nicole is awesome! I highly recommend her house sitting services. I came home from my trip and while my Zoe was happy to see me she immediately started look... (more)"

6. Genesis

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

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

5 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. Emily

Artist & possible dog whisperer

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

10 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)"

8. Cynthia

Dog & Cat Lover / Maybe Whisperer

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Cynthia has sat for us (Monty) twice now and we love her! She is responsive and sends lots of updates, I feel comfortable knowing my fur baby is in her care! (more)"

9. Payal

West Town Pet Sitter

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Payal was fantastic! Our dog can be anxious when we are away and she did a great job comforting her. She was great with checking in too. She will be the fir... (more)"

Available this weekend
10. Amelia

I love long walks with a dog.

West Town, Chicago, IL, 60622

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

"When my dog, Huckleberry, is being walked or watched by Amelia, I always feel at ease because I know he's in the best hands. She spends extra time taking him... (more)"

11. Erin

Dog Loving College Student

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

17 repeat clients

"Erin was indeed the perfect fit for our little canine family of 3 senior dogs. She did an outstanding job keeping our little guys happy in their own home wh... (more)"

12. Veronica

Pet Lover with a big heart.

Humboldt Park, Chicago , IL, 60651

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"It was an absolute delight to find Veronica on such short notice to watch my dog Lilly. She sent me photos and gave me daily updates on how she was doing. My... (more)"

13. Jillian

Reliable,compassionate,experienced.

West Town, Chicago, IL, 60622

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

2 repeat clients

"Jillian was a wonderful pup sitter. My dogs loved her from the moment they met her. She sent me daily updates about her visits with pictures included. She sp... (more)"

14. Emily

I think dogs are PAW-some!!!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

About: Hi! My name is Emily. I love dogs! They have been in my life ever since I was little. We've had everything from Golden Retrievers to Beagles to R... (more)

15. Lindi

Yes, I like Dags.

Logan Square, Chicago, IL, 60647

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

3 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)"

16. Morgan

Art Teacher and Dog Lover!

North Center, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"Morgan is awesome! Both of my pups and my kitty were very well taken care of and she left our house clean and tidy when we returned. She sent us plenty of ph... (more)"

17. Tierney

Belly Rubs & Longs Walks?I'm on it!

Humboldt Park, Chicago, IL, 60624

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

2 repeat clients

"Tierney was the best! Our dog absolutely loved her from the first time he laid eyes on her (and I would say he's a pretty good judge of character!). She stay... (more)"

Available this weekend
18. Angelica

Athletic-Child at heart-Dog owner

Portage Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

"Angelica has been one of my close friends for nearly a decade, so to say that I know her would be an understatement. Angelica is sincerely one of the most re... (more)"

19. Beau

Young Professional/Seasoned Sitter

Humboldt Park, Chicago, IL, 60647

Dog Boarding, House Sitting

11 repeat clients

"Beau stayed at my place while watching my dog. He kept it nice and clean and took such great care of my sweet girl! He was also great at sending me pics and... (more)"

20. Sallie

Give Your Dog A Vacation!

Logan Square, Chicago, IL, 60647

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

21 repeat clients

"Sallie is amazing. My 3 year old stafford shire is Very energetic and unfortunately as a rescue she does not like other dogs. Sallie's energy pretty much mat... (more)"

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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.

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.

Want to learn more? Check out reviews from pet owners who have used Rover.