House Sitting in Hermosa, Chicago

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Jana

Professional Animal Lover

West Town, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

9 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. Darian

Eccentric and headstrong being.

North Center, Chicago , IL, 60618

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Darian was awesome! She went above and beyond, sending us photos and updates while we were gone and taking great care of Lincoln for us. We did not worry abo... (more)"

3. Ashley

Trustworthy experienced caregiver

Lincoln Square, Chicago, IL, 60625

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

About: Born and raised dog lover. My "professional" experience dates back to my first job at a dog grooming shop when I was a teenager. When I moved to th... (more)

4. Emily

Pooch lovin' lady!

Dunning, Chicago, IL, 60634

Dog Boarding, House Sitting

"You always want someone who will care for your dog as much as you do, and Emily is exactly that person. She is a huge dog lover and will care for every dog w... (more)"

Confirmed available next weekend (Dec 08 - Dec 11)
5. Melissa

I am the original Dog Lady

Logan Square, Chicago, IL, 60647

Dog Boarding, House Sitting, Drop-In Visits

"Melissa has been such a great dog sitter. We have two young puppies and Melissa not only takes them out to pee, but she plays with them and sends me cute pic... (more)"

6. Sebastian

Always taken care of animals

Logan Square, Chicago, IL, 60647

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

4 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)"

7. Alli

Lover of all pets!

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I cannot expect a better sitter than Alli. I would highly recommend her if you need extra help. She is good with puppies and also took good care of mine. Tha... (more)"

8. Amber

Seeking Dog Buddies

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

Confirmed Holiday Availability
9. Devine

benevolent, disciplined, dedicated

Portage Park, Chicago, IL, 60641

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

1 repeat client

"Devine is fantastic with my dog Nova. She started watching Nova when she was just 3 months old and she couldn't love her more! She began watching Nova in my... (more)"

10. Jessica

Thorough loving care

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

7 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)"

11. Lauren

Your pup is my priority!

Irving Park, Chicago, IL, 60618

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

"Lo was my housemate in college. I had a German Shepard named Gretchen that she pretty much adopted. Lo was pretty much a co-dogparent with me. Helping me kee... (more)"

12. Anna

Dog Lover Seeks Playful Pups

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Anna has cared for our American Pitbull, Bonnie, on several overnight occasions when I've traveled out of town and we've always returned home to a happy and ... (more)"

13. Avery

Fun-loving, outdoorsy, and flexible

Portage Park, Chicago, IL, 60641

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

1 repeat client

"Avery absolutely adores dogs! He continuously plays with my dog and takes her out for bathroom breaks and/or more exercise. My puppy is always excited to see... (more)"

Confirmed New Years Availability
14. Lindi

Yes, I like Dags.

Logan Square, Chicago, IL, 60647

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

"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)"

15. Liz

Passion for all pups!

Irving Park, CHICAGO, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"I have known Liz Weiss for eight years and this is mainly because she is such a caring, reliable, and considerate person. She is an independent and hardworki... (more)"

16. Joyce

Dr. Doolittle for Dogs.

Avondale, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

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)"

17. Whitney

Grew Up with 9 Dogs, Responsible

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"She was awesome! Always quick to put our minds at ease! Thank you thank you thank you :) (more)"

Confirmed Holiday Availability
18. Michael

On a mission to meet all the dogs

Logan Square, chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"What's NOT to love? Michael stayed with our beloved dog, Bagels, over Thanksgiving weekend while we were out of town. He took the most incredible care of h... (more)"

19. Abegail

Ex-Dog Mom Needs Some Puppy Kisses

Humboldt Park, Chicago, IL, 60651

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

"She is very in tune with dogs. She watched our 7 month old puppy and had no issues with him in the house. She also watches my cat too. She is very active too... (more)"

20. Amy

Dog lover looking to help!

Logan Square, Chicago, IL, 60647

House Sitting

9 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)"

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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.