House Sitting in North Center, 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. Darian

Eccentric and headstrong being.

North Center, Chicago , IL, 60618

House Sitting, Drop-In Visits, Dog Walking

9 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)"

2. Tara

New city, new fuzzy friends.

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"If you're looking for a caring and responsible individual to watch over your pets when you are away couldn't recommend anyone more. Always received pictures... (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. Dana

I love walks!

West Town, Chicago, IL, 60622

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

"Dana was so great with my five dogs. Yes, five! They were small dogs (bichons, maltese, & yorkies). Their not the easiest to manage, but she did a really gre... (more)"

5. Timothy

Enthusiastic Dog Lover!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"I trusted Tim with my three dogs and they loved him! I was impressed by how patient and caring he was with each pup. Tim is very dependable and is an experie... (more)"

6. Samantha

Only thing i love more than me,dogs

Edgewater, chicago, IL, 60660

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

"Samantha was awesome! She really helped me out when my prearranged dog sitter backed out and I was in a crunch for time to find someone to watch Bentley. She... (more)"

Confirmed New Years Availability
7. Mandy

Affordable, Responsible, and Loving

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Mandy watched my dog Calvin for 2 nights and did an amazing job!!! I was a little nervous since this was my first time using Rover but she sent constant upda... (more)"

8. Anna

I love dogs and dog people!

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

About: I love dogs! My friends always tease me because every time we pass a dog on the sidewalk I need to stop and pet him/her, which, in Chicago, happens... (more)

9. Meredith

Experienced dog sitter/owner

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

"Meredith was a considerate and gracious caretaker for Betty. She was responsive and helpful. Her questions and actions showed that she cared about taking g... (more)"

10. Sebastian

Always taken care of animals

Logan Square, Chicago, IL, 60647

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

5 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)"

Confirmed Holiday Availability
11. Ashland

Not stingy with the belly rubs!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Ashland is amazing with animals. He has always taken care of my "babies" when I go out of town. They get lots of love and attention! I would highly recommen... (more)"

12. Devin

Social worker and pup lover

Lake View, Chicago , IL, 60613

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"DEVIN is an absolute Pet Favorite! Bentley and Jag are ALWAYS happy to see her. Super dependable and treats my dogs like they are my children (which of cou... (more)"

13. Angela

Experienced, Full Time Dog Sitter!

Edgewater, Chicago, IL, 60660

Dog Boarding, House Sitting

8 repeat clients

"Angela was FANTASTIC and she sent the most amazing, professional-looking photos of our dog, Molly! They were real keepers! Thanks for everything Angela! :-... (more)"

14. Anna

I just love dogs

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"Anna is a strong animal lover with a great history with dogs. She grew up with dogs and is a fantastic mother to her current dog Harvey, whom she rescued thr... (more)"

15. 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)"

16. Nina

Your Dog Will Feel At Home

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"She was great with our two dogs! Got lots of pictures of them out at the park and relaxing at home. She was in constant communication and quick to respond th... (more)"

Available this weekend
17. David

Passionate Pet Care Provider

Uptown, Chicago, IL, 60613

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

1 repeat client

"David has cared for my shepherd mix several times over the past few years. I frequently travel and have used many Rovers but by far David is my favorite. ... (more)"

18. Jessica

Thorough loving care

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Jessica went above and beyond to watch our dog Kibo during our wedding weekend. She was great with Kibo and Kibo had a great time with Jessica. It really put... (more)"

Confirmed New Years Availability
19. Michelle

Puppy loving psychology student

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

About: Hi! I'm Michelle, and I'd love to be your dog sitter! I've grown up with dogs (my first dog was a bichon that my four-year-old self ingeniously nam... (more)

20. 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)"

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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.