House Sitting in North Center, Chicago

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

1. Laura

Capable, Caring Dog Lover

West Town, Chicago, IL, 60622

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

1 repeat client

"Laura and Aaron were absolutely amazing. They exceeded every expectation. Laura came prepared with questions and was incredibly thorough. She loved our puppi... (more)"

2. Ashley

Responsible, Reliable, Experienced.

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

24 repeat clients

"I'm so happy to have Ashley as my regular dog walker. My pup Yadi has been nothing but calm through day to day walks as well as a recent extended stay. He ha... (more)"

Confirmed President's Day Availability
3. Emily

flexible hours-long walks-all pups

West Town, Chicago, IL, 60642

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

"Emily was an incredible roommate for me and my dog, and while living together she was basically my co-parent for Pepper. Pepper is a big dog, a great pyranee... (more)"

4. Maddie

BIG or small I LOVE them all!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Maddie was wonderful. Highly recommend. She was attentive and sweet. One of my babies is very shy and she took the time to let him come around on his own ter... (more)"

5. Amy

Energetic dog and cat buddy

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Amy was great! She took care of our blind pug over Thanksgiving and sent us updates throughout the long weekend. When we returned, our house was clean and th... (more)"

6. Jessica

Patient & Compassionate Care Taker

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

29 repeat clients

"In need of a pet sitter while I was away for vacation, and the individual I had used in the past not serving the neighborhood I had recently moved to in Chic... (more)"

7. Tara

Walking companion needed

Avondale, Chicago, IL, 60618

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

"Tara was our first experience with Rover and she didn't disappoint! She worked with us to schedule a last minute house sitting over the holiday, responding t... (more)"

8. Alyssa

Cares for pups to seniors in home!

Lake View, Chicago, IL, 60657

House Sitting

"Alyssa did an absolutely great job watching Harper!!! She kept us updated on how Harper was doing and sent lots of pictures. Harper had lots of fun with Alys... (more)"

Confirmed President's Day Availability
9. Adelina

I'll play with your precious pooch!

Uptown, CHICAGO, IL, 60640

House Sitting, Drop-In Visits

"Adelina dog sat Everest at my place for four days. During the length of her service she kept open communication and checked in regularly. She also sent photo... (more)"

10. Leah

Loving pet care is here!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Leah was awesome! She spent a couple nights in my home and made Lana feel very comfortable. She sent updates and photos and was very accommodating. I trust h... (more)"

11. Veronica

I'll love your pets like my own!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Veronica was the best thing we could ask for to not only take care of our sweet pup, but to offer to take care of household things like watering our plants a... (more)"

12. Allison

Will love your dog as my own!

Lincoln Square, Chicago, IL, 60625

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

4 repeat clients

"Allison was great! We will definitely use her again. (more)"

Confirmed President's Day Availability
13. Chris

7 years of dog walking experience!

Humboldt Park, Chicago, IL, 60651

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Chris is an exceptional dog walker. Flexible, always on time and best of all Mimi (my dog ) can't wait to see Chris. I highly recommend! (more)"

14. Alexa

Experienced and Trustworthy

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Alexa was great with my dogs. She kept me up to date on how they were doing and left my house in great condition. She walked then multiple times in cold an... (more)"

15. Eleanor

Dogs love me, I can play for hours

Lincoln Square, Chicago, IL, 60640

Dog Boarding, House Sitting

"Eleanor is an animal lover at heart. She has watched our puppy, Nellie, several times (even at 7 weeks old) and they are best friends. I can attest that she ... (more)"

Confirmed President's Day Availability
16. Christina

I'll be your dog's best friend!

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

"Christina has always been compassionate towards animals. She is very patient and provides the best care possible. She's very understanding and consistent wit... (more)"

17. Leah

Vet tech looking to love your pooch

West Town, Chicago, IL, 60647

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

3 repeat clients

"Leah is a great dog sitter, she took care and handle my sick doggie Mika that had a tumor very well.. Doctors said that she had weeks or days left, very har... (more)"

18. Alyssa

I'll treat your pup like a rockstar

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Alyssa was wonderful and I would highly recommend her to anyone looking for someone compassionate and responsible to take care of their fur-babies! One of th... (more)"

19. Marissa

Cuddle Buddy & Playmate For Pups!

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"I can't begin to say enough great things about our experience with Marissa. When we first began looking for a dog sitter we had only been in Chicago less tha... (more)"

Confirmed President's Day Availability
20. Karen

Home Full-Time - Love Dogs

Lake View, Chicago, IL, 60613

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

"I have had the pleasure of knowing Karen Culver for nearly two decades both as a friend and neighbor. We have bonded over our love of dogs, and have care... (more)"


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 eviews from pet owners who have used Rover.