House Sitting in North Center, Chicago

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

1. Michelle

Active, Energetic, and Caring!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Michelle is a true dog lover and an extremely reliable caretaker/walker. In addition to growing up with a large black lab she has watched my active border co... (more)"

2. Lauren

Fun and Active Dog Lover

Edgewater, Chicago, IL, 60660

Dog Boarding, House Sitting

3 repeat clients

"Lauren was absolutely amazing. Booked last minute, but never once worried about my boys while being out of town. Got photos and updates from her at least onc... (more)"

3. Autumn

Vet Assistant in Training

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits

13 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)"

Confirmed Easter Weekend Availability
4. Chloe

Professional dog + cat admirer

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

26 repeat clients

"Daisy has a great time with Chloe. When Chloe first showed up, Daisy was going a bit wild but Chloe handled her great and played with her until she calmed down! (more)"

5. Mandy

Affordable, Responsible, and Loving

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"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)"

6. Samantha

Ruff day? I'll make it better!

Uptown, Chicago, IL, 60613

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

4 repeat clients

"Our dog and cat thoroughly enjoyed their time with Samantha! She was prompt with her replies, she sent numerous photos and updates, left our house clean, and... (more)"

7. Jennifer

I miss owning a dog but can't now

Irving Park, Chicago, IL, 60641

House Sitting

"We have had Jennifer dog sit for us many times. She is so good with dogs. Our Rosie is a little skittish around people she does not know but Jennifer is gr... (more)"

Confirmed Easter Weekend Availability
8. Quinn

Filmmaker/Comedian - Flexible Sched

Lake View, Chicago, IL, 60657

Dog Boarding, House Sitting

"Quinn would make the best dog caregiver! He's super kind and gentle, but also very responsible. He does everything to the best of his ability - in his work l... (more)"

Confirmed Easter Weekend Availability
9. Mary

Will love your fur bab like my own.

Lake View, Chicago, IL, 60613

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

"I am one of those 'crazy' pet owners and it took me a while to find someone I trusted with my fur-baby Penny (a.k.a PenPen). Mary is very reliable, trustwort... (more)"

10. 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)"

11. Fiona

Animal lover!

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

"Fiona was great with Mack! He can be difficult at times but felt incredibly comfortable with Fiona right away. She stayed at our place while we were away,... (more)"

Available this weekend
12. Meggie

There's Always a Treat In My Pocket

Edgewater, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

About: Animals have been an absolute passion of mine since I was a child. I grew up in a household full of them: four cats, a dog, and a carousel of horse... (more)

Confirmed Easter Weekend Availability
13. Sara

Professional Belly Scratcher

Logan Square, Chicago, IL, 60614

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

1 repeat client

"Sara is a very responsible person and her love for dogs is outstanding. Dogs automatically fall in love with her, and she is always in good spirits. (more)"

14. David

Passionate Pet Care Provider

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"David was just great and he was so accommodating with my schedule. I couldn't have asked for a better situation. I felt so well taken care of. David sent me ... (more)"

15. Alejandra

Flexible & Friendly Demeanor!

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

About: My old roommate's job had her traveling constantly so I started taking care of her co-worker's beagle. She had such a great experience that she spr... (more)

16. Bailee

Forever a dog lover

Lake View, Chicago , IL, 60657

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Bailee is such a find! We've used her three times now and wouldn't use anyone else. Olive is so excited to see her and are so calm and happy when we return... (more)"

17. Hannah

Roscoe Village/Lakeview pet care

North Center, Chicago , IL, 60618

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: Experience plus! I’m a seasoned pet caregiver with an eye for detail, a curious mind, and a flexible schedule. I moved here from Maine, where I... (more)

18. Suzanne

A comedian who loves dogs!

Uptown, Chicago , IL, 60640

House Sitting, Dog Walking

9 repeat clients

"Needed someone to watch my two pits while I went to a wedding. Suzanne was great! Arrived right on time, helped me clean up glass that my crazy puppy knocked... (more)"

Confirmed Easter Weekend Availability
19. Ashley

Trustworthy experienced caregiver

Lincoln Square, Chicago, IL, 60625

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

8 repeat clients

"Ashley did a great job watching our 2 beagles while we were out of town. Daily updates and the cutest pictures. Will definitely book her again. (more)"

20. Nicole

skilled Vet. Tech and Petsitter

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

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.

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.