House Sitting in North Park, 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. Mandy

Affordable, Responsible, and Loving

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Mandy watched my dogs for 8 days. I've received update and many pictures everyday! I enjoyed my trip knowing my babies were well taking care of. The dogs lov... (more)"

2. 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)"

3. 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)"

4. Darian

Eccentric and headstrong being.

North Center, Chicago , IL, 60618

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Darian is amazing!! She kept us updated throughout our entire trip and sent the best pictures. We will be using Darian again and again and again! (more)"

5. Nicholas

Barks and Recreation

Rogers Park, Chicago, IL, 60626

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

1 repeat client

"Nick absolutely loves dogs! He grew up in a dog household, so not only does he love them, he also has a very keen sense of how to care for and train dogs to ... (more)"

6. 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)"

7. David

I love critters!

Evanston, IL, 60202

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

2 repeat clients

"David was great. He stayed in touch while we were gone and even sent some pics of their morning walk to get coffee. We will definitely use him again. (more)"

8. Lauren

Fun and Active Dog Lover

Edgewater, Chicago, IL, 60660

Dog Boarding, House Sitting, Drop-In Visits

"Lauren watches my dog Charlie every time I go out of town. She's a huge animal lover and a super responsible person, so I always feel comforted knowing that ... (more)"

Confirmed Holiday Availability
9. 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)

10. Cierra

Experienced Pet Loving NU Student

Evanston, IL, 60202

House Sitting, Drop-In Visits, Dog Walking

"Cierra was great. Prompt and attentive to our dog Delilah. Most importantly, Delilah seemed happy and content when we returned home. (more)"

11. 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)"

12. Joyce

Dr. Doolittle for Dogs.

Avondale, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Joyce was great with our sensitive one. She stayed with her at our place while we were away for a few days. She sent updates and pictures every evening. We ... (more)"

13. 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)"

14. 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)"

15. Elyse

Lifelong Dog Lover!

Lincoln Square, CHICAGO, IL, 60625

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

4 repeat clients

"Elyse is fantastic! I'm always a bit nervous about leaving my pup with someone new. He has a lot of spirit and is a bit of a bull in a china shop. But Elyse ... (more)"

Confirmed New Years Availability
16. Katy

Love dogs- have references!

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

"Katy took great care of our two dogs over the holiday weekend! Sent us pictures and updates and had no issues while we were gone. The house was just as we le... (more)"

17. Tamara

Friendly and Attentive Animal Lover

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"What can I say? Tamara was amazing. She provided detailed daily summaries of what my pup was up to, where they went, what they did, how he ate, bathroom habi... (more)"

18. Autumn

Young dog lover of all kinds

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

2 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)"

19. Erica

A home providing love for your dog!

Lincoln Square, Chicago , IL, 60625

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

2 repeat clients

"Erica is a kind and gentle person, this really translates in how she cares for animals. She is always my go to person when I go out of town to take care of m... (more)"

20. Lucas

Professional a home away from home

Albany Park, Chicago, IL, 60625

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

71 repeat clients

"Lucas is a GEM! Tanner is a young dog with lots of energy and Lucas asked about bringing his lovely dog over to play and I said YES! He sent me pictures an... (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.