House Sitting in North Park, Chicago

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

1. Cierra

Experienced Pet Loving NU Student

Evanston, IL, 60202

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Cierra stayed with our pug puppy, Olive, who is recovering from emergency surgery. They had to stay in a small pen together for about 6 hours. Cierra was a t... (more)"

2. Mandy

Affordable, Responsible, and Loving

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"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)"

3. 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)"

4. Amber

Seeking Dog Buddies

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Amber was a great house sitter! She was very thorough in the care of the dogs, tidy with the home, and a clear communicator. She sent daily updates and pictu... (more)"

5. Lauren

Fun and Active Dog Lover

Edgewater, Chicago, IL, 60660

Dog Boarding, House Sitting

1 repeat client

"Lauren was wonderful and took excellent care of our dog, Jacob! She was very timely in communicating and sent regular updates throughout the weekend to make... (more)"

6. Sebastian

Always taken care of animals

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

8 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. Melissa

Life-long Dog-Owner!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"My first experience using rover, and Melissa has made it a great one. My dog seemed content and well cared for. Appreciate the daily update with pictures. Hi... (more)"

8. Nicole

skilled Vet. Tech and Petsitter

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"We have two small dogs, Sparky and Ollie, each of whom is nine years old. Sparky has a variety of health issues requiring medication on a schedule. Ollie ha... (more)"

9. Helen

Lifetime dog lover and sitter!

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Helen was awesome! She is a great communicator, prompt, and clearly loves dogs! She sent lots of pictures and updates and took great care of my dog and home ... (more)"

10. Luis

CPR and First Aid certified Cat/Dog

Portage Park, Chicago, IL, 60641

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

1 repeat client

"Luis was fabulous with my dig Mickey. Mickey took to him immediately which is rate. Luis picked Mickey up and dropped him off which was convenient. He also... (more)"

11. Lucas

Professional a home away from home

Albany Park, Chicago, IL, 60625

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

73 repeat clients

"Lucas was great sitting our three pups at home. He made certain they went out their normal ~4 times a day, he gave them their meds & food as directed, and c... (more)"

12. Shannon

Experienced Sitter/Walker/Snuggler

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"We were extremely happy to have Shannon stay with our older beagle, Leo, while we were away. She sent us daily updates and photos, and we returned home to a ... (more)"

13. Jessica

Experienced dog spoiler!

Irving Park, Chicago, IL, 60641

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

1 repeat client

"Jessica was great and we would definitely use her again! We felt reassured knowing that Jura was in her hands while we were gone. She was responsive, sent us... (more)"

14. Jessica

Thorough loving care

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

8 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)"

15. Mary Ellen

Kind, friendly, responsible,active!

Albany Park, Chicago, IL, 60625

Drop-In Visits, House Sitting, Dog Walking

"Mary Ellen house sat Cooper while my boyfriend and I went on a week-long trip between Christmas and New Year's. She is amazing! Great communication, extrem... (more)"

16. Hannah

Best belly rubs in all the land

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

About: During my 10 plus years of experience with dog sitting and ownership, I've doted on dogs of all sizes, ages, and breeds. My prices are based on the... (more)

17. Tamara

Friendly and Attentive Animal Lover

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"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

12 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. Megan

Dog Groomer Looking to Pamper!!!

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Our dog was difficult. He is only minimally trained and has pretty severe separation anxiety. Megan was patient and handled everything perfectly. Our dog ... (more)"

20. Alexie

All Breeds and Ages Welcome!

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"Alexie cared for my corgi puppy during the day for several weeks whilst I was an MA student and the puppy needed continuous care. She is incredibly knowledge... (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.