House Sitting in 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. Meghann Verified Background Check

I love your pets like my own

Lower West Side, Chicago, IL, 60608

House Sitting, Dog Walking

"Meghann exceeded our expectations. She had no trouble managing our boisterous senior barker and kept us updated with daily photos and messages during our vac... (more)"

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2. Cameron Verified Enhanced Background Check

Your Pet’s Favorite Auntie

Near South Side, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Cameron was on time and very communicative throughout her stay. She administered medicine to my puppy and he seemed very happy when we got home. I will hire ... (more)"

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3. Annie Verified Enhanced Background CheckRover 101

Your Pet's Loving Companion <3

Armour Square, Chicago, IL, 60616

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

"Annie was awesome and gave me updates and pics throughout her stay with Jasmine!! (more)"

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4. Sarah Verified Enhanced Background Check

Tuesday,Thursday,Weekends Full time

Loop, CHICAGO, IL, 60601

House Sitting, Drop-In Visits, Dog Walking

"Sarah is reliable and energetic with a special knack for making my dog feel comfortable. She has walked my dog regularly for over 8 months, and I highly rec... (more)"

Confirmed availability
This weekend
5. Jade Verified Background CheckRover 101

Your dog will get love & attention

Near West Side, Chicago, IL, 60612

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

"Jade was amazing as always! Our dogs love her! She stayed at our home with them while we were away and not only did we come home to happy pups but a nice cle... (more)"

Confirmed availability
Thanksgiving
6. Samuel Verified Enhanced Background CheckRover 101

I already love your dog!

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

"Sam did a great job taking care of our two big dogs & staying at our place for three nights. he gave them lots of love and lots of walks and our place looks ... (more)"

Confirmed availability
Thanksgiving
7. Charlotte Verified Enhanced Background Check

✨Guardian angel ✨

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Charlotte was a great person to have walk my dog. She was so playful and fun and my dog loved having her there. I recently got a puppy and will definitely be... (more)"

Confirmed availability
Thanksgiving
8. Michael Verified Enhanced Background CheckRover 101

Always at Home & Right by Dog Park!

Near South Side, Chicago, IL, 60616

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

"Michael is an honest, responsible, and trustworthy person. Anytime I need someone to watch my two dogs, I always check to see if Michael is available. He is ... (more)"

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9. Dilani Verified Enhanced Background Check

Providing Cuddles and Care!!!

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

"GREAT sitter for our little St. Francis (cat). Would recommend 100%. Dilani was easy to reach and would give us updates on our tubby kitty. We needed someone... (more)"

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10. Allison Verified Background Check

Certified Veterinary Technician

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits

"I can’t recommend Allison highly enough! Her knowledge of animals and animal care is off the charts and she’s so responsive to what we (and our dog) need. Sh... (more)"

Confirmed availability
Thanksgiving
11. Pablo Verified Background CheckRover 101

Fun walks

Near West Side, chicago, IL, 60661

House Sitting, Drop-In Visits, Dog Walking

"Awesome, will use Pablo for house sitting again!! (more)"

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12. Maddie Verified Background Check

Trustworthy pet sitter, Chicago

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"I have personally known Maddie for many, many years. She is reliable and kind and a genuine dog lover. When she is not away at college, she is the first pers... (more)"

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13. Michael Verified Enhanced Background Check

Big dogs to small I care for all

Near South Side, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"I have known Mike for over 23 years and can definitely say that dogs are very special to him. He has always made dogs a part of his family and shares a deep ... (more)"

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14. Matthew Verified Background Check

Puppy at Heart

Bridgeport, CHICAGO, IL, 60616

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

"Hello! Matthew M. would make a wonderful dog walker. People might think dog walking is easy but we know otherwise. Matt has what it takes to be the ultimate ... (more)"

15. TIANJIAO Verified Background Check

Furry Fun with Ariel

Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits

"Amazing sitter with lots of updates and pictures throughout the day. My dog probably got more exercise with Ariel than she does with me, and now I feel bad, ... (more)"

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16. Myka Verified Enhanced Background Check

Experienced Pet's Best Friend!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Myka took great care of our dog and cat while we were out of town. I really appreciated all the communication and keeping us updated on our boys. You can res... (more)"

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17. Olivia Verified Background Check

Home Full-Time + 800 SqFt Deck

Near West Side, Chicago, IL, 60612

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

"Olivia is an amazing dog and cat sitter! Used Rover for the first time and couldn’t be happier after meeting Olivia. She gave us peace of mind with her obvio... (more)"

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18. Maddi Verified Background CheckRover 101

Lifelong dog lover

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Maddi was excellent! She sent regular updates on Layla and kept me informed of everything while I was away. She left my apartment exactly the way it was when... (more)"

Confirmed availability
This weekend
19. Karina Verified Background Check

your dog will be loved ,cared for

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"Karina is an amazing sitter! She is very reliable, smart and enthusiastic person. She set for my two month old puppy for a week and Toby was very happy with ... (more)"

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20. Rosie Verified Background CheckRover 101

Your Pet's Next Best Friend

McKinley Park, Chicago, IL, 60608

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

"Rosie was super responsive and took great care of my cat and dog. She was also really thoughtful about what they both needed and their routines. Highly recom... (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 reviews from pet owners who have used Rover.