House Sitting In Near South Side Chicago
Find a loving dog sitter to watch your dog overnight in your home.


Quiet home with lots of cuddles
Loop, Chicago, IL, 60601
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Tana did a fantastic job watching our two dogs, and was easy to communicate with. She took them to the local park, and took our younger, more spry dog on a v... (more)"

I give the best belly rubs
West Town, Chicago, IL, 60622
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
About: I've been caring for dogs pretty much my entire life. My family loves animals and I grew up with that same genuine love and care for them. I'm a fu... (more)

I'll love your dog like my own!
Near North Side, Chicago, IL, 60610
House Sitting, Drop-In Visits, Dog Walking

"Amber was phenomenal. We do not have an easy dog - she is high anxiety and high maintenance and Amber was so good to her. She attended to her myriad of needs... (more)"


All furry friends welcome!
Loop, Chicago, IL, 60601
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Robert was absolutely fantastic in taking care of our pet when we were away. He was very honest and provided regular updates. I would definitely use him in t... (more)"

Strong love for dogs and long walks
West Town, Chicago, IL, 60642
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking
"Clare is the only person we’ve ever let watch our dog Belle. Clare is responsible and follows the directions you leave thorougly. She took Belle for long wal... (more)"

Pet Parent's Help
Bridgeport, Chicago, IL, 60609
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
About: Hello, I'm a big animal lover. Life is always better with furry friends! I have pretty much always had a dog most of my life & always consider the... (more)

The Dawg Whisperer!
Near North Side, Chicago, IL, 60611
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
"Kelyn is an amazing dog-sitter. He's caring, responsible, and always very attentive to pets. He thoroughly enjoyed playing with my dog and made sure he got h... (more)"

Dogs are friends not food!
Lower West Side, CHICAGO, IL, 60608
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Imani exceeded expectations. Marlowe was indeed sad to see her go. She was extremely attentive to Marlowe's needs and went above and beyond. This was the lon... (more)"
Rover also offers house sitting in these other Chicago neighborhoods:
Albany Park | Archer Heights | Calumet Heights | Gage Park | Grand Crossing |
Lincoln Square | Logan Square | Mount Greenwood | Riverdale | South Shore |
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.