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House Sitting In Near South Side 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. Samantha Verified Enhanced Background CheckRover 101

Experienced Sitter & Avid Dog Lover

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Samantha was amazing! I have booked her twice and plan to again the next time I leave. My dog absolutely loves her and recognized her when she arrived. I recei… (more)"

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2. Kristen Verified Enhanced Background Check

I love dogs and love to help others

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

"Kristen was amazing with Mowgli. She played with him and took him to the park. He enjoyed himself a lot! Highly recommended! (more)"

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3. Victoria Verified Background Check

Dog Lover Seeks Canine Clients

Loop, Chicago, IL, 60601

House Sitting, Drop-In Visits, Dog Walking

"Our pup had a wonderful time hanging with Victoria while we were away. Victoria is amazing and kept us updated the entire weekend with photos and messages. Vic… (more)"

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4. TIANJIAO Verified Background Check

Furry Fun with Ariel

Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits

"I cannot say enough great things!! She watched our 9 month old furchild and I felt completely comfortable and at ease knowing she was in Tianjiao’s hands! She … (more)"

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5. Jade Verified Background CheckRover 101

Your dog will get love & attention

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

"Jade took great care of our dog Cooper over the weekend. We got frequent updates, and he seemed to be well exercised and happy when we returned home. (more)"

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6. Erin Verified Enhanced Background Check

River North

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

"Erin is absolutely fantastic. She dog sat for a very senior Shih Tzu with many aging dog needs, and Erin handled then all excellently, including hand feeding h… (more)"

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7. Crystal Verified Background Check

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"My partner is very protective of her dog, to the extent that it has made traveling difficult. After a lot of deliberation we decided to try Rover. We needed a … (more)"

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8. Lynsee Verified Enhanced Background Check

10+ years of experience! 💕

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

"Lynsee loves dogs more then any one I know. She is a very patient and kind person, and any person who has their dog with her can rest assured they will be grea… (more)"

9. Tamas Verified Enhanced Background Check

Dog whisperer at your service!

Near West Side, Chicago, IL, 60607

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

"Tamas is by far the best dog and house sitter you will find. He’s dependable, informative and extremely attentive to pets. We were lucky to already have him si… (more)"

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10. Zanna Verified Background Check

Vet Tech with YEARS of Experience!

Near North Side, Chicago, IL, 60654

House Sitting, Drop-In Visits, Dog Walking

"Zanna was amazing with the cats - great communication and went above and beyond to make sure they were well taken care of! (more)"

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11. Julia Verified Background Check

Eat. Play. Love Dogs.

Near North Side, Chicago, IL, 60654

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

"I work a 9 to 5, so I can't make as much time as I want to take Lily out for walks/excersize. Julia has been an amazing help. Lily always comes back exhausted.… (more)"

12. Pablo Verified Enhanced Background CheckRover 101

Fun walks

Near West Side, chicago, IL, 60661

House Sitting, Drop-In Visits, Dog Walking

"Pablo was wonderful with our Dalmatian! She can be a handful, and he was great! Very attentive to her and took care of her just as we would. Would definitely r… (more)"

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13. Dana Verified Background Check

Trustworthy and experienced

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Dana took great care of our two Pekingese when she dog sat for us while my wife and I were away for a long weekend. We had a meet and greet beforehand which wa… (more)"

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14. Kate Verified Enhanced Background Check

Cat Lover in the Loop

Near North Side, Chicago, IL, 60654

House Sitting, Drop-In Visits

"This is my third time having Kate watch Sylvester in the past month and half and as usual she does such a stellar job! Super communicative but also really feel… (more)"

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15. Anita Verified Background Check

Loving pet sitter

Loop, Chicago, IL, 60603

House Sitting, Drop-In Visits, Dog Walking

"Anita did a great job with Rhubarb. Rhubarb requires a lot of attention and a bit high maintenance at times. Anita was flexible with time and took note of my r… (more)"

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16. Joanna Verified Enhanced Background Check

FiDi Fairy Dogmother

Loop, Chicago, IL, 60602

House Sitting, Drop-In Visits, Dog Walking

"Joanna was great with Samson! We received many updates and photos and he seemed very happen when we returned from the weekend. We would definitely hire her aga… (more)"

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17. Courtney Verified Enhanced Background Check

Owns Cats Walks Dogs

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Courtney is the very definition of an animal lover - she's always excited about meeting and playing with new pet friends, and they all seem to take to her imme… (more)"

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18. Nikki Verified Enhanced Background CheckRover 101

Trustworthy, respectful, and fun!

Near South Side, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Nikki was fantastic! Our dog was very well cared for and we came home to a house cleaner than we left it! Highly recommend and would definitely work with Nikki… (more)"

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19. Angela Verified Background Check

South Loop Animal Lover! 🐱🐶

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

About: Hello! I live in the South Loop neighborhood and I would love to assist you in caring for your fur baby! I rely on public transportation, so I’m only… (more)

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20. Chanakarn Verified Enhanced Background Check

Care your baby like my own

Near South Side, Chicago, IL, 60605

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

About: I love animals! I have been around animals for my whole life. My parents have 1 cat and 6 dogs so I have to take care of them every time I am home. I… (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.