House Sitting In Near South Side Chicago

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

Confirmed availability
This weekend
1. Lizbeth

I can't wait to bond with your pet!

Brighton Park, Chicago, IL, 60632

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

"Lizbeth was INCREDIBLE! We went on a trip for the holidays and entrusted her with our energetic, stubborn, and fun 10 month old puppy. He’s a large breed, so... (more)"

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2. Mallory

Dog Whisperer: Great Value edition

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Mallory watched our sweet pug Princess and she was great! Princess liked her immediately, and she’s usually a bit skeptical of new people. Mallory took great... (more)"

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3. Tylor

Great with Dogs!

Lower West Side, Chicago, IL, 60608

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

"Tylor is the BEST! Took such great care of my big crazy German Shepherd Dog, Rex. Not to mention all the awesome photos he sent of him! Would highly recommen... (more)"

Confirmed availability
President's Day
4. Mariah

In love with all furbabies

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Mariah watched our puppy for us on Thanksgiving. She was wonderful! She came over a few days prior to meet us and our dog; which I loved. She was kind, punct... (more)"

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5. TIANJIAO

Ariel's Dog Haven

Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits

"Tianjiao knows my dog well, as she rescued her from Arizona and brought her to Chicago for me to foster and eventually adopt. Her experience as a vet technic... (more)"

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6. Presley

lifelong pet owner; home full-time

Near South Side, Chicago, IL, 60605

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

"Presley was a terrific sitter! Jordy had some anxiety issues the first night and Presley was very patient and understanding of his situation. She even resear... (more)"

Confirmed availability
President's Day
7. Steve

Cats $33 Fish & Small Animals $22

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

"Steve was nothing short of wonderful with our pup, Rosie. She has anxiety issues, and he was patient and thoughtful - more than we could have asked for. She ... (more)"

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8. Bri

Student wanting all your dogs love

Loop, Chicago, IL, 60605

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

"Bri was amazing with our Australian Shepherd!! She took him out to play and go potty more times than we asked for and she always made sure he was very well t... (more)"

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9. Sienna

I'll treat your dog as my own!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Sienna did a great job with Max; he's definitely a momma's boy, but seemed comfortable with Sienna when they met (dogs know). She did a great job of sending... (more)"

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10. Ewa

Will carry dog when it’s too tired.

Near North Side, Chicago, IL, 60610

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

"Best sitter I have found on Rover, by far! Ewa was able to accommodate my crazy last minute request. She sent incredibly detailed updates on Rocky, which mad... (more)"

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11. Imani

Dogs are friends not food!

Lower West Side, CHICAGO, IL, 60608

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

"Imani was just terrific! We left our puppy at home for a weekend and used Rover for the first time. We could not be happier. She got along great with the dog... (more)"

Confirmed availability
President's Day
12. Evan

Will definitely walk longer than 30

Loop, Chicago, IL, 60601

House Sitting, Drop-In Visits, Dog Walking

About: I’ve been working with my neighbors dogs and pets since I was a little kid. Taking care of every pet from cockroaches, sheep, kittens and gerbils t... (more)

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13. Jenna

Full-time student & dog lover!

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

"Awesome dog sitter! Felt completely at ease knowing our little ones were taken care of! (more)"

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14. Samantha

Professional, flexible, responsible

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Sam ensured my dog’s comfort by arranging a meet and greet beforehand. She also sent updates regarding the dogs welfare and kept in contact with me throughou... (more)"

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15. Madeline

Young dog lover!

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

"Madeline took care of our 5 month old for 2 days this weekend and did an excellent job. I was happy that she was willing to meet and discuss the house-sitti... (more)"

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16. Reese

College Student - Lots of Free Time

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits

"Reese was awesome with our 2 dogs. Henry and Deets loved having her spend time with them when we were away. It was comforting to know they were well cared fo... (more)"

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17. Ariel

Caretaker for your furry friend(s)!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Ariel did a super job home-sitting with our golden retriever, Mollie, and young goldendoodle, Leo. She covered every detail and most importantly genuinely lo... (more)"

18. Chenika

Fun & Passionate Sitter!

Near South Side, Chicago, IL, 60616

House Sitting, Drop-In Visits

"Chenika was great! My dog has separation anxiety so I booked her to sit with her while I took a day trip for an event. My dog took to her immediately. When I... (more)"

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19. Katie

Long walks and warm cuddles

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Katie was very responsive to messages and sent lots of cute pictures of my dog and cat! Squid seemed stoked when I came home and the house was as we left it.... (more)"

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20. Isabel

Reliable Sitter - Flexible Schedule

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Isabel was wonderful!!! She took incredible care of my pup. He was well-cared for and Isabel was fantastic at keeping me up to date and sending pictures/vide... (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.