House Sitting in Bridgeport, 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. Hannah

Very flexible sched; I love dogs!

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits

"Hannah was such a kind person and did a great job with my dog! I loved the picture she sent while I was away as well as the frequent updates :) Thank you so ... (more)"

2. 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)"

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3. Athena

DogMom obsessed, apprvd Foster Home

West Town, Chicago, IL, 60622

Dog Boarding, House Sitting, Drop-In Visits

"To say Athena is amazing with dogs would be an understatement. Aside from how well-loved her own dog is, she is also a foster with Alive rescue. She shows he... (more)"

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4. Jenna

Full-time student & dog lover!

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

"We are delighted to recommend Jenna for a dog care position. We met her through her mother, who is one of my wife’s closest friends. Jenna is a caring, hones... (more)"

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5. 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 great with my dog(pit bull). She was very easy to communicate with and schedule meet-ups. She took great pictures of my dog and made me feel very... (more)"

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6. Alita

Trustworthy dog love/owner

Near West Side, Chicago, IL, 60661

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

"Alita is an incredible animal lover with a great dog of her own. She has walked my dog many times and he is always happy when he gets back. She is polite, re... (more)"

Confirmed availability
Thanksgiving
7. 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)"

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8. David

Caring for other's dogs since 1990

Bridgeport, CHICAGO, IL, 60608

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

"David is great. It is obvious that he loves animals. We were very comfortable having David stay at our place and watch our two dogs. He communicated well ... (more)"

Confirmed availability
Thanksgiving
9. Rachel

Grant Park in my Front Yard!

Near South Side, Chicago, IL, 60605

Dog Boarding, House Sitting

"Rachel is one of the most loving and caring people that I know. Her love for animals is almost equal to her love for other people. I have seen her take care ... (more)"

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10. Jaureese

Giving dogs the love they deserve

Loop, Chicago, IL, 60605

Dog Boarding, House Sitting

About: In college I cared for my Huskie for 3 years, which required an excessive amount of attention. It's no secret that they are a high maintenance bree... (more)

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11. Lauren

Your Dogs New Best Friend!

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits

"I had the best experience having Lauren take care of my dogs while I was out of town! One of my dogs is initially fairly timid until he gets to know you, and... (more)"

Confirmed availability
Thanksgiving
12. Hailey

I catch the eyes of your dogs!

Lower West Side, Chicago, IL, 60608

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

"Hailey took care of our dog and bird in our home over a long Thanksgiving weekend. She was great! Our pets were well-cared-for, she sent frequent pictures an... (more)"

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13. Ariel

Caretaker for your furry friend(s)!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Ariel is my favorite and go-to sitter. She understands my need for updates and is great with Henry. She is helpful and respectful while staying at my house. ... (more)"

14. Maddi

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)"

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15. Krystina

Happy Dogs, Happy Life

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Krystina is amazing. I’m particular about who I trust with my dog but she followed my instructions and had no issues. She also left my place cleaner then I l... (more)"

16. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Payal was amazing! It is hard to leave your pet, but she made us feel completely at ease when we were on vacation. Would most definitely recommend!! :) (more)"

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17. Sam

Basically Raised by Dogs.

Bridgeport, CHICAGO, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"I have known Sam for several years and I have witnessed him interacting with many different dogs including 3 of my own. He has a compassion for dogs and it i... (more)"

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18. Erin

We’ll have a blast at the dog park!

Lower West Side, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Erin is amazing! She has taken care of animals her entire life and is very attentive to their needs. Erin regularly works with local shelters to foster anima... (more)"

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19. Allison

Certified Veterinary Technician

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits

"Allison is hands down the best pet sitter! We had her stay in our home over a long weekend with our two senior pups. She provided excellent communication and... (more)"

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20. 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)"


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.