House Sitting in Douglas, Chicago

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

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1. Chloe Verified Background Check

I vow to love your pets as my own!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

About: Hi Pet Parents! My name is Chloe and I’m a 19 year old Chicagoan and student! Starting from a young age, I’ve had an undeniable connection with anim… (more)

Confirmed availability
 Easter weekend
2. Maeve Verified Background Check

Flexible schedule, big fenced yard!

Hyde Park, Chicago, IL, 60637

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

"Mauve was so sweet and accommodating. Not only was she timely and responsive, she was also flexible when I told her I would be late coming home. My dog seeme… (more)"

3. Crystal Verified Background Check

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits

"Crystal was an amazing sitter for our little dog Coach! She kept us updated with pictures and messages and spent lots of quality time with him. He was rested a… (more)"

4. Nataya Verified Background Check

Loving care when your not there!!

West Englewood, Chicago, IL, 60636

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

"I have cats Nataya has meet and watched.she was very kind and gentle with them and was able to make them comfortable.I would recommend her.Her love and care fo… (more)"

5. Edilberto Verified Enhanced Background Check

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

"Eddie obviously loves dogs and takes his job very seriously. Responsible and intelligent. Will use him over and over for our treasured four-legged family memb… (more)"

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6. Maddie Verified Background Check

Certified Dog Lover🤍 🐶 🐕

Loop, Chicago, IL, 60605

Dog Boarding, House Sitting, Dog Walking

"Maddie was great! Our pup has had trouble crate training and we needed someone to be at our house for a while while we were gone. Maddie was professional and w… (more)"

7. Pablo Verified Enhanced Background CheckRover 101

Fun walks

Near West Side, chicago, IL, 60661

House Sitting, Drop-In Visits, Dog Walking

"Pablo was amazing. He helped us out when our other sitter had to cancel last minute. He was flexible and did not at all seem bothered by our last minute reque… (more)"

Confirmed availability
 Easter weekend
8. Anna Verified Background Check

Your friendly & helpful neighbor

Loop, Chicago, IL, 60607

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

About: Hi, my name is Anna. I’m so glad you came across my profile. 🙂 I’m a marketing professional who’s working from home fully remote. I have been sur… (more)

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9. Pamela Verified Background Check

Dogs are four legged best friends

Grand Boulevard, Chicago, IL, 60615

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

"Pamela is a wonderful dog owner and caregiver. She is a yorkie mom and loves to interact and spoil her baby. Seeing her interact with other dogs makes me reali… (more)"

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10. Mariam Verified Background Check

I am Home full-time, flexible hours

New City, Chicago, IL, 60609

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

"I’ve known Mariam for a good amount of years, she’s always been passionate about caring for dogs. I trust and know my dogs are in good hands with her. She’s th… (more)"

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11. Nikki Verified Enhanced Background CheckRover 101

Trustworthy, respectful, and fun!

Near South Side, Chicago, IL, 60616

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

"Nikki was an excellent sitter. Sammie was in great hands and had a blast. Came back to a healthy boy and a respectfully cared for home. Would highly recommend! (more)"

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12. 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)"

Confirmed availability
 Easter weekend
13. Brittany Verified Background Check

Happy pup happy life!

Douglas, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Life can be hectic with 3 dogs, but I know that when I need pet sitting needs Brittany is all there to take care of my babies! She goes above & beyond! You wil… (more)"

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14. 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

"Chanakarn was great! Super responsive and left me with no concerns while she was watching my pets. I came back to them happy and content. I’d definitely use h… (more)"

15. Peyton Verified Background Check

I will love pet like my own :)

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"He was so chilled when I arrived. She was ❤️ (more)"

16. Lauren Verified Background Check

Experienced, trustworthy & active

Near South Side, Chicago, IL, 60605

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

"Lauren is a very attentive, caring and loving dog caregiver. My experiences with her and how she attends to and cares for dogs have been extremely positive. … (more)"

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17. Kayla Verified Background Check

Enthusiastic Dog Loving Caregiver

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Kayla was extremely professional from the very start of the booking. She did an excellent job communicating with me during her stay. I would highly recommend K… (more)"

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18. Randi Verified Background Check

Home Full Time-Big Fenced in Space

Bridgeport, Chicago, IL, 60608

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

"Randi is an expert in pet care. She puts so much love into the animals she works with. I would trust her with my pets anytime. On top of that, she makes the mo… (more)"

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19. Rachel Verified Enhanced Background Check

I love playing & caring for animals

Bridgeport, Chicago, IL, 60616

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

About: Hey, I’m Rachel and I’ve owned pets my whole life. I have one dog of my own at my family home and a cat that I’ve had almost my entire life (16 and s… (more)

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20. Jasmine Verified Enhanced Background Check

Plenty of long walks and treats!

Bridgeport, Chicago, IL, 60609

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

"Jasmine was fabulous! She sent photos, was highly communicative, came and met our pup first to be sure she was comfortable. This was our first experience with … (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.