House Sitting in Chicago

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

Confirmed availability
This weekend
1. Michelle

I love to run and go on hikes

Loop, Chicago, IL, 60606

House Sitting, Drop-In Visits, Dog Walking

"Michelle is absolutely meticulous with her care of my dog. He's a cocker spaniel and needs special care with his physical (ears, eyes) and diet. She's helped... (more)"

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2. Reese

College Student - Lots of Free Time

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits

"Reese is very kind and thoughtful. She is also get back to you asap when planning a sitting. Is also very flexible scheduling around your needs. Highly r... (more)"

3. Kat

Quality care for our fur babies

Brighton Park, Chicago, IL, 60632

House Sitting

"Kat was super responsive during the entire lead up to the stay and the whole time she was watching our pup. We really appreciated her promptness and her offe... (more)"

4. Shannon

Positive and energetic dog lover!

Near North Side, Chicago, IL, 60610

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

"Kinzie liked Shannon right away! She was very responsible, nice, energetic, and seemed happy to sit Kinzie. Got lots of cute pics and could tell they were... (more)"

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5. 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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6. Steve

Cats, Other Pets, Medical Needs Too

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

"Steve did a great job house sitting and watching Carl for a week. House was clean when I got home and my pup was happy. Sent frequent updates, pics, and vide... (more)"

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7. Ashley

Trustworthy experienced caregiver

Lower West Side, Chicago, IL, 60608

House Sitting

"Ashley is the absolute best!! This was my first time using Rover and I was in a pinch..I needed someone to house/dog sit for me for a weekend trip. Ashley go... (more)"

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8. Sandra

Full time dog lover!

Lower West Side, Chicgao, IL, 60608

House Sitting

"We had a wonderful experience with Sandra. She was able to accommodate an extremely last minute request to house/dog sit for the weekend for us. She sent reg... (more)"

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9. Imani

Dogs are friends not food!

Lower West Side, CHICAGO, IL, 60608

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

"Imani was a wonderful sitter for our two mini poodles. She was super flexible and came to meet us before we went away. She was conscientious about letting us... (more)"

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10. 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)"

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11. Megan

Petsitter looking for new clients!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Always great, on time, communicative, and my dogs love her (more)"

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12. Nakana

I love dogs and being with them!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Nakana is a dog-lover and has grown up with many four-footed furry family members. He is a conscientious, caring and energetic caretaker. He has a natural ab... (more)"

13. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

"Eddie house sat my dog Bentley for a night. My husband and I have never used a sitter before so we were anxious but Eddie had no problem answering lots of qu... (more)"

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14. 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)"

15. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Payal is a gem!Our Niko loved her and has a new friend. She took him for walks, gave him his mess, and gave him lots of pets and snuggle time. Her calm demea... (more)"

Confirmed availability
Thanksgiving
16. Sam

Basically Raised by Dogs.

Bridgeport, CHICAGO, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"Sam is a great guy! Super charismatic, energetic, talkative, and responsible. He's great with dogs and is very attentive to the needs of people and animals a... (more)"

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17. Brooke

I'll give dog tons of attention

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"If I need a dog sitter I know I can always count on Brooke! She has lots of experience working with different types of dogs, and has a true love for them. B... (more)"

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18. Jaureese

Giving dogs the love they deserve

Loop, Chicago, IL, 60605

Dog Boarding, House Sitting

About: None (more)

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19. Zak

Home all day - fenced yard

Douglas, Chicago, IL, 60616

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

About: None (more)

20. Sofia

Grad student and dog lover.

Near West Side, Chicago, IL, 60608

House Sitting

"I went on vacation to Florida for my birthday and the Thanksgiving holiday. I was gone for a week, and Sofia house-sat my cockapoo Tilly. Sofia took great ca... (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.