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House Sitting in 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. Ariel

Caretaker for your furry friend(s)!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Ariel stayed with my two pups for the weekend and she was awesome! I left a ridiculous amount of notes and instructions and she followed everything without a... (more)"

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2. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Payal was excellent--took great care of my babies and was very communicative, which I appreciated. I would absolutely recommend her and book again! (more)"

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3. Rachel

College student loves dogs!

Douglas, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"Rachel was extremely professional and provided updates and photos. She took personal attention to making sure my dog was comfortable and doing good. Would de... (more)"

4. Tara

Care for your dog like my own

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Tara was fantastic and went above and beyond expectations. She sent many updates and pictures/videos. My dog went on adventures w/ her, and seemed quite happ... (more)"

5. Hailey

Experienced ASPCA volunteer!!

Loop, Chicago, IL, 60601

House Sitting, Drop-In Visits, Dog Walking

"Hailey did a great job with my Dogs. And even gave special attention to my puppy, because he’s still in the training stages. Thanks for taking my last minute... (more)"

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6. 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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7. Morgan

I love dogs & dogs love me!

Lower West Side, Chicago, IL, 60608

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

"I would highly recommend Morgan as she has taken care of my dog on several occasions and he just adores her. She treats your dog as if they were her own givi... (more)"

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4th of July
8. Kenni

I'll Run With Your Dog

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Kenni is a great fur mom. They have been to puppy training class and uses those lessons daily! They are very respectful of your commands and rules for your d... (more)"

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9. Alli

Home full-time

Loop, Chicago, IL, 60601

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

"The dogs were very happy and healthy when we got back from our trip. Alli was awesome and would happily recommend her. (more)"

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10. Braidy

Staycation for Fido

Near North Side, Chicago, IL, 60654

House Sitting, Drop-In Visits, Dog Walking

"Bella had a blast with Braidy!! Thank you, Braidy so much for all the special attention you gave her! Bella looks forward to another vacay with you soon!! (more)"

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11. Julio

Let’s go have a PAWesome time!

Near West Side, CHICAGO, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

"Julio was wonderful and super flexible with my schedule. I appreciated the pictures and updates he sent. My dog had a great time and I would be happy to book... (more)"

12. 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)"

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13. Krystina

Happy Dogs, Happy Life

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Our girls loved Krystina from the moment they met her, and from the pictures she sent they seemed happy with her services. She was nice, caring, and flexible. (more)"

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14. Tana

Loving care when you are not there

Loop, Chicago, IL, 60601

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

"Tana did a fantastic job watching our two dogs, and was easy to communicate with. She took them to the local park, and took our younger, more spry dog on a v... (more)"

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15. Blake

I'll treat your dog like royalty

Near West Side, Chicago, IL, 60661

House Sitting, Drop-In Visits, Dog Walking

"Blake was AMAZING! My dog sitter last minute cancelled on me and within a few minutes Blake responded and was able to watch my dog for a couple of days. He t... (more)"

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16. Bridget

I'll love your dog like my own

Near West Side, Chicago, IL, 60661

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

"Bridget was great! She came over the night before we left to get the scoop. Took great care of our dog Bernie, and sent plenty of pictures. We will definitel... (more)"

17. Yovana

Full time animal lover!

New City, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"I would trust no one else to take care of my fur-babies other than Yovana! I guess you could say im a "crazy" pet parent, my furbabies are family and mean th... (more)"

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18. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Karolina did a fantastic job taking care of our pups while we were away for the weekend! One of our dogs is a puppy and can be a handful and the other is on ... (more)"

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19. Libby

I love dogs and dogs love me!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Libby is an incredibly reliable and loving person! She is always enthusiastic and I can count on her for anything. She loves her dogs from home more than any... (more)"

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20. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Collin was fantastic. Super professional, communicative, and very caring. Lulu and Bolt loved him. I felt very comfortable and confident that my pups were in... (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.