Pet Sitting in Chicago

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

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1. Michael Verified Enhanced Background Check

I treat your pet like it’s mine.

Near South Side, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Mike is awesome! He came over for a meet & greet and Javi instantly loved him. He’s very kind & it’s clear he truly loves his jobs & all the pups he sees! I ... (more)"

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2. Rachel Verified Enhanced Background Check

all dogs are good dogs

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

"Rachel was very thorough with her updates and went above and beyond! She did drop in visits for our cat and was the best sitter we’ve had on Rover! (more)"

3. Autumn Verified Enhanced Background CheckRover 101

Gentle, Engaging, and Hard to Faze

Near West Side, Chicago, IL, 60607

Drop-In Visits, Dog Walking

"autumn was professional, punctual and all around showed great attention and patience with beare. i loved the update she gave and appreciate her flexibility a... (more)"

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4. Yue Verified Enhanced Background CheckRover 101

Loving and active sitter/walker!

Lower West Side, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"I wish that I was able to leave more stars. Yue was not only very thorough with her follow up and check-ins, but she was very thoughtful in her care of my pu... (more)"

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5. Nautica Verified Background Check

Extra caring pet lover!

Lower West Side, Chicago, IL, 60616

Drop-In Visits, Doggy Day Care, Dog Walking

"Nautica's love and affection for all animals, but especially dogs, is easily apparent. Her attention to detail, easygoing attitude, and accountability have a... (more)"

6. Crystal Verified Background Check

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"I am so happy I found Crystal. It is my second time hiring her to check in on my bunny when I was out of town and she does an exceptional job and I definitel... (more)"

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7. David Verified Enhanced Background Check

NOT JUST A PET BUT FAMILY

Lower West Side, Chicago, IL, 60608

Dog Boarding, Drop-In Visits, Doggy Day Care

About: PLEASE REST EASY WE'RE STILL AVAILABLE!! we will provide our meet and greet in our yard to insure everyone's safety and comfort for the time being... (more)

8. Paulina Verified Enhanced Background Check

Accommodating and energetic sitter

Loop, Chicago, IL, 60605

Dog Boarding, Drop-In Visits, Dog Walking

"Paulina did a great job looking after our cats. She was great at communicating and sent cute photos! I would trust her any time. (more)"

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9. Caroline Verified Background Check

Cheerful and reliable

Bridgeport, Chicago, IL, 60608

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

"Caroline is a terrific. She is polite, kind and reliable. All things you want and are able to trust will love and take good care of your pet. I highly recomm... (more)"

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10. Rebecca Verified Enhanced Background Check

Ready to adapt to your dog's needs

Douglas, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Becca has been amazing with all my animals, all of my dogs love her and a few times when I needed emergency help to take care of them, she dropped what she w... (more)"

11. Yanise Verified Background Check

Hello, I am here to help!

Douglas, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

About: Hello, my name is Yanise. My goal on this app is to help to make more money for college, I will soon be a student at National Louis University in t... (more)

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12. Tylor Verified Enhanced Background Check

Great with Dogs!

Lower West Side, Chicago, IL, 60608

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

"Tylor is such a godsend!! He’s trustworthy, he’s great with my pup, and leaves the most detailed and adorable report cards on what they did on their walks to... (more)"

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13. Cynthia Verified Background CheckRover 101

I will love and care for your dog!

Lower West Side, Chicago, IL, 60608

Dog Boarding, Drop-In Visits, Dog Walking

"Very well done. The communication is great, wonderful photos and even better at telling me what’s up. Thank you Cynthia. (more)"

14. Tiffany Verified Enhanced Background Check

Best friends with furry friends

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Tiffany has been a pet sitter hero for us twice so far and we will definitely use her again! She's responsible and quick to communicate and from her repo... (more)"

15. Chad Verified Enhanced Background Check

I have an inherent love for animals

Armour Square, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Chad is outstanding! Caring, thoughtful, creative, excellent communicator and wonderful helping our pups play and have fun and relax! (more)"

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16. Tamiko Verified Enhanced Background Check

Can't wait to meet your furry pal!

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Tamiko has been a dog owner for as long as I've known her. She is a wonderful person that translates into being a truly caring, responsible, and dedicated do... (more)"

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17. Elizabeth Verified Enhanced Background Check

Animal Whisperer

Lower West Side, Chicago, IL, 60608

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

About: I have had many pets over the years, from frogs to Alaskan Huskies. I've always been the person my friends, family and colleagues call for advice a... (more)

18. Emily Verified Background Check

Experience with multiple sized dogs

Bridgeport, Chicago, IL, 60616

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

About: I am a student from Chicago currently studying at UIUC. I have lots of free time over the summer and will be able to spend a lot of time and give t... (more)

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19. Brenda Verified Background Check

🏠is where the 🐶 runs to greet you

Lower West Side, Chicago, IL, 60608

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

"Well for as long as I’ve known Brenda she always loves animals dogs especially. She treats animals as if their her own children . I’ve been working with dogs... (more)"

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20. Lindsey Verified Background Check

Caring and loving pet sitter

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Hello, my name is Andre M. I'm writing this testimonial for Lindsey. I used to have a pomeranian named Jake. Lindsey used to come in and took care of him whi... (more)"

Check out the pet sitting & drop ins options in your neighborhood:


Rover.com is the simple, savvy way to find and book Chicago house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Chicago on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes the Rover Guarantee, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 300,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Chicago, IL house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.