House Sitting in Kenwood, Chicago

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

1. Emily Verified Background Check

Experience with multiple sized dogs

Bridgeport, Chicago, IL, 60616

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

"Emily is great! Very professional and communicative. A++++ will definitely have her dog sit Niall again ! (more)"

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2. 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 was amazing. I am hoping my dogs were well behaved enough he'll want to stay again, ha! He sent updates and pictures throughout the stay. He checked in ... (more)"

3. Yue Verified Enhanced Background CheckRover 101

Loving and active sitter/walker!

Lower West Side, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Yue was amazing with our pup Thompson! She was very responsive, was able to help us out in a pinch, and shared plenty of updates. Highly, highly recommend he... (more)"

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4. Shaley & Melissa Verified Background Check

Friendly petcare by med student duo

Hyde Park, Chicago, IL, 60615

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

"Loved seeing all the pics and videos!! Thanks again for taking care of my lil guy! ? (more)"

Active and Accepting Requests (incl. from Essential Workers)
5. Michael Verified Enhanced Background CheckRover 101

Always at Home & Right by Dog Park!

Near South Side, Chicago, IL, 60616

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

"Michael is an honest, responsible, and trustworthy person. Anytime I need someone to watch my two dogs, I always check to see if Michael is available. He is ... (more)"

6. Tenley Verified Background CheckRover 101

Experienced Dog Owner & Care Giver

Douglas, chicago, IL, 60616

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

"Tenley was an excellent sitter! Vincent was very well cared for and our house was left perfectly cleaned and tidy! We will definitely book again with Tenley. (more)"

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7. christine Verified Background Check

Walk and Bark!

Douglas, Chicago, IL, 60616

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

"She was great with my dog! She was reliable and professional! She followed instructions on how to take care of my pup and I would absolutely recommend her to... (more)"

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8. Alyssa Verified Enhanced Background Check

Pet lover looking to help ❤️

New City, Chicago, IL, 60609

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

"I had the pleasure of working alongside Alyssa in a pet store & I’ve never met someone more caring about animals. She’s cared for injured animals, gave medic... (more)"

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9. 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 a gem!!! She is really good at handling senior dogs who need that extra special attention at times and she continuously sent me texts throughout... (more)"

10. Jaureese Verified Background Check

Giving dogs the love they deserve

Kenwood, Chicago, IL, 60653

Dog Boarding, House Sitting

"Jaureese did a phenomenal job with my dog. Went above and beyond to make sure he was taken care off. He is kind and compassionate. Highly recommended :). (more)"

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11. Stanley Verified Background Check

My husky loves energetic friends!

Hyde Park, chicago, IL, 60637

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

About: I have been a dog lover since I could remember! I have had dogs ranging from a small chihuahua to a large cane corso. I currently have a Siberian H... (more)

12. Almog Verified Background Check

Responsible & fun pet lover

Hyde Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"We are very thankful to Almog for looking after our two pups over the holidays! They got lots of exercise and attention which made for peace of mind for us a... (more)"

13. Ceciley Verified Background Check

Your pet sitting solution

Kenwood, Chicago, IL, 60615

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

"Ceciley is the perfect sitter. She’s communicative, sharp, friendly, and dependable. We are very grateful to have had her watch our puppy. She cared for Tuna... (more)"

14. Ryan Verified Enhanced Background Check

Reiki Healer and Dog Lover

Douglas, Chicago, IL, 60653

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

"Ryan is punctual, responsible, and loving. As a housemate, he loves to cook meals for the house and is dedicated to having us all partner to make it a clean ... (more)"

15. Rebba Verified Background Check

Dog Lover in Hyde Park

Hyde Park, Chicago, IL, 60615

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

"I was traveling out of town for two weeks in January and needed a pet sitter. Rebba was an amazing dog sitter to my beloved Mr. Jinx. She sent me daily photo... (more)"

16. Gregory Verified Enhanced Background CheckRover 101

Howl'er at Me!

Hyde Park, Chicago, IL, 60615

House Sitting

"Greg was great! Kept me posted on how Guppy was doing and Guppy seemed relaxed and happy! (more)"

17. Masheika Verified Background CheckRover 101

Crazy cat lady who loves dogs!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Masheika has been an incredible pet sitter, and I highly recommend her without reservation! I have a pet bunny who I rescued a year ago and was extra anxio... (more)"

18. Alberto Manuel Verified Background Check

Dogs are the best therapy!

Hyde Park, Chicago, IL, 60615

House Sitting

"Alberto did a fantastic job watching my over-the-top St. Bernard puppy and my grumpy-old-man cat. They both loved him. He documented everything and sent freq... (more)"

19. Qiyamah Verified Background Check

Purr-fect Pet Sitter

Oakland, Chicago, IL, 60653

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

About: Hello! I am a College student pursuing a degree in Entertainment Law. I love to babysit and recently decided to extend my services to our four legg... (more)

20. Ashley Verified Background Check

I like BIG dogs and I cannot lie..!

Kenwood, Chicago, IL, 60615

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

"Ashley is a dependable person who value her work. She's also a very friendly and pet friendly person . Anytime she sees a dog her face glow with excitement a... (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.