House Sitting in East Side, Chicago

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

1. Myk'La

Energetic, artsy, happy and caring

Chatham, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Myk'La is a awesome person and some one i'd highly recommended for the Dog Caregiver position.She posess a high spirit personality along with an outgoing and... (more)"

2. Emma

PhD in dog walking & cat cuddling

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Emma is amazing! Babs absolutely loved her, and she sent me lots of pictures and updates. She followed my instructions exactly and she left the house cleaner... (more)"

3. Jordan

Dog Lover and Rescuer

Calumet Heights, Chicago, IL, 60617

House Sitting, Drop-In Visits, Dog Walking

"Jordan is a kind, dedicated woman who gives her all to her passions. Her love of animals is enormous, as is her ability to care for them. She stands out by ... (more)"

4. Kimberly

Your dog is my dog!

Roseland, Chicago, IL, 60619

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

1 repeat client

"Kimberly is the ultimate dog lover. She cared for her dog Kobe for over 17 years, taking him wherever she went! Kim is responsible, nurturing, and kind which... (more)"

5. Paige

My name is Paige & I'm a dogaholic.

Hyde Park, Chicago, IL, 60615

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

1 repeat client

"Paige is wonderful with dogs. She is very attentive to her own fur babies and I know she would treat your pup like her own. She is very kind and has a wonder... (more)"

6. Danielle

graduate student who loves doggies!

Hyde Park, Chicago, IL, 60615

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

8 repeat clients

"Amazing, Hendrix seemed to love his vacay away from me as much as I enjoyed my vacation. Sent me updates and pictures while I was gone and when my flight got... (more)"

7. Kennedi

Love as if it's your own.

Calumet Heights, Chicago , IL, 60619

House Sitting, Drop-In Visits, Dog Walking

About: I was the fortunate ten year old girl, no siblings who grew up with the responsibility of several children ( dogs, frogs, snakes, cats, etc. lol). ... (more)

8. Gabriella

All Dogs go to Heaven.

South Chicago, Chicago, IL, 60617

Dog Boarding, House Sitting

"From the time that I met Gabriella, she's shown that special compassion for animals that only a few have within them. It doesn't surprise me that she is int... (more)"

9. Breana

Dogs are my favorite people.

Hyde Park, Chicago, IL, 60615

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

1 repeat client

"Breana is the ideal candidate for a dog walker because she is the one of the most responsible and reliable people I have ever met. Ever since I have known h... (more)"

10. Britney

a home away from home for your pets

West Pullman, Chicago , IL, 60643

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

About: Hi my name is Britney and I have lots of experience in taking care of mostly all breeds of dogs.I usually start my routine at 7:30 am with feeding ... (more)

11. Sandra

Long walks on the South Shore

South Shore, Chicago, IL, 60623

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

About: I have cared for my pet dogs ever since I was 10 years old, so I have about 15 years of experience living with dogs. In the past 3 years I have gai... (more)

12. Michaela

Fun, creative, pup loving gal!

Kenwood, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Michaela was great! Everything was very simple with scheduling times to meet and my dog was very happy and relaxed when I got back in town. I would definitel... (more)"

13. Bethann

Just say "Stay!" and I will!

East Side, CHICAGO, IL, 60617

House Sitting

About: My name is Beth and I'm the proud Person (read: mama) to two of the most wonderful mutts in the world, Rolo and Kiffy. My "kid'ders" and my fiance ... (more)

14. Erica

Amazing Animal Lover!

West Pullman, Chicago, IL, 60628

House Sitting

About: I have had 1 dog of my own and fostered another (brindle pit bull mixed breed and golden retriever), both of which I still love dearly. I have work... (more)

15. Ka'Stacheya

Stacey Dog Obsessed... No Seriously

South Chicago, Chicago, IL, 60617

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

"Ka'Stacheya is an amazing sitter! She's been walking my puppy for a little over two years now and she works so well with her. Honestly my pup can be a handfu... (more)"

16. Aaliyah

Dog Care Chicago

Grand Crossing, CHICAGO, IL, 60621

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

About: A true mommy dog lover.I have 2 small Maltese Poodles. Going away for the weekend or Holidays. Allow me to take care of your baby like my own. I ... (more)

17. Chanell

ANIMALS & I SEE EYE 2 EYE

South Shore, CHICAGO, IL, 60649

House Sitting, Drop-In Visits, Dog Walking

About: IM THE PERFECT CANDIDATE FOR YOUR NEEDS. I LOVE ANIMALS. I WILL BE SURE TO FILL YOUR PET WITH AMPLE AMOUNT OF HUGS AND KISSES. I WILL NEVER HARM AN... (more)

18. Adalynn

I love all type of dog

South Chicago, Chicago, IL, 60617

House Sitting, Dog Walking

About: A Client should choose me because I love to play with Dogs; even walking them. Also, a client should feel comfortable leaving their beloved pet in ... (more)

19. Keena

The Dog Lovers

South Shore, Chicago, IL, 60649

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

About: I am an ultimate dog lover!!! I've had pets my entire life!!!! Your dog will love me & my kids. I love all animals but dogs and cats especially. A ... (more)

20. Eddie

Dog lover, musician

East Side, Chicago, IL, 60617

House Sitting, Drop-In Visits, Dog Walking

About: I am a dog lover who is looking forward to providing your dog the attention he/she needs. I have my own dog, Tank, who is a pug/American Bulldog mi... (more)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

Home owners love Chicago house sitters on Rover. 9,532 owners have reviewed sitters in the Chicago, IL metro area, giving them an average rating of 4.9/5.

Want to be added to this list of sitters in Chicago? Become a pet sitter or dog walker on Rover.

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.