House Sitting in South Deering, 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.
Dismiss
1. Myk'La

Mind, face, and soul of a pup

Hyde Park, Chicago, IL, 60637

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. Jordan

Dog Lover and Rescuer

Calumet Heights, Chicago, IL, 60617

House Sitting, Drop-In Visits

"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)"

3. Stephen

Walking, Bordering/Sitting Training

Beverly, Chicago, IL, 60643

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

7 repeat clients

"What a great service Stephen provided I don't think my dog even missed me much! A real dog lover who sincerely tried to help my big shelter dog with many issues (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. Shantel

I'll show your dog what love is.

South Shore, Chicago, IL, 60649

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

1 repeat client

"Shantel has taken care of my dog for me before. Choosing her to take care of my dog was one of the best decisions I've ever made. She's really responsible an... (more)"

6. Katie

The best kind of walk is with a dog

Grand Crossing, Chicago, IL, 60619

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

"I really appreciate that I called Katie last minute and she was able to help me out with a last minute walk. Returned my message right away, I recommend Kati... (more)"

7. 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)"

8. Brittanie

Im friendly energetic and patient

Woodlawn, Chicago , IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"I have a poodle and Brittanie was reccomended to me by a friend I have been using her for up to three years now and she has done plenty of drop ins and walks... (more)"

9. 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)

10. Geena

large yard and park across the road

Morgan Park, Chicago, IL, 60643

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

"I have known Geena for over 10 years and ever since she has always had a passion for animals. She is just as kind, loyal, and energetic as the animals she ca... (more)"

11. Paul

Enclosed yard and near park

Morgan Park, Chicago, IL, 60643

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

"If you're looking for someone to treat your dog with the same love and care that you would, Paul is your guy. I wanted to make sure that my dog was with some... (more)"

12. Kathryne

Responsible and caring dog owner!

South Shore, Chicago , IL, 60649

House Sitting

"Kathryne is great with dogs! She is very patient and caring an you can tell how much she loves dogs by how she cares for her dog, Bailey. She has always been... (more)"

13. 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)

14. Shestin

Experienced Dog Sitter

Washington Heights, Normal, WA, 98443

House Sitting, Drop-In Visits, Dog Walking

About: I am an experienced pet sitter and would love to care your fur babies! I love and enjoy animals of all shapes and sizes. I have experience working ... (more)

15. Kristofer

Your family is my family

Roseland, Chicago , IL, 60628

House Sitting, Drop-In Visits, Dog Walking

"I am the parent of a 6 year old Shih Tzu which I have had since he was 3 months old. Kris has been very instrumental in it's care from day 1. Kris has helped... (more)"

16. 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)

17. 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)"

18. Andrew

I Love Dogs. I also Love Walking.

South Chicago, Chicago, IL, 60617

House Sitting, Drop-In Visits, Dog Walking

"Andrew is the kindest person I know. He does everything in his life with passion, and he will love and care for your dogs as much as you do. I've never seen ... (more)"

19. Stephanie

Dog sitter available!

East Side, Chicago, IL, 60617

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

About: Hello! My name is Stephanie Sanchez and I live in Chicago. I truly adore dogs and I am passionate about them. I know I will be a great sitter becau... (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.

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.