House Sitting in South Shore, Chicago

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

Available this weekend
1. Danielle

Providing and prioritizing your dog

Chicago Lawn, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Danielle, by far, has one of the greatest dispositions when it comes to working with pets. Being a pet owner, herself, she comes with the love, patience an... (more)"

2. Crystal

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Crystals was great. Very responsive when communicating. Very reliable and professional. And Sassy loved her! We hate to leave town, but it's nice to know tha... (more)"

3. Megan

Pets are my life! I love them!

Chicago Lawn, Chicago, IL, 60629

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Megan is a natural with dogs. Both my dogs took an immediate liking in her which always tells me a lot. She went out of her way to accommodate them when we ... (more)"

4. 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)"

5. Rebba

Dog Lover in Hyde Park

Hyde Park, Chicago, IL, 60615

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

"Rebba is incredibly compassionate and loving with dogs. She genuinely cares for them and showed great kindness and care for my late dog. Your dog will be i... (more)"

6. Emma

PhD in dog walking & cat cuddling

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

8 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)"

7. Zoe

Experienced and enthusiastic

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Zoe Richters has lovingly cared for my two dogs on many occasions while my family and I have gone on vacation over the past 5 years. She is completely relia... (more)"

8. Billie

Experience, love and care

Grand Boulevard, Chicago , IL, 60653

House Sitting, Drop-In Visits, Dog Walking

About: I am a client care coordinator at a well established veterinary practice. In addition to working with dogs and cats on a daily basis, I have had pe... (more)

9. 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)"

10. Mikayla

Energetic dog-lover

Woodlawn, Chicago, IL, 60637

Dog Boarding, House Sitting, Dog Walking

"Mikayla loves animals, especially dogs. Her fun and cheerful nature attracts dogs to her, and they form an inseparable bond. I couldn't think of a better job... (more)"

11. Dominique

Love given, Love needed, Love dogs!

Hyde Park, Chicago, IL, 60615

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

"I've only known Dominique a few years but before my Lily passed on she was always great with her. I've never actually PAID her to watch Lily but she loved Do... (more)"

12. 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)"

13. 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 has been my dog sitter/walker for the last year and a half, and she has been just wonderful. I was so concerned when I move to a new city and had to fi... (more)"

14. 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 extremely reliable and would be an excellent dog walker. We attended undergraduate together where she excelled academically. She now attends a grad... (more)"

15. Catalina

Catalina, Dog Lover

Woodlawn, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Catalina has always had a special relationship with dogs. When she was growing up, at various times, she had labradors, neapolitan mastiffs, rottweilers and ... (more)"

16. 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)"

17. 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)

18. Tom

Passionately Cheerful and Caring

Woodlawn, Chicago, IL, 60637

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

"Jeannette M Tom has been a caregiver for our beagle, Boomer. He walked, talked and ran with him. I trust him with all my pets! (more)"

19. Samatha

Without animals, what's life? :)

South Shore, Chicago , IL, 60615

Dog Boarding, House Sitting, Doggy Day Care

About: I had pets growing up but would love to watch them and get paid doing it. Very loyal & loving to animals. I'll love them as if they were my own. I... (more)

20. 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)"

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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.