House Sitting in Roseland, Chicago

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

1. Craig

Loving Dog Care In Hyde Park

Hyde Park, Chicago, IL, 60615

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

2 repeat clients

"Craig is one of the most caring and and intelligent people I've ever met. I've known him for over a decade, and over that time, he's had several rescue Rottw... (more)"

2. Mikayla

Energetic dog-lover

Woodlawn, Chicago, IL, 60637

House Sitting, Dog Walking

2 repeat clients

"Mikayla took good care of our dog alice. She was very responsive to our communications. We would definitely use her again. (more)"

3. Belicia

I LOVE to play with dogs all day!

Auburn Gresham, Chicago, IL, 60620

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Belicia was an amazing sitter who communicated with us often. She immediately put us at ease by sending us pictures, videos, details regarding every walk, et... (more)"

4. Kennaira

I’m a dogs BestFriend❤️

Riverdale, Chicago, IL, 60827

House Sitting, Drop-In Visits, Dog Walking

"Wow Kennaira is great with dogs. One day my aunt asked me to watch her 1 year old puppy and I thought it was going to be a easy task so I took on the respons... (more)"

5. Alia

bright smile bright attitude

Grand Crossing, Chicago , IL, 60637

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

1 repeat client

"There is so much to praise Alia for. We in the 2 years our girls, Aae'Vii&Aae'Leha have been on this earth—they've basically only been with My husband and I,... (more)"

6. Noreen

Loving and fun dog sitter!!

Beverly, Chicago, IL, 60643

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

44 repeat clients

"Noreen is by far the best dog caregiver out there! I have used Noreen several times. Noreen & her family treat my dog, Flynn like family. Flynn runs with ... (more)"

7. Elizabeth

Goldendoodle mom who loves all dogs

Morgan Park, Chicago, IL, 60655

House Sitting, Drop-In Visits, Dog Walking

"It's a pleasure for me to write a testimonial on Liz's care of my pet. Liz very selflessly watched my dog for the entire duration of my 13 month deployment t... (more)"

8. Kennetta

Kennetta's Playhouse

South Chicago, Chicago, IL, 60617

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

About: (more)

9. Jayanna

“Doggy Treats for Good Dogs”

Chatham, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Jayanna is an amazing person, with a lot of love, care, and responsibility. She loves animals with a passion, especially dogs. With her there are no worries. (more)"

10. Melissa

I can't wait to meet your dog!

Morgan Park, Chicago, IL, 60655

House Sitting, Drop-In Visits, Dog Walking

"Melissa is a wonderful dog sitter. My dog absolutely loves her and he gets to stay comfortable and at home when we are away. She knows all animals very well ... (more)"

11. Brenna

Fenced yard, work part time close

Evergreen Park, IL, 60805

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

1 repeat client

"Brenna did a wonderful job with my dog Reggie, he loves her! She is prompt and professional. I will definitely be calling her again. Thanks! :) (more)"

12. Diamond

All dogs welcomed!

South Deering, Chicago, IL, 60617

House Sitting, Drop-In Visits, Dog Walking

"Diamond currently has a pitbull and she shows extreme compassion and responsibility when it comes to her dog, so I’d say she’s definetly fit for the job! (more)"

13. 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)"

14. Jetaime

Trail runs and lg fence yard

Auburn Gresham, Chicago, IL, 60620

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

1 repeat client

About: I'm an Army veteran going to school full time with a 3yr old lab-mix and an elderly mini-poodle. Everyone in the house is very friendly AND trained... (more)

15. Jonathan

I'lll smother him/her with love

South Deering, Chicago, IL, 60617

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

About: I'm a lifelong dog person! I've been taking care of dogs for as long as I can remember. I just love them!!! I have a 4 year old pitbull named spik... (more)

16. Anita

Loving pet sitter

Pullman, Chicago, IL, 60628

House Sitting, Drop-In Visits, Dog Walking

About: *My availability is usually always changing as I do have another part time job, but please feel free to message me to find out if I am available du... (more)

17. 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)

18. brittney

Enjoy your vacation..Your pet will

Roseland, Chicago, IL, 60619

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

About: Small business owner with flexible schedule/work from home. I currently have one dog, here name is CoCo and she loves making new friends. She is v... (more)

19. 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)"

20. 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)


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 eviews from pet owners who have used Rover.