House Sitting in Roseland, 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.
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1. 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)"

2. Mikayla

Energetic dog-lover

Woodlawn, Chicago, IL, 60637

House Sitting, Dog Walking

1 repeat client

"Mikayla was great. Sparky had lots of fun with her, we could tell. Mikayla shared pictures which we appreciated. We will use Mikayla again. (more)"

3. Ashley

Need an awesome sitter?

Morgan Park, Blue Island, IL, 60406

House Sitting, Drop-In Visits, Dog Walking

"Ashley is kind and caring, she lives up to her promises and would make a great support team for the care of any pet. She has multiple animals of her own, and... (more)"

4. Kennetta

Kennetta's Playhouse

South Chicago, Chicago, IL, 60617

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

About: (more)

5. Blaise

I'm a pure heart that loves dogs

Blue Island., IL, 60406

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"We were out of town all weekend and Blaise watched our two dogs and took such great care of them. One of our dogs was having stomach problems and Blaise took... (more)"

Confirmed New Years Availability
6. Jacqueline

Giving Dog Lovin' and Care

South Side, Chicago, IL, 60643

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

About: Greetings, I'm Jackie. I am dog lover with 2 years experience caring for dogs. Walking, sitting, playing, feeding and nursing- I do it. As of no... (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. Shawn

I'll show your dog what love is.

Grand Crossing, Chicago, IL, 60637

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)"

Confirmed Holiday Availability
9. Noreen

Loving and fun dog sitter!!

Beverly, Chicago, IL, 60643

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

39 repeat clients

"Noreen has helped with our dog for both short term weekends as well as a few long trips. Not only does she have a great big yard to play in but she loves wal... (more)"

10. Kennedi

Love as if it's your own.

Calumet Heights, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Kennedi is a very free spirit hard working young lady. I've had my dog Cashmere for 7 years now she's a yorkie and kennedi has kept my dog for me for weeks a... (more)"

11. Rebecca

Work part time, home during the day

Mount Greenwood, Chicago, IL, 60655

House Sitting, Drop-In Visits, Dog Walking

"I have known Becky for 7 years now and she is one of the very few people I trust with my dog, outside of my family. Becky is extremely caring with animals an... (more)"

12. Jetaime

Trail runs and lg fence yard

Auburn Gresham, Chicago, IL, 60620

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

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)

Confirmed Holiday Availability
13. Bridget

Compassionate animal lover

Morgan Park, Chicago, IL, 60655

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

"Bridget was our dog sitter and cat visitor for years. I am so glad she is perusing this as a career, she is so good at it. She loves animals. Our dog passed ... (more)"

14. Chloe

Certified Veterinary Assistant

Morgan Park, Chicago, IL, 60655

House Sitting, Drop-In Visits, Dog Walking

About: I have been a full-time dog mama to my own fur babies for 6 plus years, so I can assure you I will take care of your babies as if they were my own.... (more)

15. 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)

16. 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)

17. 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)"

18. 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)"

19. 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)

20. Jacqueline

Ready to Serve Your Dog in Love!

Washington Heights, Chicago, IL, 60643

House Sitting, Drop-In Visits, Dog Walking

About: I LOVE DOGS! My childhood has exposed me to dogs resulting in my love for them. I play and talk with dogs all the time. My jobs working with young ... (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.