House Sitting in Washington Heights, 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. Kimberly

Your dog is my dog!

Roseland, Chicago, IL, 60619

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

3 repeat clients

"Kimberly was AWESOME!!! Super friendly and great communication. We'd definitely book with her again. (more)"

2. JoAnn

Your furry family is in good hands

Oak lawn, IL, 60453

House Sitting, Drop-In Visits, Dog Walking

"I have known JoAnn for years now. she often times will take care of my animals when I am out of time. When she visits my dog runs to the door and is always h... (more)"

3. Jordan

Dog Lover and Rescuer

Calumet Heights, Chicago, IL, 60617

House Sitting, Drop-In Visits

"Jordan has been an excellent summer employee of Maggie Daley Park. She takes pride in everything she does and is dedicated to delivering a quality experienc... (more)"

4. Megan

Pets are my life! I love them!

Chicago Lawn, Chicago, IL, 60629

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"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)"

5. Doneisha

Donny's furry friends!

Auburn Gresham, Chicago, IL, 60620

House Sitting, Drop-In Visits, Dog Walking

About: My name is Doneisha but everyone call me Donny! I've been working with dogs professionally for 3 years now. I started off as an bather at petsmart ... (more)

6. Brenna

Fenced yard, always home, runner

Evergreen Park, IL, 60805

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

"Brenna took care of my dog on several occasions. Never had a problem, I have always been very satisfied with her work. She is very professional. The dog l... (more)"

7. 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)"

8. Meggan

For the Love of the Dog

Oak Lawn, IL, 60453

House Sitting, Drop-In Visits, Dog Walking

"Meggan was amazing! We were so happy with the excellent service she provided. She kept us well updated on how our pups were doing with plenty of pictures. Sh... (more)"

9. Katie

I absolutely love all dogs

Grand Crossing, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Katie was great. I felt very comfortable having her come over to let my two dogs out. She sent me pictures of her playing fetch with them. I would not hesita... (more)"

10. Belicia

I LOVE to play with dogs all day!

Auburn Gresham, Chicago, IL, 60620

House Sitting, Drop-In Visits, Dog Walking

About: I really enjoy getting to know the dogs, cuddling, and playing with them. I am okay with cleaning up after dogs, because I have been walking my own... (more)

11. 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)"

12. Kara

Dog lover with dog park access!

Evergreen Park, IL, 60805

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

About: I am a true dog lover! I am also a teacher and am off for the summer! I have plenty of time to hang with your dog during the day. I have one femal... (more)

13. Michael

'dog whisperer' and animal lover

Beverly, Chicago, IL, 60643

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

"Some people you can tell right away they are good with dogs. Mike is one of those people. He has cared for my two dogs overnight a number of times and every ... (more)"

14. 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)

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. 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)"

17. Meg

All the LOVE for all types of dogs!

Beverly, Chicago, IL, 60643

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

About: Hey There! My name is Meg and I have been pet sitting all different types of dogs and cats for 10 + years. As a former Dog Groomer, I have experien... (more)

18. 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)"

19. Paul

Enclosed yard and near park

Morgan Park, Chicago, IL, 60643

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

"Paul has stolen my dogs hearts! They are excited, exhilarated and anxious to go with him which demonstrates the kindness and care he gives them when they are... (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)

Experience exceptional service and a personalized match

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

Learn About Premier

With over 140,000 pet and house sitters on Rover.com, you can easily find house sitting near you.

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.