House Sitting in West Ridge, Chicago

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

Available this weekend
1. Meggie

There's Always a Treat In My Pocket

Edgewater, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

About: Animals have been an absolute passion of mine since I was a child. I grew up in a household full of them: four cats, a dog, and a carousel of horse... (more)

2. David

Paul Rudd?! Nope, just me. Barkbark

Rogers Park, Chicago, IL, 60626

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

1 repeat client

"Despite being a frequent traveler, I had never left my dogs with anyone I did not know (or even with a boarder). David set my mind at ease from the moment he... (more)"

Available this weekend
3. Amber

Seeking Dog Buddies

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Amber was a great house sitter! She was very thorough in the care of the dogs, tidy with the home, and a clear communicator. She sent daily updates and pictu... (more)"

Available this weekend
4. Ronnie Patrick

Passionate & Professional Pet Care

Edgewater, Chicago, IL, 60660

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

"Ronnie has been walking our dog Roscoe the past few months and we couldn't be happier with the quality of communication, positivity, and care that Ronnie pro... (more)"

Available this weekend
5. Anthony

Dogs ROCK! And They Need to "ROLL."

Edgewater, Chicago, IL, 60660

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

6 repeat clients

"I have known Anthony a long time, and I don't think you could find a better person to care for your pet. He is a genuinely kind man who will give your pet al... (more)"

6. Katy

Love dogs- have references!

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

"Katy was great with Dante. As a new dog (2 weeks since he came home with me), she kept on top of his schedule well, and sent me pictures and tons of updates.... (more)"

7. Maria

Great Love and Attention with me

Jefferson Park, Chicago , IL, 60646

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

1 repeat client

"Maria is excellent with dogs and has many years of experience. She cares for every pet with great proficiency and enthusiasm. Maria enjoys dog-sitting and sh... (more)"

8. Christopher

Animal Lover

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Christopher was a great pet sitter for Zoe. He worked with my schedule and was able to manage medication Zoe was taking at the time. He kept my house very ... (more)"

9. Sarah

Dog Lover with Flexible Schedule

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sarah was fantastic, super responsible, and a great communicator. Poppy had SUCH a good time with her. Sarah also sent adorable pics and videos so I knew Po... (more)"

10. Anthony

Passion and care are number one

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

"Anthony was incredibly attentive and communicative during his stay with our dog, Piper. He sent over a bunch of pictures and did a great job with the dog! Ca... (more)"

11. Tamara

Friendly and Attentive Animal Lover

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"What can I say? Tamara was amazing. She provided detailed daily summaries of what my pup was up to, where they went, what they did, how he ate, bathroom habi... (more)"

12. Michael

Dog Lover without a Dog

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"Hey Rover! When Michael told me he wanted to become a dog walker I thought to myself, PERFECT! He has walked and puppy-sat for my pooch many of times. ... (more)"

13. Erica

DogLoving home with large backyard

Lincoln Square, Chicago , IL, 60625

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

5 repeat clients

"Erica is awesome! I will definitely hire her again! (more)"

14. Gabriella

My best friend is my puppy Daisy.

Rogers Park, chicago , IL, 60626

House Sitting, Drop-In Visits, Dog Walking

About: I have watched family friends dogs in the past, and just a recently I got a new puppy! My little beagle Daisy is the best puppy I could ever ask fo... (more)

15. Jenna

Dependable and enthusiastic!

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jenna was phenomenal! She came over for a meet and greet with my pup beforehand and it was very clear she is a nurturing, attentive, responsible dog lover! S... (more)"

16. Margaret

Animals are family members

Uptown, Chicago , IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"Maggie was a lifesaver, as our previous sitter had plans change for the holidays. She came to our rescue and was happy to sit both our German Shepherd and Au... (more)"

17. Danielle

Doggy Love Catcher

Rogers Park, Chicago, IL, 60626

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

About: I have Giovanni my black lab mix in my care for over 10 years. We have traveled the world together and he is my best friend. We recently added a me... (more)

18. Jasmin

Always room for a dog in my life

West Ridge, Chicago , IL, 60645

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Jasmin handled my 2 dogs perfectly! She understood their personalities and took the time to play with them and take them for their daily walks. She was able ... (more)"

19. Karen

Professional dog lover!

Edgewater, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

About: I grew up in a multi-dog home, and still go back constantly to visit my pitbull Princeton and dachshund Maggie Mae. Big or small, I love working wi... (more)

Available this weekend
20. Caitlin

Patient, Experienced Dog Lover

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Caitlin was great with my new puppy Linus. She came over early to meet him, listened patiently as I shared the routines and commands we use, and most importa... (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.

Want to be added to this list of sitters in Chicago? Become a pet sitter or dog walker on Rover.

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.