House Sitting in West Ridge, 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. Autumn

Vet Assistant in Training

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits

14 repeat clients

"Autumn is fabulous with dogs, and especially my Oliver. She took him to the park and on long walks daily, sending me photos along the way. I know he is alway... (more)"

2. Mandy

Affordable, Responsible, and Loving

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"I met with Mandy a few days before she dog sat Blondie for four nights. She was very professional and you can tell she loves animal from the get go! She watc... (more)"

3. Cam

PT fitness admin w/ open schedule

Lincoln Square, Chicago, IL, 60625

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

About: I simply love dogs and will always be willing to do whatever it is they want and/or need. Whether it's going on constant runs, playing in the park,... (more)

4. Sarah Jane

I love dogs. They bring me joy.

Evanston, IL, 60202

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Sarah was great with both dogs...and especially patient with the puppy. She sent lots of pics to reassure my husband and I. A true pleasure to work with. Tha... (more)"

5. Jen

Young & Energetic - like your pup!

Evanston, IL, 60202

House Sitting, Drop-In Visits, Dog Walking

"I've known Jen for her entire life and she has consistently been one of the most energetic and happy people I know! She will have unlimited love and enthusi... (more)"

6. Alessandra

sweatin’ for the Schnauzers

West Ridge, Chicago, IL, 60645

House Sitting, Drop-In Visits, Dog Walking

About: I am very patient when it comes to dogs, I love being outside and don't mind getting my hands dirty while on the job! I've had four dogs growing up... (more)

7. Larissa

Animal Enthusiast Seeking Animal

Evanston, IL, 60202

House Sitting, Dog Walking

"Larissa is the sweetest and most caring person I know. She's also very responsible and organized, not to mention experienced with taking care of dogs. You co... (more)"

8. Lynn

Canine Care for Pups of All Ages

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Lynn was very caring and helpful with Jacko being an older dog. He sure did enjoy having her around and was definitely taken care just as we were there. I su... (more)"

9. Meredith

Experienced dog sitter/owner

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

"Meredith was a considerate and gracious caretaker for Betty. She was responsive and helpful. Her questions and actions showed that she cared about taking g... (more)"

10. Melissa

Life-long Dog-Owner!

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

18 repeat clients

"Melissa was fantastic. She took great care of Cosmo and also of our 2 cats Astrid and Leopold. She also never complained when Astrid was a "little challengin... (more)"

11. Chris

Responsible, Caring Dog Walker

North Side, Chicago, IL, 60645

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

3 repeat clients

About: Hello, I am a responsible, caring dog walker that will ensure the safety of your pet. I have many years experience caring for a variety of cats a... (more)

12. Anthony

Dogs ROCK! And They Need to "ROLL."

Edgewater, Chicago, IL, 60660

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

11 repeat clients

About: I'm a long-time dog dude whose most recent companion, a giant Doberman with an even bigger heart, passed away suddenly when his heart proved too hu... (more)

13. Taylor

Dog Loving College Kid

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Taylor was great with Jersey over the weekend I was gone. I got lots of photo updates and they even did a quick trip to the dog beach. Jersey and Taylor real... (more)"

14. Anna

Dog lover with years of experience!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Anna is absolutely fantastic! We had to travel out of town and after just getting a 9 week old pup we were apprehensive about kenneling him. Anna made us hav... (more)"

15. Rhiannon

I Love Animals!

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"Rhiannon was great with our two terrier mixes while we were away. She was extremely responsive, sent pics and updates throughout the week. We will definitely... (more)"

16. Meggie

There's Always a Treat In My Pocket

Edgewater, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

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)

17. Nicole

skilled Vet. Tech and Petsitter

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Nicole is awesome! I highly recommend her house sitting services. I came home from my trip and while my Zoe was happy to see me she immediately started look... (more)"

18. Karen

Professional dog lover!

Edgewater, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

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)

19. Andrew

Experienced Dog's Best Friend!

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

23 repeat clients

"Andrew was great with our dogs! He had them for a weekend, gave us daily updates and photos and was amazing with communication. We came home to two dogs with... (more)"

20. Ryan

Dogs make the World go around...

Rogers Park, chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Ryan was awesome!! He and maxwell had a great time and he took awesome care of him. Ryan took him to the park several times and treated him like his own.... (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.