House Sitting in West Town, 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. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Collin is my first experience with Rover and I couldn't be more pleased. Using Rover came with short notice and I worried that would create a problem. Coll... (more)"

2. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Eddie was an amazing sitter and is a great all around guy. Was super flexible when my flight out of town had some hiccups. My pups loved him, too! (more)"

3. Erin

Dog Loving College Student

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Erin is such a sweet person. She genuinely cares and that's sometimes a tough quality to find. She is dependable and will follow up. I received pictures and... (more)"

4. Abbigail

Loving home experience for dogs

Lake View, Chicago, IL, 60657

House Sitting

9 repeat clients

"I've been very pleased with Abbigail and her dog Bastian. My dog really enjoyed his time with them while I was on vacation. The house was pretty clean and my... (more)"

5. Ashleigh

Dog loving student in Chi

Lincoln Park, Chicago, IL, 60614

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

13 repeat clients

"My husband and I are new dog parents and were going out of town for a few days, leaving our pup for the first time ever. Ashleigh stayed at our place taking ... (more)"

6. Mack

Compassionate Animal Lover

Lincoln Park, Chicago , IL, 60614

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Five stars!!! Mack is extremely kind and took such great care of our pup. She sent us pictures halfway through the stay showing us how happy Bobo was on thei... (more)"

7. Catherine

Patient & trustworthy animal lover!

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"This was our first time hiring a pet sitter and Catherine was amazing! Both animals were well taken care and we could not be more pleased! Will definitely be... (more)"

8. Aasha

I'm a dog loving recent graduate!

Near West Side, Chicago , IL, 60661

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Aasha did a great job with our puppy and with keeping me updated throughout the day with photos and texting. Our pup seemed happy to spend the day with her;... (more)"

9. Jana

Professional Animal Lover

West Town, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

18 repeat clients

"Jana walked our dog twice before we left him for a weekend trip. Our dog usually has a hard time when we leave him. He doesn't eat or drink sometimes and g... (more)"

10. Corie

Competent and patient dog-lover

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Corie watched our puppy when we went to a wedding - she was awesome and sent updates throughout the night! Charlie was tired out and sleeping like a perfect ... (more)"

11. Marjorie

Experienced, caring & dog-loving

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Marjorie is excellent! So happy to have met Marjorie. She is responsive, kind, reliable and well-qualified to manage my diverse pack. It was clear our 4 dog... (more)"

12. Emily

Artist & possible dog whisperer

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Emily was fantastic. She stayed with my dog Otis for a week while we were on vacation. Otis loved her, got plenty of exercise and play time, and bonded qui... (more)"

13. Kelly

Fun and Active Dog Lover!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Hello. Kelly and her parents have lived down the block from me since she was first born. Once she was of age, I started using her as our dog walker. Her fami... (more)"

14. Michelle

Active, Energetic, and Caring!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Michelle was a perfect sitter. Definitely reccomend her. (more)"

15. Natalie

Your dog is my number one priority

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Natalie would not be intimidated by a dog. She was raised on a farm. She feed 3 day old calves with a bottle and helped me raise day old chicks into laying h... (more)"

16. Cynthia

Dog & Cat Lover / Maybe Whisperer

Logan Square, Chicago , IL, 60647

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Cynthia was a fantastic pet sitter! It was my first time using Rover, so I admit I had some anxiety about leaving my pet in my home with a new sitter, but wi... (more)"

17. Evelyn

New to Rover- Lifetime Experience!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Evelyn is an excellent dog caregiver because She is reliable during emergencies and is willing to work with my schedule no matter what hers is. As an owner o... (more)"

Confirmed available next weekend (Jun 01 - Jun 04)
18. Kay

Near West Side, chicago, IL, 60612

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

"Kay was wonderful!!! I really needed a sitter for my Pomeranian, Cotton. She catered to his every need while I was away on business. I would definitely recom... (more)"

19. Jamie

Med Student West Loop Pooch Sitter

Near West Side, Chicago, IL, 60612

House Sitting

9 repeat clients

About: Hello! I'm Jamie, a fourth year medical student who is crazy about dogs. I grew up with/was raised by a goofy lab and an energetic corgi and have a... (more)

20. Sara

Professional Belly Scratcher

Logan Square, Chicago, IL, 60614

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

2 repeat clients

"If you're looking for someone to look after your furry friend, as well as your home, I would highly recommend booking House Sitting with Sara. This was my fi... (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.