House Sitting In Near West Side Chicago

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

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1. 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)"

2. Tom

Tom W.'s Home

Logan Square, Chicago, IL, 60647

House Sitting, Dog Walking

20 repeat clients

"I have used Tom multiple times now to watch my spaniel, Lola, and I would recommend him for anyone who is looking for a reliable and responsible dog sitter. ... (more)"

3. Liz

Flat rate for any number of pets!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits

2 repeat clients

"First off, just want to say how much we appreciate Liz being available on such short notice and for a holiday weekend!! My bf and I decided to try and make a... (more)"

4. 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)"

5. Alexandra

Fun, active sitter for your Pooch!

Near South Side, Chicago, IL, 60616

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

About: My name is Alexandra I am 28 years old. I love movies, animals and live in the South Loop. Recently back in the city I have open availability, expe... (more)

6. Jillian

Reliable,compassionate,experienced.

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Jillian was a wonderful pup sitter. My dogs loved her from the moment they met her. She sent me daily updates about her visits with pictures included. She sp... (more)"

7. 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)"

8. Allison

Certified Veterinary Technician

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits

5 repeat clients

"Allison is hands down the best pet sitter! We had her stay in our home over a long weekend with our two senior pups. She provided excellent communication and... (more)"

9. 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)

10. Owen

Most of my friends are dogs.

Humboldt Park, Chicago, IL, 60651

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"I highly recommend Owen. He took wonderful care of my pup Abbey. He is considerate and communicative. He sent many pictures and updates while I was away. I... (more)"

11. 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)"

12. Corie

Competent and patient dog-lover

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Corrie (and her fiancé) watched our 10 week old puppy over a holiday weekend and we cannot say enough wonderful things about them both. They send photos and ... (more)"

13. 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 is amazing! She is the best sitter we ever had. We got updates, photos and just all around the peace of mind. We came home to a happy and clean apt! We... (more)"

14. 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)"

15. Braidy

Staycation for Fido

Near North, Chicago, IL, 60610

House Sitting, Drop-In Visits

5 repeat clients

About: I grew up with a dog, and haven't had the time to commit to a new little fluff ball since he had to be put down when he and I were both 17 years ol... (more)

16. Sidney

Experienced & Active Dog Enthusiast

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Sidney was really great and I totally recommend her She sent me a lot of pictures, left my house very clean and my animals were super happy when I got back. ... (more)"

17. Jessica

Experienced Dog Caregivers & Lovers

Near West Side, Chicago, IL, 60612

Dog Boarding, House Sitting

29 repeat clients

"Jess dog sat for us while we were away for 2 weeks. We could not have asked for a better dog sitter! Our dog Riley is part of our family and we wanted someo... (more)"

18. Caitlin

West Town Dog Sitter!

West Town, Chicago, IL, 60642

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

6 repeat clients

"Caitlin was awesome with Stevie from the moment she walked in for our meet & great! She kept us informed all weekend about his behavior, habits, and sent the... (more)"

19. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

About: Hi there, I'm Karolina! I'm a student at DePaul and have lived with dogs for my entire life. Part of why I decided to become a dog sitter is the fa... (more)

20. Candice

friendly dog lover, flexible hours

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Constantly kept us updated with pics and texts and made us feel totally at ease about being so far from our boy. Can't recommend enough. Candice is our #1 ch... (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.