1. Mallory

Experienced Dog Lover!!!!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

"Mallory absolutely love animals, especially dogs. Not only does she love playing and spending time with them, but she also is great at taking care of them. ... (more)"

2. Arthur

Bringing the love straight to you!

Loop, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

"Arthur was great, didn't have any issues at all. He was able to get back to us very quickly and book a last minute dog walking/hang out session. Appreciate... (more)"

3. Rachael

Animal lover, biologist, pet owner

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Excellent! Rachael made sure I saw pictures of our babies while she was at our home. It made me feel comfortable knowing they were being well taken care of. ... (more)"

4. Mariah

Dog lover w/ empathy and experience

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Having known Mariah for years now, I know she'd be an ideal dog sitter and walker for Rover. She has extensive experience caring for animals - both at home a... (more)"

5. Alexandra

Loving sitter in the city.

Bridgeport, Chgo, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

17 repeat clients

"Alexandra did a great job with our dog Blaze. This was our first extended trip away from our rescue dog and she made us feel that we were leaving her in cap... (more)"

6. Hailey

I catch the eyes of your dogs!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"We've never had sitter stay at our apartment however wanted Hank to be able to stay within his current environment and didn't want the hassle of taking him/p... (more)"

7. Diana

Happy Dog - Happy You.

Near North Side, Chicago , IL, 60610

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Diana is the loving person I know. I have known her since middle school and we became fast friends at beach camp singing firework by Katy perry. She has alwa... (more)"

8. Sue

The biggest dog lover in Chicago

Near West Side, Chicago, IL, 60607

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

10 repeat clients

"If you are looking for the best care for your pet when you are not able to be there yourself Sue is your gal! I met Sue about 5 years ago while working toge... (more)"

9. Rory

I love and appreciate all pups

Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Rory was fantastic and was my first sitter via Rover. She took a last minute job with me (same day for a 3 day long overnight) and was great! I was comfortab... (more)"

10. Krystina

Loving, caring, responsible

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Krystina did an awesome job with house sitting our 2 year old mini schnauzer! We had her for multiple days at our house and we couldn't be more satisfied! ... (more)"

11. Megan

Will love your pups as much as you

Near North Side, Chicago, IL, 60610

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

"Megan is an incredibly kind, trustworthy and reliable person. Most importantly, she is the biggest dog lover!! Megan will show your pup so much love, attenti... (more)"

12. Briana

I have cared for dogs my whole life

West Town, Chicago, IL, 60642

House Sitting

2 repeat clients

"Briana took care of our two dogs in our home while we were away, and she did an amazing job!! Cosmo can be anxious sometimes with new people, but he seemed l... (more)"

13. Anna

Animal Science grad who loves pets!

Near West Side, Chicago , IL, 60607

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: Cats welcome! I was lucky enough to have been around dogs my whole life- from a German Shepherd, to Labrador retrievers, Pit Bulls, Mastiffs and Gr... (more)

14. Erin

Run And Play All Day!

Lower West Side, Chicago, IL, 60608

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

1 repeat client

"Erin is a great dog owner! She is dedicated to continued daily training of her dog, Kitty and keeping a routine of walks, runs and social interactions with o... (more)"

15. Jordin

Caring, Warm-hearted and Active

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Jordin took amazing care of my furbaby, Ellie, while we went out of town for a long weekend. Jordin's job was not easy given that Ellie is a high energy, 9-m... (more)"

16. Lindsey

I am a dog lover and fanatic!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Lindsey took care of my dog for about 4-5 days. She was prompt, communicative, and responsible....sent pictures, kept me apprised, etc. Did more than the min... (more)"

17. Emily

Experienced Sitter in Chicago!

Lower West Side, Chicago, IL, 60608

Dog Boarding, House Sitting, Drop-In Visits

1 repeat client

"Emily was great. She picked our dog up early to help us with our travel arrangements, she sent lots of photo updates and checked in frequently. I felt like m... (more)"

18. Mindy

5-Star Care Custom-Tailored Stays

Douglas, Chicago, IL, 60616

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

"Mindy is an amazing dog owner and sitter. She took care of my babies for a week and they came home in a great mode. I felt like they barely missed me. She... (more)"

19. Kayla

For the Love of Dogs!

Near West Side, Chicago, IL, 60607

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

"Kayla is very sweet and my dog and cat loves her. I received pictures and details of each day. It was great seeing the details of their days. (more)"

20. Silvia

Vegetarian/Animal lover/Writer

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Great Personality! Got along with my dog. Will rehire when I need a dog sitter again. (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.

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.