House Sitting in Loop, Chicago

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

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1. 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)"

2. 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)"

3. 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)"

4. 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)"

5. 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)"

6. 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)"

7. 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)

8. Maria

Reliable Dog and Cat Lover

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Maria is an amazing pet sitter!! She took care of my very tiny puppy Morkie-Chewie. Chewie loves Maria!! he's a lot of work. She provided a check in message ... (more)"

9. 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)"

10. 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 took really good care of Luna! I came home to a napping puppy. She send me updates every once in a while. She is really nice and responsible. I already... (more)"

11. Kat

Quality care for our fur babies

Lower West Side, Chicago , IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Kat has been the best dog sitter I have came across. It is most important for me to find a trustworthy, responsible and friendly person, and Kat is exactly t... (more)"

12. 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)"

13. 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)

14. 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)"

15. 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)

16. Diana

Happy Dog - Happy You.

Near North Side, Chicago , IL, 60610

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Diana was great! Our oldest dog has some behavioral issues and can be difficult at times, but she seemed to deal with that well. She sent videos that showe... (more)"

17. Rebekah

Dependable, Prompt, & Caring.

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Rebekah is so good with dogs and has a great love for them. She always enjoys being around dogs and spending time with them. She is very responsible and will... (more)"

18. Amanda

Experienced Dog Lover and Owner

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Amanda was awesome! Super friendly, great communicator, and she also did a fantastic job with my pup. You can tell that she really cares. Recommend highly! (more)"

19. Penelope

Loving dogs more than anything

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

17 repeat clients

"Penelope was great. We're always nervous leaving the our pups with someone new. She kept us regularly updated throughout the day with photos and messages. W... (more)"

20. YONGLE

South loop dog lover

Loop, Chicago, IL, 60605

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

14 repeat clients

About: Hi, My name is Yongle. I am a South loop resident and am living in one of the dog-friendly high rise buildings. I am currently studying at Loyola U... (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.