House Sitting In Near West Side Chicago

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

1. Imani

Dogs are friends not food!

Lower West Side, CHICAGO, IL, 60608

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

4 repeat clients

"Imani exceeded expectations. Marlowe was indeed sad to see her go. She was extremely attentive to Marlowe's needs and went above and beyond. This was the lon... (more)"

2. Bridget

I'll love your dog like my own

Near West Side, Chicago, IL, 60661

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

8 repeat clients

"Bridget was fantastic with our puppy Hank who has bad separation anxiety. She asked a lot of questions about his routine and made sure he was comfortable whi... (more)"

3. Sooze

Flexible schedule; Love fetch

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits

3 repeat clients

"Sooze took care of my dog Ralphie for 5 days while I was on vacation. Being the spoiled pup he is, he's not used to being left alone for more than a couple h... (more)"

4. Karolina

Karo the Dog Whispererâ„¢

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Karolina was such a great over night sitter for our dog Forrest while we went on a long weekend vacation. I did not have to worry one bit about our dog while... (more)"

5. Emma

I'm ready to play!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Emma is great! She was so so sweet and gentle with my elderly dog, which meant the world to me. I would highly recommend her! (more)"

6. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"I have used Eddie several times now for overnight stays at my place and will continue to book him in the future. A few of the highlights as to why: 1. I ... (more)"

7. Leah

Energetic Moody student

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Leah came through when we were in a jam and already out of town. She was extremely responsive and took excellent care of our puppy. I know my dog had a great... (more)"

8. Mari

longtime professional petsitter

West Town, ChicGO, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Mari helped us out last minute and did a great job. We would love to have her again. (more)"

9. Jillian

Treat dogs like the babies they are

Loop, Chicago, IL, 60601

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Jill was great! Very flexible when needs changed, kept our dog active and happy. Jill even picked up a new harness when our dog chewed through the one we had... (more)"

10. Ashley

You'll get ALL the puppy pics! :)

West Town, Chicago, IL, 60642

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

2 repeat clients

"Ashley was so sweet with Theodore! She sent us tons of pictures and videos (which we loved) she even had a fun new toy for Theodore to play with :) Theodore ... (more)"

11. Andrew

Can't Wait to Meet Your Pup!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Andrew regularly texted and sent photos. He was super reassuring that Archie was doing well also and left my house as clean as when he arrived. I would HIG... (more)"

12. Ashleigh

DOG LOVING STUDENT IN CHICAGO

West Town, Chicago, IL, 60642

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

18 repeat clients

"Ashleigh was great. She sent lots of pictures. When we got back home Oberon was actually tired, which never happens, so she walked and played with him tons. (more)"

13. Nicholle

Professional Dog Lover!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits

3 repeat clients

"Nicholle was great, she made me feel very at ease with leaving my dog with a stranger for the first time - went out of her way to meet my dog weeks before ou... (more)"

14. Owen

Most of my friends are dogs.

Humboldt Park, Chicago, IL, 60651

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

7 repeat clients

"Owen was attentive and supportive of our two old pups, one of which needs special care. He responded quickly to texts and kept us informed. He was responsibl... (more)"

15. Sofia

Grad student and dog lover.

Lower West Side, Chicago, IL, 60608

House Sitting

5 repeat clients

"I went on vacation to Florida for my birthday and the Thanksgiving holiday. I was gone for a week, and Sofia house-sat my cockapoo Tilly. Sofia took great ca... (more)"

16. Madalyn

Graduate Student Who Loves Dogs

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Madalyn did an EXCELLENT job of taking care of my bulldog, Mac at my home. I can tell she has a TRUE passion for dogs and Mac really enjoyed her time with he... (more)"

17. Jessi

dog loving gradstudent in West loop

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Jessi was great! She was timely, communicative and our pup clearly loved her! She sent photos and updates throughout the visit. We will use her again! (more)"

18. Alexandria

Pup Adventures with Alex

Near South Side, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"Alex stayed overnight at our place to watch our bulldog for two days, one night. Everything went great and she sent a lot of pictures and updates! She was v... (more)"

19. Samantha

Professional Pet Sitter & Pup Lover

West Town, chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

20 repeat clients

"Sam did an amazing job taking care of my shy, skittish dog and cat for 5 nights. She was patient and went out of her way in helping my dog to open up to her ... (more)"

20. Jennifer

Responsible and friendly dog buddy!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Jen was great! She kept us updated daily and took great care of our apartment (more)"


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 eviews from pet owners who have used Rover.

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