House Sitting in 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. Kristyn

Animal lover who works from home!

West Town, Chicago, IL, 60647

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

10 repeat clients

"I was in a pinch for a last minute over night sitter and she was extremely communicative and flexible from the start. Fast replies, long walks with my senior... (more)"

2. Karolina

Karo the Dog Whispererâ„¢

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Harper loves hanging out with Karolina! She is so amazing and helped us even with a weird schedule (switching off between house sitters while we were on an e... (more)"

3. Ester

Just love dogs :)

West Town, Chicago, IL, 60642

House Sitting, Dog Walking

9 repeat clients

"Ester was awesome! Super friendly and attentive. You can tell she really cared about my pup and wanted to make sure that she took proper care of him. Will d... (more)"

4. Elizabeth

Owned & worked w/ dogs all my life!

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Very pleased with the compassion, care and attentiveness that Liz has shown for my Bella. Liz was recommended by another great Rover walker. Due to my hectic... (more)"

5. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

20 repeat clients

"Payal is a gem!Our Niko loved her and has a new friend. She took him for walks, gave him his mess, and gave him lots of pets and snuggle time. Her calm demea... (more)"

6. Colton

The Cycling Pet Sitter

Loop, Chicago, IL, 60601

House Sitting, Drop-In Visits, Dog Walking

20 repeat clients

"Colton is the absolute best! I know my pups are in great hands whenever Colton comes to stay with them. Dogs were happy when I got home and had healthy appet... (more)"

7. Eric

Good to walk in all Chicago weather

Loop, Chicago, IL, 60601

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Eric was responsive, patient, and very good with Jakob who has a lot of puppy energy. Eric kept me informed and was comfortable giving Jakob his AM/PM medic... (more)"

8. Zeynep

Life is so much better with dogs!!

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Zeynep was an amazing sitter! She not only stayed longer than expected when my puppy woke up at the end of the shift, but also made sure he wasn't alone the ... (more)"

9. Bridget

I'll love your dog like my own

Near West Side, Chicago, IL, 60661

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Bridget is a smart and responsible pet sitter! She house sat and took excellent care of my babies this past week! She also communicated with me daily. Will ... (more)"

10. Jamie

Med Student West Loop Pooch Sitter

Near West Side, Chicago, IL, 60612

House Sitting, Dog Walking

11 repeat clients

"While we were away over the long weekend, we asked Jamie to watch Whinnie yet again. As usual, Jamie was responsive, reliable, and attentive. We're happy tha... (more)"

11. Natalie

Loop Living and Pup Loving!

Loop, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Natalie was absolutly great with my boy Nookie! She works with him as if he was her own. My dog absolutly loved her and cant wait to have her over again. (more)"

12. Alexandria

Pup Adventures with Alex

Near South Side, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"Alex sent us daily photos of our dog and was prompt in communicating. She asked questions if anything seemed out of the ordinary, and our pup was happy and h... (more)"

13. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Collin was fantastic. Super professional, communicative, and very caring. Lulu and Bolt loved him. I felt very comfortable and confident that my pups were in... (more)"

14. Megan

Reliable, Respectful, Responsive

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"Debra was an excellent sitter and my dog (Emily)had a great stay with her. I got updates regularly, which was great since my dog has some medical concerns th... (more)"

15. Lucia

Responsible, cheerful, and loving

Near West Side, Chicago, IL, 60612

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

"Lucia was so fantastic with my dog, Max! This was my first time using Rover and she was so accommodating in answering questions and even coming to meet me fo... (more)"

16. Allison

Certified Veterinary Technician

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits

6 repeat clients

"Allison was an excellent sitter. She was very responsive, proactive, and dependable. She also handled 2 difficult dogs very well. Would highly recommend her ... (more)"

17. Sofia

Grad student and dog lover.

Lower West Side, Chicago, IL, 60608

House Sitting

2 repeat clients

"Sofia was fantastic! She was so sweet and caring of my elderly pup, took great care of my house and kept me updated on how things were going while I was away... (more)"

18. Taylor

While you're away, we will play!

Loop, Chicago, IL, 60601

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Taylor is an amazing dog sitter! She is watching my dog while I travel during the week for work and took great care of my pup. She is so nice and detail orie... (more)"

19. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Eddie was outstanding! He genuinely cared about our dogs and was completely trustworthy and capable. One of our pups has anxiety issues and they can both hav... (more)"

20. Imani

Dogs are friends not food!

Lower West Side, CHICAGO, IL, 60608

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

2 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)"

With over 140,000 pet and house sitters on Rover.com, you can easily find house sitting near you.

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.