House Sitting in West Town, 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. Jory

Dog lover on the go!

Near North Side, Chicago, IL, 60654

House Sitting, Drop-In Visits

5 repeat clients

"Jory is awesome! I was really nervous about leaving our dog for two vacations in July but my nerves were totally calmed when we left her with Jory. We came h... (more)"

2. Jessica

Patient & Compassionate Care Taker

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

23 repeat clients

"Jessica was awesome!! She was very responsive to my needs and communicated well with me during my vacation. It was a relief knowing someone so caring was wit... (more)"

3. Veronica

Pet Lover with a big heart.

Humboldt Park, Chicago , IL, 60651

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"It was an absolute delight to find Veronica on such short notice to watch my dog Lilly. She sent me photos and gave me daily updates on how she was doing. My... (more)"

4. 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)"

5. Ashleigh

DOG LOVING STUDENT IN CHICAGO

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

17 repeat clients

"Ashleigh was great in caring for Shelby and Winston during our recent trip. She kept us updated with photos and messages while we were away. Additionally, sh... (more)"

6. Jose

Your dog's favorite sitter

Hermosa, Chicago, IL, 60639

House Sitting, Drop-In Visits

7 repeat clients

"Jose, left such a good impression with me that I had to use his services again. I know that my animals loved having him around as they looked almost sad whe... (more)"

7. Karolina

Karo the Dog Whispererâ„¢

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Karolina did a fantastic job taking care of our pups while we were away for the weekend! One of our dogs is a puppy and can be a handful and the other is on ... (more)"

8. Alexa

Experienced and Trustworthy

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Alexa was great with my dogs. She kept me up to date on how they were doing and left my house in great condition. She walked then multiple times in cold an... (more)"

9. Lauren

2.5 Years with Rover :)

Lake View, Chicago, IL, 60657

House Sitting, Dog Walking

21 repeat clients

"Second time using Lauren for in-apartment stays. Could not have been easier. Fully trust Lauren in my home and have great confidence in her to take great car... (more)"

10. Leah

Me + your dog = fun and safe

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Leah was great! My Sammy girl loved her and she really helped us out when we were in a bind and needed to leave town quickly! I highly recommend! (more)"

11. Taylor

Fond of Furry Friends

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Taylor was great with our pup, she sent us constant pictures and updates to make sure we were at ease while we were away. She is super responsible, easy to c... (more)"

12. Erin

Dog Loving College Student

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"Erin stayed at our apartment for 10 days, looking after our dog and cat. The dog was super happy when we came back, even the cat who doesn't like most people... (more)"

13. 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)"

14. 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)"

15. Marjorie

Experienced, caring & dog-loving

West Town, Chicago, IL, 60622

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

3 repeat clients

"Marjorie is excellent! So happy to have met Marjorie. She is responsive, kind, reliable and well-qualified to manage my diverse pack. It was clear our 4 dog... (more)"

16. 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)"

17. Genesis

And God said.. "let there be dogs!"

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Genesis went beyond my expectations. She took care of Duncan my rescued anxious dog & she did wonderful. She gained our trust very quickly. I hope she wan... (more)"

Confirmed New Years Availability
18. Veronica

I'll love your pets like my own!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Veronica was the best thing we could ask for to not only take care of our sweet pup, but to offer to take care of household things like watering our plants a... (more)"

19. Nicholle

Professional Dog Lover!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits

"I have known Nicki for years and she is one of the most responsible and compassionate people I know. I absolutely trust her with the care of my senior Yorks... (more)"

Confirmed Thanksgiving Availability
20. Kenz

Kenzie's River North Waggers

Near North Side, Chicago, IL, 60654

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

1 repeat client

"Great and reliable sitter. Would not hesitate to recommend or hire again! (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.

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