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. Anna

I love dogs and dog people!

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

About: I love dogs! My friends always tease me because every time we pass a dog on the sidewalk I need to stop and pet him/her, which, in Chicago, happens... (more)

2. Jana

Professional Animal Lover

West Town, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Jana walked our dog twice before we left him for a weekend trip. Our dog usually has a hard time when we leave him. He doesn't eat or drink sometimes and g... (more)"

3. Darian

Eccentric and headstrong being.

North Center, Chicago , IL, 60618

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Darian is amazing!! She kept us updated throughout our entire trip and sent the best pictures. We will be using Darian again and again and again! (more)"

4. Tara

New city, new fuzzy friends.

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"If you're looking for a caring and responsible individual to watch over your pets when you are away couldn't recommend anyone more. Always received pictures... (more)"

5. Timothy

Enthusiastic Dog Lover!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"I trusted Tim with my three dogs and they loved him! I was impressed by how patient and caring he was with each pup. Tim is very dependable and is an experie... (more)"

Confirmed New Years Availability
6. Cherise

Furever Friends Pet Sitting

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Cherise is a great dog/house sitter. Our dog Bentley is shy and timid but he took a liking to at their first meeting. Cherise was also very flexible to accom... (more)"

Confirmed Holiday Availability
7. Ashland

Not stingy with the belly rubs!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Ashland is amazing with animals. He has always taken care of my "babies" when I go out of town. They get lots of love and attention! I would highly recommen... (more)"

8. Nina

Your Dog Will Feel At Home

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"She was great with our two dogs! Got lots of pictures of them out at the park and relaxing at home. She was in constant communication and quick to respond th... (more)"

9. Nancy

Your dog's best friend!

Lake View, CHICAGO, IL, 60657

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

"This was my first time using Rover for a sitter, and it could not have been more perfect. Nancy is AMAZING. We met up for meet-and-greet a few weeks before... (more)"

10. Candice

Sit AND Stay! I do it all :)

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Candice helped me out last minute when I needed a dog sitter. I really appreciated that she took notes about my dog's care/needs during the meet and greet. I... (more)"

Confirmed New Years Availability
11. Michelle

Puppy loving psychology student

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

About: Hi! I'm Michelle, and I'd love to be your dog sitter! I've grown up with dogs (my first dog was a bichon that my four-year-old self ingeniously nam... (more)

12. Anna

Dog Lover Seeks Playful Pups

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"I am a real estate broker and occasionally need to travel for work. I hired Anna to watch my pup Sammy, the light of my life, while I was out of town for 2 w... (more)"

13. Amber

Dog-less dog lover

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

"Amber was great! Dogs seemed very happy and calm when we got home and we got plenty of updates while we were away. Will definitely use Amber again! (more)"

14. Summer

DePaul Student Loves Your Pet

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Summer was so amazing with my pup!! She took such great care of her while I was away...and she was so sweet and even brought my mail in. I would highly recom... (more)"

15. Jane

Dog lover looking to help take care

West Town, Chicago, IL, 60026

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jane was great from the time we met her, through her weekend stay with our dog, Tucker. I had peace of mind knowing that she was at our home caring for our d... (more)"

16. Sebastian

Always taken care of animals

Logan Square, Chicago, IL, 60647

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

4 repeat clients

"Sebastian was great. Took wonderful care of my dogs and sent me updates every day. I will definitely be using him again! (more)"

17. Elise

Loving Sitters in Wicker Park :)

West Town, Chicago , IL, 60622

Dog Boarding, House Sitting, Drop-In Visits

10 repeat clients

"Absolutely wonderful! Elise is fantastic. She sent lots of pictures, picked up a prescription for my pup, and was accommodating for our late flight arrival o... (more)"

18. Derry

PreK Teacher with a love for dogs!

Lincoln Park, Chicago, IL, 60614

House Sitting, Dog Walking

2 repeat clients

"Easiest review to write. Amazing experience! Derry saved our butts when we had a last minute sitter cancellation and was incredibly accommodating for the sho... (more)"

19. Kiah

Reliable love for you furry family!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: Active yogi and meditator, I can give your pup the run around or just a day of snuggles on the couch! I'm always on the hunt for parks to teach in,... (more)

20. Cristina

Ideal human:Active,fun, friendly.

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Cristina was great! Prompt communication, flexibility in her schedule, and a love for my puppy - what more could I ask for. She sent a number of pictures t... (more)"

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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.