House Sitting in Logan Square, 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.
Dismiss
1. Darian

Eccentric and headstrong being.

North Center, Chicago , IL, 60618

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Definitely 5 stars!!!! Darian did a great job watching my biggie and was everything I could have asked for! Hoping to have her come back and stay again (more)"

Confirmed New Years Availability
2. Olivia

Experienced and flexible dog lover

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

"Olivia has been walking and watching my dog Bravo for almost a year now! She seriously spoils him as if he was her own dog. She has been very responsible, ac... (more)"

3. Tara

New city, new fuzzy friends.

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

4 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)"

4. 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)"

5. 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)"

Available this weekend
6. Melissa

I am the original Dog Lady

Logan Square, Chicago, IL, 60647

Dog Boarding, House Sitting, Drop-In Visits

"I have left my sweet little pooch with Melissa on numerous occasions and always felt completely at ease while she was dog-sitting. In addition to coming to m... (more)"

7. Sebastian

Always taken care of animals

Logan Square, Chicago, IL, 60647

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

5 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)"

8. Suzanne

I am very honest and dependable!

Logan Square, Chicago , IL, 60647

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"I would highly recommend Suzanne. She watched my pup and two cats and stayed at my house while doing so. From first moment of meeting her I had no concern th... (more)"

9. Amber

Seeking Dog Buddies

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Amber was wonderful with Bailey. I was visiting Chicago with Bailey from Texas and need someone to watch him. Bailey immediately went to her and loved her!... (more)"

10. Jessica

Thorough loving care

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Jessica went above and beyond to watch our dog Kibo during our wedding weekend. She was great with Kibo and Kibo had a great time with Jessica. It really put... (more)"

11. Devin

Social worker and pup lover

Lake View, Chicago , IL, 60613

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"DEVIN is an absolute Pet Favorite! Bentley and Jag are ALWAYS happy to see her. Super dependable and treats my dogs like they are my children (which of cou... (more)"

12. Candice

Sit AND Stay! I do it all :)

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

6 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)"

13. Lauren

Your pup is my priority!

Irving Park, Chicago, IL, 60618

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

"Lo was my housemate in college. I had a German Shepard named Gretchen that she pretty much adopted. Lo was pretty much a co-dogparent with me. Helping me kee... (more)"

14. Alli

Lover of all pets!

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I cannot expect a better sitter than Alli. I would highly recommend her if you need extra help. She is good with puppies and also took good care of mine. Tha... (more)"

15. Anna

Dog Lover Seeks Playful Pups

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Anna has cared for our American Pitbull, Bonnie, on several overnight occasions when I've traveled out of town and we've always returned home to a happy and ... (more)"

16. 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)"

Confirmed New Years Availability
17. Lindi

Yes, I like Dags.

Logan Square, Chicago, IL, 60647

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

"Lindy was an amazing dog sitter. She did an overnight stay with Molly and was very respectful to my house, and made my dog a very happy little puppy. She lef... (more)"

18. Joyce

Dr. Doolittle for Dogs.

Avondale, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Joyce was great with our sensitive one. She stayed with her at our place while we were away for a few days. She sent updates and pictures every evening. We ... (more)"

19. 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)"

20. 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)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

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.

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.