House Sitting in Lincoln Square, Chicago

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

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1. Abbigail

Loving home experience for dogs

Lake View, Chicago, IL, 60657

House Sitting, Dog Walking

9 repeat clients

"I've been very pleased with Abbigail and her dog Bastian. My dog really enjoyed his time with them while I was on vacation. The house was pretty clean and my... (more)"

2. Sheila

I'll run with your dog

Avondale, Chicago , IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Sheila is great with dogs and a wonderful pet owner! She would be a great dog sitter because she takes great care of her pets and would easily extende that c... (more)"

3. Autumn

Vet Assistant in Training

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits

14 repeat clients

"Autumn is fabulous with dogs, and especially my Oliver. She took him to the park and on long walks daily, sending me photos along the way. I know he is alway... (more)"

4. Mandy

Affordable, Responsible, and Loving

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"I met with Mandy a few days before she dog sat Blondie for four nights. She was very professional and you can tell she loves animal from the get go! She watc... (more)"

5. Elaina

Caring sitter, works in vet field

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Lainie has taken care of my cat, Thelma, many times in the years that I've known her. She's compassionate, she's on time, she goes above and beyond with pets... (more)"

6. Natalie

Your dog is my number one priority

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Natalie would not be intimidated by a dog. She was raised on a farm. She feed 3 day old calves with a bottle and helped me raise day old chicks into laying h... (more)"

7. Cam

PT fitness admin w/ open schedule

Lincoln Square, Chicago, IL, 60625

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

About: I simply love dogs and will always be willing to do whatever it is they want and/or need. Whether it's going on constant runs, playing in the park,... (more)

8. Anna

Experienced Dog Walker

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

"Anna is our preferred dog walker in Chicago -- so much so that we asked her to stay in our home with our dog while we were gone for the weekend. Our dog love... (more)"

9. Alessandra

sweatin’ for the Schnauzers

West Ridge, Chicago, IL, 60645

House Sitting, Drop-In Visits, Dog Walking

About: I am very patient when it comes to dogs, I love being outside and don't mind getting my hands dirty while on the job! I've had four dogs growing up... (more)

10. Erin

Dog Loving College Student

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Erin was indeed the perfect fit for our little canine family of 3 senior dogs. She did an outstanding job keeping our little guys happy in their own home wh... (more)"

11. Chloe

Professional dog + cat admirer

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

30 repeat clients

"Daisy has a great time with Chloe. When Chloe first showed up, Daisy was going a bit wild but Chloe handled her great and played with her until she calmed down! (more)"

12. Kayla

Pet Lover Near Wrigley Field!

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kayla is one of the most enthusiastic pet lovers I know. She has two cats that she cares for day in and day out. She loves to play with all pets, especiall... (more)"

13. Lynn

Canine Care for Pups of All Ages

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Lynn was very caring and helpful with Jacko being an older dog. He sure did enjoy having her around and was definitely taken care just as we were there. I su... (more)"

14. Bailee

Forever a dog lover

Lake View, Chicago , IL, 60657

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"It was great to be able to leave for a couple of days knowing that our pets were in great hands. Bailee was excellent with both of our dogs. One is older a... (more)"

15. Celeste

L

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"Celeste is a natural with my two dogs, Aria and Ghost. She has commanding presence around animals and our dogs are always comfortable interacting with and ta... (more)"

16. Suzanne

A dog walker that's here to help!

Uptown, Chicago , IL, 60640

House Sitting, Dog Walking

12 repeat clients

"Suzanne was the best! We received constant updates and photos while we were away on vacation. When we returned we could tell Beana had been in good hands and... (more)"

17. Meredith

Experienced dog sitter/owner

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

"Meredith was a considerate and gracious caretaker for Betty. She was responsive and helpful. Her questions and actions showed that she cared about taking g... (more)"

18. Melissa

Life-long Dog-Owner!

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

18 repeat clients

"Melissa was great really made us feel at ease while gone. Sent us pictures and even took care of our poor dog who got sick while we were gone. 5 stars for sure! (more)"

19. KayCee

Your Pet's New Favorite Sitter :)

North Side, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

About: Hi neighbors! My name is KC, and I'm in search of anyone who needs an extra hand with their pets. I truly love spending time with animals, so I can... (more)

20. Anthony

Dogs ROCK! And They Need to "ROLL."

Edgewater, Chicago, IL, 60660

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

11 repeat clients

About: I'm a long-time dog dude whose most recent companion, a giant Doberman with an even bigger heart, passed away suddenly when his heart proved too hu... (more)

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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.

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 reviews from pet owners who have used Rover.