House Sitting in Lincoln Square, Chicago

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

Available this weekend
1. Meggie

There's Always a Treat In My Pocket

Edgewater, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

About: Animals have been an absolute passion of mine since I was a child. I grew up in a household full of them: four cats, a dog, and a carousel of horse... (more)

2. 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)"

3. Lauren

Fun and Active Dog Lover

Edgewater, Chicago, IL, 60660

Dog Boarding, House Sitting

3 repeat clients

"Lauren was absolutely amazing. Booked last minute, but never once worried about my boys while being out of town. Got photos and updates from her at least onc... (more)"

Confirmed Easter Weekend Availability
4. Chloe

Professional dog + cat admirer

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

27 repeat clients

"Chloe was amazing! Our cat warmed up to her right away, and I was totally at ease having her stay at our apartment for a week while we were gone. She provide... (more)"

5. Mandy

Affordable, Responsible, and Loving

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Mandy watched my dog Calvin for 2 nights and did an amazing job!!! I was a little nervous since this was my first time using Rover but she sent constant upda... (more)"

6. Nancy

Your dog's best friend!

Lake View, CHICAGO, IL, 60657

House Sitting, Drop-In Visits

1 repeat client

"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)"

7. Nicole

skilled Vet. Tech and Petsitter

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Nicole is awesome! I highly recommend her house sitting services. I came home from my trip and while my Zoe was happy to see me she immediately started look... (more)"

Confirmed Easter Weekend Availability
8. Maddie

Big or small, I love them all!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Maddie was wonderful. Highly recommend. She was attentive and sweet. One of my babies is very shy and she took the time to let him come around on his own ter... (more)"

9. Suzanne

A comedian who just loves dogs!

Uptown, Chicago , IL, 60640

House Sitting, Dog Walking

9 repeat clients

"Needed someone to watch my two pits while I went to a wedding. Suzanne was great! Arrived right on time, helped me clean up glass that my crazy puppy knocked... (more)"

10. Anthony

Dogs ROCK! And They Need to "ROLL."

Edgewater, Chicago, IL, 60660

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

7 repeat clients

"I have known Anthony a long time, and I don't think you could find a better person to care for your pet. He is a genuinely kind man who will give your pet al... (more)"

11. Jennifer

I miss owning a dog but can't now

Irving Park, Chicago, IL, 60641

House Sitting

"I have known Jennifer for over three years on a professional level. She a responsible, kind, and caring person. When I needed a dog and bird sitter, Jennife... (more)"

12. Samantha

Ruff day? I'll make it better!

Uptown, Chicago, IL, 60613

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

4 repeat clients

"Our dog and cat thoroughly enjoyed their time with Samantha! She was prompt with her replies, she sent numerous photos and updates, left our house clean, and... (more)"

Confirmed Easter Weekend Availability
13. Amber

Seeking Dog Buddies

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Amber was a great house sitter! She was very thorough in the care of the dogs, tidy with the home, and a clear communicator. She sent daily updates and pictu... (more)"

14. David

Passionate Pet Care Provider

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"David was just great and he was so accommodating with my schedule. I couldn't have asked for a better situation. I felt so well taken care of. David sent me ... (more)"

15. Helen

Lifetime dog lover and sitter!

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Helen was great! She was in constant contact while i was away and sent multiple pictures. My pup was happy as a clam as well. Also the house was kept nice an... (more)"

16. Michael

On a mission to meet all the dogs

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"What's NOT to love? Michael stayed with our beloved dog, Bagels, over Thanksgiving weekend while we were out of town. He took the most incredible care of h... (more)"

17. 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)"

Confirmed Easter Weekend Availability
18. Mary

Will love your fur bab like my own.

Lake View, Chicago, IL, 60613

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

"I am one of those 'crazy' pet owners and it took me a while to find someone I trusted with my fur-baby Penny (a.k.a PenPen). Mary is very reliable, trustwort... (more)"

19. Sarah

Dog Lover with Flexible Schedule

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sarah was great! Dakota instantly warmed up to her. She sent us photos while she stayed with Dakota and everything was in order when we returned home. We wou... (more)"

20. Autumn

Vet Assistant in Training

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits

13 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)"

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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.

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.