House Sitting in Lincoln Square, Chicago

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

Available this weekend
1. Adam

Dependable/Reliable Dog Lover

Uptown, Chicago, IL, 60613

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

"Adam has been great with my dog Nora. She loves spending time with him. Adam loves dogs. He makes sure that Nora is well cared for and gets plenty of play t... (more)"

2. Mandy

Affordable, Responsible, and Loving

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

2 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)"

Available this weekend
3. Chloe

Professional dog + cat admirer

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

22 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)"

4. Lauren

Fun and Active Dog Lover

Edgewater, Chicago, IL, 60660

Dog Boarding, House Sitting

1 repeat client

"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)"

5. 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)"

6. Lynn

Canine Care for Pups of All Ages

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Lynn was an absolute PRO with my puppy, Ella. She was accommodating to my schedule and was even willing to stay later. I would recommend her to ANYONE!!! She... (more)"

7. Melissa

Life-long Dog-Owner!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"My first experience using rover, and Melissa has made it a great one. My dog seemed content and well cared for. Appreciate the daily update with pictures. Hi... (more)"

Available this weekend
8. Will

Professional dog lover!

Lake View, Chicago, IL, 60657

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

"Will has watched my dog on multiple occasions. He's a fantastic sitter and my Beagle just loves him. The last time he dog sat for me, Thomas was in charge of... (more)"

9. David

Passionate Pet Care Provider

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"David did a great job over the holidays with our pups and we would def use him again!! (more)"

10. Amber

Seeking Dog Buddies

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"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)"

11. Felipe

Dogs best Friend

Edgewater, Chicago, IL, 60626

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

2 repeat clients

"I can't say enough great things about Felipe. He was totally responsible, communicative with me about my dog, Mateo, while I was away, a great houseguest who... (more)"

12. Maddie

Big or small, I love them all!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Maddie was very responsive when I first reached out to her. She kept me upto date on Nina's progress and left me messages daily. I would definately recomme... (more)"

13. Nicholas

Barks and Recreation

Rogers Park, Chicago, IL, 60626

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

3 repeat clients

"Nicholas was great with our pups while we were out of town. He has a dog of his own, so we knew that he would take care of ours like they were his own. He wa... (more)"

14. Jessica

Thorough loving care

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Jess is the best! She took care of my 2 cats for 4 days and sent me pictures during my vacation. We are very happy we found her and we highly recommend her!!... (more)"

15. Helen

Lifetime dog lover and sitter!

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Helen was awesome! She is a great communicator, prompt, and clearly loves dogs! She sent lots of pictures and updates and took great care of my dog and home ... (more)"

16. Hannah

Dogs are my favorite

Lake View, Chicago, IL, 60613

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

4 repeat clients

"Hannah was fantastic. She was attentive to any and all needs for Charley and took to him quickly, as did he to her. She kept me up to date on how Charley was... (more)"

17. Andrew

Experienced Dog's Best Friend!

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

19 repeat clients

"Andrew was great with our dogs! He had them for a weekend, gave us daily updates and photos and was amazing with communication. We came home to two dogs with... (more)"

18. Darian

Eccentric and headstrong being.

North Center, Chicago , IL, 60618

House Sitting, Drop-In Visits, Dog Walking

12 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)"

19. Ashley

Trustworthy experienced caregiver

Lincoln Square, Chicago, IL, 60625

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

6 repeat clients

"Ashley did a great job watching our 2 beagles while we were out of town. Daily updates and the cutest pictures. Will definitely book her again. (more)"

20. Autumn

Young dog lover of all kinds

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

12 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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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.