House Sitting in Lincoln 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.
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1. 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)"

2. 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)"

3. Nina

Your Dog Will Feel At Home

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Nina was great! She stayed with my 10month old puppy while I was out of town. It gave so much piece of mind to know my pup would stay in his home while I was... (more)"

4. MC

Canine Loving Law-Student!

Edgewater, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"MC stepped in last minute after the dog sitter we had booked cancelled a week out from our trip. She was great! Our pup seemed happy and well taken care of, ... (more)"

5. Cierra

Experienced Pet Loving NU Student

Evanston, IL, 60202

House Sitting, Drop-In Visits, Dog Walking

"Cierra was great. Prompt and attentive to our dog Delilah. Most importantly, Delilah seemed happy and content when we returned home. (more)"

6. Cait

Energetic & responsible pup lover!

Lake View, Chicago, IL, 60613

Dog Boarding, House Sitting, Dog Walking

1 repeat client

"Cait, Was a wonderful house and pet sitter for Bowie and Gizmo. She sent lots of cute pictures and give me updates on how they were doing. I came back to s... (more)"

7. Sergio

Patient, Passionate Dog Lover!

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Having just moved to Chicago, we were a little nervous about leaving our 2 big pups (~60lbs each) home for 10 days straight. Luckily, we found Sergio, who wa... (more)"

Confirmed New Years Availability
8. Mandy

Affordable, Responsible, and Loving

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

9. Angela

Experienced, Full Time Dog Sitter!

Edgewater, Chicago, IL, 60660

Dog Boarding, House Sitting

8 repeat clients

"Angela was FANTASTIC and she sent the most amazing, professional-looking photos of our dog, Molly! They were real keepers! Thanks for everything Angela! :-... (more)"

10. 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)"

11. 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)

12. Brenna

Fun, Caring, the Best Puppy Sitter

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Brenna was great with our pups! She was running a touch late on her way over the first morning, but she did a lovely job hanging with our pups all weekend, t... (more)"

13. Megan

Dog Groomer Looking to Pamper!!!

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Our dog was difficult. He is only minimally trained and has pretty severe separation anxiety. Megan was patient and handled everything perfectly. Our dog ... (more)"

14. Darian

Eccentric and headstrong being.

North Center, Chicago , IL, 60618

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Darian was awesome! She went above and beyond, sending us photos and updates while we were gone and taking great care of Lincoln for us. We did not worry abo... (more)"

15. Ashley

Trustworthy experienced caregiver

Lincoln Square, Chicago, IL, 60625

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

About: Born and raised dog lover. My "professional" experience dates back to my first job at a dog grooming shop when I was a teenager. When I moved to th... (more)

16. Lynn

Canine Care for Pups of All Ages

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

4 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)"

17. Lucas

Professional a home away from home

Albany Park, Chicago, IL, 60625

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

69 repeat clients

"Lucas is a GEM! Tanner is a young dog with lots of energy and Lucas asked about bringing his lovely dog over to play and I said YES! He sent me pictures an... (more)"

18. Allie

Lots of care for your pet family!!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

"Allie was amazing. My boys and I loved her! She sent pictures often and kept me up to date. I will definitely have her again. (more)"

19. Tamara

Friendly and Attentive Animal Lover

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"What can I say? Tamara was amazing. She provided detailed daily summaries of what my pup was up to, where they went, what they did, how he ate, bathroom habi... (more)"

20. Jessica

Thorough loving care

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

7 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)"

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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.