House Sitting in Lincoln Square, Chicago

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

1. Sarah

Happy dogs, happy life!

Albany Park, Chicago, IL, 60625

Drop-In Visits, House Sitting, Dog Walking

"Sarah is GREAT with dogs! She is confident and will keep your dogs feeling loved and well exercised. If I had a dog, I would trust her with it whenever I ne... (more)"

2. Aletsy

I'll treat them as my own!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"I've had the pleasure of working with Aletsy for several years now, and have admired her passion for animals. Her LOVE for them is apparent as soon as soon a... (more)"

3. Erika

Masters student & dog best friend

Lake View, Chicago , IL, 60657

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

"Erika is a responsible, kind, and attentive dog-loving individual. She makes sure that the dog's needs are being met (food, water, walked, comfort level) and... (more)"

4. Mandy

Affordable, Responsible, and Loving

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

2 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. Devin

Active & friendly dog lover!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Devin dogsat my Havanese Georgie while I was out of town last year. He adored her! Devin is responsible and reliable and is definitely my #1 favorite dog sit... (more)"

6. Lauren

Great with Doggos and Puppers.

North Center, Chicago, IL, 60613

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

"I have know Lauren for 20 years, and she has loved animals since she was a small child. She seems to have an ability to know how the animals feel. She i... (more)"

7. 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)"

8. 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)"

9. Chloe

Professional dog + cat admirer

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

16 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)"

10. Lynn

Canine Care for Pups of All Ages

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Lynn was great with our puppy Sasha! They had a lot of fun at the park and Sasha was happy to be at her own home during the day. We will definitely be contac... (more)"

11. Melissa

Life-long Dog-Owner!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

9 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)"

12. Darian

Eccentric and headstrong being.

North Center, Chicago , IL, 60618

House Sitting, Drop-In Visits, Dog Walking

11 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)"

13. 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)"

14. Grace

Friendly, upbeat art student!

Uptown, Chicago, IL, 60640

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

"Grace is amazing with animals and so trusted with my dog Linus and Patience. These dogs are a bit "special" and can be naughty and a little high maintenance... (more)"

15. Nicholas

Barks and Recreation

Rogers Park, Chicago, IL, 60626

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

2 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)"

16. Kelsey

Your pets' happiness is my goal!

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: Well first, I am an avid-animal lover, especially when it comes to dogs. I've never met a dog that I didn't immediately love and want to care for. ... (more)

17. 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)"

18. Felipe

Dogs best Friend

Edgewater, Chicago, IL, 60626

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

2 repeat clients

"Felipe (more)"

19. Ashley

Trustworthy experienced caregiver

Lincoln Square, Chicago, IL, 60625

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

2 repeat clients

"We booked Ashley a few days before a weekend trip for our dog, Maisie, earlier this month. We couldn't have asked for a better person to get to know and care... (more)"

20. Nicole

skilled Vet. Tech and Petsitter

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"We have two small dogs, Sparky and Ollie, each of whom is nine years old. Sparky has a variety of health issues requiring medication on a schedule. Ollie ha... (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.