House Sitting In Near North Side Chicago

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

1. Ashleigh

Dog loving student in Chi

Near South Side, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"My husband and I are new dog parents and were going out of town for a few days, leaving our pup for the first time ever. Ashleigh stayed at our place taking ... (more)"

2. Catherine

Patient & trustworthy animal lover!

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"This was our first time hiring a pet sitter and Catherine was amazing! Both animals were well taken care and we could not be more pleased! Will definitely be... (more)"

3. Aasha

I'm a dog loving recent graduate!

Near West Side, Chicago , IL, 60661

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"This was our first time using Rover. I carefully looked over all the profiles and came across Aasha. She didn't have many reviews, but I was drawn to her f... (more)"

4. Amanda

Experienced Dog Lover and Owner

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Amanda was awesome! Super friendly, great communicator, and she also did a fantastic job with my pup. You can tell that she really cares. Recommend highly! (more)"

Available this weekend
5. Erin

Friendly girl savin for grad school

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

About: Hello, I have frequently cared for my neighbors' dogs during the summer in high school when they were away on vacation. I listen closely to the ow... (more)

6. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Collin is my first experience with Rover and I couldn't be more pleased. Using Rover came with short notice and I worried that would create a problem. Coll... (more)"

7. Samantha

Life is ruff! Let me make it easier

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Samantha did a very good job. She was both responsive and responsible. I will definitely use her again. Collins Was happy and healthy when I returned home... (more)"

8. Emily

Graduate student and dog lover

Near West Side, Chicago , IL, 60607

House Sitting

"Emily was great! She stayed at our house while watching our dog. She is very responsible, reliable and neat. She sent pictures of our dog everyday and is a g... (more)"

9. Ester

Just love dogs :)

West Town, Chicago, IL, 60642

House Sitting, Dog Walking

5 repeat clients

"As always, Nico had a great time with Ester! She is professional, friendly, and will go out of her way for your pup. Highly recommend! Alex (more)"

10. Ashland

Not stingy with the belly rubs!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Ashland was great! He was very flexible with us and worked really well with our schedule. Would definitely recommend and use again. (more)"

11. Derry

PreK Teacher with a love for dogs!

Lincoln Park, Chicago, IL, 60614

House Sitting, Dog Walking

3 repeat clients

"Derry did a fantastic job with Uma. Uma has a tendency to be weary of new people, especially males but Derry was very patient with her and earned her trust ... (more)"

12. Bailee

Forever a dog lover

Lake View, Chicago , IL, 60657

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Bailee was an excellent caregiver for our dog and cat while we were away. It was great to know they were in such good hands and getting plenty of attention! (more)"

Available this weekend
13. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Edilberto was great with Shadow from the first moment. We found a really happy dog when we returned. Edilberto was also really accomodating with out late hou... (more)"

14. 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)"

15. Rylee

Downtown Student w/ Flexible Sched!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"Rylee is an amazing and loving person, especially to animals. She has the proper knowledge to take care of animals, since she grew up with them in the house.... (more)"

16. Corie

Competent and patient dog-lover

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

"Corrie (and her fiancé) watched our 10 week old puppy over a holiday weekend and we cannot say enough wonderful things about them both. They send photos and ... (more)"

17. Julie

Fun, loving, energetic, reliable.

Lincoln Park, Lincoln Park, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Julie is very kind and loves dogs. She was so good with our puppy and was very easy to work with. When my wife and I need a sitter in the future, we will be ... (more)"

18. Silvia

Vegetarian/Animal lover/Writer

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Silvia, was awesome! Communication was easy and effective. Plus her experience working at PAWs really made me feel comfortable leaving my 90 lbs, energetic, ... (more)"

19. Maria

Reliable Dog and Cat Lover

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Maria is an amazing pet sitter!! She took care of my very tiny puppy Morkie-Chewie. Chewie loves Maria!! he's a lot of work. She provided a check in message ... (more)"

20. Diana

Happy Dog - Happy You.

Near North Side, Chicago , IL, 60610

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Diana was great! Our oldest dog has some behavioral issues and can be difficult at times, but she seemed to deal with that well. She sent videos that showe... (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.