House Sitting in Loop, Chicago

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

1. 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)"

Confirmed Easter Weekend Availability
2. 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)"

3. 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)"

4. Michelle

Active, Energetic, and Caring!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"My dog Scout loves Michelle! I have known Michelle since childhood and she has always loved and cared for dogs. She grew up with a wonderful black lab that... (more)"

5. Ashleigh

Dog loving student in Chi

Near South Side, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Ashleigh was awesome. It was our first time leaving our pup with a dog sitter so we were naturally a bit concerned as to how our dog would react. We were ver... (more)"

Confirmed Easter Weekend Availability
6. Crystal

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Crystals was great. Very responsive when communicating. Very reliable and professional. And Sassy loved her! We hate to leave town, but it's nice to know tha... (more)"

7. 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)"

8. Aasha

I'm a dog loving recent graduate!

Near West Side, Chicago , IL, 60661

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Aasha was amazing with Nova. Puppies can be hard but she made sure to take her out often and take her on long walks and to the dog park to tire her out. She... (more)"

9. Ester

Just love dogs :)

West Town, Chicago, IL, 60642

House Sitting, Dog Walking

5 repeat clients

"Ester was awesome! Super friendly and attentive. You can tell she really cared about my pup and wanted to make sure that she took proper care of him. Will d... (more)"

10. 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)

11. 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)"

12. Jac

Loving and Experienced Pet Sitter

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Jac was great. She came over to meet our 2 big dogs and they got along swimmingly. She was communicative and easy to reach when I wanted to check in. I would... (more)"

Confirmed Easter Weekend Availability
13. 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)"

14. Rob

A Dog's Favorite Vacation Spot

Near West Side, Chicago, IL, 60606

Dog Boarding, House Sitting

1 repeat client

"Rob and Katie are wonderful pet sitters! They are great with my cats and I trust them anytime I leave town. I just hope that they don't get so popular that t... (more)"

15. 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)"

16. 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)"

17. 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)"

18. 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)"

19. Lorenis

Loving Care When You're Not There!

Near North Side, Chicago, IL, 60611

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

3 repeat clients

"We had Lorenis stay with our puppy for the weekend (first time away from him). She was very diligent, responsible, left our apt clean and kept us closely upd... (more)"

20. 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)"

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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.