House Sitting In Near North Side 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. Ashley

Responsible, Reliable, Experienced.

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

24 repeat clients

"I'm so happy to have Ashley as my regular dog walker. My pup Yadi has been nothing but calm through day to day walks as well as a recent extended stay. He ha... (more)"

2. Mackenzie

Wiener Dog Woman

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Mackenzie was amazing. I booked her for a day-long sitting but while I was out of town, my dog became sick. She was extremely communicative, put up with my f... (more)"

3. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Karolina was amazing! We had some totally unexpected and very annoying apartment maintenance work done during Karolina's stay-- our floors had to be almost c... (more)"

4. Ashleigh

DOG LOVING STUDENT IN CHICAGO

West Town, Chicago, IL, 60642

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

18 repeat clients

"Ashleigh looked after our dog Maya while we were gone for a week getting married. She sent us the cutest daily pics and the occasional update, which gave us ... (more)"

5. Emily

Artist & possible dog whisperer

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

19 repeat clients

"Emily has stayed at our place a few times now to watch our puppy and she has been great! He can be pretty high energy but she always seems patient with him ... (more)"

6. Jory

Dog lover on the go!

Near North Side, Chicago, IL, 60654

House Sitting, Drop-In Visits

5 repeat clients

"We had Jory stay in our home with our dog and two cats. Jory was very communicative throughout the whole process. He made it very easy to arrange a 'get to... (more)"

7. Leah

Me + your dog = fun and safe

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Leah was great! My Sammy girl loved her and she really helped us out when we were in a bind and needed to leave town quickly! I highly recommend! (more)"

8. Rachel

I'll run and play with your pup

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Rachel watched our dog on short notice while we were out of town. She was extremely responsive and sent us several updates throughout the course of the week... (more)"

9. Alina

flexible schedule & friendly

West Town, Chicago, IL, 60622

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

"Alina has watched my dog at least 30 times over the last two years. I get a little nervous with how small my Chihuahua is with people watching him, but I kno... (more)"

10. Alyssa

Cares for pups to seniors in home!

Lake View, Chicago, IL, 60657

House Sitting

"Alyssa dog sat for my shepherd retriever mix for 5 years and during that time both Hobie ( Dog) and I came to adore her! Alyssa is loving, responsible, smart... (more)"

11. Megan

Reliable, Respectful, Responsive

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"Megan and Debra were excellent pet sitters for our lively crew of 5 - four dogs and one cat. My husband and I rarely travel because we hate to leave our "kid... (more)"

12. Tanya

Canine Extraordinaire!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Hello, This testimonial is for Tanya F. in Chicago, IL. My wife and I cannot recommend Tanya high enough for being an excellent and responsible dog sitter... (more)"

13. Hannah

Passionate about caring for pets!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

18 repeat clients

"Hannah did a nice job for us pet-sitting our two dogs while we were away for 8 days. She stayed in communication with us throughout our absence, sending fre... (more)"

14. Colton

The Cycling Pet Sitter

Loop, Chicago, IL, 60601

House Sitting, Drop-In Visits, Dog Walking

20 repeat clients

"Colton watched our Pomeranian for 6 days. He was great. Very responsive and kept us up to date on her walks and how she was doing. He's great to work with an... (more)"

15. Bridget

I'll love your dog like my own

Near West Side, Chicago, IL, 60661

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Bridget was fantastic with our puppy Hank who has bad separation anxiety. She asked a lot of questions about his routine and made sure he was comfortable whi... (more)"

16. Laura

Capable, Caring Dog Lover

West Town, Chicago, IL, 60622

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

"Laura is hands down the best! She adores dogs —big, little, young, old— she loves them all! She is well informed and educated, but most of all intuitive when... (more)"

Confirmed New Years Availability
17. Caroline

Dog lover without a dog

Near West Side, Chicago, IL, 60606

House Sitting, Drop-In Visits

"I am very picky when it come to my girls... Caroline was patient and kind and flexible. I appreciated that when I got home that Caroline was still there spen... (more)"

18. Taylor

Fond of Furry Friends

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"My old dogs were happy and rested when I got home. They both have medications, which were given with no problems. One of my dogs has bad arthritis that was f... (more)"

19. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"I have used Eddie several times now for overnight stays at my place and will continue to book him in the future. A few of the highlights as to why: 1. I ... (more)"

20. Natalie

Loop Living and Pup Loving!

Loop, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Natalie was absolutly great with my boy Nookie! She works with him as if he was her own. My dog absolutly loved her and cant wait to have her over again. (more)"


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.

Want to learn more? Check out eviews from pet owners who have used Rover.

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