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. 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)"

2. 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! We had to go out of town last minute and Nina agreed to watch Ellie 2 days before we needed to leave. She scheduled a meet and greet the next... (more)"

Confirmed New Years Availability
3. Michelle

Puppy loving psychology student

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

About: Hi! I'm Michelle, and I'd love to be your dog sitter! I've grown up with dogs (my first dog was a bichon that my four-year-old self ingeniously nam... (more)

4. Diana

Happy Dog - Happy You.

Near North Side, Chicago , IL, 60610

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"I have a puppy who is a bit of work and I know he had a good time when Diana was here. (more)"

5. Hailey

I catch the eyes of your dogs!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Hailey was great! I trusted leaving Tula with her for a few days over the holiday weekend. She gave me updates, sent me a pic, and my house looked untouched... (more)"

Confirmed New Years Availability
6. Cherise

Furever Friends Pet Sitting

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Cherise is a great dog/house sitter. Our dog Bentley is shy and timid but he took a liking to at their first meeting. Cherise was also very flexible to accom... (more)"

7. Kelley

Energetic, fun-loving, miss my dog!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

About: I have been watching dogs of all sizes for about 10 years. I am very reliable and looking to make some extra cash to pay off my student loans. I am... (more)

8. Bernadine

Professional & Caring Dog Sitter

Near North Side, Chicago , IL, 60611

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

"Been did a great job with our dog, Franklin. He was very happy and she was very attentive to his special needs. (more)"

Confirmed Holiday Availability
9. Justin

Love dogs friendly responsible

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Justin is regularly known around our house as a dog aficionado. He is extremely caring and has an innate ability to communicate with animals. I guarantee he ... (more)"

10. Daisy

Lots of experience- Animal Sci Grad

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits

1 repeat client

"This was a great Rover experience. Daisy stayed in contact with us and sent us pictures of our dogs while were were away for a long weekend. When we came hom... (more)"

11. Tara

New city, new fuzzy friends.

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"If you're looking for a caring and responsible individual to watch over your pets when you are away couldn't recommend anyone more. Always received pictures... (more)"

Available this weekend
12. Elise

Loving Sitters in Wicker Park :)

West Town, Chicago , IL, 60622

Dog Boarding, House Sitting, Drop-In Visits

10 repeat clients

"Absolutely wonderful! Elise is fantastic. She sent lots of pictures, picked up a prescription for my pup, and was accommodating for our late flight arrival o... (more)"

13. Silvia

Vegetarian/Animal lover/Writer

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

14. Sabrina

Loving life, but loving dogs more!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I grew up with two dogs, a Doberman and a mixed breed, and I am very comfortable and experienced around all types of dogs and all types of dog pers... (more)

15. Candice

Sit AND Stay! I do it all :)

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Candice was soooo sweet and treated my dog like a queen! Bee loved her - snuggled with her whenever she could! Candice kept me informed throughout the day an... (more)"

16. Ashley

Dogs are are more than a bestfriend

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"This was our first time using Rover and we are overjoyed with our experience. Ashley came in with a super friendly and excited demeanor. She asked all of the... (more)"

17. Betsy

Responsible care & lots of love.

Lake View, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Betsy has cared for a Great Dane, labradoodle, small standard poodle and cat simultaneously and done an impeccable job! She is very responsible while providi... (more)"

18. Patrick

22yo Dog Whisperer in Training

West Town, Chicago, IL, 60622

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

2 repeat clients

"Patrick did an excellent job with our 7 week old puppy - even after she got a little sick. The house was clean and we came home to a happy, tired puppy! High... (more)"

Confirmed New Years Availability
19. Rob

A Dog's Favorite Vacation Spot

Near West Side, Chicago, IL, 60606

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

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)"

20. Amanda

Experienced Dog Lover and Owner

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

"Amanda took great care of Benji! I'd highly recommend her -- she gave great updates and was extremely responsive. Most importantly, Benji is healthy and 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.