House Sitting in North Park, 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. Maddie

BIG or small I LOVE them all!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Maddie did an amazing job of caring for our two dogs. She provided overnight care for a German Shepherd and Husky puppy. She was able to handle the different... (more)"

2. Amy

Energetic dog and cat buddy

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

"Amy was great! She took care of our blind pug over Thanksgiving and sent us updates throughout the long weekend. When we returned, our house was clean and th... (more)"

Available this weekend
3. Hannah

Experienced pet owner and dog lover

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

"Hannah was the perfect solution to my pet sitting needs! I was nervous about leaving my cat alone, after some recent health issues and food changes, but Hann... (more)"

4. Jessica

Patient & Compassionate Care Taker

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

25 repeat clients

"Jessica is great. You can expect regular communication (daily pics and texts). Upon first meeting my 14 year old Lab she immediately got on the floor and p... (more)"

5. Sarah

Wag whisperer

Skokie, IL, 60077

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Sarah R is a fantastic pet sitter. We have hired her twice for 4 nights and she is readily available to take our rambunctious lab on long walks and she take... (more)"

6. Haley

Sweet and Loving Sitter/Walker

Lincoln Square, Chicago, IL, 60625

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

6 repeat clients

"Haley was so easy to work with and is such a nice person! We felt totally comfortable having her stay in our home and watch our dogs while on vacation. She w... (more)"

7. Leah

Loving pet care is here!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"We've never left our dogs before with someone other than family members, and so we were a little apprehensive about using Rover or any dog sitter; however, L... (more)"

8. Mia

Must Love Dogs! (& Cats!)

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

26 repeat clients

"Excellent experience. Would absolutely recommend and use again. She took excellent care of my energetic retriever and senior (15+) beagle. Received nice upda... (more)"

9. Tom

30 years of experience w dogs/cats

Evanston, IL, 60202

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Tom was great! He stayed over at our home for 2 1/2 days with our 15 year old kitty and 2 year old golden doodle. He sent many photos of our pup enjoying him... (more)"

10. Mirella

Dog & Cat Lover - Quality Care!

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

18 repeat clients

"Mirella watched my dog Wendy while I was out of town for a week. I came home to a very clean house and a very happy dog. I would definitely recommend her and... (more)"

11. Marissa

Cuddle Buddy & Playmate For Pups!

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"I can't say enough about how wonderful Marissa is. Her love of animals is so genuine and clearly evidenced by her care for our dog. She took wonderful care o... (more)"

12. Katy

Love dogs- have references!

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Katy was great with our dog, Murray. You can hire her for in-home stays without any reservations whatsoever. She was very attentive and sent us updates while... (more)"

13. Mitch

Windy City Walkers

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"Mitch has taken care of our two dogs for 18 months. He comes every day for a one hour walk. On occasion I am home when he comes, and the dogs are absolutely... (more)"

14. Melissa

I already love your dog

Lincoln Square, Chicago, IL, 60640

House Sitting, Drop-In Visits

19 repeat clients

"Melissa was fantastic. She took great care of Cosmo and also of our 2 cats Astrid and Leopold. She also never complained when Astrid was a "little challengin... (more)"

15. Rachel

Woof! I'm fluent in dog!

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Rachel was incredible with my two German Shepherds. She took them out for nice long walks played with them in our backyard. Sent us so many incredible pictur... (more)"

16. Meredith

Your Best Friend's Best Friend

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Meredith was great with our pup Dakota! We felt very comfortable leaving her. Meredith sent us plenty of updates and photos. We plan on asking Meredith to wa... (more)"

17. Michael

On a mission to meet all the dogs

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"I can't say enough great things about Michael! His personality and accommodation were top notch. Most importantly, my dog was a huge fan. This was my first t... (more)"

Confirmed New Years Availability
18. Amy

It was me- I let the dogs out.

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Amy did an excellent job caring for my elder Doxie, Sammy. I was cautious having a stranger visit my older dog, in my own home, who needs to be given medicin... (more)"

19. Matthew

Certified Pet First Aid and CPR

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"My husband went from being a stay-at-home dog dad (er, I mean business school student) to traveling for work four days a week, so it was a big adjustment for... (more)"

20. Kristin

Active, Compassionate Dog Lover

Albany Park, Chicago, IL, 60625

House Sitting

"Kristin is very profesional in her service and sweet with the dogs. Would use her 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.