House Sitting in North Park, Chicago

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

1. Maddie

BIG or small I LOVE them all!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Maddie was a god send! She was wonderful with our cranky barky bossy dachshund. She was also very flexible when my husband’s hospital stay turned out to be... (more)"

2. Molly

i'll run with your dog!

Edgewater, chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"My husband and I have had Molly watch our 100 lb American Bulldog multiple times while we have been out of town. Molly has the patience of a saint and is so ... (more)"

3. Katherine

Animal & Outdoors Lover!

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"We are always a little apprehensive leaving our boys and of course our house in the hands of someone you don’t know. Let’s put it this way Katherine put us a... (more)"

4. Meredith

Your Best Friend's Best Friend

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Meredith was the best dog sitter that I could ever ask for. She was able to watch our puppy at last minute notice after we found out we could not board him b... (more)"

5. Amy

Energetic dog and cat buddy

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Amy was so pleasant and professional, I felt very comfortable leaving my pet in her care. She sent plenty of pics which I really appreciated, and I would ask... (more)"

6. Jacqueline

Dog Lover and Fetch Extraordinaire!

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Jacqueline was great. My dog is a huge pup and she was undaunted. And my dog *loved* her and didn’t mind our leaving at all! (more)"

7. Georgette

Experienced caretaker for your pet

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Georgette is so good with our sweet, anxious pup! She has stayed with our dog over two holiday weekends, and always treated her with care and attention. We a... (more)"

8. Maggie

I Love Long Walks!

West Ridge, Chicago, IL, 60645

House Sitting, Drop-In Visits, Dog Walking

"Maggie house-sat and puppy-sat my dog for an entire week while I was out of town. She's detail-oriented, prepared both fresh and dried food on schedule per m... (more)"

9. Eleanor

Dogs love me, I can play for hours

Lincoln Square, Chicago, IL, 60640

Dog Boarding, House Sitting, Drop-In Visits

2 repeat clients

"Eleanor is the best! Zoey had such a good night with her and we can’t wait to book her again! (more)"

10. William

Affordable, Reliable, Personal.

Rogers Park, chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

18 repeat clients

"Will has been walking our (very energetic) dog both through a former service and independently for over 3 years. Throughout that time, he has always been po... (more)"

11. Tara

Walking companion needed

Avondale, Chicago, IL, 60618

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

1 repeat client

"Tara was our first experience with Rover and she didn't disappoint! She worked with us to schedule a last minute house sitting over the holiday, responding t... (more)"

12. Marketa

I will walk/run with your dog!

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"Marketa is fantastic with dogs. You can tell right away that she genuinely cares about your pet, and will ensure your pet is taken care of while you are gone... (more)"

13. Adelina

I'll play with your precious pooch!

Uptown, CHICAGO, IL, 60640

House Sitting, Drop-In Visits

1 repeat client

"Adelina was a wonderful sitter for our dogs. She clearly has a love of animals and ours had a great time with her! We'll definitely be asking Adelina to si... (more)"

14. Gabriella

I’ll play with your dog nonstop fun

Avondale, chicago, IL, 60625

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

"Gabriella has been caring for my Bruno since he’s been a puppy (9-10 months). She’s done such a wonderful job, considering he’s still a handful and full of p... (more)"

15. Iveree

Home full time and near park/beach

Edgewater, Chicago, IL, 60660

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

1 repeat client

"Despite my miscommunication, Iveree checked in extra for our doggies to make sure they were okay! It was super cold and snowy, but she made sure our doggies ... (more)"

16. Maureen

Compassionate and Reliable!

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"Mauren has a passion for animals and a huge heart. I’ve had the pleasure of working beside Maureen in both a caretaking and medical role and she has always e... (more)"

17. Bella

A best friend for your best friend!

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Bella was amazing - very experienced and had great feedback and notes on both our dogs! (more)"

18. Chetara

Loving pet mom available!

Rogers Park, Chicago , IL, 60626

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Chetara was amazing!!! Took amazing care of out two pups. They got lots of exercises and love! She always sent pictures and was very courteous when staying a... (more)"

19. Marissa

Cuddle Buddy & Playmate For Pups!

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"This was our first time ever using a a professional pet sitter and we couldn't have asked for a more positive experience. Marissa diminished all the stress ... (more)"

20. Amy

Dogs are like family! We love walks

Portage Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Amy is amazing. She always takes care of my dog. I completely trust her and know that my dog will be well cared for when in Amy's care. I can't say enough ... (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.