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.
1. Rose

Experienced PAWS volunteer!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

17 repeat clients

"Rose was wonderful! She demonstrated caring and kindness throughout the entire process. From the first communication to the end of the 2-night stay, she was ... (more)"

2. Ashley

Responsible, Reliable, Experienced.

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

27 repeat clients

"Ashley was fantastic. She was so attentive to Bailey and I. She communicated throughout the day, took pictures and asked questions if needed. Bailey was so h... (more)"

3. Libby

I love dogs and dogs love me

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Libby is such a wonderful person. She is very friendly and outgoing which makes working with her very easy. I can tell she is a hard-worker and loves what sh... (more)"

Confirmed 4th of July Availability
4. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"Eddie obviously loves dogs and takes his job very seriously. Responsible and intelligent. Will use him over and over for our treasured four-legged family me... (more)"

5. Amanda

Lots of time to walk your fur baby

West Town, Chicago, IL, 60642

House Sitting

"I really liked Amanda! She took great care of my dog and cat. I could tell she really adored them and took great care of them. She was very flexible with my... (more)"

6. Isabella

I think I was a dog in my past life

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Isabella was a great sitter for my pup! She took great care of my pup and kept me in the loop regarding walks, meals, and how my dog was doing. We would defi... (more)"

7. Alina

flexible schedule & friendly

West Town, Chicago, IL, 60622

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

16 repeat clients

"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)"

8. Alli

Home full-time

Loop, Chicago, IL, 60601

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

3 repeat clients

"Alli was great! I booked her when I had a last minute trip, and she was very responsive the whole time. Highly recommend:) Thanks Alli! (more)"

9. Tyler

A day w/ a dog is a day well spent

Loop, Chicago, IL, 60605

House Sitting, Dog Walking

1 repeat client

"Tyler was awesome and so sweet! Our puppy loved her and I will definitely be rebooking again! (more)"

Confirmed 4th of July Availability
10. Jackie

Caring and loving pet sitter

Lake View, Chicago, IL, 60657

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

"Jackie is one of the most nurturing people I know. She has a deep passion for animals and all living creatures. She is also extremely punctual and responsibl... (more)"

11. Kelyn

The Dawg Whisperer!

Near North Side, Chicago, IL, 60611

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

"Kelyn is an amazing dog-sitter. He's caring, responsible, and always very attentive to pets. He thoroughly enjoyed playing with my dog and made sure he got h... (more)"

12. Emily

I will match any dog's energy!

Lincoln Park, Chicago, IL, 60614

House Sitting

1 repeat client
No Reviews Yet

About: I have volunteered at my neighborhood's local animal shelter since September of last year, where I clean, walk, and feed the dogs when needed. I ha... (more)

13. Hanna

Loves long walks and doggy kisses

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Hanna did such a wonderful job with my pup. She took her on long walks in the unseasonably cold weather, and I could tell my dog had a great time while I was... (more)"

14. Maria

I will treat your dog like I do min

Near North Side, Chicago, IL, 60610

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

"Maria is the definition of Love, Care, and trust when thinking of relationship with a pup. She has taken care of my puppy for weeks at a time and I always ... (more)"

15. Maria

Reliable Dog and Cat Lover

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"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)"

Confirmed 4th of July Availability
16. Jacob

Full time dog lover

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I had to go on a business trip a few weeks ago, but had unfortunately just acquired my brand new English bulldog Eliot. if I could have avoided leaving my ne... (more)"

17. Devon

I'm here for you AND your dog!

Loop, Chicago, IL, 60601

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"It was my first time working with Devon and I couldn’t be happier! She has great communication which for me is a plus. I’m looking forward to have her take ... (more)"

18. Addie

22, responsible, good communicator

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Addie did a great job taking care of our young puppy for four nights. She was great with his schedule and sent me regular updates. She really seemed to enjoy... (more)"

19. Ashley

You'll get ALL the puppy pics! :)

West Town, Chicago, IL, 60642

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

7 repeat clients

"Ashley was so sweet with Theodore! She sent us tons of pictures and videos (which we loved) she even had a fun new toy for Theodore to play with :) Theodore ... (more)"

20. Mackenzie

Wiener Dog Woman

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

8 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)"


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.

* 5 FREE WALKS codes may be used only by new on-demand dog walking users.