House Sitting in Rogers 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.
Dismiss
1. MC

Canine Loving Law-Student!

Edgewater, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"MC stepped in last minute after the dog sitter we had booked cancelled a week out from our trip. She was great! Our pup seemed happy and well taken care of, ... (more)"

2. Mandy

Affordable, Responsible, and Loving

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Mandy watched my dogs for 8 days. I've received update and many pictures everyday! I enjoyed my trip knowing my babies were well taking care of. The dogs lov... (more)"

3. Meredith

Experienced dog sitter/owner

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

"Meredith was a considerate and gracious caretaker for Betty. She was responsive and helpful. Her questions and actions showed that she cared about taking g... (more)"

4. Darian

Eccentric and headstrong being.

North Center, Chicago , IL, 60618

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Darian is amazing!! She kept us updated throughout our entire trip and sent the best pictures. We will be using Darian again and again and again! (more)"

5. Angela

Experienced, Full Time Dog Sitter!

Edgewater, Chicago, IL, 60660

Dog Boarding, House Sitting

8 repeat clients

"Angela was fantastic!!!! Poppy had such a fun time with her, and Angela sent us notes and pictures throughout so we never had a single worry. we will be ta... (more)"

6. Brenna

Fun, Caring, the Best Puppy Sitter

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Brenna was great with our pups! She was running a touch late on her way over the first morning, but she did a lovely job hanging with our pups all weekend, t... (more)"

7. Nicholas

Barks and Recreation

Rogers Park, Chicago, IL, 60626

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

1 repeat client

"Nicholas Haas is an amazing dog sitter. I work 2 separate jobs at different hours (day/night) and Nicholas has always been there for me to watch my dog Jeann... (more)"

8. David

I love critters!

Evanston, IL, 60202

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

2 repeat clients

"David was great. He stayed in touch while we were gone and even sent some pics of their morning walk to get coffee. We will definitely use him again. (more)"

9. Lauren

Fun and Active Dog Lover

Edgewater, Chicago, IL, 60660

Dog Boarding, House Sitting

"Lauren watches my dog Charlie every time I go out of town. She's a huge animal lover and a super responsible person, so I always feel comforted knowing that ... (more)"

10. Anna

Dog lover with years of experience!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

"We love Anna! Anna has become part of the family she has pet sit for us so much. We truly enjoy having her take care of our two dogs (and they love her!). An... (more)"

11. Alexandra

Plant conservation graduate student

Evanston, IL, 60202

House Sitting, Drop-In Visits, Dog Walking

"Alex has always loved animals since she has been a little girl. You can see how a dog or other animals touch her heart when she is with them. We had two dog... (more)"

12. Lynn

Canine Care for Pups of All Ages

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Lynn was very caring and helpful with Jacko being an older dog. He sure did enjoy having her around and was definitely taken care just as we were there. I su... (more)"

13. Cierra

Experienced Pet Loving NU Student

Evanston, IL, 60202

House Sitting, Drop-In Visits, Dog Walking

"Cierra was great. Prompt and attentive to our dog Delilah. Most importantly, Delilah seemed happy and content when we returned home. (more)"

14. Mary

Fun, loving dog sitter

Evanston, IL, 60201

Dog Boarding, House Sitting, Dog Walking

"Mary has been and continues to be my trusted dog sitter of choice. She has taken care of my best friend countless times. My dog always enjoys his time with M... (more)"

15. Allie

Lots of care for your pet family!!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

"Allie was amazing. My boys and I loved her! She sent pictures often and kept me up to date. I will definitely have her again. (more)"

Confirmed Holiday Availability
16. Ashley

Trustworthy experienced caregiver

Lincoln Square, Chicago, IL, 60625

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

About: Born and raised dog lover. My "professional" experience dates back to my first job at a dog grooming shop when I was a teenager. When I moved to th... (more)

17. Maddie

Big or small, I love them all!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Maddie was wonderful. Highly recommend. She was attentive and sweet. One of my babies is very shy and she took the time to let him come around on his own ter... (more)"

18. Samantha

Only thing i love more than me,dogs

Edgewater, chicago, IL, 60660

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

"Samantha was awesome! She really helped me out when my prearranged dog sitter backed out and I was in a crunch for time to find someone to watch Bentley. She... (more)"

19. Adam

Natural caretaker & lifelong owner!

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

About: I have been a dog owner my whole life, and I have experience in raising both small breed dogs and medium-large breed dogs. I'm always learning wh... (more)

20. Sarah

Dog Lover with Flexible Schedule

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sarah was fantastic, super responsible, and a great communicator. Poppy had SUCH a good time with her. Sarah also sent adorable pics and videos so I knew Po... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

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.