House Sitting In Uptown Chicago

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

1. Lauren

Fun and Active Dog Lover

Edgewater, Chicago, IL, 60660

Dog Boarding, House Sitting

1 repeat client

"Lauren was wonderful and took excellent care of our dog, Jacob! She was very timely in communicating and sent regular updates throughout the weekend to make... (more)"

Available this weekend
2. Adam

Dependable/Reliable Dog Lover

Uptown, Chicago, IL, 60613

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

"Adam has been great with my dog Nora. She loves spending time with him. Adam loves dogs. He makes sure that Nora is well cared for and gets plenty of play t... (more)"

3. Kathryn

Walker/Sitter with Great Experience

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

About: My name is Kathryn, or Kat for short, and I have been taking care of and raising dogs for my whole life. I currently have three dogs of my own who ... (more)

4. Paul

Dog loving college student

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Paul is one of my dependable and caring people I know. He continuously looks out for the welfare of the animals I have seen him with. He is very responsible ... (more)"

5. Neelie

I love and respect all dogs!

Lincoln Park, Chicago, IL, 60614

Dog Boarding, House Sitting, Drop-In Visits

"Neelie has taken. Are of my dogs many times. She is family to us and them. Undoubtedly, I have never seen a person who loves animals more and she cares for t... (more)"

6. Mandy

Affordable, Responsible, and Loving

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Mandy watched my dog Calvin for 2 nights and did an amazing job!!! I was a little nervous since this was my first time using Rover but she sent constant upda... (more)"

7. David

Passionate Pet Care Provider

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"David did a great job over the holidays with our pups and we would def use him again!! (more)"

Available this weekend
8. Chloe

Professional dog + cat admirer

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"Daisy has a great time with Chloe. When Chloe first showed up, Daisy was going a bit wild but Chloe handled her great and played with her until she calmed down! (more)"

9. Mack

Compassionate Animal Lover

Lincoln Park, Chicago , IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Mackenzie loves dogs and it shows! Jack was not stressed after being with Mack which I noticed immediately. He is excited to see her. She is very comforta... (more)"

10. Hannah

Roscoe Village/Lakeview pet care

North Center, Chicago , IL, 60618

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I highly recommend Hannah M as a pet sitter. We used her services over the course of several years. She was extremely professional and reliable, as well as ... (more)"

11. 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)"

12. Melissa

Life-long Dog-Owner!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Melissa was great really made us feel at ease while gone. Sent us pictures and even took care of our poor dog who got sick while we were gone. 5 stars for sure! (more)"

Available this weekend
13. Will

Professional dog lover!

Lake View, Chicago, IL, 60657

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

"Will has watched my dog on multiple occasions. He's a fantastic sitter and my Beagle just loves him. The last time he dog sat for me, Thomas was in charge of... (more)"

14. Darian

Eccentric and headstrong being.

North Center, Chicago , IL, 60618

House Sitting, Drop-In Visits, Dog Walking

12 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)"

15. Ashley

Trustworthy experienced caregiver

Lincoln Square, Chicago, IL, 60625

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

6 repeat clients

"Ashley did a great job watching our 2 beagles while we were out of town. Daily updates and the cutest pictures. Will definitely book her again. (more)"

16. Nancy

Your dog's best friend!

Lake View, CHICAGO, IL, 60657

House Sitting, Drop-In Visits

1 repeat client

"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)"

17. Grace

Friendly, upbeat art student!

Uptown, Chicago, IL, 60640

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

"Grace is amazing with animals and so trusted with my dog Linus and Patience. These dogs are a bit "special" and can be naughty and a little high maintenance... (more)"

18. Felipe

Dogs best Friend

Edgewater, Chicago, IL, 60626

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

2 repeat clients

"I can't say enough great things about Felipe. He was totally responsible, communicative with me about my dog, Mateo, while I was away, a great houseguest who... (more)"

19. Helen

Lifetime dog lover and sitter!

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Helen was awesome! She is a great communicator, prompt, and clearly loves dogs! She sent lots of pictures and updates and took great care of my dog and home ... (more)"

20. Hannah

Dogs are my favorite

Lake View, Chicago, IL, 60613

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

4 repeat clients

"Hannah was fantastic. She was attentive to any and all needs for Charley and took to him quickly, as did he to her. She kept me up to date on how Charley was... (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.