House Sitting In Uptown Chicago

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

1. Alexandra

Full Time Pet Care Provider

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

23 repeat clients

"Alexandra was great. She got along with Quentin from the get go and impressed me with her reliability, trustfullness and communication. 5 stars. (more)"

2. 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)"

3. Leah

Loving pet care is here!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Leah is amazing! She takes excellent care of our Finn! He is rescue, a high energy breed with anxiety, and while she took care of him he had health issues. S... (more)"

4. Rebecca

Bubbly animal lover/college student

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Rebecca took excellent care of my dogs Colin and Steel, and I know they can be a lot of work! She sent me several pictures and did a great job staying in con... (more)"

5. Lauren

Runner with dog handling expertise

Uptown, Chicago, IL, 60640

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

"Lauren was absolutely fantastic. She not only took amazing care of my pup, she also took amazing care of my house. Bubba was totally spoiled with walks, ru... (more)"

6. Jessica

Patient & Compassionate Care Taker

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

28 repeat clients

"Jessica is amazing!!! She took such a great care of Leia. Leia is quite nervous when meeting new people, and Jessica knew how to be patient and win her over... (more)"

7. Andrew

Experienced Dog's Best Friend!

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

27 repeat clients

"Andrew took fantastic care of my 4 (yes 4) pups. He communicated well and from the pictures he sent I could tell my pups were perfectly comfortable with him... (more)"

Confirmed President's Day Availability
8. Mallory

All Around Animal Lover & Friend

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Mallory was so sweet and took such great care of my little kitten while I was gone. She sent pictures and update everyday. I couldn't have asked for a better... (more)"

9. Amy

Energetic dog and cat buddy

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"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)"

10. Chetara

Loving pet mom available!

Rogers Park, Chicago , IL, 60626

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Chetara was absolutely great. Our normal sitter had to back out at the last second before an eight day trip. Obviously we were stressed because our fur babie... (more)"

11. Alyssa

I'll treat your pup like a rockstar

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Alyssa was wonderful and I would highly recommend her to anyone looking for someone compassionate and responsible to take care of their fur-babies! One of th... (more)"

12. Yelyzaveta

Grad ALL PETS overnight sitter!

North Center, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Liza was a great sitter for Bruce! She was able to come over with a fairly last minute booking and kept Bruce occupied and entertained for the afternoon! Tha... (more)"

13. Maddie

BIG or small I LOVE them all!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Maddie was very responsive when I first reached out to her. She kept me upto date on Nina's progress and left me messages daily. I would definately recomme... (more)"

14. Tori

Flexible schedule-dog lover!

Lincoln Square, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Tori was amazing with our 5 month old puppy. She valued our ways of training and even encouraged Dexter to continue training while we were away! Also we love... (more)"

15. Marissa

Cuddle Buddy & Playmate For Pups!

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"I can't begin to say enough great things about our experience with Marissa. When we first began looking for a dog sitter we had only been in Chicago less tha... (more)"

16. Celeste

Home full time, own dogs

Lincoln Square, Chicago, IL, 60625

Dog Boarding, House Sitting, Dog Walking

About: I've had experience with caring for dogs for about 12-13 years. I own dogs myself and have dog sit and cat sit for friends and family many times be... (more)

17. Jacob

I am reliable and friendly

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"We highly recommend Jacob! He took great care of our 2 dogs and our apt. He took time to send pictures to update us on our pups and was so helpful! (more)"

18. Zak

I'll be your dog's new best friend!

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Zak is great! I didn’t worry about (more)"

19. Sabrina

Your Dog's Best Friend

North Side, Chicago, IL, 60613

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

15 repeat clients

"Sabrina is fantastic with dogs. She took care of our 2 dogs with great care and updated us with great pictures. We appreciate her very much and will be usi... (more)"

20. Joseph

Lakeview Area Friendly Dog Walker

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

"Joey has been a wonderful care giver for my dog. I travel for my job and he has helped me out many times by taking care of my chocolate lab, Sophie! He is ... (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.