House Sitting In Uptown 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.
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1. Lydia

Active. Experience. Caring.

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"Lydia gave care & attention to Cali (10 yrs) & Buddy (15 yrs). Buddy doesn't have much longer, he's can be difficult to get to eat and needs meds, and somet... (more)"

3. Rebecca

Bubbly animal lover/college student

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Rebecca was amazing with my two difficult dogs. She provided regular updates with pictures and the girls always seemed well tuckered out. I was a little ne... (more)"

4. Claire

Comedian That Wants to Love Ur Dog!

Uptown, Chicago, IL, 60613

Dog Boarding, House Sitting, Drop-In Visits

4 repeat clients

"I am so pleased I found Claire. I can't put my finger on it, but I felt comfortable leaving my home and my pup with Claire as soon as I met her. Everything ... (more)"

5. Sabrina

Your Dog's Best Friend

North Side, Chicago, IL, 60613

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

11 repeat clients

"I am so thrilled that we found Sabrina to watch our large German Shorthair Pointer, Benny, for us. My husband and I went on a trip for 10 days and I felt com... (more)"

6. Alexandria

Pup Adventures with Alex

North Side, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"Alex was amazing! She stayed with our anxiety-riddled pittie Moose and sent lots of updates of him blissfully passed out/getting belly rubs. Moose was barely... (more)"

7. Natalie

I am a dog's best friend!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

About: I sincerely believe that best friends come with four paws, fur, and wags their tail when you come home. I have two dogs of my own: a tiny little c... (more)

8. Jacob

I am reliable and friendly

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

2 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)"

9. Meredith

Experienced dog sitter/owner

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"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)"

10. Rachel

Woof! I'm fluent in dog!

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"Rachel is a responsible person that has a great passion for dogs. She always made sure that the dogs were taken care of and had the proper care. She goes abo... (more)"

11. Hannah

Musician, athlete, dog lover

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

"Hannah is a kind and clever human with an unconditional love of all dogs! She's prompt and organized, and has a creative side you can count on. In a matter o... (more)"

12. Connor

lover of all breeds:)

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"I was nervous about leaving my puppy for the first time, but I was comforted that Connor was taking good care of my fur baby! Connor was my housestter for a ... (more)"

13. Caroline

My Specialty is Roof-ing

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

"Caroline was/is AMAZING! She stayed at our place for a long weekend and I couldn't have asked for a better sitter! Caroline kept me up to date and was extrem... (more)"

14. Maie

Trustworthy friend for your pup!

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Maie has watched our dog Blue multiple times and always does an excellent job. She's great with him and sticks to his schedule. He really likes her and we lo... (more)"

15. Kassandra

Wait-you're paying ME?

Lake View, Chicago, IL, 60657

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

36 repeat clients

"Brindle had a great long day with Kassandra and the other dogs! He was so tired the next day all he wanted to do was sleep! 10 out of 10 stars! :) (more)"

16. Emily

Trustworthy, Caring, Dependable

North Center, Chicago, IL, 60618

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

2 repeat clients

"Emily was a great sitter for my elderly chihuahua Nina. She stayed at my house and sent regular updates on how Nina was doing throughout the stay. I will def... (more)"

17. Tarah

A good friend for your best friend

Ravenswood, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Tarah was terrific! I was a little anxious about leaving Samson with someone knew while I took a trip out of town. Tarah was super communicative when we co... (more)"

18. Jaime

I love dogs

North Side, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Jamie was sooo great! I was a first time user of DogVacay and needed a last minute in-home sitter for my pup. Jamie was quick to respond and easy to work w... (more)"

19. Andrew

Experienced Dog's Best Friend!

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

23 repeat clients

"Andrew did a fantastic job watching our pets while we were away. His updates with photos we're just the rundown I was looking to receive. The only thing I wo... (more)"

20. Liz

love 2 cuddle, flexible schedule

Lake View, Chicago, IL, 60613

Dog Boarding, House Sitting, Drop-In Visits

1 repeat client

"Liz is awesome. You can tell she loves dogs from the get go. Great communication and she's very responsible. 5 stars. (more)"

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Learn About Premier

With over 140,000 pet and house sitters on Rover.com, you can easily find house sitting near you.

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.