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. Hannah

Roscoe Village/Lakeview pet care

North Center, Chicago , IL, 60618

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

About: Experience plus! I’m a seasoned pet caregiver with an eye for detail, a curious mind, and a flexible schedule. I moved here from Maine, where I... (more)

2. Michael B. & Cassandra

Cassie and Michael's Dog-Sitting!

Lake View, Chicago, IL, 60657

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

"Both Cassandra and Michael have been absolutely WONDERFUL sitters to my husband and I's year old Goldendoodle, Payton. I fully and completely trust both of t... (more)"

3. Alexandria

Pup Adventures with Alex

North Side, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

About: **Cannot host//Accepts all pets** I'm Alex, 22 years old, California native turned Chicagoan and I have an incredibly large love for our four le... (more)

4. 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)"

5. Mack

Compassionate Animal Lover

Lincoln Park, Chicago , IL, 60614

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Mack was so great! June was very relaxed and comfortable when I came home, and my apartment was in perfect shape - Mack even took out the trash that I forgot... (more)"

6. Mandy

Affordable, Responsible, and Loving

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"I met with Mandy a few days before she dog sat Blondie for four nights. She was very professional and you can tell she loves animal from the get go! She watc... (more)"

7. Anthony

Dogs ROCK! And They Need to "ROLL."

Edgewater, Chicago, IL, 60660

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

11 repeat clients

About: I'm a long-time dog dude whose most recent companion, a giant Doberman with an even bigger heart, passed away suddenly when his heart proved too hu... (more)

8. Nancy

Your dog's best friend!

Lake View, CHICAGO, IL, 60657

Dog Boarding, 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)"

9. Chloe

Professional dog + cat admirer

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

30 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)"

10. Patrick

Fun, Loving and Caring Pet Sitter!

Lincoln Park, Chicago, IL, 60614

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

5 repeat clients

About: I have a very calm, social and loving beagle/lab mix named Marley. Every morning starts with a very long walk, followed by the nightly play date at... (more)

11. Meggie

There's Always a Treat In My Pocket

Edgewater, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: Animals have been an absolute passion of mine since I was a child. I grew up in a household full of them: four cats, a dog, and a carousel of horse... (more)

12. Michelle

Active, Energetic, and Caring!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Michelle was a perfect sitter. Definitely reccomend her. (more)"

Available this weekend
13. Thom

I LOVE dogs and I LOVE walks.

Uptown, chicago, IL, 60613

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

About: I am particularly good with sport breeds... labs, goldens, pits, terriers, etc. I like to walk and run and so do they! I live within walking dista... (more)

14. Nicole

skilled Vet. Tech and Petsitter

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Nicole is awesome! I highly recommend her house sitting services. I came home from my trip and while my Zoe was happy to see me she immediately started look... (more)"

15. Heidi

Dogs make everything better.

Lake View, Chicago , IL, 60657

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Heidi is amazing! My shy dog wagged her tail almost immediately during our meet and greet, so I knew Heidi was the perfect fit! Heidi is patient, responsive,... (more)"

16. Lucie-Ann

Affordable and reliable pet lover!

Lake View, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Luck-Ann has a calm, "got this" demeanor that put us at ease when we were searching for a sitter for our older rat terrier and 9-week-old puppy. It was the f... (more)"

17. Megan

Reliable, Respectful, Responsive

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"Another great stay with Debra! She is excellent about keeping in touch while we're away and does a great job. Would love to work with her again! (more)"

18. Erin

Dog Loving College Student

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Everything was great. Drew, Ivory and the chickens were all taken care of well. House was clean and in order when we returned home. Much better alternative t... (more)"

19. Ashley

Responsible, Reliable, Experienced.

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

17 repeat clients

"I'm so happy to have Ashley as my regular dog walker. My pup Yadi has been nothing but calm through day to day walks as well as a recent extended stay. He ha... (more)"

20. Sabrina

Your Dog's Best Friend

North Side, Chicago, IL, 60613

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

11 repeat clients

"Sabrina was able to help me out on a super short notice. I really appreciate her flexibility. Everything turned out great. I returned home to exactly what I ... (more)"

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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.

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 reviews from pet owners who have used Rover.