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. Erin

Dog Loving College Student

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Erin was indeed the perfect fit for our little canine family of 3 senior dogs. She did an outstanding job keeping our little guys happy in their own home wh... (more)"

2. Abbigail

Loving home experience for dogs

Lake View, Chicago, IL, 60657

House Sitting

10 repeat clients

"Abbigail is absolutely the BEST..... She took such good care of my girls and my house. Kept sending me great photos and videos. I will be looking to go aw... (more)"

3. Nikki

I'll treat them as my own

Edgewater, Chicago, IL, 60660

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

"Nikki is an excellent care taker. She is loving and compassionate and always puts the animals first. I have two cats in my home but they are basically hers b... (more)"

4. Mandy

Affordable, Responsible, and Loving

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

3 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)"

5. Grace

Energetic - loves to play with pups

Edgewater, Chicago, IL, 60660

House Sitting, Dog Walking

"Grace is and always has been and animal lover. She LOVES spending time with her pets as well as other's pets. Grace is extremely reliable and trustworthy. ... (more)"

6. Autumn

Vet Assistant in Training

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits

15 repeat clients

"Autumn is fabulous with dogs, and especially my Oliver. She took him to the park and on long walks daily, sending me photos along the way. I know he is alway... (more)"

7. Alexandria

Pup Adventures with Alex

North Side, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"Alex is awesome!!! She stayed with our pets for 10 days making sure they were happy and loved and cared for. When we first met, I knew that Alex was an obv... (more)"

8. Rebecca

Bubbly animal lover/college student

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Rebecca did a great job with Harley! Thanks so much for taking such good care of him. (more)"

9. Anna

Dog lover with years of experience!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Anna was incredible!! My pup was well taken care of while I was away, and I got daily pictures :) she even contacted my landlord about a leaky sink and took ... (more)"

10. Ashley

Responsible, Reliable, Experienced.

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

18 repeat clients

"Ashley was fantastic. She was so attentive to Bailey and I. She communicated throughout the day, took pictures and asked questions if needed. Bailey was so h... (more)"

11. Stephen

Stephen's Daily Dog Care

Lake View, Chicago, IL, 60657

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

"Stephen has regularly cared for Lola (my Sheltie) and Foxy Lady (my previous Sheltie) before her, and she always comes back content and clearly tired from a ... (more)"

12. Claire

Comedian That Wants to Love Ur Dog!

Uptown, Chicago, IL, 60613

Dog Boarding, House Sitting, Drop-In Visits

1 repeat client

About: I'm the friend walking with you on the sidewalk that doesn't hear half of what you're saying when a dog walks by because I'm too busy smiling at it... (more)

13. Mia

Reliable Pet Sitter Available!

Rogers Park, Chicago, IL, 60626

House Sitting, Dog Walking

23 repeat clients

"Mia was a wonderful sitter. Holly loved staying with her and Mia went over and above all expectations. Trustworthy, caring and very reliable. We will ask ... (more)"

14. Cristiana

Pets Are Family!

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"My pups LOVE Cristiana...and so do I! On-top of taking thorough notes about their daily needs, she was available for a practice walk and spent time playing w... (more)"

15. Hannah

Golden Retriever Addict

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

About: I'm a DePaul University student who has 5 years experience volunteering at animal shelters working with and walking dogs. I started volunteering at... (more)

16. 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)"

17. Nancy

I love dogs, and they love me!

Lake View, Chicago, IL, 60613

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

"Nancy was a fantastic sitter for our seven month old puppy, Max. She was personable, professional, attentive to our / Max's needs and super accommodating wi... (more)"

18. Julie

Fun, loving, energetic, reliable.

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Julie is very kind and loves dogs. She was so good with our puppy and was very easy to work with. When my wife and I need a sitter in the future, we will be ... (more)"

19. 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)"

20. Meg

A dog's best friend :)

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Meg is a true animal lover. She would do anything for her family's golden retriever, Joie, and her cat, Ella. Meg is very responsible and I would trust her t... (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.