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. Ashley

Responsible, Reliable, Experienced.

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

"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)"

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2. Lance

Dog Trainer, Cat Roommate, Pet BFF.

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

"Lance was awesome with Remi. He kept me updated on everything they did over the weekend and sent plenty of photos and videos when I was missing him. My apart... (more)"

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3. Leah

Loving pet care is here!

Edgewater, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"Leah is an experienced dog handler and lover. She’s been well-trained to handle dogs and is very caring and responsible. she took great care of my high anxie... (more)"

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4. Alyssa

Fetch & long walks to the dog park!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Alyssa stayed with our dogs this past weekend and was absolutely fantastic!! She stayed with our dogs for 3 nights and I really don’t think they wanted her t... (more)"

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5. Ket

Strutt for the Mutt! :)

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Ket is amazing!! So attentive and kind to Carter and checked on him constantly. Loved the updates and will definitely re-book in the future!! (more)"

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6. Morgan

Available 7 Days A Week!!

North Center, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"Morgan was fantastic! My dog is just a puppy so he can not be left alone for too long. I had a situation where I needed to be gone all day on a Saturday and ... (more)"

7. Melanie

Looking for pups to love on!

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"Melanie was absolutely wonderful with our pup Sundae. She came out to meet her and see our home. I felt I could trust her with my fur baby instantly. Great ... (more)"

8. Meredith

Your Best Friend's Best Friend

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

"Meredith is AMAZING! We had her watch our 1-year-old dog Penny and our 4-year-old tortoise and she treated them exactly like they were part of her family. Du... (more)"

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9. Daisy

Lots of experience- Animal Sci Grad

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits

"I absolutely could not have been happier with Daisy! She is thoughtful, attentive, and I felt extremely comfortable having her stay at my house and watching ... (more)"

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10. Chetara

Loving pet mom available!

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

"Chetara was amazing!!! Took amazing care of out two pups. They got lots of exercises and love! She always sent pictures and was very courteous when staying a... (more)"

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11. Abbigail

Loving home experience for dogs

Lake View, Chicago, IL, 60657

House Sitting

"Abbigail was absolutely wonderful! Our two girls just loved her :) we felt so comfortable leaving them with her! One of our boxers has an abuse history, and ... (more)"

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12. Vanessa

Long walks and plenty of love!

Rogers Park, Chicago, IL, 60626

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

"Vanessa is a wonderful pet sitter/dog walker. She has taken care of my pup quite a few times, which is no small feat considering he's still in training. Whet... (more)"

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13. Caroline

Keeping up with dogs at any speed

Lincoln Square, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"I don't trust a lot of people with my 10 year old Shiba Inu Meiko, but Caroline was GREAT! Meiko is not friendly with other dogs, takes medication for anxiet... (more)"

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14. 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)"

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15. Cait

Experienced, Active Dogsitter

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Cait is a wonderful trustworthy person and took great care of our 2 dogs at our apartment for 2 nights! Highly recommend her! (more)"

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16. Robert

All furry friends welcome!

Lake View, Chicago, IL, 60657

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

"Robert was absolutely fantastic in taking care of our pet when we were away. He was very honest and provided regular updates. I would definitely use him in t... (more)"

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17. Marissa

Cuddle Buddy & Playmate For Pups!

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"Marissa took great care of my pup while I was out of town. She was very attentive to my old babe especially when she got sick. She also took great care of my... (more)"

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4th of July
18. Denver

New Graduate PA who loves dogs

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Denver has a way with dogs ?I hired him to walk and check in on my Shih-Poo puppy. I found Denver to be very good with puppies/dogs, trustworthy, prompt and ... (more)"

Confirmed availability
4th of July
19. Ashley

Trustworthy experienced caregiver

Lincoln Square, Chicago, IL, 60625

House Sitting

"Ashley did SUCH an incredible job looking after our dog and cat (Nella and simba) for the 9 days we were gone. It was so hard to leave our furry loved ones f... (more)"

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20. Angelica

I will make sure hi/she be happy

Uptown, Chicago, IL, 60640

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

"Angelica is the most caring and heart warming person I know she loves all animals, but dogs are her favorite. She is very reliable, when it comes to taking c... (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 reviews from pet owners who have used Rover.