House Sitting In Uptown Chicago
Find a loving house sitter to watch over your pets and your home.

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Loving house sitters in your neighborhood
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1. Gail B.

“We’ve used Gail for watching our Rue in our home, she is professional, punctual and I’m always happy she is able to help us!! I will continue to request her services!!”


2. Katy R.

“Katy came to house sit and care for my elderly cat Marcia. My kitty was very happy when I came home, and my apartment was immaculate. I would recommend Katy to anyone looking for a trusted and caring sitter.”


3. Kaira L.


“Kaira took absolutely amazing care of our pup. She was highly communicative, sending very detailed updates and pictures twice a day. She left the house spotless, and even took the garbage out before she left. I would book Kaira again in a heartbeat. Our pup was even in a good mood when we got home, and didn't give us the cold shoulder like she usually does when we leave her. I’m really grateful for the loving care Kaira gave her.”


4. Mack O.

“Mack was excellent! They took a lot of time to get to know my skittish pup and even arranged a second meet and greet to ensure he was comfortable. Throughout the stay Mack was very communicative and shared lots of great photos of my pup. I will definitely use Mack again for future pet sits.”




5. Heather F.

“Heather already sounded like a great pet-sitter based on her reviews and then exceeded my expectations. Spud, my cat, seems happier and healthier since my return because she nurtured him so well. I am sad I won't be able to book Heather again, but I highly recommend others book her in the future.”


6. Jamie G.

“Jamie was a perfect match for our diva of a chihuahua. He let her warm up to him on her own and by the end of his stay, she followed him around like she does to us. Jamie’s communication was stellar from the moment we inquired about his availability, to the meet and greet, to the abundance of photos and updates we received while we were away. We felt so comfortable with Jamie that we booked him again for our next out of town stint in a few weeks. Thanks, Jamie, for taking such great care of our pup in the comfort of our home.”


7. Angelique H.

“Angelique was so sweet and took amazing care of our two dogs! Our original plan fell through so we had a last minute request and she immediately arranged for a meet and greet. She was very loving and understanding around our younger dog's skittishness with strangers. She was very thorough, communicative, and accommodating. We felt very at ease knowing the dogs were in such good hands and will absolutely be requesting her in the future!”


8. Andre H.

“Andre is the best! Communicative, professional, and so good with my spicy sweet old Chihuahua, Neville. He always takes great care of my home, and Neville is always happy when I return after being away and them having spent time together.”


9. Camille W.

“Camille is just our favorite. She is so kind and amazing to our pup Luca. You should see his eyes light every time Camille walks through the front door and how sad he is every time she leaves…”


10. Maryclare C.

“Maryclare did amazingly with Lulu and took her on a super long walk!”


11. Jenny D.

“Cannot say enough about Jenny!! I am a new dog parent and was so nervous to leave my puppy at home for even a few hours by herself. Jenny confirmed quickly and asked great questions. She also sent amazing updates throughout the day and helped me with a few next steps for Daisy. Really appreciate it so much!”


12. Cole W.

“Cole watched our dog for a night at our house and was fantastic! Our dog, Shibobo, is a large, mischievous sheepadoodle, and he did great with navigating Shibobo's quirks. Cole was very responsive and kept us updated during the visit. Shibobo clearly enjoyed his time with Cole. We highly recommend Cole to anyone!”


13. Allison C.

“Allison was great!! We are so happy we found her. She made sure Lola had plenty company and left our house clean and respected. Lola can’t wait to hang again :)”


14. Jasmin U.
“Jasmin did an overnight stay with my dog and she gave helpful updates, asked important questions, and communicated clearly. She was very professional and I highly recommend her!”


15. Marco P.

“Marco took such great care of our 3-year-old and 14-year-old pups! Marco communicated well - sharing updates and photos regularly - and gave our senior pup her meds daily. I highly recommend Marco!”




16. Susan M.

“The perfect sitter who left my place better than when she got here. Lily loved Susan so much. Grateful especially since my plane was almost 8 hours late and she happily stayed and watched over Lily. Thank you again”


17. Christopher P.

“Chris was so great! He stayed in our home and was great at communicating throughout the time we were away. We are watching an older family dog and he was great with her! You can tell he has a passion for pets and his presence makes anyone feel comfortable. 100% recommend.”


18. Levi C.
About: I have taken care of animals for as long as I can remember! I’ve been responsible for cats my whole life, and I’ve done dog sitting for my family since I was 16 years old. I also have experience with smaller animals like Guinea pigs and geckos! I’m currently in between jobs so I’ll have plenty of time to take care of your animals! My only busy days really are Tuesdays and Thursdays. I always respect any requests made by pet owners, and I remember that it is my job to respect an animals needs. I’m happy to stay in as much communication with the owner as requested, and I always take time to learn each animal’s needs and behavior.


19. Sienna S.

“Sienna was wonderful for our 10 day trip! Wayne is happy as can be and our house is just as we left it. Sienna sent pictures daily and shared updates as well. We will definitely reach out for future dog sits!”


20. Timothy H.
“Tim is a lovely person who has been a good pet parent. He is very personable and does any job well. While giving great care, he will shower all the love and attention he can give to your furry loved one!”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Uptown on Rover as of Jul 2024 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jul 2024, there are 5,649 house sitters in Uptown. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 85% of Uptown house sitters respond in under an hour.
House sitters in Uptown have an average of 13 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Uptown.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Uptown house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
