Pet Sitting & Drop Ins In Uptown Chicago
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Uptown pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I can’t say enough about how amazing Lavinia is with my baby! She is always so prompt with her responses and has helped me out last minute a few times now. I am more at ease with the care she shows my baby. 🖤”
“Cierra was so helpful with checking in on our cats while we were out of the country! She sent cute photos and updates and offered to come by more often if we needed. When the cats were low on water she went out of her way to make sure they had more than enough. She was extremely communicative and prompt with everything. We felt safe and comfortable with her - would highly recommend and will plan to use her again!!”
“Nautica did a great job checking in on our cat Coco and sharing daily updates and photos on Coco was doing! This was our first time using Rover and Nautica put all our worries at ease with consistent communications and making sure Coco was as well taken care of!”
“Madison was nothing short of excellent - warm and friendly, super easy to communicate with, and took great care of our cat while we were out of town. Everything a pet parent could hope for; I highly recommend her services!”
“Amanda is my first call when I’m going out of town! I feel so comfortable and secure when she’s watching my fur baby. Amazing pictures, great updates, always a joy!”
“Angelique is now "aunt ang" to my cats! She's very timely, responsive and clearly cares a lot about the pets and makes sure the owners feel at ease. Highly recommend!”
“I could feel good about being gone with Jenie taking care of my kitty! She is thorough with her updates and the pictures she sent every morning made me smile. I highly recommend Jenie!”
“If you're looking for a 'Great" Pet Sitter your search is over.My unique situation:I was in a car accident and i called my regular sitter to take my 2 dogs and a cat to my Vet for boarding.She got the dogs,but she couldn't catch my cat Eddie.I asked her if she could feed Eddie...No,unfortunately she had to go "Out Of Town"...Oh No,i got on line and found Rover,got lucky and i do mean lucky and booked Tim-Mike.They fed Eddie for 3 days,got mail,sent pics and even bought Cat Food!...You will love these Guys!!”
“Jesus did an amazing job taking care of my cat over the holidays, keeping everything clean and my pet happy and well-fed. I’d highly recommend him to anyone needing a reliable and thoughtful pet sitter!”
“Cathy did an awesome job checking on my kitty while I was out of town. 10/10 would recommend. She gave a detailed summary of each visit with lots of cute photos. My cat absolutely fell in love with her in just a few short days. I will absolutely book with her in the future.”
“Audrey was AMAZING! Having to book for the holiday on short notice and leave our kitties with a pet sitter for the first time was nerve wracking, but knowing they were in Audrey’s experienced hands made us feel 10x better. Her detailed daily updates and photos were so great to have while we were away, and she even left special Christmas Polaroids of our fur babies for us to find when we arrived home. Overall, Audrey provided a wonderful experience and we’d book again with no hesitation!”
“Joy did an amazing job of taking care of our kitty babies. She is so kind and I could tell right away the cats liked her! The cats were so happy when we came home from vacay. Thanks Joy for giving us peace of mind to enjoy our trip!!”
“Kaira did an amazing job taking care of my cats! She went above and beyond to make sure they were well cared for and had enough pets and attention. Kaira provided detailed updates on how my cats were doing and took excellent care of them and my home. My cats love her and seem so happy when she visits!”
About: Lost my precious baby girl (the white westie seen in photos) to an ex. Though I still get to see her from time to time, there is a large void that needs to be filled! I was the primary caretaker, trainer, and instructor for our baby girl, so I am very comfortable and accustomed to dogs of all ages, from puppies to seniors! My weekly routine is very flexible. I work from home, so I can make most days work with a heads up. Notice is always appreciated, but can also handle last minute bookings! Happy to walk, feed, spend some time, or generally check in! Whatever you say goes. I get along with most dogs, and am fairly big myself, so large dogs don’t bother me!
“Olivia was an excellent sitter! She was easy to communicate with and prompt in her response times. We felt completely secure knowing she was looking after our kitties while we were away. We would hire her again anytime and recommend her to others in a heartbeat!!”
“Rachel had yet again another great visit with our cat, Elmo! Lots of good feedback on how he was doing during our weekend away and followed mg instructions about his prescription food to a T. I will be sure to book again the next time we’re needing support with our kitty.”
About: I’ve grown up in a family that always had a pet dog or two. I don’t have the space for one so I’m offering my walking and pet care services to micro-dose having a dog. I’ve loved being able to take them on long walks and get outside in the city. I enjoy letting them sniff and check their doggy social feed. I’m comfortable and have experience being around smaller dainty dogs all the way up to huge hairy huskies. I currently work from home and have a very flexible schedule so I am able to make most pet schedules work during the work week. My weekend is generally even more flexible. I currently have a cat who has FIV so house sitting or taking in an other pet currently is not an option. I have experience house sitting for many of my friends and will always leave the place the same if not better than I found it.
“Ethan did a wonderful job of watching my cat. He was flexible, accommodating and dependable. I appreciated him being so communicative and open to suggestions of how to play with my kitty. It was great knowing he would show up and make sure my cat got the necessary care. Ethan is also a very sweet person, and it was great to work with him. I have already booked his services for my next trip.”
Uptown pet parents share their Rover experiences
Lavinia did amazing with my cats, Flint and Cherry. She worked magic with Flint who is significantly less social than his sister. We got pictures every day of her petting, feeding, and playing with them both. She was also careful about Cherry's food allergies. I'll definitely look to book with her again in the future!
Lila was incredible! She not only fed and played with our cat while we were gone, she also gave her medications and earned her trust as a very shy cat we have recently adopted with a rough past. Also, when I forgot my purse at home, she overnighted it to me. She was such a massive help and we will 100% hire her again if she is available. I cannot thank her enough!
Kayla was amazing! She did an awesome job at providing updates and photos while I was away on a trip. All of my anxiety went away when I saw the level of care Kayla was providing for my cats. She definitely went above and beyond and I would definitely rebook again!
Popular requests near you
Select a filter and find qualifying Uptown sitters!How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. 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 pet 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.
Pet Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Uptown.
Rover makes it easy to find Uptown pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet 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 pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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