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.
“We knew our cats would be in good hands with Lavinia! She was very friendly, easy to communicate with and did a great job checking in on the cats while we were away.”

“Cierra was great! She came over to meet the cats ahead of time. I was very punctual and provided updates and photos during the visits. Would absolutely recommend her to others looking for sitters!”

“The best. She is SO communicative and thorough. I always know my Maya is in the best hands with Nautica, she’s the first person I ask when I need a sitter. Thank you again!”

“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!”

“Libby consistently provides exquisite care and communication. Her updates and photos are so thoughtful and descriptive, and I never have to worry when I go away now. My cat adores her. I can’t recommend Libby enough!!”

“Jenie was a wonderful cat sitter and went above and beyond for my cats. From returning to make sure my anxious cat ate, to caring for my cats an extra day when my flight got canceled she always made sure my cats were in good hands. I can’t recommend her highly enough!”

“Dylan is a pet owners gift! He was thorough and fulfilled everything he said he would do. I can t wait to book his service again for my senior cats. Thank you Dylan!”


“Olivia took great care of our older dog. She spent time with her and was very aware of her needs. She provided great updates and pictures. We will definitely use her again in the future!”
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 cat is currently 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.
“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!!”

“Curtis was amazing!!! So communicative and a problem solver. Sugar was not budging from getting out from under the bed and was pretty nervous to have a new rover. Curtis went above and beyond to help make her comfortable and made extra visits to make sure she was ok. Highly recommend!!!”


About: I grew up multiple cats and medium sized dogs in my home for over twenty years. I’m conscientious with care in taking care of animals with various medical conditions and aging. I work four days a week leaving three days open to foster animals and drop in for care. I love spending my time with furry friends. I am especially aware when I am in someone else’s home, making sure to respect the space while taking care of the animal. I treat animals with the utmost respect.

“Heather went above and beyond for my cat! Clearly has a calming presence because my usually shy cat was immediately very friendly! Also, did not know what cat music was before Heather! Would highly recommend for any animal needs.”

About: I’m the guy at a house party who wants to meet the pets. Me and my gf raise a sweet cat named Teddy and I have had a history of growing up with dogs in my family. I look forward to meeting yours! I’m open to bookings Monday - Saturday with times between 8-5pm. Doing this as part time work so I’m adjustable as needed depending on your situation. My apartment building across the street as a very decent dog park. So if in the area, I can have your dog take a run in there and socialize.
About: I am a passionate animal lover with a ton of experience caring for child(ren)! Whether you gave a playful pup who needs daily walks or a cuddly cat who enjoy quiet companionship, I'm here to provide them with the love and care they deserve while you're away! I have 5+ years of experience pet sitting, 2+ years of rescue/ foster experience, and have my own pets. I'm comfortable with a variety of animals and their unique needs! My schedule is flexible as of right now so I am able to give the care your pet(s) deserves while you’re away. I’m here to help! I will be able to do video chats, sending pictures during my visits to ensure you that your pets are comfortable and well taken care of!
Uptown pet parents share their Rover experiences
Jessica was an amazing cat sitter for my recent week long vacation! My cat is generally shy around new guests but immediately wanted pets from Jessica. She has great communication skills and replied to my messages very quickly, which I value. Her visits were always within the agreed upon timeframe, which helped me fully relax and enjoy my vacation. She provided detailed updates with lots of photos. I trust her and plan to book with her next time I'm away.

Alex was great! He was very communicative and took good care of my dog and kitty, including giving the dog his daily medicine and brushing my kitty. I even had a plumbing issue occur while I was away, and Alex let me know right away and did some quick clean up before the plumber could arrive.
Monika is absolutely wonderful! She has been caring for our kitty for about 3 years now, and we couldn’t recommend her more. She’s attentive, reliable, and treats our cat with so much love and care. It means everything knowing our girl is safe and happy while we’re away. 💕

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.




















