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.

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Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check.Learn more about RoverProtect
Loving pet sitters in your neighborhood
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1. Braeden R.

“Braeden was great! He was very consistent with his visits and left super cute photos and messages! I would definitely book him again (if I wasn’t moving) and would recommend others to do so as well!”


2. Cole W.

“Cole was an excellent drop in sitter! I felt much more comfortable knowing my dog could get some play time and a potty break while I was out of the house.”


3. Erin D.

“Erin dropped in to let my puppy out and did a wonderful job! Thank you Erin!”


4. Mike S.

“Mike did a great job with our golden! Our golden is super stubborn and he actually got him to walk and go potty! His communication was awesome and he also provided some pics of our cat! Will use again for sure!”


5. Jenie N.

“I highly recommend Jenie! My cat was well taken care of while I was away. She followed all instructions and went above and beyond to make sure everything went well! I will definitely have Jenie watch my cat again in the future.”


6. Angelique H.

“Angelique was amazing! She was prompt and always sent plenty of pictures so I knew how my girls were doing. My cats are usually shy with new people when I’m gone, and they even came out to visit when she was here. I would definitely recommend and book with her again!”


7. Kaira L.


“Kaira was an amazing drop-in sitter to our two cats! We knew we were in great hands as soon as we met her for a meet and greet, and she gave great updates and photos every day to reassure us that our fur babies weren’t missing us too much! Will definitely look to Kaira first next time we’re out of town!!”


8. Lavinia L.

“Lavinia was incredible! Very responsive, sent a ton of pictures and took great care of my two cats while i was out of the country. Book her!!!!”


9. Jenni S.

“Jenni is so great!! I always get thorough details about her visits and tons of details. My kitty loves her and I feel comfortable knowing she’s in good hands :)”


10. Whitney W.

“She took wonderful care of our girls and was able to come for an extra visit at the last minute when our flight was delayed by several hours. We would be happy to engage her services again.”


11. Paulina P.

“Paulina was so wonderful & communicative while watching our cats! She even got my timid cat to come out for treats and pets on the first day, which is super impressive. Would definitely recommend Paulina! ❤️”


12. Levi C.

“Thank you so much for giving Mimi the time to get to know you! Mimi can be a very scared and feisty cat, but Levi was so patient and loving to her. It made me so happy to see her open up by the end of the visits! I definitely recommend Levi as a sitter, I felt so confident leaving my cat with Levi.”


13. Emily J.
“If I ever need to have someone watch my dog, Em is immediately who I go to. She took amazing care of my dog, sending lots of updates, including of pictures over the week and was always very responsive to me. Em was able to help with my dog's anxiety (and mine too) and my dog loved being able to spend time (and play non-stop) with her dog and cat. She's wonderful with dogs and my dog loved getting to have his vacation with her. I will 100% be using Em again for any time I need to have a sitter for my dog since I know he will be well taken care of.”


14. Amanda K.

“Amanda was amazing!! She took the best pics of our girl Millie and took great care of her. She even went so far as to check for some of our wedding packages that were in the lobby of our building and brought them upstairs for us. She was so great and we can’t wait to book with her again :)”


15. Veronica B.
About: BE SURE TO REQUEST DISCOUNT CODE FIRST TIME ON ROVER PET PARENTS!! ⭐️⭐️⭐️⭐️ I have loved animals all my life , ever since I was a kid and fell in love with my grandparents mini terriers , Tibby #1 and Tibby #2, and I started out 12 years ago by watching furry family members for friends and loved ones ( also a bearded dragon🥰) I pride myself in providing a safe, loving, nurturing environment. I give additional discounts to first pet parents that rebook with me —I “love to spoil the furbabies” with playtime, belly rubs and cuddles, what better way to give them the love and attention they deserve! I focus on safety first, and make sure that all furry friends have adequate food, water, playtime and nap time. They are FAMILY 🥰 MEDICATIONS- I can guve chewable and pill /powder medications /supplements ONLY! I CANNOT administer any kind of injections under the skin for dogs or cats. They are very sensitive and may sometimes experience anxiety , so unfortunately I cannot fulfill that request. THANKYOU FOR TRUSTING ME WITH YOUR PRECIOUS FURBABIES!! 😍😍😍 I’m available from 6 am to 10 pm , I can accommodate last minute pets , when given at least one to three hours notice. I will be home full time to care for and spend time with your pet as this is my sole employment! I can care for someone’s pets in my home , my home is quiet, safe , has extra blankets toys food bowls you name it I have it! My apartment is very large and roomy , with a huge rooftop dog run and play area as well as a nearby dog park ! I can care for pets at other peoples homes as well. I give additional discounts to repeat clients and first time pet parents!!


16. Madison B.

“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!”


17. Jamie G.

“Jamie was absolutely amazing! Astra loved him and enjoyed all of her lap time with him! Thanks again Jamie for giving Astra all the love and snuggles while I was away.”


18. Faith W.


“First time using Rover and Faith was wonderful and very easy to coordinate!!! Thank you for a pleasant experience, Faith! Looking forward to the next visit!”


19. Alexander K.

“lacey is obsessed with Nigel- Alex always sends the best pictures of them playing and having a good time. and he’s always available last minute which has saved me more times than I can count”


20. Triston A.

“Triston is fantastic! My cat Ollie instantly fell in love with them and they became instant best friends. I was gone for 8 days and had Triston do drop on visits and I was always updated on everything Ollie. I especially loved the photos proved!! Thank you again Triston and I will be booking with you again!!”
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 pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your 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 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
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Uptown on Rover as of Jul 2024 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Jul 2024, there are 1,332 pet sitters in Uptown. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 86% of Uptown pet sitters respond in under an hour.
Pet sitters in Uptown have an average of 13 years of experience. Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters 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
There are 1,332 pet sitters in Uptown on Rover, so you’re sure to find the perfect match for your pet! In Uptown, 95% of pet sitters offer daily exercise, 92% offer medication administration, and 88% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.
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.
