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
“Felt so comfortable with Kevin checking in on our very senior cat while we were away. Our cat liked him too!”
“Mike was very responsive and gave detailed reports for my cat Poppy while I was out of town. I can tell that Poppy enjoyed spending time with Mine.”
“Rachel was amazing! She was able to help with my dog’s current medical needs as he had surgery not too long ago. My dog unfortunately doesn’t like other dogs but Rachel made sure to keep an eye on him and avoid other dogs on a busy day. She is great and very communicative! Highly recommend!”
“Jenie was great!! She was reliable and sent pictures of my cat, Toe, at every visit. He was well groomed and healthy when we returned. We will book with Jenie again!!”
“Lavinia was fantastic! Very kind and very gentle with my cats. Took lots of pictures and communicated very well by text with me the whole time. Highly Recommended! Que Bueno!”
“Amanda was so great. This was my first time using any sort of sitter for Kirby and I was so nervous but she went in every morning and evening to make sure Kirby was fed and good. Amazing first experience and would definitely book with Amanda again.”
“Nautica is an excellent cat sitter! Felt very confident and comfortable leaving my cats in her care. She provide great updates and pics. Will definitely be contacting her for future bookings. Highly recommend!!”
“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!!”
“Hallie is a very reliable and a caring pet sitter. We have used her services every time we were out of town. She always sends timely updates, before and after her visits, and knows how to reassure pet owners. I highly recommend her. :)”
“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!”
“Heather did a wonderful job checking in on my cat, Elio. She’s been very communicative throughout the process and made sure to take extra care of my little guy while I was out and made sure he was comfortable. She’s very thorough in her rover cards describing how the visits went and the mood of my cat each day. Overall I would definitely reach out to Heather again if I needed someone to check in on Elio in the future!”
“She was super accommodating during Christmas and was very nice.”
“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!”
“Reliable and super sweet! Already our go-to pet sitter.”
“Jessie is amazing! I was away for an extended period of time and she was very responsive and consistent. I could tell my cat was super happy and well taken care of by the time I got back.”
“Dylan was amazing! So accommodating for our last minute needs and our puppy absolutely loved him! Will definitely become our go to sitter. Highly recommend!”
“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.”
“I have a VERY active cat who needs a lot of attention when Faith visits ... And she is so great! I know he is excited to see her, and calmer when we come home because he knows Faith is his friend. Thank you, Faith!”
“Alex did such a great job taking care of Roo while I was gone! He had great communication and took time to make sure Roo was comfortable with him. I will definitely be rebooking with him in the future!”
Loving pet sitters in your neighborhood
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Kevin W.
“Felt so comfortable with Kevin checking in on our very senior cat while we were away. Our cat liked him too!”
Mike S.Star Sitter
“Mike was very responsive and gave detailed reports for my cat Poppy while I was out of town. I can tell that Poppy enjoyed spending time with Mine.”
Rachel H.Star Sitter
“Rachel was amazing! She was able to help with my dog’s current medical needs as he had surgery not too long ago. My dog unfortunately doesn’t like other dogs but Rachel made sure to keep an eye on him and avoid other dogs on a busy day. She is great and very communicative! Highly recommend!”
Jenie N.Star Sitter
“Jenie was great!! She was reliable and sent pictures of my cat, Toe, at every visit. He was well groomed and healthy when we returned. We will book with Jenie again!!”
Lavinia L.Star Sitter
“Lavinia was fantastic! Very kind and very gentle with my cats. Took lots of pictures and communicated very well by text with me the whole time. Highly Recommended! Que Bueno!”
Amanda K.Star Sitter
“Amanda was so great. This was my first time using any sort of sitter for Kirby and I was so nervous but she went in every morning and evening to make sure Kirby was fed and good. Amazing first experience and would definitely book with Amanda again.”
Nautica F.
Star Sitter
“Nautica is an excellent cat sitter! Felt very confident and comfortable leaving my cats in her care. She provide great updates and pics. Will definitely be contacting her for future bookings. Highly recommend!!”
Kaira L.Star Sitter
“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!!”
Hallie B.Star Sitter
“Hallie is a very reliable and a caring pet sitter. We have used her services every time we were out of town. She always sends timely updates, before and after her visits, and knows how to reassure pet owners. I highly recommend her. :)”
Olivia M.Star Sitter
“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!”
Heather F.Star Sitter
“Heather did a wonderful job checking in on my cat, Elio. She’s been very communicative throughout the process and made sure to take extra care of my little guy while I was out and made sure he was comfortable. She’s very thorough in her rover cards describing how the visits went and the mood of my cat each day. Overall I would definitely reach out to Heather again if I needed someone to check in on Elio in the future!”
Patty D.Star Sitter
“She was super accommodating during Christmas and was very nice.”
Madison B.Star Sitter
“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!”
Meghan C.Star Sitter
“Reliable and super sweet! Already our go-to pet sitter.”
Jessie B.Star Sitter
“Jessie is amazing! I was away for an extended period of time and she was very responsive and consistent. I could tell my cat was super happy and well taken care of by the time I got back.”
Dylan T.Star Sitter
“Dylan was amazing! So accommodating for our last minute needs and our puppy absolutely loved him! Will definitely become our go to sitter. Highly recommend!”
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.”
Faith W.Star Sitter
“I have a VERY active cat who needs a lot of attention when Faith visits ... And she is so great! I know he is excited to see her, and calmer when we come home because he knows Faith is his friend. Thank you, Faith!”
Alexander K.
“Alex did such a great job taking care of Roo while I was gone! He had great communication and took time to make sure Roo was comfortable with him. I will definitely be rebooking with him in the future!”
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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