Pet Sitting & Drop Ins in Hermosa, 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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Top rated Hermosa pet sitters

“Roy went above and beyond to make sure each short drop in took care of any anxiety I could have being away from my furbaby. And my cat seems to like him even more then I do because I got lots of cute/funny updates. Roy followed my odd directions better then anybody else I’ve booked, and I really appreciate how thorough he was throughout the whole process, double checking everything. 10/10 recommend and will be booking again if he’s available next time I’m heading out of town! Thanks Roy. 😊”


“As a new dog dad and learning as I go finding a sitter has been so nerve racking. Getting in contact with Robert was a life saver. Was very communicative, respectful of my space. My tiny puppy seems to love him. Made me feel comfortable through the visits and shared some cute pics of my fur baby. Would highly recommend and will be booking with him again soon.”


“I am so happy with the care Carlyle provided for my 3 kitties. They provided great updates and even my cats who are super shy warmed up to Carlyle quickly. They are super responsive and did a wonderful job spending time with my pets while I was away. I highly recommend Carlyle for your next pet sitter!”


“Tetiana has been a consistent cat sitter for us now! We really appreciate the notes and pictures we get from her visits. We had an unexpected delivery come while we were away and Tetiana kindly took care of it for us. We love having her look after our kitties!”


“Vanessa was great with our dogs! Sent very thorough updates and was easy to communicate with and work with. Will book with her in the future and highly recommend!”


“Jillian was very responsive, friendly, and attentive during her drop-in visits with our cats. We needed a last-minute holiday Rover and Jillian took time to stop by before we left to meet the cats and learn about their needs. She sent great pictures and updates, and followed all of our requests perfectly.”


“Sophia is great! I highly recommend her as a cat sitter. I feel so much better knowing she’s checking in on them, playing with them, and that she’ll send detailed check in notes with lots of pictures. My cats really like her, even the skittish one! ♥️♥️♥️”


“Faye is a wonderful sitter! We’ve hired her every time we’ve gone out of town to look after our cat. She’s friendly, knowledgeable, and easy to contact. I highly recommend her!”


“Maya is the best! Very friendly and professional from our first meeting. Her regular reports and photos let us know that our cat was VERY well-cared for. Will definitely book her again!”


“Jose has been a fabulous choice for a drop in sitter for two of our dogs. We have 1 troubled dog who is fearful and can get aggressive. Jose did 1 meet and greet, then we did an assisted paid visit which worked out wonderfully. He was patient, and worked with us as he got to know our troubled dog. 10 stars if I could for customer service alone! Book Jose ASAP for all your pet needs.”



“Sally was great! Our cats enjoyed her company immensely...they went on and on about her.... On a more serious note, Sally went above and beyond what we asked. Played with our kittens,watered our plants and brought in the mail. Awesome!!!!!”


“Devon looked after both my cats while I was out of town for a week and did a fantastic job. She’s reliable, on time, resourceful (when both cats are escape artists), and wonderful to chat with.”


“Kyliegh has been so accommodating . I greatly a appreciate that. My schedule my change and Kyliegh is so understanding. I am so glad I was able to find her in Rover. My fur babies love her.”

Loving pet sitters in your neighborhood
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Roy G.
Star Sitter


“Roy went above and beyond to make sure each short drop in took care of any anxiety I could have being away from my furbaby. And my cat seems to like him even more then I do because I got lots of cute/funny updates. Roy followed my odd directions better then anybody else I’ve booked, and I really appreciate how thorough he was throughout the whole process, double checking everything. 10/10 recommend and will be booking again if he’s available next time I’m heading out of town! Thanks Roy. 😊”


Brooke W.Star Sitter
“Brooke has been nothing short of amazing with my senior dog. It became very clear to me that seeing her for his afternoon break was the highlight of his day.”


Robert H.
Star Sitter


“As a new dog dad and learning as I go finding a sitter has been so nerve racking. Getting in contact with Robert was a life saver. Was very communicative, respectful of my space. My tiny puppy seems to love him. Made me feel comfortable through the visits and shared some cute pics of my fur baby. Would highly recommend and will be booking with him again soon.”


Yara S.Star Sitter

“Yara always takes such good care of my two cats! I appreciate the updates and photos, and love that they've gotten to know her better each time.”


Connor K.
Star Sitter


“Connor took great care of our dog and cat. Can’t recommend him enough. He is also very responsive and was able to come by last minute. Thanks again Connor!”


Carlyle P.Star Sitter

“I am so happy with the care Carlyle provided for my 3 kitties. They provided great updates and even my cats who are super shy warmed up to Carlyle quickly. They are super responsive and did a wonderful job spending time with my pets while I was away. I highly recommend Carlyle for your next pet sitter!”


Tetiana L.Star Sitter

“Tetiana has been a consistent cat sitter for us now! We really appreciate the notes and pictures we get from her visits. We had an unexpected delivery come while we were away and Tetiana kindly took care of it for us. We love having her look after our kitties!”


Stavroula P.Star Sitter

“Reliable and great with dogs!”


Vanessa F.Star Sitter

“Vanessa was great with our dogs! Sent very thorough updates and was easy to communicate with and work with. Will book with her in the future and highly recommend!”


Amanda D.Star Sitter
“Amanda helped us feel at ease leaving our two cats while on vacation. Everything went well and we got some cute pictures out of it! Thanks again, Amanda!”


Jillian L.

“Jillian was very responsive, friendly, and attentive during her drop-in visits with our cats. We needed a last-minute holiday Rover and Jillian took time to stop by before we left to meet the cats and learn about their needs. She sent great pictures and updates, and followed all of our requests perfectly.”


Sophia H.Star Sitter

“Sophia is great! I highly recommend her as a cat sitter. I feel so much better knowing she’s checking in on them, playing with them, and that she’ll send detailed check in notes with lots of pictures. My cats really like her, even the skittish one! ♥️♥️♥️”


Kerlly H.Star Sitter

“Kerlly was able to help us last minute and we are so grateful! She sent lots of pictures and tricks and tips on when we're away that might help our puppy!”


Faye L.
Star Sitter


“Faye is a wonderful sitter! We’ve hired her every time we’ve gone out of town to look after our cat. She’s friendly, knowledgeable, and easy to contact. I highly recommend her!”


Maya K.
Star Sitter


“Maya is the best! Very friendly and professional from our first meeting. Her regular reports and photos let us know that our cat was VERY well-cared for. Will definitely book her again!”


Jose R.
Star Sitter


“Jose has been a fabulous choice for a drop in sitter for two of our dogs. We have 1 troubled dog who is fearful and can get aggressive. Jose did 1 meet and greet, then we did an assisted paid visit which worked out wonderfully. He was patient, and worked with us as he got to know our troubled dog. 10 stars if I could for customer service alone! Book Jose ASAP for all your pet needs.”




Sally H.

“Sally was great! Our cats enjoyed her company immensely...they went on and on about her.... On a more serious note, Sally went above and beyond what we asked. Played with our kittens,watered our plants and brought in the mail. Awesome!!!!!”


Devon T.Star Sitter

“Devon looked after both my cats while I was out of town for a week and did a fantastic job. She’s reliable, on time, resourceful (when both cats are escape artists), and wonderful to chat with.”


Chase D.


“Chase was great with my two dogs. He was there promptly for my requested drop-ins and got my dogs playing and burning off energy. I would definitely use Chase again.”


Kyliegh H.

“Kyliegh has been so accommodating . I greatly a appreciate that. My schedule my change and Kyliegh is so understanding. I am so glad I was able to find her in Rover. My fur babies love her.”
Over 200 pet parents in Hermosa have booked pet sitting
Hermosa pet parents share their Rover experiences
Sydney took great care of my boys. Her reports were thorough. Houdini loved getting cuddles, and she respected Poe's discernment on meeting new people and didn't force him to interact. I'm glad I found her, someone who understands cat behavior. I will definitely ask her to watch my boys again. Thank you Sydney!

Katie was an absolute Gem. She was the first person I started communicating with on Rover and after our Meet & Greet, we knew she was a perfect person to take care of our beloved Rango. She didn't disappoint. She took care of our dog as if it were her own. We will definitely be setting up future services with her. We strongly recommend Katie.

Popular requests near you
Select a filter and find qualifying Hermosa 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 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
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 Hermosa.
Rover makes it easy to find Hermosa 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.
