Pet Sitting & Drop Ins in South Shore, Chicago, IL
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 South Shore pet sitters

“This was my very first time booking with Rover and Cassandra did a great job. It definitely put my mind at ease having her take care of our dog while we were away. Thank you!!”


“Second time having Coretta pet sitter. Very satisfied with the quality of care she gave my cat. I feel at ease traveling knowing Coretta is watching my cat. Coretta follows instructions well and leave amazing updates about you pet. Would recommend to anyone looking for a pet sitter”


“Laurel has been great with our dog! Rufio was super happy and she was very prompt with visits, great to work with on scheduling, and very friendly! Plus got some super cute pics of the pup during her visits :)”



“Samantha was fantastic - she was extremely responsive when I initially reached out to ask for her availability, set up a meet and greet a few days before I left for my trip, and followed every instruction I gave her to a T. She was on time and sent adorable photos of my pets during her drop-in visits. 10/10 would recommend Samantha for your pet sitting needs!”


About: I've had dogs in my life since day one, and have ample experience caring for furry friends, including my neighbors' pups. There's nothing quite like sharing a walk or run with a dog and burning off some energy together – it's where the real bond happens! My part-time work schedule, primarily in the mornings, provides ample flexibility to dedicate quality time to your pet. I'm committed to ensuring your furry friend receives multiple walks daily and feels completely at ease and happy during their stay. I'm also available for consistent communication to keep you updated on their well-being throughout the day. My home offers a secure, fully fenced backyard and a peaceful neighborhood perfect for leisurely dog walks. Plus, I'm just steps away from a dog park for extra energetic playtime! When caring for your pet in your home, I prioritize maintaining their familiar routine and ensuring a safe, comfortable environment by following your specific instructions meticulously. Your pet's well-being and your peace of mind are my top concerns.


“Beverly did a fantastic job taking care of our cat! She was attentive with pictures and messages on each visit. She even double checked with us about the cat's food routine to be sure she was giving him enough. Lovely experience with a lovely person!!!”


“Sinmisola was super responsive and sent photos and/or videos nearly every day I was out of town. I got a daily update too, which was really appreciated. I would definitely book Sinmisola again!”


About: I'd love to meet your dog or cat and you can trust I'll treat them like my own. I know how to keep them safe and happy while you're away. I'll send you a good photo too my camera roll is mostly all photos of dogs. Please do not hire me if you crate your dog, I won't do that. I work freelance so my availability is flexible. I prefer we conduct a meet and greet first, to make sure your pet is comfortable with our plans! Walks and care provided in clients home only, I can't provide boarding. I will be sure we establish comfort in our meet and greet, please be sure to provide vet information in case of any unexpected emergency.

About: I myself have four pets, one being a senior dog so there's plenty of experience there. She came as a rescue so I'm used to being gentle and working at a dogs pace whether it's sitting with them while they eat or easing them into their kennel. I'm currently a student with classes just twice a week and I work part time remotely, so I have plenty of time to play, walk, and engage with your pets. In my own home, my pets are fed on a schedule, your pets would be fed according to the standards set. Additionally, I keep their spaces clean so if you have a puppy or a senior who can't quite hold their bladder that's something I'm fully prepared for. I also ensure that they get various types of stimulation from walks, to sniff time, to reward based training (if allowed).

“Dominique did a wonderful job! She was the first sitter I hired for my new pet. Her videos and pictures of my little kitten made me feel a lot better about having to leave. I hope to employ Dominique many times in the future, she makes sure our fur babies are safe and loved.”


“Shakira did an awesome job dropping-in on the two girls while we were away. She kept us up-to-date with pictures and let us know when some special needs arose...went above and beyond to take care of them. Highly recommended...we will definitely look forward to booking her again in the future.”


About: I grew up with a rescue dog and have always loved animals. Now I live with 3 cats! 1 yr of professional dog experience :) Im a practicing artist, and I take my work with me on the go wherever I am. Currently I can petsit any day of the week, will asjust schedule as needed. I love meeting the client and their pets ahead of time if possible! I always keep a cool head, and I play the animals music. I know they are anxious being away from their owners and just try to reassure them the best I can! I find lots of playtime helps :)

About: I've owned dogs of all size and ages. I provide many services including walking, feeding, playtime and giving so much love. I can provided nothing but the best care while you're away. I have a flexible and open summer schedule. I am available at anytime of the day to support your furry companion. I can be available to you when you need! I have a fenced yard and secured home and will provided constant supervision of your pet. Your pet will receive the exact care that you outline.

About: The compassion I have for animal's shines bright. All my life I've been surrounded by animals (dogs, cats, etc) I take this passion seriously. I treat pets as if they are my own. To know that your pet is in safe hands is my number one priority. I work from home and have the flexibility to do many things throughout the day. Everything is visible and I am aware of my surroundings. I live in an apartment complex that is pet friendly. The lake is right out front. There are several parks for dogs to run free. I keep a close eye on all animals to ensure they are safe.
Loving pet sitters in your neighborhood
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Cassandra H.

“This was my very first time booking with Rover and Cassandra did a great job. It definitely put my mind at ease having her take care of our dog while we were away. Thank you!!”


Coretta S.Star Sitter

“Second time having Coretta pet sitter. Very satisfied with the quality of care she gave my cat. I feel at ease traveling knowing Coretta is watching my cat. Coretta follows instructions well and leave amazing updates about you pet. Would recommend to anyone looking for a pet sitter”


Luwam Z.Star Sitter

“Thank you!!!”


Laurel M.Star Sitter

“Laurel has been great with our dog! Rufio was super happy and she was very prompt with visits, great to work with on scheduling, and very friendly! Plus got some super cute pics of the pup during her visits :)”




Samantha E.Star Sitter

“Samantha was fantastic - she was extremely responsive when I initially reached out to ask for her availability, set up a meet and greet a few days before I left for my trip, and followed every instruction I gave her to a T. She was on time and sent adorable photos of my pets during her drop-in visits. 10/10 would recommend Samantha for your pet sitting needs!”


Ava M.Star Sitter

“Ava went above and beyond watching my 3-year old golden. She clearly loves dogs and loves her job. Would be happy to book with again.”


Mia L.Star Sitter
“Mia is very good with pets, both cats and dogs. She takes good care of our family dog. She feeds her and takes her for walks, either around the block or at a dog park.”




Beverly B.Star Sitter

“Beverly did a fantastic job taking care of our cat! She was attentive with pictures and messages on each visit. She even double checked with us about the cat's food routine to be sure she was giving him enough. Lovely experience with a lovely person!!!”


Daniela M.

“Daniela is great! She is very responsive and my dogs really enjoy her.”


Jessy M.

“Jessy did a great job taking care of our pets while we were away! Very responsive and caring! Thanks Jessy!”


Bola A.Star Sitter

“Bola’s wonderful! We’re glad to have her support with our dogs.”


Moria S.Star Sitter

“Moria is an amazing person and an even better cat sitter! My boys were so happy with them and I’m grateful for their service!”


Sinmisola K.

“Sinmisola was super responsive and sent photos and/or videos nearly every day I was out of town. I got a daily update too, which was really appreciated. I would definitely book Sinmisola again!”


Jennifer D.
“I’ve known Jennifer for nearly thirty years. She has always had pets since I’ve known her, and she has always been a loving caregiver to them. I would absolutely recommend her as a responsible caretaker for your pets.”


Veerali R.
About: I myself have four pets, one being a senior dog so there's plenty of experience there. She came as a rescue so I'm used to being gentle and working at a dogs pace whether it's sitting with them while they eat or easing them into their kennel. I'm currently a student with classes just twice a week and I work part time remotely, so I have plenty of time to play, walk, and engage with your pets. In my own home, my pets are fed on a schedule, your pets would be fed according to the standards set. Additionally, I keep their spaces clean so if you have a puppy or a senior who can't quite hold their bladder that's something I'm fully prepared for. I also ensure that they get various types of stimulation from walks, to sniff time, to reward based training (if allowed).


Dominique F.

“Dominique did a wonderful job! She was the first sitter I hired for my new pet. Her videos and pictures of my little kitten made me feel a lot better about having to leave. I hope to employ Dominique many times in the future, she makes sure our fur babies are safe and loved.”


Shakira C.


“Shakira did an awesome job dropping-in on the two girls while we were away. She kept us up-to-date with pictures and let us know when some special needs arose...went above and beyond to take care of them. Highly recommended...we will definitely look forward to booking her again in the future.”


Sol S.
“Sol was truly so wonderful with our dog, Pony, and came through for us in a big way with a last-minute request (for *four* days of sitting!) Also I think it's worth noting that when we returned, Pony was noticeably better behaved on his leash for walks. Pony's pretty big (85 lbs!) and can be rambunctious, but it was so clear from the get-go that Sol had everything totally under control. He came to us highly recommended by another dog/house sitter we love, and now that we've been able to work together, I would recommend him to anyone!”


Ivory G.
“Ivory took amazing care of my rottie baby. I love her attention to the note I left and the many pictures that she provided while we were away. I will be booking again soon. Thanks again, Ivory and Mellow missing you!”


Cofy W.
“I have trusted Cofy with my cockapoo named "Chai" on multiple occasions and it's safe to say Chai is obsessed with her. She is always someone I can depend on to watch Chai and trust her to take good care of her.”
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 South Shore.
Rover makes it easy to find South Shore 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.
