Pet Sitting & Drop Ins In Near South Side 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 Near South Side pet sitters

“Lin was a great petsitter! She was very communicative and went above and beyond sweeping/cleaning up, playing with our cat, and making sure the litter box was working properly. Definitely would recommend!”


“Anthony was great with Bella! He was responsive, sent photos, and always kept me updated with everything. I highly recommend booking with Anthony, I know I will in the future.”


“Great sitter! Molly was very patient and flexible when things went awry at my apartment complex. She took good care of my cats and my apartment while I was gone and I would book her again!”


“Nila was wonderful! We had a last minute event come up and needed someone to hang out with our anxious pup, feed him dinner, and take him for a walk. Nila responded super fast and set up a meet-and-greet. She took note of all my random instructions and our fur baby's quirks to ensure he would be comfortable and she came prepared. I really appreciated the regular check-ins with photos to put my mind at ease. We will definitely reach out to Nila again and I highly recommend her!”



“Wonderful as always! Love having Jason tag in and visit the pups when I know I’ll be gone for an extra long day! He’s such a pro that I don’t have a single concern about how it goes, I know they’re in great hands!”


“My pup always is sad to leave Jason! She loves when he walks, sits, plays, etc with her! If you need someone to trust with your dog, Jason is the guy!”


“I have booked with Eunice multiple times now (some very last minute bookings) and she always does a great job checking in and taking care of my Doberman. Eunice always makes sure my energetic dog gets enough attention and exercise throughout the visit.”


“Nikki is a wonderful, kind, and dedicated petsitter. I was out of town for Thanksgiving Break and she watched my cat Sabine for 6 days. She checked in daily with me and made sure the heat was working properly when the temperature dropped in Chicago so that Sabine would be comfortable and safe. She goes above and beyond for pets in her care and I so appreciate it. I'd recommend her to anyone in need of an amazing petsitter!”


“Julian did a great job watching Potter! I can tell he’s a cat whisperer by the pictures he sent of Potter looking relaxed and agreeing to be pet! I would recommend Julian to anyone that is nervous about leaving their pet home alone during a trip! A++”


“Sofia was extremely attentive and communicative, would 100% book her again!”


About: I raised 3 dogs in my life. Small/medium/ large breed. And I have a cat that knows how to open the cabinets. However, only the small breed is living with me now because the other two are watching me from the Sky and the cat is living in Texas. I work fully remote and I walk with my dog 4 times a day. I commit myself to the dog park every day and love to find ways play with them. For example, I usually hide treats at my place and let my little guy do the search work. He loves it and I hope yours would like it as well. I crate my dog only when I am not around, so the dog can run around and play with each other basic whole day. I brush their hair often.

“Pazley was very reliable and trustworthy! She sent thorough updates about her visits with my cat and took great care of him. Will absolutely be using her as a rover again!”


About: I have taken care of my dogd for 12 years and dog walker for 3 years in the western suburbs. I have a versatile experience of feeding, bathing, walking, and pet sitting. I am available anytime with at least an hour notice. Monday through Sunday 900 am to 1000 pm. Just message me through the app. Text. I stay alert during all walks and pet sitting. I make sure all pets are happy with treats/food, full walk time, cuddles, and of course play time! I make sure that that all pets and their owners feel safe and trust me with their pets.

About: I grew up with 3 cats and currently have one now! I previously worked at an animal shelter so I have been trained with various behaviors, sizing, and care for cats and dogs. I also volunteer with PAWS Chicago with their cats and dogs! My dog, Rusty, is an 80lb yellow lab, and I know how to crate train, and use puzzle/slow feeders when necessary. I am also comfortable using a harness and a martingale collar. PAIGEB30610, https://www.rover.com/sit/paigeb30610 I currently work full time, but I am still able to provide walks and drop in visits for your furry friends! I also keep my rover calendar regularly updated. My current cat has plenty of scratch posts, toys, and perches. I also take her for walks in a stroller and occasionally a backpack. I have a spider plant for her to chew on alongside cat grass, and I make my catnip from the farmer's market. My cat is current on all her vaccinations, has a 3-year rabies vaccine, is FELV/FIV negative, and is spayed. My dog gets 4-5 long (15-20 minutes) walks every day, and I provide kong toys, puzzle/slow feeders, and lick mats. I have reliable transportation and a dog seat cover to ensure your pet's safety in the back seat. I am extremely good at reading an animal's body language and know not to force any interactions. I am extremely responsible, trustworthy, and will send you daily updates of your four-legged friend! I will devote my entire attention to your pet making sure they receive lots of pets and treats.

“Maritza was awesome! She helped us out on short notice with a dropin visit, was super responsive, right on time, and just generally fantastic. Highly recommend!”


About: Karen Pryor Certified Trainer with 12 years experience & Only using Positive Reinforcement. Reliable, Attentive & Experienced with Love and Care for All Ages of Dogs & Cats. Also available to address any particular training challenges. Flexible, Reliable, Dependable and Willing to accommodate YOUR busy Schedule. With ONE day notice, I can reply to your request and your Pet's Needs with a Smile. I will focus my Complete attention on your pet and give a daily text Message & Photo about your Pet's Visit. Serious Consideration to Pet Safety & Happiness.

“David very clearly LOVES animals. He spent the time to make sure our cats were well loved and cared for and even went out of his way (literally) to make it out to our place over the holiday weekend. I would recommend David for any services you may need!”



“Demin was great with our cat on a few drop in visits while we were away. Followed instructions to a tee, sent lots of photos/ videos to provide real-time updates, and was very responsive. Would recommend!”


About: I've taken care of dogs since I was in middle school. My family dog is 17 years old now so I also have experience working with senior dogs. I live in a great neighborhood with many dog parks and my apartment complex has a dog run behind it. I have also trained and foster puppies before so I am familiar with positive behavioral reinforcement and do not believe in punishing dogs. I have worked in mental health for over 10 years as a therapist so I also have an amble amount of patience. Mondays and Fridays I work remotely so I am available for mid-day potty breaks on top of offering afternoon/evening/overnight care. I also have some flexibility to work remotely other days as well. My typical schedule is as below: Mondays: Available any time (working remotely) Tuesdays: Available after 5 pm Wednesdays: Available after 5 pm Thursdays: Available after 7 pm Fridays: Available any time (working remotely) Saturdays: Available anytime Sundays: Available anytime Do you have specific time requests, let's chat and find a way to work together! I do not have any dogs in my apartment but there are many friendly dogs in the neighborhood I've observed. I love dogs and always take my job of dog sitting seriously. Dogs deserve to be taken care of the right way! I know safe places to go for walks in my neighborhood, I am very vigilant to not let dogs put anything harmful in their mouths, and I ensure my apartment is very dog safe.
Loving pet sitters in your neighborhood
Search Results


1. Lin L.

“Lin was a great petsitter! She was very communicative and went above and beyond sweeping/cleaning up, playing with our cat, and making sure the litter box was working properly. Definitely would recommend!”


2. Anthony M.

“Anthony was great with Bella! He was responsive, sent photos, and always kept me updated with everything. I highly recommend booking with Anthony, I know I will in the future.”


3. molly m.

“Great sitter! Molly was very patient and flexible when things went awry at my apartment complex. She took good care of my cats and my apartment while I was gone and I would book her again!”


4. Nilanjana R.


“Nila was wonderful! We had a last minute event come up and needed someone to hang out with our anxious pup, feed him dinner, and take him for a walk. Nila responded super fast and set up a meet-and-greet. She took note of all my random instructions and our fur baby's quirks to ensure he would be comfortable and she came prepared. I really appreciated the regular check-ins with photos to put my mind at ease. We will definitely reach out to Nila again and I highly recommend her!”




5. Jason C.

“Wonderful as always! Love having Jason tag in and visit the pups when I know I’ll be gone for an extra long day! He’s such a pro that I don’t have a single concern about how it goes, I know they’re in great hands!”


6. Jason C.


“My pup always is sad to leave Jason! She loves when he walks, sits, plays, etc with her! If you need someone to trust with your dog, Jason is the guy!”


7. Eunice Y.

“I have booked with Eunice multiple times now (some very last minute bookings) and she always does a great job checking in and taking care of my Doberman. Eunice always makes sure my energetic dog gets enough attention and exercise throughout the visit.”


8. Niunte H.

“Nikki is a wonderful, kind, and dedicated petsitter. I was out of town for Thanksgiving Break and she watched my cat Sabine for 6 days. She checked in daily with me and made sure the heat was working properly when the temperature dropped in Chicago so that Sabine would be comfortable and safe. She goes above and beyond for pets in her care and I so appreciate it. I'd recommend her to anyone in need of an amazing petsitter!”


9. Julian K.

“Julian did a great job watching Potter! I can tell he’s a cat whisperer by the pictures he sent of Potter looking relaxed and agreeing to be pet! I would recommend Julian to anyone that is nervous about leaving their pet home alone during a trip! A++”


10. Sofia H.

“Sofia was extremely attentive and communicative, would 100% book her again!”


11. Yixuan L.
“Yixuan loves pets and treats them with great kindness. He is very patient with his own dog, ensuring he is well-cared for and loved. For example, before taking his dog out for a walk on hot days, he always check the ground with his hand to ensure the temperature is not too hot for dog’s paws. I believe he will treat every pet as his own, providing the best care and affections.”


12. Pazley J.

“Pazley was very reliable and trustworthy! She sent thorough updates about her visits with my cat and took great care of him. Will absolutely be using her as a rover again!”


13. Tylisha J.
“Tylisha is a reliable, thoughtful and professional person. Finding someone who is trustworthy and responsible is not easy. Ty is both of those and more. She shows up on time and takes the job seriously. She loves dogs and dogs love her. I am grateful to have found her.”


14. Paige B.
“Paige is amazing at taking care of my rusty (85lb 7 year old yellow lab that acts like a puppy) My dog can be quite the hassle with not knowing personal space and wanting attention. Paige knows how to handle him. Paige takes rusty on walks and gives him lots of attention which rusty needs. When Paige watches rusty over night they stay at my place. When I get home it is like how I left it if not better. I definitely recommend Paige for watching or walking your dog!!!”


15. Maritza V.

“Maritza was awesome! She helped us out on short notice with a dropin visit, was super responsive, right on time, and just generally fantastic. Highly recommend!”


16. Judy L.
“Judy is an incredible trainer. She trained my two dogs. They were a pleasure to have after her training. I highly recommend her. She addressed every problem with professionalism”


17. David K.

“David very clearly LOVES animals. He spent the time to make sure our cats were well loved and cared for and even went out of his way (literally) to make it out to our place over the holiday weekend. I would recommend David for any services you may need!”




18. DEMIN Z.


“Demin was great with our cat on a few drop in visits while we were away. Followed instructions to a tee, sent lots of photos/ videos to provide real-time updates, and was very responsive. Would recommend!”


19. Kirstin B.
“I have had the honor of having Kirstin as a dog sitter for the last two years. She provided care for my 16 year old little man Cody during the last months of his life. She currently provides care for my sassy little resuce pup, Harley, who is reactive and has separation anxiety. She also sitted for me when I had each of my foster dogs. She is kind, patient, flexible and able to give each dog what they need. I trust her implicitly with my dog and in my home. I would recommend her 100 times over. <3”


20. Kseniia C.

“Kseniia took great care of my kitties while I was away. She came over to meet them beforehand and sent pictures for every visit. Highly recommend!”
Over 267 pet parents in Near South Side have booked pet sitting
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 Near South Side.
Rover makes it easy to find Near South Side 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.
