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.
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Top rated Near South Side pet sitters
“Anthony was great! He was very responsive and asked lots of questions to make sure my dog was cared for appropriately. Anthony was already familiar with my building since he cares for other pets there, so I felt comfortable with him in my apartment and throughout the building. He was timely and sent pictures every day. When I arrived back from my trip, my dog was perky and well-fed. :-) I would definitely book again!”
“Sandra was wonderful with my two cats while I was out of town for 3 days. I got plenty of photos and updates and knew that the cats were in great hands! Would definitely recommend!”
“Jason is such a wonderful asset for our family’s lifestyle! The pups love him, he’s flexible, extremely communicative and dependable! There’s a reason he has so many Rover clients, he’s the best!”
“Molly was amazing with our sweet puppy Ozzy! We feel so lucky that she even spent extra time with him! This was our first time leaving him without someone and we are beyond happy with how well Molly took care of him!”
“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.”
“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!”
“Michelle took such wonderful care of my cats! She’s incredibly nice and attentive. She provides excellent visit reports with the cutest pictures to let me see how they were doing which made me feel better about being away.”
“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++”
“Tylisha was honestly incredible to work with, and regularly exceeded our expectations. We had a miscommunication with our building regarding guest access and Tylisha handled it with such kindness and patience. On top of that, she went above and beyond and cleaned up our cat’s messes even though we didn’t want to burden her with extra tasks for her drop in visits. We booked her to check on our cat, but she also gave us comfort as pet owners in handling unexpected situations with patience, understanding, and kindness.”
“Erin did a great job with our cats. She hit all of the scheduled visits and sent pictures each time. The boys filed no complaints upon our return. I would rebook in the future.”
“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!”
“Sofia is amazing! Took great care of my kitty- made sure she ate and drank water and used the bathroom. Very fast reply times and accepted the booking quickly even though my booking was last minute!”
“Thanks so much for taking care of JJ! Demin is super detail and professional, every visit, she shared the status of JJ and always updates me on the litter box , feeder etc. This trip couldn’t come true if no Demin’s help, thanks again!”
“Emily has been fantastic! I feel safe leaving my boys with her. She's reliable, responsible, plays with them and takes great pictures! HIGHLY recommend!”
About: • Lifelong pet owner with hands-on experience caring for dogs of all ages, breeds, and temperaments • Comfortable with feeding schedules, medication administration, and special dietary needs • Experience with crate training, basic commands, and leash manners • Knowledge of dog body language and signs of stress or illness • Confident with high-energy breeds and senior dogs alike • Able to handle multiple pets at once • Regularly walk dogs in safe, dog-friendly neighborhoods and parks • Provide both high-energy walks and relaxed strolls tailored to your dog’s needs • Keep dogs mentally stimulated through sniff walks and playtime • Familiar with using different harnesses, leashes, and walking tools • Keep your pets comfortable in their own home with regular check-ins and companionship • Maintain routines for feeding, potty breaks, and bedtime • Provide updates, photos, and videos so you always know your pet is in good hands • Water plants, bring in mail, and keep your home tidy while you’re away • Comfortable with litter box cleaning, feeding, and playtime • Experience with shy or anxious cats—patient and gentle • Can care for small pets like rabbits, hamsters, or birds I’m available any day and time that works best for you—except Sunday mornings. On Sundays, I’m free after 3:00 PM. Whether you need early morning walks, mid-day drop-ins, or evening snuggles, I’ve got you covered! When caring for pets in my client’s home, I do my best to keep their routine consistent so they feel safe and comfortable. I follow all feeding, walking, and medication instructions carefully, and make sure they get plenty of attention, playtime, and affection. I respect the home, clean up after the pets, and always keep you updated with messages and photos so you have peace of mind. If I’m caring for pets in my own home, I make sure they have a clean, cozy space to relax and feel at home. I provide regular walks, playtime, and cuddle sessions. I also pay close attention to how they’re adjusting to a new environment and take extra care to make them feel calm, loved, and secure. Whether your pet is high-energy or low-key, I adjust to their needs and treat them like family.
About: I have a special place in my heart for senior care, having cared for my friend's paralyzed pup and my own dog had dementia for 2 years, so I understand how hard it is to be put in a situation to have to leave your pet in such crucial years. I've been with dogs of all ages and sizes though and am normally the "go-to" trusted person out of all my friends to care for their pets. I work hybrid - full time 9-5 hours but also have flexibility in my schedule to give care to your pet and attention to their specific needs. In both my home and/or my clients' homes, I want to ensure pets feel safe, and comfortable by creating a calm environment and following their individual routines. I also will want to communicate to you, the client, often as well to make sure wherever you are you can feel comfortable your pet is well cared for.
Loving pet sitters in your neighborhood
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Anthony M.
“Anthony was great! He was very responsive and asked lots of questions to make sure my dog was cared for appropriately. Anthony was already familiar with my building since he cares for other pets there, so I felt comfortable with him in my apartment and throughout the building. He was timely and sent pictures every day. When I arrived back from my trip, my dog was perky and well-fed. :-) I would definitely book again!”
Sandra T.
“Sandra was wonderful with my two cats while I was out of town for 3 days. I got plenty of photos and updates and knew that the cats were in great hands! Would definitely recommend!”
Jason C.Star Sitter
“Jason is such a wonderful asset for our family’s lifestyle! The pups love him, he’s flexible, extremely communicative and dependable! There’s a reason he has so many Rover clients, he’s the best!”
molly m.
“Molly was amazing with our sweet puppy Ozzy! We feel so lucky that she even spent extra time with him! This was our first time leaving him without someone and we are beyond happy with how well Molly took care of him!”
Eunice Y.Star Sitter
“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.”
Nilanjana R.Star Sitter
“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!”
Michelle B.
“Michelle took such wonderful care of my cats! She’s incredibly nice and attentive. She provides excellent visit reports with the cutest pictures to let me see how they were doing which made me feel better about being away.”
Julian K.Star Sitter
“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++”
Paige B.
“Paige was awesome and sent me the cutest photos of tai. I had to book last minute and she was awesome”
Tylisha J.Star Sitter
“Tylisha was honestly incredible to work with, and regularly exceeded our expectations. We had a miscommunication with our building regarding guest access and Tylisha handled it with such kindness and patience. On top of that, she went above and beyond and cleaned up our cat’s messes even though we didn’t want to burden her with extra tasks for her drop in visits. We booked her to check on our cat, but she also gave us comfort as pet owners in handling unexpected situations with patience, understanding, and kindness.”
Erin M.
“Erin did a great job with our cats. She hit all of the scheduled visits and sent pictures each time. The boys filed no complaints upon our return. I would rebook in the future.”
David K.Star Sitter
“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!”
Sofia H.
“Sofia is amazing! Took great care of my kitty- made sure she ate and drank water and used the bathroom. Very fast reply times and accepted the booking quickly even though my booking was last minute!”
DEMIN Z.
“Thanks so much for taking care of JJ! Demin is super detail and professional, every visit, she shared the status of JJ and always updates me on the litter box , feeder etc. This trip couldn’t come true if no Demin’s help, thanks again!”
Emily A.Star Sitter
“Emily has been fantastic! I feel safe leaving my boys with her. She's reliable, responsible, plays with them and takes great pictures! HIGHLY recommend!”
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!”
Grace H.
“Diligent and very on top of it!”
Cheyanne H.
“I can count, and every single time I’ve come home to a happy, well-cared-for pup. They’re patient, responsible, and genuinely love animals. Whether it’s a long walk, overnight stay, or just some playtime, I always know my dog is in the best hands. You won’t find anyone more reliable or loving when it comes to pet care!” — A Grateful Friend & Pet Parent”
Lan P.Star Sitter
“Lan is very friendly and great with all types of dogs. She used to watch my dog, Nunie, many times from 2015 to 2021. She was flexible with drop off and pick up. I recently adopted a new puppy and her interaction with Odin is awesome. I will continue to use her services for the future. Really appreciate all she does for my pets!”
Over 279 pet parents in Near South Side have booked pet sitting
Near South Side pet parents share their Rover experiences
Kyla was amazing with our kitty 🐾💖 Normally she’s super shy with new people, but she warmed up to Kyla so quickly and even asked for pets! The updates and photos were so thoughtful and made me feel totally at ease while I was away. Came home to a happy, relaxed cat. Couldn’t ask for more. Thank you, Kyla! 🌸🐱✨
Lauren has been super easy to work with. She takes amazing care of Luka and is very communicative. He is super happy with her. She had to care for him when he was sick. She did a fantastic job. We were relived and able to work peacefully because we knew that Luka was in safe hands. I highly recommend and would 100% rebook for her.
Samira has taken great care of my two cats twice now - this time for a full 10 days which is longer than I usually like to be away. She is professional, prompt, communicative, and caring. She clearly took time to bond with the pickier of the two boys, and both seemed quite content when I got home. She paid attention to details like realizing the automatic feeder was running out even though I had not planned for that. I will definitely have her back!
Samantha was amazing! So attentive and provided cute photos, updates, and feedback! She also was able to provide oral diabetic medication for my diabetic cat with a syringe which I was so thankful to find someone on Rover to help with. 10/10 recommend Samantha, thank you for taking great care of Thor!!
Dina was the best with my cat Twilight! It was the first time I left Twilight for so long, and Dina understood my nervousness and took careful notes on how to best care for him. She gave him lots of attention and was super communicative every day! I always looked forward to her updates. Twilight also warmed up to her very quickly :)
Nayane is the best cat sitter out of several wonderful cat sitters I’ve worked with. She’s highly communicative, cares about the cats’ wellbeing, and has a good memory for where things are located / don’t need to meet every time I need her help, which is great since I’ve had some last minute travel where meeting would have been challenging. Thank you!
If you need a cat sitter, you simply have to hire Alyssa!! I’ve used multiple people on Rover over the years, but Alyssa really stood out. I went on a longer vacation than I’m used to, and she took amazing care of my two cats. Every day I looked forward to Alyssa’s detailed updates (paired with many photos and video) of how my cats were doing. She went above and beyond with their care!! 10/10 recommend.
Popular requests near you
Select a filter and find qualifying Near South Side 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 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
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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.
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