House Sitting In Near South Side Chicago
Find a loving house sitter to watch over your pets and your home.
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Top rated Near South Side house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Brianna was great! She sent lots of pictures while we were away which was great and definitely eased my anxieties. She was friendly and very communicative. I will definitely be booking with her again next time we are in need of a pet sitter 😄”
“Andrea was amazing with my two spoiled babies. I had just moved, and was nervous about leaving them in new surroundings. Andrea took great care of them and I was so relieved to have her. She stayed in communication with me the whole time with pictures and updates, and when I returned home, they were relaxed and content. I will definitely be requesting Andrea again. Absolutely amazing!”
“For a first time Rover user, I was a bit nervous to have someone stay at my home as well as look after my little buddy. With in the first 5 minutes of speaking with Jade, my nerves were completely gone. She is kind, soft spoken and professional. My condo was perfect when I returned and my boy blue (who struggles with anxiety) was happy and wondering where his new friend went! Thank you, Jade. I will be going with her again!”
“We have used Jessica multiple times including an overnight in our home. She is professional, trustworthy, takes wonderful care of our Coco, and is a great communicator with wonderful updates while we are away.”
“I appreciate that Omar took the time to meet with me beforehand so my dog could get comfortable with him, that actually makes a big difference. He followed all the instructions I provided. My place was left exactly how I left it which shows he respects my space, and that’s always a plus. I’m booking him again soon!”
“Alyssa did an amazing job caring for Bitsy and Benny while our family on spring break. She sent pictures every day and kept us updated on them. You could tell they were very comfortable with her and she was very attentive to their needs. They are not the easiest dogs and she did a fabulous job making sure bitsy got all her medications correctly! We would recommend Alyssa and will definitely book her again!”
“We loved working with Vlad! Goose was so happy and calm when we got back from our week long trip. We missed him so much, but the daily pictures from Vlad helped a lot and were much appreciated. We will definitely work with Vlad again!”
About: I have had dogs around me since I was 10 years old. Come from a very pet friendly family, currently have 3 dogs (Siberian Huskie, Golden Retriever and Rottweiler) back home. Flexible with times, very communicative and an animal lover so I will care for your dog(s) just as much as you would. I just started working remotely so I am very flexible with dates and times, just would need a heads up! What brought me to doing pet care was my passion for dogs and my new found free time since I just started working remotely. I currently live in the South Loop, looking to stay mainly in/around the city for any dog walking/sitting needs. Although I cannot house pets in my apartment building here in Chicago, I am a very active dog owner with my family's dogs in Florida. We have 3, love to play with them in the backyard and take them for long walks by the water so I will treat your dog(s) with the love and attention it deserves.
“Mairead is awesome! She’s very communicative and this is my second time booking with her. She’s very very responsible and takes her job seriously. I’m very grateful to lean on her when I need to be out of town.”
“Nicole was an amazing caretaker for our Cane Corso. It wad the first time we left our pup with anyone else besides her regular sitter and we were at ease the whole time. Nicole stayed in our home and provided video and photo updates throughout the day. Would definitely recommend!”
“Amazing!!! Annie is great with out shy dog and went out above to build trust with our dog. Annie was very good about communicating with us. We will definitely be using Annie as a pet sitter again!”
“Maritza cared amazingly for our dog, Wizard, while staying in our home. She was incredibly respectful of our space, responsive, on time, and generally awesome to work with. We came home to a happy pup. Highly recommend her!”
“Pablo provided exceptional care to our two dogs and home while we were gone for a long trip. He sent multiple updates per day and made sure our two dogs were taken care of and on their usual schedule. I fully trust and recommend Pablo and look forward to being a repeat customer.”
“Emily is a great communicator and checked in consistently with how my pup was doing. He loved all of the walks and snuggling up. She left my home super neat and was super helpful while I was away on a work trip. Will definitely book with her again!”
“Rachelle was great. She responded quickly, and I never felt worried or concerned about my pets safety or well being. I highly recommend using her for your needs.”
“Allison was excellent with our senior border collie! She went above and beyond to give Lucky great care and keep our minds at ease. When our flights were delayed a whole day, she even made accommodations to stay the extra night so that we didn’t have to scramble to find someone else. When we came home, Lucky was the calmest we’ve ever seen her after a trip!”
Near South Side pet parents share their Rover experiences
Elizabeth was wonderful! She took great care of my dog and sent me regular updates with lots of great photos. My dog loved her, and she made me feel so comfortable knowing my dog was in good hands while I was out of town. She also took great care of my apartment while I was gone, and left everything exactly as it was, if not cleaner. I highly recommend her and would definitely use her again!
I have always had good luck on Rover, but Samantha really takes the cake. She is responsible and communicative. I could tell from the videos/pictures she sent, and from the way she interacted with my pup during the meet-and-greet, that she truly engages with dogs. She is the kind of caretaker who allows your dog to be a dog on their terms. My senior rescue pup is not easy, but she was gentle and empathetic. 4/4 paws up! Would absolutely use again.
Sam and Deeya were wonderful cat sitters for our cat, Capri. They were friendly, communicative, and very responsible the entire time we were away. They sent regular updates with photos and videos, and it was clear Capri got more and more comfortable with them as the stay went on. They followed all instructions carefully, asked thoughtful questions when needed, and were happy to help with a few extra things like bringing in packages and mail and changing the feeder filter. What really stood out was how flexible they were when our travel plans changed unexpectedly. They were able to extend their stay on short notice, which was incredibly helpful during a stressful situation. They also left the apartment in great shape — ran the dishwasher, washed towels and sheets, and made sure everything for Capri was fully taken care of before we got home. We came back to a happy cat and a home that felt prepared and cared for. We’re so grateful for their help and would absolutely recommend Sam and Deeya to anyone looking for kind, reliable pet sitters.
Cannot recommend Trina enough! My dog is very shy and takes a minute to warm up, and Trina was so patient with her and by the end they were best pals!! Trina was so communicative throughout her stay, sending me lots of detailed updates and adorable pics of Winnie having the best time. I’ll be definitely using her again and am grateful I found such a great Dogsitter for Winnie 💕
Damaris was terrific taking care of my anxious little dog and got her to warm up to her in no time. Damaris is someone that is attentive to any dogs needs, ensuring they are taken care of, and is sure to shower them with love. Will absolutely book with her again
Ayla is simply the best! She is our go-to sitter because she has always been so wonderful to work with. She takes great care of my quirky pets and is great with communication. She always followed any instructions, and I come home to happy and healthy pets every time. Highly recommend!
Mairead was an absolutely charming pet sitter. She watched our cat Indy for 4 days and listened to all of our instructions for both Indy and our home. We can tell Indy was very happy when we came home. On top of taking care of Indy, Mairead was very respectful of our home and kept everything clean and tidy. She was so very timely and VERY communicative, sending pictures consistently and accommodating for a last minute change to our time. She let us know when she was stepping away for a short time, especially since we were most worried about Indy being left alone. Mairead is great & we would highly recommend her to everyone. We will definitely be booking with her again for our future travels. Thank you Mairead!
How Rover works
1. Search
Read verified reviews and choose a house 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 house and 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 house 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.
House Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.
Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Near South Side.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Near South Side house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
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