House Sitting South Side
Find a loving house sitter to watch over your pets and your home.

Over 69 pet parents in South Side have booked house sitting
South Side, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I cannot say enough positive things about Caleb! He did an amazing job making my two kitties feel comfortable and always kept in communication with us while we were traveling. I would highly recommend Caleb as a wonderful pet sitter, especially for anyone with a shy kitty. Thank you so much, Caleb!”

About: I have been taking care of pets all sizes and ages for over 6 years both in and out of the home. I make it my personal mission to love and care for your babies so you’re able to be away knowing they’re being cared for just the same. I am currently in school and working part time which gives me my evenings and weekends free to take care of your pets. I have my own fur babies at home and one of my own so finding time to take care of others pets when they need it not only benefits you, but also me! I have experience with all types of animals and their routines. I am experienced on crate and litter training, active or non active. I am able to keep up and adapt to any animals needs and create the best routine and environment for them.
“Stephanie was a wonderful sitter - she was quick to reply to us, even for a last-minute request, and provided us with frequent text/photo updates just how we like it. We came home to a clean apartment and a happy pup. We’d love to have her take care of our dog again!”

“Elizabeth came highly recommended by another superb housesitter, and she lived up to every expectation. She sent regular check-ins, with photos of our pets showing them calm and content; and we returned to a house in fine order. Thanks, Beth!”

About: I’ve taken care of dogs since I can remember. I know dogs require extra attention and I can’t wait to be your best friend’s best friend! I work a basic 9 to 5 as a graphic designer so I have all the evenings and weekends to spend with your fur babies. Bringing g someone into your home can be stressful. I will always respect your spaces and your animals. I’m happy to work around any special requests you or your fur babies may have.
About: My family has had dogs in the home since before I was born. While I don't know if I can commit to a furry friend of my own quite yet living in an apartment, I look forward to caring for yours! I work in office five days a week but have flexibility in my schedule to take long lunch breaks or finish my day remotely. I like to go to the Metro Parks for hikes on the weekend. There are grassy areas around my apartment complex and a dog run. For social or active dogs, I am happy to walk them in Goodale Park.

“Montgomery was very well taken care of even with him being a dog that is up most of the night. Angela helped him when he fell and needed to get picked up. She made the experience very easy for me.”
“Excellent!!! Brittany watched our two German Shepherd in our home, both are over 100lbs and one is becoming a bit elderly. Britany was prompt and followed all our listed care needs to the letter. While we have used Rover for years, Brittany is one of the few we have found that truly loves animals, and give real love and attention to your pets. The house remained spotless and Brittany clearly took extra steps before she left. In addition, Brittany checked in with us before leaving for to make sure our flights were on time an no extension was needed. Thanks Brittany for taking great care of our very hairy children!”

“Camryn provided exceptional all-day dog sitting for my 25 lb dog, Maverick. During his second stay with her, Maverick immediately recognized Camryn and showered her with kisses. Her home is dog-friendly and equipped with everything needed for a safe and enjoyable stay. Camryn's understanding of dog behavior was impressive. She anticipated Maverick's needs, providing the right amount of exercise, mental stimulation, and downtime. Regular updates and photos reassured me that Maverick was having a fantastic time under her attentive care. Maverick was content and relaxed when I picked him up, a clear sign of the bond formed with Camryn. I highly recommend her reliable and loving dog sitting services. Camryn is the perfect choice for a fulfilling day of attention and fun for your furry friend!”

“Jules was amazing with our two boxers, Rocky and Tyson. She was extremely attentive, sent us photos and kept us updated throughout the entire stay. The experience made us feel at ease knowing our home and babies were taken care of and in good hands. Will definitely be using Jules again!”


“Lauren was great. She watched my kitty in my home for a few days on late notice. I got home to a clean house and a happy cat. She even dropped my fob by my place the next day, which was really sweet. I will definitely use Lauren again in the future.”

About: Since I was 9, I have been the trusted neighborhood dog walker and sitter, because of my deep understanding and love for the individual animal. I meet the pet where they are. Owners say I have a calming presence for their anxious pets, or fun, outdoorsy, playful energy for the more high energy pet. I see the animal for who they are. I work as a substitute teacher so I can pick my schedules, and work around any kind of pet-sitting task. The animals come first, so I will plan my schedule around them. I am big on dog safety, so that means for me, making sure the fence is locked and shut, and no dangerous obstacles (food, fallen unsafe debris) in the yard. House stays locked when I am not in it, even when it is a walk around the block. I keep clients homes clean as well, making sure there is not mess from their pet, as well as myself.
“Kam was such a blessing to us! She was caring and attentive and affectionate to my furry friends and went above and beyond for everyone even when she didn't have to. She booked with us last minute and put up with so many directions and last minute changes and surprises. I can't say enough about her. Thank you so much Kam. 🙏🙏🙏❤️”
“I would highly recommend Alyssa! She sent us lots of updates and made sure our energetic pup got lots of exercise. She also left our home very clean. Would love to book with her again in the future!”

“Karson was great! She kept me updated the whole time and sent lots of pictures, which made me feel so much better being away from my dogs. Everything was taken care of when I got home, and she even took the trash out before she left, which was so thoughtful. I’d definitely book with her again!”

The median cost per night for house sitting in South Side is $50
Pet parents share their Rover experiences - South Side
Victoria was great with Scout! She kept us updated, communicated well, and sent pictures while we were away, which we really appreciated. It was nice knowing Scout was being well cared for and in good hands. We’d definitely recommend Victoria to anyone looking for a reliable and caring pet sitter!
This was our first time leaving our dog with someone and Ashley was great. She made Roxie feel so comfortable and loved while we were out of town. She sent pictures and updates as requested and was a great house guest as well! Would definitely rebook with her in the future!

Caleb was amazing with my anxious dog. He's the perfect balance of chill and attentive. I really appreciated the detail and frequency of his updates and was able to fully enjoy my trip in between knowing Wilbur was in good hands. There was a leak under my kitchen sink and Caleb not only went above and beyond to clean up but even diagnosed the issue for me. My house was spotless when I got back. 10/10 experience with Caleb.

Jennifer was great, very communicative and was able to squeeze us in relatively last minute. She came for a visit and was both professional and easy to talk with. Throughout her time she gave us regular updates on our two cats that helps keep us present on our trip. We would definitely recommend her!

Karson was great! She kept me updated the whole time and sent lots of pictures, which made me feel so much better being away from my dogs. Everything was taken care of when I got home, and she even took the trash out before she left, which was so thoughtful. I’d definitely book with her again!

Christine was amazing! She watched our dog and house while we were on the other side of the country, and provided us with plenty of pictures and updates so we knew everything was going smoothly with our pup. She was always quick to reply and left our house in immaculate condition. Thanks again, Christine! We would definitely have her back.

We couldn’t have asked for a better sitter for our senior dog! He took such great care of her and gave us complete peace of mind while we were away. He was punctual, attentive, and incredibly communicative, keeping us updated throughout our trip so we always knew how she was doing. It’s not always easy leaving a senior dog, but his patience, reliability, and genuine care made the whole experience so much easier. We came home to a happy, well cared for pup, and we would absolutely trust him with her again. Highly recommend!

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.
How to book house sitting

1. Search
Browse profiles of sitters near you who offer house sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.















