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

Over 345 pet parents in Near South Side have booked house sitting
Near 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.

“Sam did an amazing job watching my dog Josie. Josie is blind and requires help getting around and she can be a little stubborn. Sam was very patient with her and made sure she was very well taken care of. I will definitely book Sam again in the future.”
“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!”


“We recently had to travel without our dog and were nervous to board her somewhere due to the anxiety it would cause her. We were so happy to find Pablo on the Rover app! He was able to be in our home with our doggo and provide her attention, cuddles and exercise, instead of just feeding. When we returned we were so happy to see a relaxed and happy girl. It was a nice experience I would definitely book with him again, in the future!”

“Kieanji was an amazing sitter! She was communicative, responsive and attentive. My cat was quite glad to have her company. I felt assured that Kieanji had it all covered so that I could relax and enjoy my time away. Kieanji upheld my pet’s needs and routine. Kieanji also took the time and care to clean my home and restore order so that I arrived home to a clean house. Such a nice touch! Thank you Kieanji! Would absolutely recommend!”

“Anastasiia is a wonderful dog sitter! This was our first time leaving Ruth with someone we didn’t know personally. She put us at ease from the second we met her. She sent us lots of pictures and updates about Ruth and left the house spotless. Ruth was very well cared for. Actually, I think Ruth loved Anastasiia so much she’d probably trade us in for her.”
“Suzanne did an excellent job taking care of our pup Lucy! She had great communication throughout the weekend and we came home to our house exactly how we left it! I would highly recommend her for any service!”

“Nadine house sat our 7-year-old pup during a five-day trip and took great care of her! She is great and very affectionate with dogs; my sheepadoodle instantly warmed up to her during our meet and greet. She was very communicative and sent many updates and lovely photos, which really put us at ease while away. I would definitely recommend Nadine!”

“Faith showed up for every drop in and took my babies for walks. She kept an extra close eye on Neville because he’d just had a tooth extracted and was on a soft diet with pain meds. Faith patiently soaked his kibble and proportioned his wet food to go with it and I’m so grateful for that. She was great with my fur children.”

“Elizabeth was SO amazing!! I am so picky about who I choose to have watch my dogs since they’re like my babies, and she gave me so much peace of mind. She was super responsive, updated me lots throughout the day, and sent me a ton of pictures and videos! I would highly, highly recommend Elizabeth and I will absolutely be booking her again in the future!”

“We trusted Ann-Marie to care for our toy fox terrier Loki in our house for over a week. She did a wonderful job! When we got home, it was clear that Loki adores her—he was happy, relaxed, and sad to see her go. Ann-Marie adjusted perfectly to Loki’s schedule and sent us photos while we were away. She even took him on walks to new places that he loved. Most of all, Ann-Marie was a calm, reliable and trustworthy presence in Loki’s life for an extended period of time. We are extremely grateful. Thank you so much!!!”


“Jorie was an amazing sitter !! I received detailed updates every day while I was gone and she did a fantastic job following my senior dogs medicine and feeding routine. I will definitely be booking again 😊”

“Connie was wonderful! She was very upfront and communicative leading up to our booking which made us feel more and more comfortable as we got closer to our trip. She sent us the perfect amount of updates and our dog Ralph, who is your classic dramatic and clingy dachshund, warmed up to her very quickly. She kept our place very clean and would be happy to book her again/recommend her to our community!”

“Angela was amazing with George and was able to help us out when we came to town for the night. She’s extremely knowledgeable, kind and timely. Can’t recommend her enough!”
“Jessica was so communicative, clean and kind!! She has a calm energy that our golden retriever was drawn to immediately. We received lots of updates and pictures while we were away and came home to a very clean apartment. Our dog seemed very satisfied with all the walks and playtime which he needed. Definitely recommend! 😊”

“Erin is amazing! While we were vacationing in Chicago she came to our hotel room to watch our 2 Wheaties. Erin was punctual, professional, friendly, and wonderful with our dogs. She even sent us pics and kept us updated on the dogs’ status. The situation was not ideal in a hotel room but Erin was completely understanding and accommodating. ABSOLUTELY RECOMMEND!!!”

“Emily agreed to pet sit my two cats at my apartment with such short notice and over a holiday. She was beyond respectful and on top of things. She sent pictures and videos of my cats throughout my trip and made me feel totally fine leaving them with her. I was nervous to leave my cats over thanksgiving break and had never done rover before. I kept telling my parents how amazing I felt with Emily there! I will totally be calling her again.”

The median cost per night for house sitting in Near South Side is $50
Pet parents share their Rover experiences - Near South Side
Amberlynn was amazing at taking care of our dogs! From the moment we met her to the moment she left, she was very professional, and you can truly tell how much she loves animals. It’s no surprise she has so many great reviews. We would absolutely recommend her!

Elizabeth is very communicative, reliable and responsive! She made herself available to come for a quick paid meet and greet before the weekend so us and our dog could meet her before we left which made us much more comfortable. Elizabeth sent photo updates each day and made sure we knew they were doing well. We knew our home and dog were well taken care of when we returned! We will definitely rebook Elizabeth in the future and would recommend her to our friends and family.

Bella is GREAT! Socks absolutely loves her and she kept us updated with lots of photos while we were away for just a little over a week, and she took such great care of her. Bella was also really respectful of our home and left everything super clean and tidy. Just an all-around lovely person and we’d happily have her look after Socks again! Thank you!!

Nichole took such good care of our dog Darwin while we were on vacation for a week! It was so evident how much she genuinely cared about him, and it put us at ease knowing he was in such attentive hands. She sent frequent updates and pictures, and was very responsive and communicative anytime we checked in. And when our dog unexpectedly got a bit sick, Nichole handled it calmly, and went above and beyond for him. She also was a great apartment guest and left it extremely clean and tidy!

Qiuyu was so great with our needy and energetic cat! We loved getting lots of pictures, and she was super responsive, it made us feel really reassured that our cat was being loved and cared for. We’d love to have Qiuyu come look after Diesel again the next time we’re away.

So appreciative of Suki and how she cared for my two pups and my home! They both got sick right as I left with stomach issues and Suki was so gracious about the extra work that ended up being required and went above and beyond with caring for the house and updating me on their condition Would book everytime if she was always available!

McKaylee was amazing with Otto! We just moved, so he's still getting used to our new apartment, and she was incredibly patient with him. She took such great care of him and we could tell he was in good hands. We'll definitely be booking her again and we're super grateful for everything she did!

This was our very first experience having an overnight pet sitter, and naturally, my husband and I were a little nervous about leaving our cats and our home in someone else’s care. Looking back, booking Christina D. was truly one of the best decisions we could have made. From our very first communication, Christina made us feel comfortable and confident. She is incredibly reliable, extremely friendly, easy to reach, and an excellent communicator. After speaking with her and then meeting her in person, we immediately felt that she was someone we could trust. She has such a wonderful way with animals, and it was obvious that their comfort and well-being were genuinely important to her. What impressed us just as much was Christina’s professionalism and attention to detail. She followed all of my instructions to a T, which was especially important to me because our cats have their own routines and schedules. I never had to wonder whether something had been forgotten or overlooked. Christina paid attention to every detail and respected exactly how we wanted our cats cared for. Her customer service is absolutely impeccable. She is attentive, responsible, considerate, and very clean and respectful of our home. Having someone stay overnight in your home requires a completely different level of trust, and Christina exceeded our expectations in every way. Most importantly, she gave us something that is priceless when traveling: peace of mind. For the first time, we were able to truly relax and enjoy our trip without worrying about rushing home, disrupting our cats’ routine, or constantly thinking about whether they were comfortable and being properly cared for. They were able to remain in their own home, follow their normal schedule, and receive the attention and companionship they needed. In fact, our experience was so positive that we have already booked Christina for our next trip! Knowing that we have someone this dependable to care for our cats has completely changed the way we feel about traveling. Instead of feeling stressed or guilty about leaving, my husband and I can now look forward to our trips and enjoy ourselves to the fullest, knowing that our cats and our home are in excellent hands. We could not be happier with Christina and would recommend her wholeheartedly to anyone looking for a trustworthy, caring, professional, and truly exceptional overnight pet sitter. We feel incredibly fortunate to have found her!

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.
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