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

Over 265 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 always know that Asher will be SO well cared for by Mackenzie. It’s such a relief when I am out of town to know that my girl is in good hands! Thanks, again, Mackenzie!!!”

“Toni is amazing! Excellent with communication and you can tell she’s an animal person right away! Kala warmed up to her very quickly and she sent us pictures and updates from the time she got to our home to when she left. Our home was left in excellent condition and every instruction followed perfectly. We will definitely use her in the future and Kala has a new best friend ☺️”

“Andrea is a wonderful dog sitter. She takes great care of my older poodle and sends lots of pictures when I am away. The staff in my building all love her. She is respectful and always asks questions if she is uncertain of anything.”

“Nicole was an excellent dog sitter for my two pups. She arrived on time, communicated well, and provided my pups with the love and care they needed while I was away.”

“Highly recommend Cassandra! We were out of the country and had no worries at all! She took great care of our babies with regular updates & photos, made our hearts so happy to be so at peace knowing they were well loved while we were away! Great with communication and making arrangements, this was our first time using this app& it was just so easy and care free! They are our babies so it means the world to us to know that they were in the best care while we were gone :)”

“Adrianna was so helpful and a lifesaver! She is clearly an animal lover and it put my mind at ease leaving my puppy for the first time. She provided lots of updates and photos, and my puppy loved her! She went above and beyond 👍”

“Jessica was excellent! Her communication was superb, she followed all the instructions I gave her, but most of all she kind and loving to my dog! I would highly recommend her and we will definitely have her back again to sit! Thank you Jessica!!”

About: For the past five years, I’ve had the joy of caring for pets right here in our neighborhood, building a reputation as a reliable and loving sitter. Because I also have extensive experience as a neighborhood babysitter, safety, scheduling, and giving undivided attention are second nature to me. Whether it's keeping a high-energy pup entertained or making sure a shy cat feels safe, I treat every animal with the same patience and care I bring to childcare. As a proud pet mom myself to my dog, Indigo, and my two cats, I completely understand how important a routine is. I know firsthand that dogs and cats have very different personalities and needs, and I'm fully equipped to handle both! From structured walks and playtime to feeding schedules and cozy cuddle sessions, your furry family members will be in safe, experienced, and loving hands while you're away. Because I work part-time, my routine is structured directly around my shifts. I always coordinate my exact visit times with you in advance so you know exactly when to expect me! As an experienced cat mom of two felines and a long-time neighborhood babysitter, I know that every cat has a totally unique personality. Whether your kitty is a social butterfly who craves attention or a shy hider who needs their space, I tailor my visits entirely to their comfort level. During every visit, you can expect: Reliable Routines: I strictly follow your feeding schedules, fresh water refills, and specific treats or medication routines. Spotless Litter Boxes: Cleanliness is a top priority for me—I keep the litter area tidy and scooped during every visit. Playtime & Cuddles: For playful kitties, I’ll bring out the laser pointers, wand toys, and catnip. For calmer cats, I'm happy to provide gentle chin scratches or quiet companionship. Great Communication & Updates: You’ll get detailed updates and plenty of cute photo check-ins so you never have to wonder how your furry friend is doing. Safety First: My 5 years of experience looking after neighborhood pets and children means I am incredibly vigilant about closed doors, secure locks, and a safe environment. I treat your home with total respect and your cats like they are my own family!
“Yolenny was absolutely terrific as our dog sitter while we vacationed in Palm Beach. She loves dogs, treats them the way we do with kindness and conversation. She is punctual, resourceful, goes out of her way for you. She is a delightful person who quickly becomes a friend. We felt completely at ease leaving our two Barbet with her. We recommend Yolenny without reservation. We will definitely ask her to sit against if we are in Palm Beach.”

“Kathleen was amazing. Highly recommend her. Very professional and treated Charlie as if ihe was her own dog. Very knowledgeable and made sure she understood my needs and Charlie’s. She’s the best!”

“Andres was very nice a took great care of all 3 of our dogs. Gave us picture updates the whole time and they were very happy with him. Even our new rescue who is scared of men loved Andres and that says a lot.”

“Gesar and Romy are fan-freaking-tastic! I would give them 10 stars instead of 5 if I could. I will recommend them to everyone I know and they come with my highest level of recommendation. We have a sick 15 year lab, and a very playful 2 year old hound, that we were very nervous to leave for several days as our lab requires so much care of late, and our hound has tons of energy. Gesar and Romy to the rescue! They stayed at our house and took excellent care of each pup fulfilling each one’s individual needs. All the while sending updates and adorable pictures of walks and nap time. Our home was in great shape when we returned. They are just amazing people. I can’t thank them enough. The only problem is that I think our pups like them better than us now. ;)”

About: If you’re looking for a trusted pet sitter, you’re in the right place. I’ll make sure your furry family member is safe, loved, and treated like one of my own while you’re away. I have a flexible schedule and can help with drop in visits, house sitting, boarding whatever works best for you. I’ve been around animals my whole life , from energetic puppies to moody cats and even the occasional rescue with quirks (I get it, we all have them). I know how nerve-wracking it can be to leave your pet behind, so I show up the way I’d want someone to for mine: reliable, calm, and with lots of love to give. Whether your dog needs long walks, your cat needs space (but still wants to be admired), or your pet just needs someone to hang out and keep their routine steady, I’m here for it. Let me know what your little buddy needs, and I’ll take care of the rest , updates, belly rubs, and all. 🐾 I work a 4-day week, so I have plenty of time and flexibility for pet care, especially on my days off. I’m available for morning, afternoon, or evening visits depending on the day, and I’m happy to work with your schedule to make sure your pet gets the attention they need. I take the time to get to know each pet’s unique personality and needs whether that’s sticking to a familiar routine, giving them space, or just offering lots of love and attention. I’m always happy to follow detailed instructions, give updates, and communicate so you feel fully at ease while you’re away. Your pet’s well being means everything to me, and I’m committed to earning your trust every step of the way.
About: I have been the go-to sitter for friends and family for over ten years and recently started taking clients through TrustedHousesitters. I have experience caring for both cats and dogs of varying temperaments and can accommodate a range of special needs, from senior pets to administering medication. I'm comfortable managing feeding schedules, walks, playtime, and keeping homes clean, tidy, and secure while owners are away. I'm calm, respectful, and attentive, and I love to keep pets happy, comfortable, and settled in their usual routines while their owners are traveling. Pet care fits easily into my schedule - I work part time, so I have plenty of flexibility for walks, feeding, playtime, and anything else they need. In the client’s home, I’m respectful and committed to keeping things clean, secure, and just as they left them, so pets stay safe and comfortable.
“Kathryn stayed at our home for 12 days taking care of our three chihuahuas. She was incredibly helpful, communicated well (including sending photos and videos of our dogs every day), took great, loving care of our dogs, and left our home clean and ready for us when we returned. We would definitely recommend and we will be requesting Kathryn's help next time we travel!”

About: I have saved and cared for dogs, cats and different pets since my childhood as an assistant to my veterinarian father. I learned kindness and love it’s what they need most ! I am currently working a very unique part time allowing me plenty of time to care for your fur baby in my house or yours! I have a fence back yard in a detached home near a beautiful park for pleasant walkings. I will follow all directions and schedules the owners have for their pets.
About: I have over five years of experience caring for dogs through Rover and for family and friends. I’ve looked after all kinds of pups from playful puppies full of energy to senior dogs who need a little extra patience and comfort. I make sure every dog feels safe, loved, and cared for while their owners are away. Pet care fits easily into my schedule since I work for myself and set my own hours. I’m pretty flexible and always make time for the dogs I watch. Whether it’s walks or playtime, I can adjust my day to make sure each pup gets the attention they need. I make sure every pup feels safe and loved while in my care. I follow each owner’s routine feeding, walks, playtime, and any special instructions so they feel right at home. I give plenty of attention and snuggles, make sure they get gentle exercise, and keep their space comfortable and cozy. My goal is for every pup to feel happy, relaxed, and cared for while you’re away.
“What a greater dog sitter. Our little Timmy was very happy with his care by Maiya. She made an anxious dog feel at ease and comfortable. She was flexible and able to help out when our trip was unexpectedly extended. I would hire her again to take care of our dog. She is a kind, honest, dependable sitter.”

The median cost per night for house sitting in South Side is $60
Pet parents share their Rover experiences - South Side
Camila was absolutely wonderful with our cat, Star. From the moment we connected, she was kind, communicative, and clearly a true animal lover. She took such great care of Star for the day and gave us total peace of mind while we were away. Camila kept us updated, was attentive to Star’s needs, and treated her like her own. It means so much to know your pet is in good hands, and Camila exceeded our expectations. We’re so grateful for her help and wouldn’t hesitate to book her again. Highly recommend! 🐾✨

Toni is one of a kind! Luckily she was available to watch my cat Maggie on a quick out of town overnight stay. She‘s my cat sitter to go! Have used her services before and was so happy to see she was available. As always, the house was impeccable, and all instructions followed..most importantly though my Maggie really likes her. Thanks Toni for being you, I am so glad I found you!

Trisha stayed at our house and took great care of our dog and cat while we were away. She was responsible, friendly, communicative...everything you'd want from a pet sitter! Our pets do not eat kibble and she had no issues feeding them fresh food. No issues with anything else pet care related either. She was respectful of our home. She also was super kind and generous in extending our house sitting agreement when we realized our Rover booking was only until the day before we were returning. Thank you for being so easygoing and responsible, Trisha! Our animals hope to see you again.

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.
Meet local sitters who will treat your pets like family

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