House Sitting Near South Side

Find a loving house sitter to watch over your pets and your home.

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Over 396
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.

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Sitter Profile Image: Anastasiia M.
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Anastasiia M.
Star Sitter
from
$75
per night
5.0 out of 5 stars
160 reviews
36 repeat clients
17 years of experience
Near South Side, Chicago, IL, 60616

Anastasiia went above and beyond to make sure my kitty felt comfortable. He requires meds that can’t be given in a pill pocket and decided he wasn't going to come out from hiding. She really took her time getting him to trust her and they were buddies by the end. She was also super communicative and which I appreciated.

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Jeannie Q.
Sitter Profile Image: Emily N.
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Emily N.
Star Sitter
from
$65
per night
5.0 out of 5 stars
229 reviews
64 repeat clients
10 years of experience
Chicago, IL, 60605

Emily was an amazing house sitter!! I received daily pictures and updates about Snoopy! I felt so comfortable being able to leave him home with someone.

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Precious B.
Sitter Profile Image: Nicole D.
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Nicole D.
from
$45
per night
5.0 out of 5 stars
15 reviews
5 repeat clients
10 years of experience
Chicago, IL, 60602

Nicole went absolutely above and beyond! She took the time to do a meet and greet to make sure my cats were comfortable with her and she was able to successfully administer meds. Very thankful to have found a reliable and caring sitter - would highly recommend!

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Kirstie M.
Sitter Profile Image: Gabriela M.
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Gabriela M.
Star Sitter
from
$63
per night
5.0 out of 5 stars
20 reviews
12 repeat clients
3 years of experience
Chicago, IL, 60605

Gabriela is great. Sent me pictures, followed all the instructions, very punctual and responsible. I have no complaints and would definitely ask her to take care of Babushka again if I am in need of dog sitter.

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Peirong S.
Sitter Profile Image: Cheyanne H.
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Cheyanne H.
Star Sitter
from
$36
per night
5.0 out of 5 stars
24 reviews
18 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

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.

Sitter Profile Image: Nadine T.
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Nadine T.
Star Sitter
from
$70
per night
5.0 out of 5 stars
36 reviews
7 repeat clients
15 years of experience
Near South Side, Chicago, IL, 60616

Nadine was great with my cats! Super communicative and sent lots of pictures. Everything was clean and kept up with. Will definitely book with her next time I need a sitter!

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Natalie M.
Sitter Profile Image: Mairead M.
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Mairead M.
from
$65
per night
5.0 out of 5 stars
24 reviews
4 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60616

Mairead is fantastic! She was patient and loving with our pets and took amazing care of our home while we were out. Wholeheartedly recommend!!

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Ben F.
Sitter Profile Image: Tylisha J.
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Tylisha J.
from
$45
per night
4.9 out of 5 stars
39 reviews
10 repeat clients
3 years of experience
Chicago, IL, 60605

I feel very lucky to have met Tylisha. My animals quickly fell in love with her, and she had constant professional communication. Thank you Tylisha!

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Shanna S.
Sitter Profile Image: Samantha E.
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Samantha E.
Star Sitter
from
$40
per night
4.9 out of 5 stars
136 reviews
59 repeat clients
13 years of experience
Loop, Chicago, IL, 60602

Samantha is amazing. She took care of my two Frenchies for 8 days in my home. She took over new training techniques for the puppy with no problem (with very little notice I might add). She took amazing care of my babes and left my apartment just as I’d left it. Love her!

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C A.
Sitter Profile Image: Angela E.
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Angela E.
Star Sitter
from
$75
per night
5.0 out of 5 stars
60 reviews
5 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60616

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!

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Dalara & Jack F.
Sitter Profile Image: Chloe P.
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Chloe P.
from
$30
per night
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
Near West Side, Chicago, IL, 60661

Such a sweet and amazing sitter! Super communicative, caring, and made me feel completely at ease the whole time. My dogs were so happy and well taken care of. Would absolutely book again!

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Sabrina R.
Sitter Profile Image: Maritza V.
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Maritza V.
from
$45
per night
5.0 out of 5 stars
33 reviews
7 repeat clients
20 years of experience
Near South Side, Chicago, IL, 60605

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!

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Laura G.
Sitter Profile Image: Fiona P.
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Fiona P.
from
$35
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
20 years of experience
Near West Side, Chicago, IL, 60607

Fiona was absolutely amazing! She took such good care of my dog and catered to his needs and schedule. She was very responsive, easy to work with, and left the apartment tidy. Highly recommend!

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Sarah A.
Sitter Profile Image: Jorie S.
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Jorie S.
from
$65
per night
5.0 out of 5 stars
17 reviews
7 repeat clients
15 years of experience
Chicago, IL, 60605

Jorie was absolutely amazing! This was my first time using Rover for an overnight stay, and she made the entire experience so easy and comforting. We met in person for a meet-and-greet, and she was incredibly friendly and truly engaged in getting to know my pup, which meant so much to me. I left detailed instructions, and she followed everything perfectly. She also left my home exactly how she found it, which I really appreciated. Jorie kept me consistently updated with texts, photos, and messages after every walk, which gave me so much peace of mind. Leaving my puppy is always hard, and the worry is real but Jorie completely eased my anxiety. I’m so grateful for her care and would absolutely recommend her to anyone looking for someone trustworthy, attentive, and kind. ❤️

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Azure D.
Sitter Profile Image: Samantha P.
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Samantha P.
from
$60
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
1 year of experience
Chicago, IL, 60604

Samantha always does a great job of pet sitting Seamus! She is an excellent communicator and sends lots of great pics. Also came home to a clean house which is always a relief after a long trip. Would book again!!

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Gemma W.
Sitter Profile Image: Jessica S.
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Jessica S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
39 reviews
14 repeat clients
5 years of experience
Near West Side, Chicago, IL, 60607

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.

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Danielle G.
Sitter Profile Image: Erin K.
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Erin K.
from
$45
per night
5.0 out of 5 stars
5 reviews
1 repeat client
25 years of experience
Near South Side, Chicago, IL, 60612

About: I have a special place in my heart for dogs and will bring love and warmth to every interaction. Now, more than ever we all need to be healthy inside and out. I will help your dog get the steps, fresh air and love with punctuality and good communication. I have a three old brindle furbaby who loves to play and hang with new and old friends! I currently work full-time with a flexible schedule so I can organize a plan that works best for you and your pup. Most weekends I am in the city and available as well. Safety is my utmost priority. I am diligent with all COVID-19 protocol and road safety. Additionally, if transportation is needed, I have an excellent driving record and am comfortable with harnessing your pup for a safe journey!

Sitter Profile Image: Kieanji W.
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Kieanji W.
from
$25
per night
5.0 out of 5 stars
19 reviews
2 repeat clients
20 years of experience
Chicago, IL, 60604

Kieanji was flexible in extending our booking. Kieanji’s accommodation allowed me to spend more time with family over the holidays, while remaining reassured that my pet was cared for! Kieanji is incredibly personable, caring, responsive, and responsible. We are so glad to have found her!

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Chelsea B.
Sitter Profile Image: Katie "Anni" W.
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Katie "Anni" W.
Star Sitter
from
$100
per night
5.0 out of 5 stars
101 reviews
30 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

Anni was amazing with our two dogs! She truly went above and beyond for their care—even taking a trip to the vet to pick up medication for our anxious dog. She was so patient and kind with them, I cannot think of anyone taking better care of them in our absence. Cannot recommend more!

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Courtney M.
Sitter Profile Image: Jade T.
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Jade T.
Star Sitter
from
$70
per night
5.0 out of 5 stars
52 reviews
13 repeat clients
11 years of experience
Lower West Side, Chicago, IL, 60608

Jade is the best! Whenever I have to travel, I immediately see if she’s available to watch my pup. He adores her and she’s great with him. I’ve recommended her to almost everyone who asks me about a good dog sitter.

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Sara L.
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The median cost per night for house sitting in Near South Side is $50

Pet parents share their Rover experiences - Near South Side

1 / 1
5.0 out of 5 stars

Juliet is an amazing person. My pup Kona was so happy to have someone that actually plays with him. Kona is 4 and still loves playing all day. Juliet stayed over night for 4 days and Kona didn’t want her to leave. My house was very clean when I got home. I was very happy to have Juliet sit in my home for Kona. 🤗🐶

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Elizabeth G.
House Sitting
5.0 out of 5 stars

As usual, we felt totally confident leaving our sensitive girl in the very capable hands of Lauren, communication and care was great and our pup was so excited to see her.

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Gemma C.
House Sitting
5.0 out of 5 stars

Symone was the perfect dogsitter for our 5 month old puppy while we were on vacation for a week. She was so kind, communicative, attentive, and caring. We’re so grateful for her wonderful care!

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Wesley D.
House Sitting
5.0 out of 5 stars

I am so glad we found Marisa to watch our 19 year old kitty while we were away for a few days. My cat had never been watched by anyone outside the family, and with his age and medical needs I was nervous about leaving him alone. Upon arriving Marisa sent me a video of him crawling into her lap to cuddle, and I immediately felt so much better! Marisa took excellent care of my boy, made sure he got his medication on time, made sure he was well fed, and provided him with great company. I also really appreciate all the updates Marisa gave us throughout her stay, and that she checked in with us about his separation anxiety. After a long few days of travel we came home to a happy, healthy cat, and a clean apartment. Thank you again, Marisa!

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Arin S.
House Sitting
5.0 out of 5 stars

Wamuyu is such a kind, gentle person who cared for our two kitties while we were away. She is very communicative, we had complete peace of mind while on vacation. Even when our kitties were shy or upset about taking their meds, Wamuyu was persistent and patient and always completed their care. We would recommend her highly!

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Matthew W.
House Sitting
5.0 out of 5 stars

Here’s a warm, natural review you can post: Alex was absolutely wonderful! She stayed in our home while watching our dog and took amazing care of everything. She kept us updated, made us feel completely at ease while we were away, and our dog was happy and well cared for when we got home. She also left our house incredibly clean—it honestly looked just as good (if not better!) than when we left. It was such a relief to come home to a spotless house and a happy pup. We would absolutely book Alex again and highly recommend her to anyone looking for a reliable, thoughtful, and trustworthy sitter!

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Joy M.
House Sitting
5.0 out of 5 stars

Kristine was great with taking care of my anxious pup- especially during the fourth of july holiday when the fireworks can make him more nervous than normal. I could tell he had been well cared for!

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Laura F.
House Sitting
5.0 out of 5 stars

Anastasiia took such wonderful care of my dog Biscuit! Biscuit is a happy but anxious mini-labradoodle and Anastasiia followed all the instructions, gave such detailed updates and lots of pictures, and left my apartment spotless! Highly recommend Anastasiia to care for your pets, she is the best.

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Lauren W.
House Sitting
5.0 out of 5 stars

Zach was absolutely wonderful! He was incredibly friendly, and my dog took to him right away, which immediately put me at ease. Since this was the first time I’d ever left my dog with someone he’d only met briefly, I was naturally a little nervous. Zach sent consistent updates throughout my trip, which gave me so much peace of mind. When I got home, the house was spotless and exactly as I had left it. It was clear he took great care of both my dog and my home. Thank you so much, Zach! I wouldn’t hesitate to have you stay again in the future and would highly recommend you to anyone looking for a reliable, caring pet sitter.

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Marissa L.
House Sitting
5.0 out of 5 stars

Allison has helped us with over night stays twice now and she is SO great! Very responsive and Peyton loves her!

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Katie D.
House Sitting
5.0 out of 5 stars

Natalie came by before the booking to meet my pup and my pup immediately liked her - a very good sign as dogs have a good sense of character. She stayed two nights and by the time we got home, my dog was sad to see her go. She also took good care of our home.

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Kath C.
House Sitting
5.0 out of 5 stars

Emily was amazing!!! We were really nervous because we rarely leave the pets for more than a weekend. Emily sent pictures and updates throughout the day which gave my partner and I peace of mind while we were out of the country. Upon arriving home, my dog greeted us and then ran in the spare room looking for Emily which she has never done for anyone except for us 🥹

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Lena S.
House Sitting
5.0 out of 5 stars

Kexin was absolutely wonderful with Waffles! From start to finish, I felt completely at ease knowing Waffles was in such great hands. Kexin was incredibly attentive, kept me updated, and truly treated Waffles like family. Waffles came home happy, healthy, and completely relaxed. I highly recommend Kexin to anyone looking for a trustworthy, caring sitter, and we will definitely be booking again!

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Luis M.
House Sitting
5.0 out of 5 stars

Grace took exceptional care of our dog, Coco! She was incredibly kind, patient, and attentive, and it was clear that she genuinely cares about the pets she works with. Coco was comfortable and happy with her, which gave us so much peace of mind. Grace went above and beyond to make sure Coco was well taken care of, and her professionalism and warm personality made the entire experience wonderful. We’re so grateful for her excellent service and will definitely be requesting Grace again. Thank you for treating Coco like family!

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ketki P.
House Sitting
5.0 out of 5 stars

Ahriel was communicative, kind, and took great care of my 3 animals on short notice - including a large senior dog and a toothless cat! She asked thorough questions when interviewing her which was reassuring. Since the stay was short notice, she was unable to meet the animals before hand or get a lay of the land (confusing apartment building), but did an incredible job with everything no less. Would recommend her and will hopefully get to use her in the future!

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Madison A.
House Sitting
5.0 out of 5 stars

Agata and Calvin were awesome, super accommodating and flexible when we ran into some unexpected surprises before and during our trip. Our dogs Goose and Nala can be a handful on walks, but they still made sure to tire them out every day, even when the weather was kinda crummy. Really appreciated that, and I’m sure Goose and Nala did too! Highly recommend and would definitely book with them again!

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Dan M.
House Sitting
5.0 out of 5 stars

Fiona was a great sitter. She was very responsive and kept me updated throughout the stay, including lots of cute pics. My cat liked her and I would rebook in the future

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Amanda B.
House Sitting
5.0 out of 5 stars

Linh is so caring and attentive to my cat! She is very responsive and sends lots of update pictures. I will ask her to cat sit in my home again.

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Kelsie M.
House Sitting
5.0 out of 5 stars

Jade was fantastic and made sure to ask plenty of questions to make sure Billie was as happy and comfortable as possible.

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Caroline S.
House Sitting
5.0 out of 5 stars

Bella takes great care of our girl Daisy! We get frequent photos & updates and she’s very respectful of our home as well. Would recommend!

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Holly T.
House Sitting
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Sitters in Near South Side average 4
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