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
163 reviews
37 repeat clients
17 years of experience
Near South Side, Chicago, IL, 60616

Anastasiia was a fantastic pet sitter who sent many updates and kept my pup happy, entertained and tired at the end of the day. Absolutely will be booking again!

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Kayla D.
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
13 repeat clients
3 years of experience
Chicago, IL, 60605

Gabriela was absolutely lovely! She was very communicative with updates, photos and videos to let me know that the kitties were doing well and medication was administered.

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Julia R.
Sitter Profile Image: Emily N.
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Emily N.
Star Sitter
from
$70
per night
5.0 out of 5 stars
230 reviews
64 repeat clients
10 years of experience
Chicago, IL, 60605

This was our first time having Emily watch our fur babies and we couldn't be happier! She was fantastic!! Just came home to find 3 very happy pups and she also left the house and plants in amazing shape. We were gone for 10 days and received lots of great updates and pictures. We felt super comfortable leaving the pack in her care and will definitely request her again in the future. Thanks so much Emily!!

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Michelle P.
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: Nicole D.
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Nicole D.
from
$65
per night
5.0 out of 5 stars
15 reviews
5 repeat clients
10 years of experience
Chicago, IL, 60602

Nicole is incredibly communicative. She goes above and beyond with our dog. We were so pleased to have her stay in our home. HIGHLY RECOMMEND and will be booking again.

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Katherine S.
Sitter Profile Image: Angela E.
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Angela E.
Star Sitter
from
$75
per night
5.0 out of 5 stars
61 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: 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: 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 was fantastic! She was so good with my dogs and sent me tons of pictures and updates. My dogs can be a bit anxious the first day with a new person and she handled it perfectly. She was so good about questions if something came up and letting me know how the dogs were doing each day. I never worried that my dogs were in the best hands!

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Anna M.
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: Jeremy S.
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Jeremy S.
from
$50
per night
5.0 out of 5 stars
4 reviews
8 years of experience
Loop, Chicago, IL, 60605

About: I have taken care of dogs on and off for the last 8 years. Being a pet owner myself, I understand the importance of a quality sitter. Looking forward to hearing from you!! I am currently working a remote work schedule and have full availability. I'm pretty flexible and will make sure to give any notice of any schedule changes. I will make sure to follow your dog's routine and keep them comfortable. If they need regular play time or walking, I am open to that as well.

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

Duffy loves Maritza. Maritza is so caring and I know Duffy is in good hands while I am way. Maritza is very professional and I greatly appreciate the communication she provides before and during the visit. Words cant express how much I appreciate all Maritza has to offer.

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Kim M.
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 great with my anxious dog Bear! She was patient, calm, and gently assertive where needed and he felt very comfortable with her. He can be reactive with strangers and she handled him well. Bear fell into his normal routine quickly, and relaxed at home during the house sit.

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Sindhu S.
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 an all around excellent pet sitter. From the initial consult to the key return she was communicative and professional. She took such good care of my girls and my home, and sent plenty of updates and pictures! She truly went above and beyond for me and my pets and handled every hiccup (on my end) with tact and kindness. I will be booking her everytime I need a sitter! :)

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Amanda S.
Sitter Profile Image: Kieanji W.
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Kieanji W.
Star Sitter
from
$25
per night
5.0 out of 5 stars
21 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: 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

Took amazing care of our dogs while we were away for 10 days! She kept us up to date regularly and took some of the best pictures. She also got them comfortable with short outdoor walks which we plan to keep up now that we’re back. Would highly recommend her for your pet care needs !

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Lawrence L.
Sitter Profile Image: Nadine T.
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Nadine T.
Star Sitter
from
$70
per night
5.0 out of 5 stars
39 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: 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 was great!! We came home to a happy dog and a spotless house. She was really good about giving updates and sending pics, and clearly approached the whole weekend with a lot of care. She even played the viola for our boy! Would hire her again, for sure.

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Sarah B.
Sitter Profile Image: Chloe K.
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Chloe K.
from
$50
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Near South Side, Chicgao, IL, 60616

Chloe is AMAZING; she took such great care of my boy. He was happy when I got home, so I knew he liked her too. I got fantastic updates, which made me feel at ease.

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Kay T.
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
31 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: 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!

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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

Anastasiia was a fantastic pet sitter who sent many updates and kept my pup happy, entertained and tired at the end of the day. Absolutely will be booking again!

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Kayla D.
House Sitting
5.0 out of 5 stars

Maryem is the best- she’s been watching our dog for the last year and a half. Sends us tons of photos and texts and we know our dog is in good hands with her

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Katherina C.
House Sitting
5.0 out of 5 stars

Lisa was incredible with the boys while we were out of town! She sent lots of sweet photos and was patient with our senior cat while keeping our younger cat busy and enriched.

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Marquette G.
House Sitting
5.0 out of 5 stars

Samantha was great! Rollo is nervous around strangers, and Samantha made time to come and meet him before the reservation to make sure it was a good fit. She watched Rollo for a week and sent updates every day! Rollo had a great time with her. I highly recommend!

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Emma P.
House Sitting
5.0 out of 5 stars

Nadine was fantastic with our poodle and was able to accommodate adding our cat who required eye medication to our booking last minute! She was communicative, thorough, and reliable and we will gladly book with Nadine again next time we are out of town!

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Caitlyn H.
House Sitting
5.0 out of 5 stars

Nichole did an amazing job taking care of my two cats! She gave me great updates, and I felt so comfortable with her watching them. I highly recommend Nichole, she is the best!

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Katy P.
House Sitting
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

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
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Sitters in Near South Side average 4
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