House Sitting Near South Side

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

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Over 373
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: Jorie S.
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Jorie S.
from
$70
per night
5.0 out of 5 stars
19 reviews
8 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: Emily N.
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Emily N.
Star Sitter
from
$68
per night
5.0 out of 5 stars
234 reviews
66 repeat clients
10 years of experience
Chicago, IL, 60605

Emily was great with my senior pup, Bailey! She kept me updated and sent great photos the entire time I was out of town. On top of the great care she took with both Bailey and my place, she was amazingly flexible and able to extend her stay when we had to stay out of town an extra day. Definitely recommend Emily and plan to book again with her!

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Annie H.
Sitter Profile Image: Chloe P.
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Chloe P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
4 years of experience
Near West Side, Chicago, IL, 60661

Chloe is amazing! She took the time to get to know my girls and make the experience comfortable, safe, and fun for them. I would 1000% her to any of my dog parent friends!

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Hillary D.
Sitter Profile Image: Samantha E.
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Samantha E.
Star Sitter
from
$40
per night
5.0 out of 5 stars
141 reviews
61 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: Faith M.
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Faith M.
from
$60
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
10 years of experience
Chicago, IL, 60622

Faith was able to fulfill a last minute house sitting request for my girls and she did a great job caring for them! Very communicative, sent photos, gave snuggles and love, and was very respectful of our home. Will definitely book her again in the future!

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

This was my first time booking with Mairead so I was a little nervous, but she quickly put my mind at ease. She took the time to do a meet & greet and made an effort to learn my pup’s routine beforehand. She consistently kept me updated while I was away. I never had to wonder how my pup was doing because she was very proactive with communication. She also went above and beyond with his meals, knowing he doesn’t usually like to eat when I’m away and made great effort to ensure he was comfortable and eating. I also came home to my place exactly as I left it. I highly recommend Mairead to anyone looking for a reliable and caring sitter.

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Daritza H.
Sitter Profile Image: Eliana B.
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Eliana B.
from
$40
per night
3 years of experience
Lower West Side, Chicago, IL, 60608

About: I've taken care of dogs for my neighbors and family friends throughout middle school and into high school! I have experience walking dogs and taking care of them when their people were on vacation! I am happy to send pictures or videos updates of your pup and will gladly play with them! I am excited to have wide availability to take care of animals! I am open to mornings, evenings, and would be more than happy to stay overnight! I really enjoy spending time with animals! It's important to me to get to know your pet! I would love for you to share with me how you care for your pets, so that I can care for them as well as you do! I love to cuddle, play, and engage with all dogs and cats!

Sitter Profile Image: Nadine T.
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Nadine T.
Star Sitter
from
$70
per night
5.0 out of 5 stars
50 reviews
10 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: Tylisha J.
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Tylisha J.
from
$45
per night
4.9 out of 5 stars
40 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: Erin K.
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Erin K.
from
$60
per night
5.0 out of 5 stars
6 reviews
1 repeat client
25 years of experience
Near South Side, Chicago, IL, 60612

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!!!

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Shannon B.
Sitter Profile Image: Dana K.
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Dana K.
from
$50
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
7 years of experience
Near West Side, Chicago, IL, 60654

Dana did a wonderful job watching our two cats while we were out of town. He was available on short notice, which we really appreciated, and even took the time to meet with us beforehand so everyone felt comfortable. While we were away, he communicated regularly and sent pictures, which gave us great peace of mind. When we returned, everything was clean and well taken care of and our cats were clearly happy and comfortable. Dana was reliable, thoughtful, and easy to work with. I would absolutely recommend him to anyone looking for a trustworthy pet sitter! Thanks Dana

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Heidi W.
Sitter Profile Image: Kliyah S.
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Kliyah S.
from
$50
per night
4 years of experience
Near South Side, Chicago, IL, 60616

About: Hi my name is Kaliyah I am 19 years old. I’m a caring, patient, and dependable pet sitter who treats every dog like family.I use to own three dogs. Right now I have a cat that I been rocking with since I was a little girl. I’m attentive to each pet’s personality and needs, and I’m happy to provide plenty of playtime, cuddles, walks, and companionship. I’m especially patient with puppies, senior dogs, and pets who need a little extra attention. 🐶❤️ I have a flexible schedule and can easily fit pet care into my daily routine. I’m available for walks, drop-ins, and sitting, and I’m happy to work around each pet’s needs and schedule. I enjoy spending my free time caring for animals and would love to make sure your pet gets plenty of attention, exercise, and love while you’re away I care for every pet with patience, attention, and lots of love. In a client’s home, I follow their normal routine as closely as possible, including feeding, walks, playtime, medications if needed, and keeping their space clean. I make sure pets feel safe, comfortable, and cared for while their owners are awa

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

Jessica was great with watching our 5 month old puppy. She was communicative and did a great job adapting to his behavior. Would not hesitate to work with her again!

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Mike N.
Sitter Profile Image: Elizabeth C.
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Elizabeth C.
from
$75
per night
5.0 out of 5 stars
57 reviews
22 repeat clients
10 years of experience
Loop, Chicago, IL, 60601

Elizabeth was awesome! We have already booked her for an additional four stays! One of our pups isn't very trusting and tends to bark and lunge at new people. When Elizabeth came to meet them, she didn't even flinch. She remained calm and let Kona get adjusted which is exactly what Kona needed to feel comfortable. Elizabeth also sent us updates with photos of our pups while we were gone. We don't have kids, so our dogs are our kids and we, understandably, felt nervous leaving them with a new person. However, we felt so comfortable with Elizabeth and look forward to having her stay again in the future.

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Alex S.
Sitter Profile Image: Gabriela M.
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Gabriela M.
Star Sitter
from
$70
per night
5.0 out of 5 stars
24 reviews
15 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: Ann-Marie H.
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Ann-Marie H.
Star Sitter
from
$95
per night
5.0 out of 5 stars
25 reviews
11 repeat clients
4 years of experience
Near South Side, Chicago, IL, 60605

Ann-Marie was great! She took very good care of Pepper while we were away and shared frequent updates and photos. Would definitely recommend!

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Manasa & Andy B.
Sitter Profile Image: Emily R.
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Emily R.
from
$55
per night
25 years of experience
Near South Side, Chicago, IL, 60616

About: My pet experience includes a lifetime with both cats and dogs. I have over 25 years experience with pets of all ages and capabilities. I’ve had medically complex and fragile animals for years as well, and am honored to help with yours. Hi I’m Emmie and I currently run my own vintage business with my wife. We are completely flexible with our time and look forward to being a part of yours! I have dealt with medically complex animals as well as aggressive animals. I’m confident in my experience and abilities that your pets safety is the utmost priority with me!

Sitter Profile Image: Katie "Anni" W.
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Katie "Anni" W.
Star Sitter
from
$75
per night
5.0 out of 5 stars
104 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: Sarah B.
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Sarah B.
from
$45
per night
4.6 out of 5 stars
10 reviews
6 repeat clients
15 years of experience
Chicago, IL, 60616

Sarah has taken care of our cats many times and she’s fantastic! Provides great updates, responds promptly and leaves our home clean.

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Maddy R.
Sitter Profile Image: Nicole D.
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Nicole D.
from
$85
per night
4.8 out of 5 stars
18 reviews
5 repeat clients
10 years of experience
Chicago, IL, 60602

Nicole came in clutch with a last minute house sitting for our two cats, one of which is sick. She did such a great job looking after them and administering oral medication. Extremely communicative, attentive to detail, and truly caring for our pets. Went above and beyond. Highly recommend and we are excited to work with Nicole again soon!

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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

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5.0 out of 5 stars

We had such a wonderful experience with Trina! She took such great care of Winnie and made us feel completely at ease while we were away. She was incredibly kind, attentive, and communicative, and we loved getting updates and photos throughout the stay. It was clear that our pup was happy, comfortable, and very well cared for. We’re so grateful for how much love and attention she gave our dog, and we would absolutely trust her again. Highly recommend her to anyone looking for a sitter who will treat your pet like their own! ❤️

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Kayla B.
House Sitting
5.0 out of 5 stars

Gabriela was such a blessing to us during an unexpectedly busy week. She stayed with our dog for one day and did a fantastic job walking her and keeping her company. We have a chihuahua mix whose personality is quite spicy — Gabriela handled her with ease. 100% would book with Gabriela again.

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Elizabeth G.
House Sitting
5.0 out of 5 stars

Linh has been taken care of my cat for a couple of months now and is super trustworthy, reliable and communicative.

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Kelsie M.
House Sitting
5.0 out of 5 stars

Zhanna is absolutely wonderful! She has been taking exceptional care of my Maine Coon, Onyx, and I’m so impressed by how patient, gentle, and attentive she is with him. Onyx is a big boy with a LOT of fur and definitely has his own opinions about literally everything, but Zhanna somehow knows exactly how to handle him. She takes her time and always pays attention to the little things. What I appreciate most is how much she genuinely seems to care about the animals she works with. That kind of personal attention is hard to find! Having someone I completely trust with Onyx means so much to me. Zhanna is professional, reliable, kind, and truly exceptional at what she does. Five stars without hesitation! ❤️🐾

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Violeta B.
House Sitting
5.0 out of 5 stars

Angelina gave my little Lizzie the absolutely best care ever. She communicated regularly and when I got home I was met by a very happy dog who acted like I had just been to the store and not gone for 5 days!

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Carol N.
House Sitting
5.0 out of 5 stars

Tylisha was great! Very responsive, prompt, lots of photos shared and Airlie seemed very happy when I got home. House was clean and tidy. Highly recommend!

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Dane C.
House Sitting
5.0 out of 5 stars

Meg did a great job taking care of Finn and Maisie! Communicated updates on how their days were going and left my place super clean! Would not hesitate to book Meg again!

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Michaela S.
House Sitting
5.0 out of 5 stars

Kaia did a great job with my particular pup Bear! She was attentive and patient, respecting his boundaries and paying attention to his needs. She house sat for me while I was out of town, responsive with communication and kept my house clean!

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Sindhu S.
House Sitting
5.0 out of 5 stars

Samantha is the best! It’s always sad to leave our pup but knowing he’s in such great hands is very comforting.

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Mary A.
House Sitting
5.0 out of 5 stars

Anastasiia is so thoughtful and takes such good care of my dog Biscuit! Biscuit was injured and she handled her meds and routine with the utmost care, and even brought her a little toy to make her feel better. I am so grateful to have Anastasiia take care of my pup!

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Lauren W.
House Sitting
5.0 out of 5 stars

Cabella loved snuggling with Teresa. She's very knowledgeable and I was comfortable leaving my spicy dog with her. Thank you!

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Andrei I.
House Sitting
5.0 out of 5 stars

Scott was great with my puppy, Eb. He helped me out in a last minute pinch, dog sitting for me for 4 nights while I was out of town. I came home to a happy puppy!!

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Dylan D.
House Sitting
5.0 out of 5 stars

Jilian took great care of our Frenchie! She kept us constantly updated and made sure he was well cared for the entire time. We felt very comfortable leaving him with her and would definitely recommend her!

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lucas 4.
House Sitting
5.0 out of 5 stars

Esther was amazing with my two dogs. Everyone had really great things to say about her at the dog park and the pups loved her. Will absolutely work with her again. Thank you Esther for the extra help!

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Alexander F.
House Sitting
5.0 out of 5 stars

An extremely wonderful sitter, she not only is a great sitter, but happily accepted a last minute request for extending hours as my flight was delayed, she took care of my dog until midnight. I came back home with a happy dog.

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Bhavik T.
House Sitting
5.0 out of 5 stars

Betsy was the perfect dog and house sitter! the dogs were happy and Betsy sent photos while we were gone. We will definitely be using her again soon.!

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Elizabeth G.
House Sitting
5.0 out of 5 stars

Im speechless! Shan did an incredible job, she took care of my very high maintenance fur kid just as I normally do. In addition I received pictures and videos frequently through my travels and that gave me peace of mind that my baby was safe and taken care of. Shan Followed all the instructions and left the place incredibly clean, that was just a plus. Thank you Shan

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Jesus H.
House Sitting
5.0 out of 5 stars

Isabel took great care of our animals for a family function. I appreciate her keeping in touch with us. She has the sweetest disposition. Our animals loved her.

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Jill D.
House Sitting
5.0 out of 5 stars

Victoria did an excellent job caring for my cat and dog. She’s detail oriented, communicative, and also left my apartment as clean as I left it. I highly recommend her!

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Elanor G.
House Sitting
5.0 out of 5 stars

Jozelin was a delight. I had daily updates and photos and my apartment was clean and tidy when I returned. Will definitely book with Jozelin again!

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Kelcie B.
House Sitting
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Sitters in Near South Side average 4
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