House Sitting Near South Side

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

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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.

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Sitter Profile Image: Emily N.
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Emily N.
Star Sitter
from
$68
per night
5.0 out of 5 stars
• 243 reviews
66 repeat clients
10 years of experience
Chicago, IL, 60605

“Emily has stayed in my home with my dogs many times now and she has always done an amazing job. Extremely trustworthy, clean, and my dogs are always well taken care of.”

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Ali M.
Sitter Profile Image: Samantha E.
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Samantha E.
from
$40
per night
5.0 out of 5 stars
• 144 reviews
62 repeat clients
13 years of experience
Loop, Chicago, IL, 60602

“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.”

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Irina L.
Sitter Profile Image: Annie X.
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Annie X.
from
$75
per night
4.9 out of 5 stars
• 159 reviews
114 repeat clients
8 years of experience
Armour Square, Chicago, IL, 60616

“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!”

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Angelina L.
Sitter Profile Image: Pablo V.
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Pablo V.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 378 reviews
127 repeat clients
20 years of experience
Chicago, IL, 60610

“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!”

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Jude F.
Sitter Profile Image: Kieanji W.
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Kieanji W.
Star Sitter
from
$25
per night
4.9 out of 5 stars
• 28 reviews
3 repeat clients
20 years of experience
Chicago, IL, 60604

“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!”

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Chelsea B.
Sitter Profile Image: Anastasiia M.
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Anastasiia M.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 177 reviews
41 repeat clients
17 years of experience
Chicago, IL, 60601

“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.”

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Ashley A.
Sitter Profile Image: Acoya & Nicole R.
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Acoya & Nicole R.
from
$95
per night
4.9 out of 5 stars
• 341 reviews
140 repeat clients
11 years of experience
Chicago, IL, 60605

“Acosta was reliable, accurate and pleasant to have in my home. I highly recommend her for anyone that needs certainty especially as a new Rover user.”

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Nathan F.
Sitter Profile Image: Suzanne H.
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Suzanne H.
from
$70
per night
5.0 out of 5 stars
• 20 reviews
5 repeat clients
15 years of experience
Lower West Side, Chicago, IL, 60608

“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!”

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

“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!”

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Querida Q.
Sitter Profile Image: Faith M.
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Faith M.
from
$60
per night
5.0 out of 5 stars
• 23 reviews
9 repeat clients
10 years of experience
Chicago, IL, 60622

“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.”

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

“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!”

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Kayla G.
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
• 27 reviews
12 repeat clients
4 years of experience
Near South Side, Chicago, IL, 60605

“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!!!”

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Maria M.
Sitter Profile Image: Natasha N.
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Natasha N.
from
$30
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
3 years of experience
Chicago, IL, 60605

“Very considerate and caring with my fur babies. She followed instructions well and made sure they got their specified treats and supplements.”

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Ana A.
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 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 😊”

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Alex I.
Sitter Profile Image: Connie C.
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Connie C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 26 reviews
7 repeat clients
15 years of experience
Loop, Chicago, IL, 60611

“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!”

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Jessica K.
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: Angela E.
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Angela E.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 68 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: Jessica S.
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Jessica S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 41 reviews
15 repeat clients
5 years of experience
Near West Side, Chicago, IL, 60607

“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! 😊”

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Rebecca M.
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: Emily P.
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Emily P.
from
$65
per night
5.0 out of 5 stars
• 33 reviews
12 repeat clients
5 years of experience
Chicago, IL

“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.”

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Lauren J.
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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

Chole was amazing! She did an overnight stay for my cat. I got plenty of pictures of a happy cat, and she took great care of my plants and my home.

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Carly P.
House Sitting
5.0 out of 5 stars

Yekaterina is fantastic! I am so lucky she was available at the last minute and she took excellent care of my cats. I will absolutely be booking her again!

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Hilary B.
House Sitting
5.0 out of 5 stars

Jillian took excellent care of my two French bulldogs. One of them is on the older side and has started to have some health issues. I had absolutely no worries while I was away.

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Debbie M.
House Sitting
5.0 out of 5 stars

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!

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Vanesa T.
House Sitting
5.0 out of 5 stars

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.

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Justine B.
House Sitting
5.0 out of 5 stars

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!!

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Anita W.
House Sitting
5.0 out of 5 stars

Wamy did a great job with my particular pup Bear! She house sat for 3-4 days and was patient and attentive to Bear's needs and preferences. Would happily book again!

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Sindhu S.
House Sitting
5.0 out of 5 stars

Samantha did a great job watching our elder lab mix and providing pictures and updates. She's also a responsive and good communicator, which is super helpful! Definitely would recommend her!

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Kate B.
House Sitting
5.0 out of 5 stars

Ezgi remains the best. We trust her with absolutely everything 💛💛 kind, understanding, transparent, communicative!

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Irel I.
House Sitting
5.0 out of 5 stars

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!

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Anne C.
House Sitting
5.0 out of 5 stars

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.

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Nikki M.
House Sitting
5.0 out of 5 stars

Annie has house sat for us several times. Hawthorne, our 16 year old tuxedo cat is always in great spirits when we return. We already look forward to our next trip and know our boy is in good hands.

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Mary & Stephen B.
House Sitting
5.0 out of 5 stars

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!

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Alexa D.
House Sitting
5.0 out of 5 stars

Natasha did a great job with my girls, and was very flexible with a schedule change! She sent regular photo updates and my skittish cat even warmed up to her. Would definitely hire again!

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Amanda S.
House Sitting
5.0 out of 5 stars

Super sweet, communication was great and she provided me with lots of pictures of my baby during her daily walks and during playtime. Would definitely book again!!!

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Jackie H.
House Sitting
5.0 out of 5 stars

Leann was great with our cat and left our house perfectly clean. We had to switch up our plans and she was very accommodating and understanding as cats can be difficult.

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Jacob C.
House Sitting
5.0 out of 5 stars

Carla was so great to work with! Communication was quick and she sent lots of photos while we were away. One of my dogs was on a temporary special diet and meds and she took care of everything. We will be booking with her again soon!

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Karli J.
House Sitting
5.0 out of 5 stars

Lauren was fantastic. It is clear that our dogs loved being with her. She shared so many pictures and updates and we knew the dogs were in great hands.

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Samantha S.
House Sitting
5.0 out of 5 stars

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!

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Kathya P.
House Sitting
5.0 out of 5 stars

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!

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Irina C.
House Sitting
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