House Sitting In Near South Side Chicago

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

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Top rated Near South Side house sitters

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
$65
per night
5.0 out of 5 stars
226 reviews
63 repeat clients
10 years of experience
Chicago, IL, 60605

Emily was amazing! Very attentive and caring with our elderly dog. She is reliable and had great communication with us while she was house sitting.

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Jaclynn M.
Sitter Profile Image: Nicole D.
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Nicole D.
Star Sitter
from
$60
per night
5.0 out of 5 stars
12 reviews
3 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: Angela E.
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Angela E.
Star Sitter
from
$60
per night
5.0 out of 5 stars
53 reviews
3 repeat clients
5 years of experience
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: Alyssa G.
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Alyssa G.
Star Sitter
from
$75
per night
5.0 out of 5 stars
20 reviews
7 repeat clients
7 years of experience
Chicago, IL, 60616

Alyssa was available for a last minute overnight, which was super appreciated. She made me feel comfortable that my dog was in good hands, and sent lots of cute pics. Will definitely ask Alyssa to watch my dog again in the future.

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Madison L.
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 did a wonderful job. She clearly really cared about my dogs and sent plenty of updates. My apartment was incredibly clean after she left. Would hire again in a heartbeat.

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John L.
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: Rachelle S.
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Rachelle S.
from
$65
per night
4.9 out of 5 stars
50 reviews
14 repeat clients
9 years of experience
Near South Side, Chicago, IL, 60605

Rachelle was great. She responded quickly, and I never felt worried or concerned about my pets safety or well being. I highly recommend using her for your needs.

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

About: I have seven years of experience working for a local pet care company and am looking to expand clientele. I am experienced with most breeds, comfortable administering medications, and have lifelong experience caring for dogs and cats. I promise to treat your pet like a family member with the highest level of care. Although I do have a dog of my own, he loves to make friends or is able to visit grandmas house in the suburbs for periods of time if needed! I currently am going back to school for my masters degree and I plan to dog walk while attending school. I have a flexible schedule that allows for daily/weekend visits. I am lucky enough to have lots of parks in south loop for your doggo to explore! If I am staying closer to your area I am happy to adapt

Sitter Profile Image: Gabriela M.
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Gabriela M.
Star Sitter
from
$63
per night
5.0 out of 5 stars
18 reviews
10 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: Tylisha J.
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Tylisha J.
from
$45
per night
4.9 out of 5 stars
39 reviews
9 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: 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
$85
per night
5.0 out of 5 stars
99 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: Allison J.
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Allison J.
Star Sitter
from
$85
per night
5.0 out of 5 stars
78 reviews
33 repeat clients
11 years of experience
Chicago, IL, 60608

Allison was amazing. This was my first time leaving my dog with someone other than family, and Allison made me feel so comfortable. My dog seemed to love her, and she left my apartment as clean or cleaner than when I left! I would 100% recommend Allison and will plan to book her again in the future!

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Kelsie A.
Sitter Profile Image: Kieanji W.
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Kieanji W.
from
$25
per night
5.0 out of 5 stars
17 reviews
1 repeat client
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: Gianni B.
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Gianni B.
Star Sitter
from
$70
per night
5.0 out of 5 stars
52 reviews
12 repeat clients
10 years of experience
Near West Side, Chicago, IL, 60612

Had such a great experience with Gianni! My dog is nervous around new people and she did a great job navigating his feelings. He ended up feeling comfortable around her. She had great communication throughout the visit and I definitely recommend people to reach out to her!

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Jennifer R.
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: Jorie S.
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Jorie S.
from
$65
per night
5.0 out of 5 stars
16 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: Elizabeth D.
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Elizabeth D.
from
$45
per night
5.0 out of 5 stars
30 reviews
8 repeat clients
20 years of experience
Douglas, Chicago, IL, 60609

Elizabeth is always so great with my dog! I really appreciate the consistent pictures and updates while I’m gone, it really puts my mind at ease. This is my second time having her house sit and both times have been amazing!

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Kennedy C.
Sitter Profile Image: Rebecca M.
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Rebecca M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
10 years of experience
Chicago, IL, 60611

Rebecca was incredible! She sent daily picks of her hanging with our dog Pete and we felt super comfortable the whole time. When we got back, our apartment was clean and tidy! We will definitely have her back

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August F.
Sitter Profile Image: Connie C.
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Connie C.
from
$45
per night
5.0 out of 5 stars
22 reviews
6 repeat clients
15 years of experience
Loop, Chicago, IL, 60611

Connie was great to work with! She took amazing care of our pup Molly and was respectful of our home. She was super flexible with our start time when we were navigating some confusing logistics so I really appreciated her flexibility!

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Hallie D.
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Near South Side pet parents share their Rover experiences

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5.0 out of 5 stars

Scott was terrific! He sat with our two very different dogs, a Shitzu and a Saint Bernard. He respected the individual needs and personalities of each of them. Thanks Scott!

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Cathy Q.
House Sitting
5.0 out of 5 stars

Emily was great. She took wonderful care of Sherman and Hawthorne, our senior boys. The boys were so good natured when we got home I could tell they really enjoyed her company.

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

Our dog had such a good time with him. He was so kind. Woukd 100% request his help again. Thank you so much!

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Tyler W.
House Sitting
5.0 out of 5 stars

Emily was INCREDIBLE!!!! She was so loving to my dog and cat, sent amazing updates and pictures ♥️, and went above and beyond to stay and help out when my return flight went through delays and cancellations. I cannot thank her enough and will be using her again next time I leave town!!!

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Samantha M.
House Sitting
5.0 out of 5 stars

We had a fantastic experience with Ezgi house-sitting for our dog, Maximus. Her communication was excellent from start to finish, and she kept us updated with tons of photos and messages throughout our trip. Seeing how happy and well cared for Maximus was gave us so much peace of mind and allowed us to truly relax while we were away. She was reliable, attentive, and clearly treated Maximus like her own. We came home to a happy dog and a well-cared-for home. We would absolutely book with her again and highly recommend her to anyone looking for a trustworthy and caring sitter. Thank you for taking such great care of Maximus! 🐾

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Katrina C.
House Sitting
5.0 out of 5 stars

Mairead is a modern day Snow White. I returned to two happy and well cared for cats. Even my neighbor's cat stopped by to visit. And my millipede, which I hadn't seen for a month, made an appearance! I am especially grateful that Mairead provided expert care to my one cat that requires medication and a specific diet. I would 100% book with her again.

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Laurel C.
House Sitting
5.0 out of 5 stars

Emily was incredible. Super responsive, flexible, great updates. Would absolutely book again. Thank you, Emily!

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Audrey W.
House Sitting
5.0 out of 5 stars

Allison has been an amazing dogsitter for our dog, Max. This is the third time we’ve worked with her, and she continues to exceed expectations every time. She’s reliable & communicative, and most importantly Max is always happy and well taken care of when we return. It gives us real peace of mind knowing he’s in such great hands. Highly recommend Allison!

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Gary T.
House Sitting
5.0 out of 5 stars

Jozelin took great care of our dog, Derby. She was communicative and responsive and sent us great photos of Derby while we were on vacation. I would recommend booking Jozelin to care for your pets!

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Kaylyn T.
House Sitting
5.0 out of 5 stars

Bella took great care of our dogs and house! She was very communicative and thoughtful. Would love to have her watch out pets again

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Nicole M.
House Sitting
5.0 out of 5 stars

If I could give Chloe more than five stars, I would. I have two dogs, and neither of them are exactly "easy mode." My older dog, Stewie, is a senior who is beginning to lose his vision. He wasn't properly socialized when he was younger, and although he has made tremendous progress over the past few years, he's still very nervous around strangers and can become reactive when stressed. My younger dog is an absolute sweetheart, but she's a recent rescue who gets overly excited and reactive around other dogs because she desperately wants to play with everyone she sees. To make matters even more stressful, I was leaving for a week-long work trip when everything fell apart. I originally had another sitter booked who had already met my dogs beforehand. However, once I left, Stewie became extremely stressed and started acting nippy. The sitter contacted me and told me she could no longer watch him. While scrambling to figure things out through Rover, I found another sitter, but after meeting Stewie, she declined as well. At that point, I was panicked. I was out of town, facing the possibility of having no one to care for my dogs, and feeling completely overwhelmed. Then Chloe stepped in. She came to meet my little crazy old man, handled the situation with patience and confidence, and never made me feel like my dogs were too much. She cared for both dogs all week, kept me updated, and gave me incredible peace of mind during what could have been a complete disaster of a trip. Not only did she take amazing care of my dogs, but she went above and beyond in ways I never expected. She picked up paper towels when I ran out, swept my apartment, and was simply kind, thoughtful, and professional throughout the entire experience. Chloe showed so much patience, flexibility, and compassion during a genuinely chaotic situation. It's clear she truly cares about the animals she watches and understands that every pet has their own quirks and challenges. I cannot recommend her highly enough. If you're looking for someone trustworthy, dependable, and genuinely wonderful with animals, book Chloe. I will absolutely be booking with her again in the future.

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Jade B.
House Sitting
5.0 out of 5 stars

Pashan was patient and accommodating with my dog Bear. He is comfortable with her in his space even though he us not always friendly with strangers. My flight got delayed coming back and Pashan was flexible with her schedule, staying late with Bear. She was also communicative and sharing regular updates with me during the stay!

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Sindhu S.
House Sitting
5.0 out of 5 stars

Xena loved her time with Andres. I was regularly updated with pictures and always felt like Xena was well cared for. I came home to a happy pup all thanks to Andres. Highly recommend.

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Oswaldo A.
House Sitting
5.0 out of 5 stars

Liza and Anton are absolutely amazing! They recently watched our two senior girls while we were away for a wedding, and they kept our minds completely at ease. They truly care for pets as if they were their own, sending multiple photo updates throughout the day. We came home to a spotless house and two incredibly calm, content dogs. We are so grateful to have found them and will absolutely be booking them again soon!

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Lily L.
House Sitting
5.0 out of 5 stars

Alexandra was great with manny and Lilly and kept in contact with me throughout the stay. Really appreciated her help.

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Deb R.
House Sitting
5.0 out of 5 stars

Nicole, again, was superb with our dog named Sunny. She has sat for our dog six times in the past year and always gives our dog such loving care. She is someone that you definitely want caring for your pet. SHE IS THAT GOOD!!! I can't praise her highly enough!

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Dawn K.
House Sitting
5.0 out of 5 stars

Dam is amazing, she took such good care of our girls and even did all of the little silly rituals and routines we have for them. She sent tons of pictures and videos and we could tell they loved her 🥰

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Sam V.
House Sitting
5.0 out of 5 stars

Connie was great! She kept me updated with pictures and texts and her and Lola had a great time! I hope to book with her again soon !

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Joseph T.
House Sitting
5.0 out of 5 stars

Morgan was amazing with our three sweet dogs. She took great care of them and communicated with us regularly with pictures! I would highly recommend.

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Bob O.
House Sitting
5.0 out of 5 stars

Xena had a fun weekend with Kexin! Came back home to a happy dog. Picture updates stay consistent and even helped water my plant.

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Oswaldo A.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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 house 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.

House Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Near South Side house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.

Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Near South Side.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Near South Side house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.