House Sitting South Shore

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

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Over 17
pet parents in South Shore have booked house sitting

South Shore, 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: Shakira C.
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Shakira C.
from
$75
per night
5.0 out of 5 stars
49 reviews
9 repeat clients
25 years of experience
Chicago, IL, 60619

This is the second time I’ve asked Shakira to watch my Doberman, Laila and could not be more pleased. My dog can be super energetic and Shakira does a great job with her. I’ve even received compliments from my neighbors of how good she is when I’m away. Shakira is very responsive , detail oriented and sends daily updates and photos. HIGHLY recommend!

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Ronald J.
Sitter Profile Image: Evan P.
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Evan P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
51 reviews
17 repeat clients
17 years of experience
Hyde Park, Chicago, IL, 60615

Evan was terrific - great with the dogs, good communicator, and he left the house in wonderful condition. We booked him at the last minute and would definitely book him again. Highly recommended.

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Cynthia H.
Sitter Profile Image: Jayden Phoenix (They/Them) P.
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Jayden Phoenix (They/Them) P.
Star Sitter
from
$66
per night
5.0 out of 5 stars
82 reviews
25 repeat clients
8 years of experience
Chicago, IL, 60620

Jayden was absolutely phenomenal! Our dog Calypso is very skittish with new people, and in the past, sitters have struggled to get her outside for potty breaks because she was too scared. Jayden was able to take Callie out a mere four hours after we left. Callie warmed up to them very quickly and snuggled a bunch, which is no small feat on Jayden's part. Jayden was very communicative and sent multiple updates a day, including photos and videos. They were quick to respond to messages, and they left our home spotless. I would love to book with them again for future trips!

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Kaitlyn B.
Sitter Profile Image: Alexis W.
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Alexis W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
32 reviews
10 repeat clients
5 years of experience
South Shore, Chicago, IL, 60637

Alexis took wonderful care of Cooper while I was away! She kept me updated with photos and videos throughout his stay, which gave me so much peace of mind. It was clear that Cooper was happy, comfortable, and well cared for. When I returned, my apartment was just as neat and clean as I had left it, which I really appreciated. Alexis was reliable, communicative, and treated both Cooper and my home with great care. I would absolutely recommend her to anyone looking for a trustworthy pet sitter, and I would gladly book with her again!

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Byron C.
Sitter Profile Image: Haley W.
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Haley W.
Star Sitter
from
$25
per night
5.0 out of 5 stars
21 reviews
6 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

Haley was an awesome sitter! She was very communicative from the very beginning. She nade sure I was booking the right service, and was able to talk and meet Valkie despite it being a last minute booking. She took great care of Valkie, made sure she had some good walks and play time throughout the sit while accomodating the sit with her schedule. I got daily updates, and she was able to handle an unfortunate reactive behavior with another dog during a walk. I will definitely trust Haley with my dog on the future!

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Jonathan R.
Sitter Profile Image: Claire P.
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Claire P.
from
$70
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
12 years of experience
Woodlawn, Chicago, IL, 60637

Claire was fantastic. From the moment we met her, she was warm, professional, and clearly experienced with dogs. She took exceptional care of my anxious dog, Balu, and we were so relieved to come home to a relaxed, happy dog. Claire kept us updated with photos and messages throughout our trip, which gave us real peace of mind while we were away. She stayed in our home and left everything spotless. We couldn’t have asked for a better dog sitter and wouldn’t hesitate to book her again if she’s available.

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Jay N.
Sitter Profile Image: Danielle K.
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Danielle K.
Star Sitter
from
$50
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
8 years of experience
Woodlawn, Chicago, IL, 60637

Danielle took great care of Lavender during her sit. She was patient and followed all of the instructions. Really appreciate her looking after Lavender.

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Danielle B.
Sitter Profile Image: artiss m.
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artiss m.
from
$35
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
20 years of experience
Beverly, Chicago, IL, 60643

About: Animals have been a part of my life for as long as I can remember. I grew up surrounded by dogs of all sizes and breeds, from a beloved Cocker Spaniel to two Giant Schnauzers and later a Pit Bull. Each one helped shape my love and understanding of animals and taught me how unique every pet’s personality can be. Today, I’m the proud owner of a French Bulldog who keeps me on my toes and a pet snake, giving me experience caring for both traditional and exotic pets. I’ve also spent time around cats through friends and family and am comfortable caring for feline companions as well. While attending Ball State University, I volunteered at local animal shelters, helping care for animals and supporting their daily needs. Whether your pet is energetic, shy, playful, or senior, I understand the importance of providing patience, attention, and loving care. I treat every animal as if they were my own and strive to make them feel safe, happy, and loved while you’re away. Pet care is already a part of my daily routine, as I currently care for my own pets and understand the importance of consistency, attention, and reliability. I work as a State Farm agent in Chicago’s West Loop, and because it is a family-owned business that my family manages and operates daily, I have some flexibility within my schedule when needed. During the week, I am available for pet care before work, after work, and during my lunch break. Depending on the day and my workload, I may also have additional flexibility to accommodate specific care needs. On weekends, I typically have more availability and can provide extra time and attention for walks, drop-in visits, overnight care, and companionship. I am careful not to overbook myself because I believe every pet deserves quality care and attention. When I accept a booking, you can trust that I have the time and availability to provide dependable, attentive care and ensure your pet remains safe, comfortable, and happy while you’re away. At this time, I’m unable to offer boarding services in my home due to my own pets. However, I am happy to provide a variety of other services, including drop-in visits, dog walking, overnight stays, and personalized in-home pet care. My goal is to ensure your pets remain comfortable in their familiar environment while receiving the attention, companionship, and care they deserve. Whether your pet needs playtime, feeding, medication administration, exercise, or simply a reassuring presence while you’re away, I am committed to providing safe, reliable, and compassionate care tailored to their needs.

Sitter Profile Image: Grace M.
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Grace M.
from
$40
per night
5.0 out of 5 stars
219 reviews
76 repeat clients
6 years of experience
Riverside, IL, 60546

Grace was tremendous in taking care of Cooper! She made sure to give him lots of love and most importantly, she was very careful in putting him in his crate securely so he couldn’t escape. She sent regular updates and we came home to a clean and tidy house. We already have her booked for future stays and will continue to use her!

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Patrick N.
Sitter Profile Image: Dylan M.
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Dylan M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
20 reviews
5 repeat clients
1 year of experience
Portage Park, Chicago, IL, 60641

Dylan was a wonderful sitter! He was very accommodating to my last minute plans and was able to come to my house to sit my dog Sabu. I think Sabu really enjoyed his time with him and I would recommend him to any pet parent!

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Nikita J.
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: Nicole R.
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Nicole R.
from
$50
per night
4.9 out of 5 stars
60 reviews
21 repeat clients
3 years of experience
Bridgeport, Chicago, IL, 60616

Our pup with separation anxiety was so relaxed with Nicole! She did a great job with our puppy too! Will absolutely book her again, highly recommend!

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Christa R.
Sitter Profile Image: Bryan S.
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Bryan S.
from
$45
per night
5.0 out of 5 stars
66 reviews
27 repeat clients
15 years of experience
Lake View, Chicago, IL, 60657

Bryan really helped us out by stepping in last minute. We were already out of town when he took over care for Gus, but Bryan ensured easy communication and coordination. Thank you!!

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Nancy M.
Sitter Profile Image: Destiny T.
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Destiny T.
Star Sitter
from
$85
per night
5.0 out of 5 stars
43 reviews
16 repeat clients
4 years of experience
Logan Square, Chicago, IL, 60647

Destiny is a true gem! My dog has separation anxiety and cannot be alone. He is also slow to warm up to strangers. But Destiny had him calm and wanting affection in under two minutes. :) I will definitely call on her again!

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Yurimi G.
Sitter Profile Image: Joanna P.
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Joanna P.
Star Sitter
from
$89
per night
5.0 out of 5 stars
37 reviews
4 repeat clients
20 years of experience
Norridge, IL, 60706

Joanna was great! She sent photos throughout the stay and made sure our babies were taken care of! Gave us peace of mind to know the fur kids had someone around while we were out of town. They love a cuddle and Joanna obliged! :)

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Bryana M.
Sitter Profile Image: Kayleigh H.
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Kayleigh H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
30 years of experience
Chicago, IL, 60640

Kaleigh went above and beyond to help my sick kitty girl. My cat normally has medications, but at the last minute Kaleigh had to give an antibiotic twice a day plus the other medications injected orally. She did it with ease and flexibility. I could tell my cat really liked her since she was so happy in the photos she sent me. She even came by after she was done to make sure my cat wasn’t suffering without the AC on. She’s wonderful, caring and so reasonable. I highly recommend her.

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Crystal S.
Sitter Profile Image: Jack H.
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Jack H.
from
$45
per night
5.0 out of 5 stars
5 reviews
1 repeat client
19 years of experience
Kenwood, Chicago, IL, 60615

Jack was the perfect choice for taking care of our senior dog. He spent lots of time with her, taking her out for walks and administering her medication. He sent us pictures each day, and was so responsive, kind and easygoing throughout the whole process. We will definitely contact him again for a future services!

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Katie Y.
Sitter Profile Image: Dominique P.
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Dominique P.
Star Sitter
from
$76
per night
5.0 out of 5 stars
84 reviews
44 repeat clients
7 years of experience
West Town, Chicago, IL, 60622

Dom was great with Rani and made us feel comfortable leaving her for the weekend! She sent daily updates and made sure to adhere to the guidelines we had for her. Dom was clean, prompt, and communicative - would definitely work with her again!

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Sanjana R.
Sitter Profile Image: Arie C.
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Arie C.
from
$28
per night
5.0 out of 5 stars
1 review
1 repeat client
6 years of experience
Washington Heights, Chicago, IL, 60628

Arie is amazing!! This was my first booking with her and she was so great about communicating and sending updates throughout the day, letting me know how Millie was doing eating and stuff, and being flexible fitting visits in with her own dog’s routine and her work schedule. I appreciated having someone so attentive, and I cannot recommend Arie enough!

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Isabel C.
Sitter Profile Image: Dominique F.
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Dominique F.
from
$40
per night
4.7 out of 5 stars
76 reviews
41 repeat clients
16 years of experience
South Shore, Chicago, IL, 60637

Dominique did a great job with my 2 cats and 1 dog. She also took good care of my apartment. She sent me numerous of pictures and videos and also followed my instructions well especially pertaining to one of my cats who needs a little extra supervision. Thank you and I would book again.

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Cornelius D.
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The median cost per night for house sitting in South Shore is $50

Pet parents share their Rover experiences - South Shore

1 / 1
5.0 out of 5 stars

We went out of town for 10 days and Zoe took care of our two whippets, Sammy and Bleu. We got updates and pictures each day, and know they got at least two long walks daily (they have Fi collars, so we can see their daily steps). Zoe also took great care of our home and left it cleaner than when she arrived! I could not recommend her enough!

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Aleisha K.
House Sitting
5.0 out of 5 stars

Danielle was fabulous! Terrific with our animals and left our home in great shape. We had a wonderful trip knowing our animals were in her calm and professional hands.

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Darcy H.
House Sitting
5.0 out of 5 stars

Victoria house-sat for our golden retriever and cat over a week long vacation. She did a wonderful job - very communicative, good with the pets, regular photos/updates, and kept our place in great shape!

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Allyson R.
House Sitting
5.0 out of 5 stars

Alexis was great with Kaya! We got lots of updates including videos and photos, and we could tell Kaya was well taken care of. She seemed very happy while Alexis was staying with her!

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Megan & Trevor H.
House Sitting
5.0 out of 5 stars

Niayla did an amazing job watching my dog while I was out of town. She sent daily photos and kept me updated throughout the sitting. Highly recommend for your pet sitting needs!

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Jommel M.
House Sitting
5.0 out of 5 stars

She's a great care taker of your dog or in my case my Son Ghost💙💙. My son enjoys hisself. She took him to the lake and some long walks. Also, my son got his chicken nuggets and went to the bank with her. I will definitely use her again. Amiyah Ghost says he loves you and thank you. He can't wait to see you again🐶🐶🐶🐶

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Lisa M.
House Sitting
5.0 out of 5 stars

Sarah helped us with our dog when we were out for a few days. She confirmed the booking at short notice, came for a meet-and-greet, and was super flexible with timings and booking modifications. I am very likely to ask Sarah to house sit and walk our dog again!

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Ramanujan S.
House Sitting
5.0 out of 5 stars

Dominique was friendly and a great sitter for my girl Millie! I was only gone for a couple days but she still sent updates throughout the weekend, letting me know what they got up to together and how Millie was doing with her meals and potty time. I appreciated her communication and flexibility as she balanced Millie’s routine with her own dog’s needs. Thank you Dominique!

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Isabel C.
House Sitting
5.0 out of 5 stars

maia was wonderful, very communicative and respectful. peanutis an anxious dog and she was nice and calm when we got home. will definitely be booking her to hang out with peanut again

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Audrey T.
House Sitting
5.0 out of 5 stars

Mia took good care of Doby while I was away. She kept me updated with photos and she left my house clean and tidy. Knowing Doby was in such good hands made my vacation so much more relaxing. I would absolutely book Mia again for my next trip and highly recommend her to anyone looking for a caring and reliable dog sitter!

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Edie c.
House Sitting
5.0 out of 5 stars

Ava shared pictures and accurately followed all our instructions, we are very grateful for the boarding service provided =)

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Gabriel T.
House Sitting
5.0 out of 5 stars

As usual, Staci was amazing with our cats and dog on our 10 day vacation. Zero complaints, great service, she goes above and beyond.

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Eleanor F.
House Sitting
5.0 out of 5 stars

Emily was an excellent dog sitter and I would hire her again. She was communicative and sent updates throughout the day which gave me great peace of mind. I never had to reach out and ask how my dog was doing because she proactively kept me informed. She was also accommodating with my dog’s feeding routine and mindful of his reactivity to bikes/scooters which I really appreciate. When I returned home everything was exactly as I had left it. I highly recommend Emily.

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Daritza H.
House Sitting
5.0 out of 5 stars

Rahmya was amazing! She was very flexible in setting up a meet and greet and instantly prioritized befriend Stormie. I got lots of updates and update pictures daily of stormie which made the whole process of being out of town much easier. I never felt like Stormie wasn't in good hands. The home was clean and perfectly tidy when we arrived back, which was so appreciated when returning from our trip. I would 100% recommend Rahmya for anyone looking for a pet sitter 💙

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Lillian W.
House Sitting
5.0 out of 5 stars

Claire was fantastic. From the moment we met her, she was warm, professional, and clearly experienced with dogs. She took exceptional care of my anxious dog, Balu, and we were so relieved to come home to a relaxed, happy dog. Claire kept us updated with photos and messages throughout our trip, which gave us real peace of mind while we were away. She stayed in our home and left everything spotless. We couldn’t have asked for a better dog sitter and wouldn’t hesitate to book her again if she’s available.

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Jay N.
House Sitting
5.0 out of 5 stars

Lucille is an incredibly kind and attentive cat sitter. She made him feel loved and played with him so much. She even took him for a stroll on his backpack. Would highly recommend. Felt like our baby was in wonderful hands!

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Joanna A.
House Sitting
5.0 out of 5 stars

Phenomenal. Anais took great care of our doges and home. She was extremely responsive to our messages and sent update pictures every day.

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Gabriel L.
House Sitting
5.0 out of 5 stars

Diana did an amazing job watching my dog while I was away. Highly recommend for your pet sitting needs.

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Jommel M.
House Sitting
5.0 out of 5 stars

Jasmine is the epitome of caring combined with professionalism. She took care of my small shorkie for an extended stay and when i returned my pet was calm and well cared for. Jasmine checked in every day with a quick message update and pics to let me know how things were coming along. She even checked in on the plants as well. Highly recommend this sitter and will use her again

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yvonne b.
House Sitting
5.0 out of 5 stars

Dahlia was fantastic to work with. She was great at communicating and sent daily updates of our pups while we were out of town. I felt confident our pets were well cared for. She was respectful of our home as well. I would definitely recommend Dahlia for any housesitting and pet needs.

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Sarah H.
House Sitting
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