House Sitting South Shore

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

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Over 18
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: Jayden Phoenix (They/Them) P.
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Jayden Phoenix (They/Them) P.
Star Sitter
from
$60
per night
5.0 out of 5 stars
78 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: Dominique F.
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Dominique F.
from
$40
per night
4.6 out of 5 stars
71 reviews
39 repeat clients
16 years of experience
South Shore, Chicago, IL, 60637

Our pups felt comfortable right away. Clearly a dog lover and can read their body language. Thank you again!

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Tommy H.
Sitter Profile Image: Ava M.
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Ava M.
from
$55
per night
5.0 out of 5 stars
8 reviews
4 repeat clients
11 years of experience
Chicago, IL, 60621

Ava was wonderful with our 3 pups. She knew how to manage their chaos and treated them so sweetly. She left the place looking great and really just went above and beyond. We will definitely be using her services again.

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Gail S.
Sitter Profile Image: Evan P.
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Evan P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
47 reviews
15 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: 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: Mia L.
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Mia L.
from
$45
per night
5.0 out of 5 stars
26 reviews
5 repeat clients
7 years of experience
Hyde Park, Chicago, IL, 60615

Mia is a wonderful dog sitter! Charlie and Cooper had a great time with her while we were out of town and she was very communicative with a check in and pictures every day.

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April H.
Sitter Profile Image: Anyah T.
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Anyah T.
from
$50
per night
5.0 out of 5 stars
29 reviews
8 repeat clients
7 years of experience
East Side, Chicago, IL, 60617

Great house sitting our dog and keeping her company and comforted.

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Danielle B.
Sitter Profile Image: Tamara C.
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Tamara C.
from
$50
per night
4.9 out of 5 stars
14 reviews
5 repeat clients
6 years of experience
Auburn Gresham, Chicago, IL, 60620

Was great with our 4 cats. We came back home and they were well taken care of. Provided pictures while we were gone and was helpful.

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Charmis D.
Sitter Profile Image: Danielle K.
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Danielle K.
from
$50
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
8 years of experience
Woodlawn, Chicago, IL, 60637

About: I have pet sit all kinds of loving dogs. Since I was 15 My family, friends and neighbors have trusted me to walk, feed, play with and care for their pets. I work full time virtually, so I am flexible and can care for your beloved pups while at home. I only have availability to do overnight boarding on weekends. I have a spacious place for your dog to have plenty of room to play and be comfortable. In addition, I have a dog park and a spacious park/field a walk away from my home. There also is a trail for us to walk as well. I am equipped to feed, walk and sing to your pup.

Sitter Profile Image: Jasmine P.
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Jasmine P.
Star Sitter
from
$175
per night
5.0 out of 5 stars
97 reviews
38 repeat clients
10 years of experience
Kenwood, Chicago, IL, 60615

Jasmine took great care of our dog, Koji, while Koji was a little sick and we had to be out of the house over the weekend. Jasmine came on time, even when we needed her early in the morning, and proactively took Koji on walks every few hours to ensure she had relief from her upset tummy. Koji was happy and relaxed when we came home after spending the day with Jasmine! I’d highly recommend her.

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Liana
Sitter Profile Image: Alexa B.
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Alexa B.
from
$55
per night
4.8 out of 5 stars
9 reviews
4 repeat clients
3 years of experience
Chatham, Chicago, IL, 60619

Alexa did a wonderful job taking care of our dog in our home over a long holiday weekend. She was communicative, made sure Beau got his walks and play time, left our home clean and our dog happy. She followed our instructions on everything and asked questions when she wasn’t sure about something. We hope our dog wasn’t too crazy for her, but we would gladly welcome her back! So grateful we found Alexa.

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Desiré F.
Sitter Profile Image: Daniela M.
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Daniela M.
from
$40
per night
4.9 out of 5 stars
41 reviews
11 repeat clients
4 years of experience
Avalon Park, Chicago, IL, 60619

Very happy with Daniela as a pet/house sitter while we were overseas for 2-weeks. We don’t speak a common language, but my pets don’t speak English or Spanish either, so I wasn’t gonna let a language barrier be the sole reason to not hire someone. We used an audio translator app during the meet & greet, and most apps/ txt auto translate. I did provide an emergency contact of a bi-lingual friend. Thankfully we didn’t need to involve her. At the meet & greet, we practice giving my anxious cat’s oral tablet medication with dry kibble, and she was pretty good at it within a couple tries. Reassured me she would be able to administer when we’re gone. She sent regular photos/updates of our pets which always makes us happy and comfortable while traveling. We even had some HVAC issues while we were away, and Daniela was a trooper the whole time. Twice she helped coordinate a technician coming to the house since we couldn’t be there. She left the house very clean, trash taken out, bed made. Brought all our mail in. Watered the few plants we asked. Etc. I hope she’s available next time we travel. Thank you!

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Kelli C.
Sitter Profile Image: Eleni V.
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Eleni V.
from
$30
per night
15 years of experience
South Shore, Chicago, IL, 60649

About: I have always cared for the cats of my neighbors in Chicago, let alone other cats. Since my young adult years, I always have had cats and have been learning how to care for them from personal experience, reading online, and visiting vets as well as volunteering at shelters in Chicago over the years or supporting fundraisers! I am available nowadays to care for your pet at my home for a short period of time. Or I could visit your home! I am aware of territory adjustments and super careful about health issues. I have experience working with children and understand how important it is to supervise and engage with pets all the time! Also, it is important to pay attention to them in terms of health and behavior and provide a healthy routine of meals and clean litter boxes, among other things.

Sitter Profile Image: Manuela G.
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Manuela G.
from
$55
per night
5.0 out of 5 stars
26 reviews
8 repeat clients
20 years of experience
Woodlawn, Chicago, IL, 60637

Manuela and Tomás are very friendly and warm people. They both are experienced dogsitters and ask the right questions, so you can leave your pup with them with peace of mind. They are respectful with your home. Can only highly recommend.

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Jaap S.
Sitter Profile Image: Annie X.
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Annie X.
from
$65
per night
4.9 out of 5 stars
156 reviews
113 repeat clients
8 years of experience
Armour Square, Chicago, IL, 60616

Annie has been a great sitter for my little girl. Always responsive and easy to deal with. You won't regret having Annie to take care of your furbabies

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Tracey Z.
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
4 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: Nicole R.
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Nicole R.
from
$50
per night
4.9 out of 5 stars
54 reviews
20 repeat clients
3 years of experience
Bridgeport, Chicago, IL, 60616

Nicole is a wonderful pet sitter. She is caring, diligent, and honest. She has sat for us 7 times this year, and each time she has gone above and beyond to care for our beloved 12-1/2 dog. You will have a WONDERFUL EXPERIENCE if you hire her.

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Dawn K.
Sitter Profile Image: Moria S.
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Moria S.
from
$28
per night
5.0 out of 5 stars
8 reviews
7 repeat clients
8 years of experience
South Chicago, Chicago, IL, 60617

Moria was awesome! We got a lot of pictures and they were clearly thoughtful and considerate of our space.

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Brianna P.
Sitter Profile Image: Brianna W.
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Brianna W.
from
$65
per night
4.9 out of 5 stars
7 reviews
2 repeat clients
5 years of experience
Chicago, IL, 60619

About: As a dog owner you should pick someone to care for your dog who has experience and loves dogs. Well, that care giver is me. Dogs are super energetic and absolutely loyal and that's what I love most about them. Trying to tire out a dog is fun because they're always ready for a game of fetch. If you choose me to care for your dogs you'll be receiving absolute professional service and a great experience for your dog. I have experience in walking, providing medication, and feeding dogs. Hopefully you pick me to care for your loving, four-legged friends. I work from home full-time so I am available for early morning, afternoon, and evening drop offs most week days and weekends as well. We can arrange a drop off on Mondays, Tuesdays, and Thursdays after 6pm. I have a cat already but they don’t require much attention. I have a big fenced back yard for your fur babies to run around. If you bring the crate I can easily crate them. I have a great neighborhood for dog walking.

Sitter Profile Image: Andrea W.
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Andrea W.
from
$30
per night
6 years of experience
Kenwood, Chicago, IL, 60615

About: I am experienced in very detailed pet care instructions and understand that those pets have unique needs. I have experience with administering medical supplements, adhering to specific feeding schedules and portion requirements. I have followed individualized activity plans and routines for both dogs and cats. I want to provide the consistency in a pets routine while their owners are away. I promote owner-established potty training methods in regards to 6 months and older potty training behaviors. My approach combines reliability, patience, and genuine affection for animals while providing pet owners with confidence that their pets are receiving attentive and compassionate care in their absence. I am a Retired NCAA WBB coach so I have time to care for your fur family! I Can adjust to your pets favorite routine! I stay in your home so that your fur family is in their most safe space! I stick to their routines and routes! I can include new enrichment activities and stick to what works for them! I understand crating and routine! I have also slept w 4 animals in bed so that were very supported during the owner’s mini vacation.

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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

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5.0 out of 5 stars

Niayla was wonderful. It was my first time leaving my cat, Camille, at home by herself for two weeks and Niayla clearly gave her so much love, attention, and cuddles while I was gone. It really put my mind at ease to have someone in my home who so obviously truly cared for Camille. I could tell in all the photos and from the updates that they really enjoyed each other’s company and could not be more grateful to have found Niayla on this app!

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Sabrina M.
House Sitting
5.0 out of 5 stars

Ava was wonderful! She took great care of my dog. In addition to his walks, etc she got him to take his medication, which is not always easy. And the house was spotless when I reutned!

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elizabeth h.
House Sitting
5.0 out of 5 stars

Alexis was a fantastic sitter. She was very attentive to our pups. One requires meds in her food twice a day and was well taken care of. She stayed with them and kept them comfortable with their separation anxiety from us and played in the yard every day. The house was clean and well maintained when we arrived home. I would highly recommend Alexis, she truly cares about animals and was a great house guest as well

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Kyle A.
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

Our pups felt comfortable right away. Clearly a dog lover and can read their body language. Thank you again!

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Tommy H.
House Sitting
5.0 out of 5 stars

Hired Maia again for another weekend of house sitting. Very responsible and respectful of taking care of the house and the pup. My puppy gives her 5 paws! Thank you Maia, I won't need to ever hire any one else!

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anhri89@yahoo.com
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

Mia was incredible with my cat Stormie! We were able to quickly schedule a meet and greet for her to meet Stormie and I could already tell she genuinely cared. She asked questions about feeding, whether Stormie likes to sleep in the bed, daily routine, and took notes when I explained some food changes due to Stormie's sensitive stomach. It is VERY clear she does truly love and care for animals. We had Mia watch Stormie for the weekend and came back to the apartment being clean, litterboxes were empty and freshly cleaned, etc. Mia sent regular updates as well with photos and videos of Stormie so I knew that everything was going smoothly. She also sent messages regularly about how they were playing with toys, how Stormie was doing, etc. I 100% will book with Mia again as I truly never felt more comfortable with someone watching my baby before now.

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Lillian W.
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
5.0 out of 5 stars

Laurel was so sweet and dog sat for us while we were in Chicago and we couldn’t be more pleased with the experience. I wouldn’t hesitate to book with her again and I think Gram would say the same. :)

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Miranda H.
House Sitting
5.0 out of 5 stars

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.
House Sitting
5.0 out of 5 stars

Leah was great. Communication with her was easy and she was very accommodating to my busy schedule. Sent me plenty of pics of my babies while I was away. Would definitely work with her again!

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Jasmine M.
House Sitting
5.0 out of 5 stars

An incredible Rover to work with! Sent so many pictures and updates, and you could see how happy the dog was!

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Brian J.
House Sitting
5.0 out of 5 stars

Janet was so kind, on time and reliable. She sent pictures and videos every day- I felt comfortable meeting her, giving her my keys and handing over my fur baby. Very Grateful for Janet and found a new regular cat sitter!

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Czhen B.
House Sitting
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Sitters in South Shore average 4
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