House Sitting In South Shore

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Top rated South Shore house sitters

1 / 1
Sitter Profile Image: Ava M.
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Ava M.
from
$55
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
11 years of experience
Hyde Park, Chicago, IL, 60637

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: 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
77 reviews
25 repeat clients
8 years of experience
Chicago, IL, 60620

Jayden watched my 2 big dogs and cat for a week at my house. They provided frequent updates and administered meds and made sure my picky animals were all well fed. We returned home to a cleaner house than we left it. They were wonderful and I’m so grateful for their care!

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Emily C.
Sitter Profile Image: Evan P.
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Evan P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
42 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: 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 was a very thoughtful, thorough, and kind sitter. She followed all the house rules and Nala rules. She left our home better than when we came back. We will definitely hire her again.

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Chelsey C.
Sitter Profile Image: Dominique F.
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Dominique F.
from
$40
per night
4.6 out of 5 stars
68 reviews
38 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: 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: 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: Anyah T.
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Anyah T.
from
$50
per night
5.0 out of 5 stars
28 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: 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 was amazing! She showed great compassion toward our pups and responsiveness to our concerns. One of dogs had GI symptoms from the start of her visit. Jasmine monitored closely and took our pup to the emergency vet for us (the pup is fine 😊)… this was an unexpected snag that took a lot of time and care. But Jasmine did it willingly and kept us informed throughout. We will definitely hire her again!!! (Oh! And she did a great job taking care of the house too!)

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Stephanie P.
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: Manuela G.
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Manuela G.
from
$55
per night
5.0 out of 5 stars
25 reviews
8 repeat clients
20 years of experience
Woodlawn, Chicago, 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: Quinn W.
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Quinn W.
from
$65
per night
5.0 out of 5 stars
10 reviews
1 repeat client
8 years of experience
Hyde Park, Chicago, IL, 60615

Quinn was fantastic. She was very responsible, and our dog, who can be a lot of work, loved her. She stayed with our dog at our home and was very neat and responsible. I highly recommend her!

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Sara E.
Sitter Profile Image: Nicole D.
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Nicole D.
Star Sitter
from
$60
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
10 years of experience
Chicago, IL, 60602

Nicole is so sweet and communicative! She was quick to respond from the first message I sent her inquiring about her availability. She took good care of our pups and would be happy to have her watch our girls again!

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Kellyn C.
Sitter Profile Image: Jozalin C.
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Jozalin C.
from
$27
per night
2 years of experience
Hyde Park, Chicago, IL, 60615

About: I currently do not have a dog but my family do we have 3 dogs and just had puppies not too long ago that I potty trained. I have worked with the dogs in my house to make them calm. I do not work everyday and have alternative schedules, I go to the park daily and would love to have your dog come with me. I am very good with leash traing, and have taken the dogs or family members to parks many times I insure that no harm comes to dogs.

Sitter Profile Image: Brianna W.
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Brianna W.
from
$42
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: Nicole R.
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Nicole R.
Star Sitter
from
$50
per night
4.9 out of 5 stars
51 reviews
20 repeat clients
3 years of experience
Bridgeport, Chicago, IL, 60616

Nicole was wonderful! She messaged me everyday on how my dog and cat were doing with pictures or videos. She stayed for like 10 days in our home with them so we are very grateful!

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Michaela P.
Sitter Profile Image: Bipasha R.
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Bipasha R.
from
$50
per night
5 years of experience
Kenwood, Chicago, IL, 60615

About: Hi! My name is Bipasha, and I’m currently a first-year med student here in Chicago. I miss my dog, Cody, so very much and would love to spend some time with your dog(s)! I am available for both dog sitting and dog walking. I am doing work remotely from June to August and have plenty of time and flexibility to help with pet care in the Chicago area. I currently live in an apartment so can only take care of pets in the owner’s home. I am very clean and reliable, and will be sure to take great care of your home and pet!

Sitter Profile Image: Twanna W.
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Twanna W.
from
$90
per night
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
South Shore, Chicago, IL, 60647

About: It’s all about honoring the autonomy of each animal when building a bond plus providing them a safe and nurturing place to live and be while away from home. I am a Full-Time PET SITTER in Chicago running a cat sanctuary where our pet guests become a member of a loving family right away. We provide a healthy and safe space where pets are always free to roam plus enjoy the amenities of individual cat houses, window gazing, and human play.

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

Annie watched our French Bulldog, Fiona, for 7 days. It was also a holiday weekend which is a big deal. She did a great job with Fiona! She would send pictures and Fiona looked like she was in her element at home. I felt so comfortable with Annie taking care of Fiona that I didn't feel the need to check in constantly (which is a big thing for me). She also left the apartment just as clean as we had left it! She was great!

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Brooke S.
Sitter Profile Image: Nikki J.
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Nikki J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
35 reviews
10 repeat clients
15 years of experience
Kenwood, Chicago, IL, 60615

Right off the bat I got an excellent first impression of Nikki. She is very warm and friendly. She approached my cat slowly, allowing the greeting to be on my cat’s terms. It showed me she understood cats. During the stay she sent pictures and updates which put me at ease. Nikki was extremely flexible with booking times. When I got home my linens and towels were clean which was not requested or expected. She really above and beyond! She’s now my go-to gal! If you’re looking for someone kind, communicative and great with animals… well, look no further!

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Allie K.
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South Shore pet parents share their Rover experiences

1 / 1
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

Alexis was amazing with our senior yellow lab. She sent photos, videos and general update all day everyday. We’re excited to have her watch Nugget again.

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Ashley A.
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
5.0 out of 5 stars

Nichole was available for us last minute and she was extremely communicative! She arrived on time and got along with Diamond immediately. Thank you so much for your excellent communication thru the day and taking such good care of the pup!

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Nikhila N.
House Sitting
5.0 out of 5 stars

As always, Torin takes amazing care of our pup & gives us peace of mind while we’re out of town. Can’t recommend her enough!!

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MaryGrace M.
House Sitting
5.0 out of 5 stars

Samantha was absolutely wonderful! She stayed overnight at my home with my 5-month-old puppy, Barkley, while I was in California, and she made everything so easy—no stress, no worry. She sent frequent updates and really went above and beyond, especially since Barkley developed some digestive issues right before I left. She took such good care of him, and I came home to a happy, healthy, and very tired puppy who had clearly been well loved and played with. We’ll definitely be hoping she’s available every time we go out of town!

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Meghan C.
House Sitting
5.0 out of 5 stars

Daniela took great care of Lola. She was responsive and sent photos of Lola to give me peace of mind while away from home. I recommend Daniela to others!

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Shanna C.
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 South Shore 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 South Shore.

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. South Shore 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.