House Sitting in South Shore, Chicago

Find a loving dog sitter to watch your dog overnight in your home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Belicia K.
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Sitter Profile Image: Belicia K.
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1. Belicia K.

Star Sitter
Cats and dogs are my sunshine!
Englewood, Chicago, IL, 60621
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
7 repeat clients
from
$50
per night

My cat sitter cancelled on me at the last minute. But as it turns out I was meant to find Belicia. She took excellent care of my girl Zuri. Belicia was communicative, kind, and followed all instructions. She sent me messages and photos to absolve any worry and it didn't take long for my anti-social kitty to take to her. Having her care for Zuri was such a peace of mind. When I came back home, I realize that everything worked out as it should have. This is the beginning, as I will be scheduling with Belicia again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Elizabeth D.
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Sitter Profile Image: Elizabeth D.
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2. Elizabeth D.

Does your pet need a new friend?
Douglas, Chicago, IL, 60609
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
5 repeat clients
from
$33
per night

They were AWESOME! Immediately we hit it off talking about our mutual interests. My dog gets a bit hyper but Levi was able to demonstrate techniques to calm him down and quickly. Once I left they sent me regular updates and I never had to worry about whether or not my kitten and dog were in good hands. I really appreciate the time and effort they put into making sure I was updated. I’ve never used Rover but I definitely will again. I also will definitely be using Levi. Thank you so much for everything!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jasmine P.
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Sitter Profile Image: Jasmine P.
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3. Jasmine P.

Rover 101
Star Sitter
Beloved dog & cat whisperer, is me!
Chicago, IL, 60615
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
62 reviews
21 repeat clients
from
$75
per night

Jasmine took excellent care of Zoey while we were out of town for nearly a week. Despite Zoey's nervousness and the challenges it posed initially, Jasmine exercised a lot of patience and willingness to try different things to allow Zoey to feel more safe. And after the first night, Zoey warmed up significantly! Jasmine kept us updated throughout the trip, whether it was the challenges on the first day or the big successes in the days that followed! We really appreciated Jasmine's skills, knowledge, and commitment to taking care of Zoey.

Sitter Profile Image: Shakira C.
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Sitter Profile Image: Shakira C.
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4. Shakira C.

RoverGO
Rover 101
Star Sitter
Your Pup is My Pup
South Shore, Chicago, IL, 60649
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
7 repeat clients
from
$75
per night

Shakira is amazing! I feel like she's part of the family. She did an amazing job looking after my Maltipoo, Dash! She sent plenty of pictures and videos throughout the day. I really appreciate the way she made both me and Dash feel comfortable. Before she left, I had already booked her for another sitting for Dash. She's the best!

Sitter Profile Image: Shiri B.
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Sitter Profile Image: Shiri B.
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5. Shiri B.

Kind and practical pet lover
Chicago, IL, 60621
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
1 repeat client
from
$50
per night

Shiri was awesome to accept a relatively last minute booking at a good rate, and was communicative and professional throughout her stay. I returned to my home exactly how I had left it for her which I appreciated as well. She was understanding and kind when problems arose which meant a lot for me given my dog is of old age and caring for him can be quite involved. Thanks Shiri!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Andreana W.
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Sitter Profile Image: Andreana W.
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6. Andreana W.

Pets are live-in best friends🐶💜
Kenwood, Chicago, IL, 60653
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
2 repeat clients
from
$40
per night

About: I have always had pets as a child and the responsibility to care after them like I would my siblings. But as I have gotten older I have been provided the luxury of owning pets I can call my own and raise how I see fit (which is code for spoil). I wont put some long drawn out advertisement of why you should pick me to care for your fur baby, but just understand that everyone tells me how I treat TuTu more like a child than I do the human one 🙂 Thats how much i love pets, and how important it is to make them feel part of the family! And if you decide to trust me with your pet, just know they will always be treated the same while in my care💜 I work a full-time job in IT, but very flexible and mostly remote. So i am pretty open and available when needed. Also very respectful of your time, so i will always be open and communicate any conflicts that may arise. I currently have a 3 year old Shitzhu that is full of energy and love to be around other dogs. Extremely (overly) friendly and very welcoming lol. I also have a cat that is pretty antisocial, so in the instance you would prefer my home, i will put her in her up in her own room. I stay in a duplex, so plenty of room to be comfortable. Also, we go on multiple walks a day so plenty of exercise will be provided along with belly rubs.

Sitter Profile Image: Taylor C.
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Sitter Profile Image: Taylor C.
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7. Taylor C.

Energetic dog lover looking to help
Hyde Park, Chicago, IL, 60615
3.0 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
22 reviews
7 repeat clients
from
$30
per night

Taylor was a great dog sitter for GiGi! She sent photos and made sure she was well taken care of. I would highly recommend Taylor for any pet sitting services!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jumie T.
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Sitter Profile Image: Jumie T.
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8. Jumie T.

Dogs love me!
Chicago, IL, 60649
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$50
per night

About: I am an artist and former dog owner with experience working as a private dog sitter since high school. I love pets immensely, and am so excited to meet yours! Every dog I get to greet is a gift, and I treat them as such. Through my own experience as a dog owner, and diverse experience with other dogs, I have learned a lot that I get to bring to these new situations. I know how vital calmness can be, and keep myself patient. I know every dog is different, so please share everything you can about your animal and all their quirks! Getting to interact with animals is so much fun and so fulfilling, I wish to spend more of my time doing it when I can. I currently work from home, so my schedule is incredibly flexible! I'm available for walks throughout the week and can stay with your fur baby as need be. I like to keep the care of your pet as close as possible to their normal routine, so please keep that information clearly written out if possible, or we can talk through it together.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jessica S.
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Sitter Profile Image: Jessica S.
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9. Jessica S.

Passionate Pet Care Pro
Chicago, IL, 60649
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$30
per night

Jessica is amazing with pets! She's caring, reliable, and genuinely loves furry friends. If you want someone who'll treat your pet like family, Jessica's the one to call.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Cane E.
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Sitter Profile Image: Cane E.
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10. Cane E.

Prior vet tech, now social worker!
Chatham, Chicago, IL, 60619
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
12 reviews
3 repeat clients
from
$28
per night

Cane did a great job with a houseful of pets! We left him with 3 cats and 2 dogs, one very high-maintenance. The dogs were a little slow to warm up to him, but he was patient and turned their attitudes around. He texted updates frequently and left the house tidy, which we really appreciated at the end of a long trip! When we got back the animals seemed happy and well cared for. We would be glad to hire Cane again.

Sitter Profile Image: Grace T.
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Sitter Profile Image: Grace T.
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11. Grace T.

Full time student & pet lover!
Woodlawn, Chicago, IL, 60637
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$30
per night

Grace is an exceptional pet caregiver whom I recommend to anyone seeking a responsible and loving care for their furry friends. Grace has a unique ability to create a connection with any pet. I witnessed Grace's care firsthand when she helped me pet-sit a friend's cat. Not only did she ensure the cat's basic needs were met, but she also made time to play with the cat and give her lots of attention. Grace's responsible nature and genuine love for animals make her a great choice for anyone in need of a trustworthy pet caregiver.

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Sitter Profile Image: Emma & Emily F.
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Sitter Profile Image: Emma & Emily F.
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12. Emma & Emily F.

We love making new furry friends!
Chicago, IL, 60637
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
25 reviews
5 repeat clients
from
$85
per night

Emma and Emily were easy to work with. They are professional, courteous, friendly, and clearly love being with dogs. They took excellent care of our senior dog, and it was clear that she was very happy to be with them. I would definitely use them again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Dominique F.
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Sitter Profile Image: Dominique F.
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13. Dominique F.

Caring For Your Pet With Respect❤️
South Shore, Chicago, IL, 60637
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
58 reviews
36 repeat clients
from
$65
per night

About: Hi I'm Dominique, here to get out and walk Dogs or just be a friendly companion for your pets. I understand deeply the responsibility of careing for and loving our furry friends. What's better than knowing your furry friend is happy and healthy especially after being back from a busy day, or just knowing someone is there to help when your just not feeling good! That someone is me! I couldn't have found a better Gig! All animals deserve the attention they desire! They deserve to live a good life and get fresh air. I'll be there as a helping hand so please be detailed as possible with your pets individual needs and I assure a great visit. I'm a full time worker for rover, I have a 1 bed apartment in Pilsen very dog friendly neighborhood. I am available so contact me 😊 thank you. I have been caring for animals my whole life I have their best interest. Thanks for choosing river I am available full time. Contact me anytime!

Sitter Profile Image: Jonah S.
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Sitter Profile Image: Jonah S.
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14. Jonah S.

Around HP - flexible schedule
Hyde Park, Chicago, IL, 60615
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$60
per night

Jonah dog sat Cinnamon and he did a great job with her! I appreciate the daily updates while I was away and that he kept my place tidy. Thank you, Jonah! I will be calling Jonah again in the future.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Brianna W.
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Sitter Profile Image: Brianna W.
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15. Brianna W.

Home part-time-big fenced backyard
Chicago, IL, 60619
2.2 mi. away
Boarding, House Sitting
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$56
per night

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 part-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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Emily L.
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Sitter Profile Image: Emily L.
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16. Emily L.

Love all pets 🫶
Hyde Park, Chicago, IL, 60637
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$60
per night

About: I’ve had a few pets of my own and I am very detail oriented, if your pets ever need me to go an extra mile I will! I am currently a college students at the University of Chicago. I have free time after classes, on weekends and some holidays. I would love to work as a pet sitter or walker! I won’t be home sitting because I live in a dorm right now, but I can home sit at your homes! I care very much for animals and will give them my undivided attention.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Angie P.
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Sitter Profile Image: Angie P.
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17. Angie P.

Lover of furry friends
Chicago, IL, 60637
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$40
per night

I am a veterinarian so I know I can be a little tough to please when it comes to my pets but Angie is the absolute sweetest! She was great with both of my dogs but especially the one who can be very fearful. My dog can look a little intimidating and she does not like most people but she adjusted to Angie immediately. She has also served as a caretaker for my elderly pup and is always so gentle and compassionate.

Sitter Profile Image: Thomas B.
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Sitter Profile Image: Thomas B.
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18. Thomas B.

Dogs love me and cats adore me
Grand Crossing, Chicago, IL, 60619
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5 years of experience
from
$50
per night

About: I've spent time with dogs when I visited my aunt. She loved them and so do I. I also have 3 cats of my own and there all healthy boys. I've pet sit my friends house and his two dogs for a week once and it wasnt bad at all. I want to make your pet feel safe even when your not around. I can do all breeds of dogs and cats if you need your lazy feline friends to be watched. If you want someone who knows dogs and cats and want them to be safe I am your guy. You can rest assure they will be played with fed and happy the time your away. I'm ready to lend a paw to you.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Wade S.
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Sitter Profile Image: Wade S.
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19. Wade S.

The Dog Whisperer 🐾
South Shore, Chicago, IL, 60649
0.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
from
$60
per night

He took great care of my best friends

Sitter Profile Image: Stephanie J.
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Sitter Profile Image: Stephanie J.
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20. Stephanie J.

They are special like we are!
South Shore, Chicago, IL, 60649
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
from
$45
per night

Stephanie was wonderful to Layla. She made Layla feel comfortable right away. I also appreciated how attentive Stephanie was to our changing needs. She was also early to arrive which I was happy about since we had an appointment we needed to get to.

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The next time you head out of town and need someone to take care of your pet - and your home - turn to Rover for your house sitting needs. It's easy to find a loving pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover - it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy house sitters for your pets--and avoid the kennel.

Want to learn more? Check out reviews from pet owners who have used Rover.

House Sitting