Pet Sitting & Drop Ins In South Chicago

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Juneteenth
Sitter Profile Image: Coretta S.
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Sitter Profile Image: Coretta S.
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1. Coretta S.

Star Sitter
Loves to accommodate furry friends
South Shore, Chicago, IL, 60649
1.8 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
64 reviews
24 repeat clients
from
$17
per visit
Profile image

Coretta was great in every aspect! She was quick and thorough in her communications. She consistently sent pictures of her visits. And my cat Lewis loved being in her care. I will definitely book with Coretta again!

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Sitter Profile Image: Dominique C.
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Sitter Profile Image: Dominique C.
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2. Dominique C.

Lifelong Dog Lover and Caregiver!
Woodlawn, Chicago, IL, 60637
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
4 repeat clients
from
$20
per visit
Profile image

Dominique is excellent with Lily. She is patient, kind, and playful with her. She really goes the extra mile when working with my Lily. She is always on time and reliable. I highly recommend Dominique.

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Sitter Profile Image: Jasmine P.
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Sitter Profile Image: Jasmine P.
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3. Jasmine P.

Rover 101
Furry Friends' Paradise
Chicago, IL, 60438
4.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$15
per visit
Profile image

Have great communication, very prompted and handles Molly with care as if molly was her own

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Sitter Profile Image: Beverly B.
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Sitter Profile Image: Beverly B.
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4. Beverly B.

Star Sitter
Home full-time, individual care
Chatham, Chicago, IL, 60620
3.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
235 reviews
87 repeat clients
from
$22
per visit
Profile image

Beverly was super helpful and kind with our dog Oliver. He immediately liked her and she was great at communicating and sending pictures/ updates. Will definitely be contacting her next time we need a pet sitter!

Confirmed availability: Juneteenth
Sitter Profile Image: Cane E.
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Sitter Profile Image: Cane E.
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5. Cane E.

Prior vet tech, now social worker!
Chatham, Chicago, IL, 60619
2.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
4 repeat clients
from
$14
per visit
Profile image

Cane accepted sitting our 2 dogs and 4 cats at short notice. He provided pictures and plenty of updates while we were away and did well with my reactive dog. I was especially worried about leaving my dog with anyone and almost didn't go on the trip at all because of that but Cane did well meeting him outside and then was able to interact with him while we were gone! He continued to provide care for our pets even after losing access to his car due to the icy roads while we were away. It was very helpful to have someone with experience and patience to work with all our social animals. We will definitely reach out to him again next year 😄

Confirmed availability: Juneteenth
Sitter Profile Image: Bola A.
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Sitter Profile Image: Bola A.
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6. Bola A.

Star Sitter
Big time dog lover 😄
Hyde Park, Chicago, IL, 60615
4.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
26 reviews
7 repeat clients
from
$25
per visit

Amazing dog sitter! Trustworthy, reliable, and caring. I will always recommend her to anyone that is looking for a responsible and loving pet care taker! Bola’s amazing!

Confirmed availability: Juneteenth
Sitter Profile Image: Jayden Phoenix P.
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Sitter Profile Image: Jayden Phoenix P.
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7. Jayden Phoenix P.

Dogs are a humans bestfriend.
Roseland, Chicago, IL, 60628
4.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
7 repeat clients
from
$25
per visit
Profile image

Roxy was responsive, arrived as scheduled, and checked on our pets as requested. I also appreciate Roxy bringing in our mail packages that were left at the door. Thank you!

Confirmed availability: Juneteenth
Sitter Profile Image: Madeleine G.
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Sitter Profile Image: Madeleine G.
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8. Madeleine G.

Dog lover/babysitter for your pup!
Hyde Park, Chicago, IL, 60615
4.7 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
10 repeat clients
from
$16
per visit
Profile image

Madeleine was great with our dog and was flexible enough to work with our changing schedules. Our dog is used to having someone around all day, so she greatly appreciated the time Madeleine spent with her.

Confirmed availability: Juneteenth
Sitter Profile Image: Angel B.
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Sitter Profile Image: Angel B.
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9. Angel B.

Treat your pet like my own child
Chicago, IL, 60637
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
from
$20
per visit

Angel is the most caring person when it comes to taking care of an animal. From what i can tell, She loves cats, dogs and any other type of house pet.

Confirmed availability: Juneteenth
Sitter Profile Image: Mikayla V.
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Sitter Profile Image: Mikayla V.
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10. Mikayla V.

Fur Baby Aficionado!
Chicago, IL, 60619
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
9 repeat clients
from
$30
per visit
Profile image

Mikayla was super responsive and friendly while booking. I had never used Rover before, so she was extra helpful in in the process. She was willing to meet in person first and was flexible along the way. She even was able to pivot and help us keep track of a medical issue our cat was having prior to her visits with him.

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Sitter Profile Image: Shakira C.
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Sitter Profile Image: Shakira C.
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11. Shakira C.

RoverGO
Rover 101
Star Sitter
Your Pup is My Pup
South Shore, Chicago, IL, 60649
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
7 repeat clients
from
$34
per visit
Profile image

Shakira is very personable and quick-witted. My normally reserved cat came right to her which was a great sign and definitely put me at ease that he was in the care of the right person. I look forward to working with her in the future and highly recommend her service.

Sitter Profile Image: Shantell B.
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Sitter Profile Image: Shantell B.
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12. Shantell B.

I love pets & pets love me.
South Deering, Chicago, IL, 60617
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$19
per visit
Profile image

Shantell does a great job taking care of my fur baby. He feels comfortable around her and responds well.

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Sitter Profile Image: Jumie T.
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Sitter Profile Image: Jumie T.
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13. Jumie T.

Dogs love me!
Chicago, IL, 60649
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$20
per visit

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.

Sitter Profile Image: Dominique F.
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Sitter Profile Image: Dominique F.
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14. Dominique F.

Caring For Your Pet With Respect❤️
South Shore, Chicago, IL, 60637
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
59 reviews
36 repeat clients
from
$20
per visit
Profile image

Dominique did a wonderful job! She was the first sitter I hired for my new pet. Her videos and pictures of my little kitten made me feel a lot better about having to leave. I hope to employ Dominique many times in the future, she makes sure our fur babies are safe and loved.

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Sitter Profile Image: Jessica S.
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Sitter Profile Image: Jessica S.
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15. Jessica S.

Passionate Pet Care Pro
Chicago, IL, 60649
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$20
per visit

Jessica is simply the best when it comes to pet care! She's like a second mom to our furry family members. Always reliable and caring, Jessica goes out of her way to make sure our pets are happy and healthy. We couldn't ask for a better caregiver! Thanks, Jessica, for all you do!

Sitter Profile Image: Titilayo B.
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Sitter Profile Image: Titilayo B.
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16. Titilayo B.

Friend to pets big and small
South Shore, Chicago, IL, 60649
1.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$20
per visit

Titi is great with animals and people alike. She is kind, patient and dependable. Long before she had a pet of her own she volunteered at dog training classes which is where her love of animals started to blossom.

Sitter Profile Image: Alajiah S.
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Sitter Profile Image: Alajiah S.
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17. Alajiah S.

Fellow pet lover caring for others
Chicago, IL, 60649
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
1.0 out of 5 stars
1 review
from
$15
per visit

About: Ive been caring for all kinds of pets since I was a kid. Both family and friends have trusted in me to care for their pets while on trips and away from home. I am currently unemployed and taking up non-traditional jobs like this one to have flexibility career/ job wise and time to enjoy life with friends and family! I care for pet in my clients home by first checking with the owner on all the specific need of their pet then I work accordingly making sure both the pet and pet owners needs are met.

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Sitter Profile Image: Wade S.
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Sitter Profile Image: Wade S.
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18. Wade S.

The Dog Whisperer 🐾
South Shore, Chicago, IL, 60649
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
from
$25
per visit

He’s been such a big help with our Rotties. He helped us maintain our kennel and kept our babies busy and active. He’s welcome here anytime.

Confirmed availability: Juneteenth
Sitter Profile Image: Tonisa J.
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Sitter Profile Image: Tonisa J.
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19. Tonisa J.

Rover 101
Star Sitter
Your pups second home....
Calumet Heights, chicago, IL, 60617
1.6 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
69 reviews
32 repeat clients
from
$60
per visit
Profile image

She is awesome with our doggy

Sitter Profile Image: SaTarah N.
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Sitter Profile Image: SaTarah N.
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20. SaTarah N.

Pet Paradise
South Chicago, Chicago, IL, 60617
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
2 reviews
from
$16
per visit

Tarah was excellent with my 2 fur babies. They did not want to leave at pick up. She sent videos and pictures throughout the stay. She also has 2 fur babies of her own so mine had playmates. Definitely found a home away from home for my babies in the future.

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Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in South Chicago:

Dog owners in South Chicago, IL turn to pet sitters on Rover.com for their pet sitting needs. Over 7915 pet owners have reviewed pet sitters in Chicago, giving them an average rating of 4.9/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Chicago with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect South Chicago pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in South Chicago who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

Drop-In Visits