Pet Sitting & Drop Ins in South Deering, Chicago

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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Confirmed availability: Memorial Day Weekend
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
5.1 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
59 reviews
21 repeat clients
from
$17
per visit

Coretta was very easy to work with. She’s a great communicator, and always kept us updated. Our cat seemed to like her, and it really couldn’t have gone much better.

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Sitter Profile Image: Toni C.
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Sitter Profile Image: Toni C.
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2. Toni C.

Rover 101
Animal welfare enthusiast
Chicago, IL, 60655
6.2 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$17
per visit

Toni is great. Responsive, responsible, caring and capable. I felt very reassured after meeting her and knew I was leaving my cat in good hands. She kept me up to date on visits and I returned to a well cared for cat. The best!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Claudia O.
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Sitter Profile Image: Claudia O.
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3. Claudia O.

Rover 101
Star Sitter
I hope my cat doesn't get jealous!
East Chicago, IN, 46312
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
222 reviews
56 repeat clients
from
$19
per visit

Claudia was such a good sport. She was given the wrong key which we didn’t discover until I was gone. She had things under control, got a locksmith, and was able to get into the house. Irritating I’m sore but it went smoothly.

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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
4.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
235 reviews
85 repeat clients
from
$22
per visit

Beverly did a fantastic job taking care of our cat! She was attentive with pictures and messages on each visit. She even double checked with us about the cat's food routine to be sure she was giving him enough. Lovely experience with a lovely person!!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Darcelle M.
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Sitter Profile Image: Darcelle M.
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5. Darcelle M.

May be cat person But I'm also dog!
Pullman, Chicago, IL, 60628
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$15
per visit

Darcelle was great and my cats loved having her drop by to check on them. I appreciated that she played with them and cleaned up the food dishes. I recommend her and plan to call on her again when I can't be home.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jorinee T.
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Sitter Profile Image: Jorinee T.
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6. Jorinee T.

Nurturing and Gentle is my motto!
Calumet city, IL, 60409
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$15
per visit

Jorinee is an excellent care giver, she has watched over my pups when I leave out of town for work, or on vacation. She is very communicative and very flexible when it comes to caring for your pets needs. I would recommend her to anyone who’s looking for a pet care taker. I have worked with her during her internship and seen the care she gives to the animals she cares for.

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Sitter Profile Image: Jasmine P.
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Sitter Profile Image: Jasmine P.
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7. Jasmine P.

Rover 101
Furry Friends' Paradise
Chicago, IL, 60438
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
1 repeat client
from
$15
per visit

About: Since the age of 12, I've harbored a deep passion for caring for dogs. My journey began with my beloved Cane Corso Mastiff named Pacquiao, who was my faithful companion for five wonderful years until he passed away from Dilated Cardiomyopathy. Though I haven't had a dog of my own since Pacquiao, I've found solace and joy in pet sitting for friends and family, helping to fill the void until I'm ready to welcome another furry friend into my home. Taking walks and frequenting dog parks are among my favorite pastimes, allowing me to nurture my love for these amazing animals while staying active and engaged in their well-being. During my undergraduate years, I worked as a nanny for a family that had both a cat and an English bulldog. Through this experience, I not only cared for the children but also formed a bond with their pets. Spending time with the cat, I discovered a newfound appreciation for feline companionship and the calming presence they bring to a home. Alongside my love for dogs, this experience broadened my understanding of and affection for various animals. It further solidified my commitment to providing compassionate care to pets, whether it be through walks, playtime, or simply enjoying their company. As an aviation teacher and instructor, my schedule offers flexibility, ensuring your fur baby receives exceptional care. Living just 20 minutes from my workplace means your pet will enjoy multiple potty breaks throughout the day. In rare instances where I may be unavailable for a scheduled potty break, drop-off, or pickup, rest assured that my retired father, who lives just around the corner, is eager to lend a helping hand. Additionally, I'm available for weekends and major holidays, providing continuous care whenever you need it With a fenced yard and a location only 5 minutes away from the Hyde Park neighborhood, known for its abundance of dog-friendly parks, your pet will have ample opportunities for exercise and play. I am dedicated to maintaining cleanliness by regularly tending to litter boxes, cages, and any other pet areas. Additionally, I prioritize your pet's well-being by closely monitoring their behavior and health, promptly addressing any signs of distress or illness.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tara P.
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Sitter Profile Image: Tara P.
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8. Tara P.

Loving, Happy, Safe, Fun Pet care
Morgan Park, chicago, IL, 60643
5.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
4 repeat clients
from
$25
per visit

Tara is great with dogs! She is very caring towards animals of all kinds. She always has the dogs best interest at heart. On warmer days she walks the dogs with a water bottle at the ready to keep them cool and refreshed. She is always willing to share treats with them and keeps them handy. She treats all dogs as if they were her own and is willing to give them the attention they need. Your dog will like her instantly.

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
5.6 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!

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Sitter Profile Image: Crystal A.
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Sitter Profile Image: Crystal A.
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10. Crystal A.

Oh! I wanna walk with somebody! 🥰
Washington Heights, Chicago, IL, 60643
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$20
per visit

I have one wire fox terrier and one boxer (he's 100 pounds) and crystal stayed with them an entire month and everyday I got pictures, updates, and so my babies having a GREAT TIME! Crystal also took care of my plants, house dusting, and brought in all my mail. It pained me when I moved from the city, because after six months I have not been able to find someone as good as Crystal. You can 100% trust her with your fur babies!!

Sitter Profile Image: Emily P.
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Sitter Profile Image: Emily P.
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11. Emily P.

Former Vet Assistant
Blue Island, IL, 60406
5.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
7 repeat clients
from
$30
per visit

Emily has been stopping in to feed and play with our puppy a couple days a week for the past few months, and we were so lucky to find her. She is flexible, responsive, helpful, knowledgeable, and takes great care of our pup. She has given us pointers on stopping bad behavior and has even brought him toys. We are very comfortable leaving him alone during the day knowing she's going to stop by to give him the attention he needs. I cannot say enough good things about her.

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

Dogs love me!
Chicago, IL, 60649
5.4 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: Jayden Phoenix P.
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Sitter Profile Image: Jayden Phoenix P.
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13. Jayden Phoenix P.

Dogs are a humans bestfriend.
Roseland, Chicago, IL, 60628
3.4 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

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!

Sitter Profile Image: Shantell B.
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Sitter Profile Image: Shantell B.
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14. Shantell B.

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

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

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

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

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.

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

Prior vet tech, now social worker!
Chatham, Chicago, IL, 60619
3.6 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
$14
per visit

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: Memorial Day Weekend
Sitter Profile Image: Titilayo B.
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Sitter Profile Image: Titilayo B.
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17. Titilayo B.

Friend to pets big and small
South Shore, Chicago, IL, 60649
4.9 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Cheyenne D.
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Sitter Profile Image: Cheyenne D.
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18. Cheyenne D.

Dog mom! Let me love your babies!
Chicago, IL, 60617
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
4 repeat clients
from
$20
per visit

About: I have been a dog owner since childhood and have experience working with dogs of all ages and sizes. I am currently Mom to a Boxer Dane mix; as such, any boarding MUST have a meet-up first to ensure there is no hostility. My oldest dog is nearing 7 or 8, and I am familiar with diet-sensitive and senior dogs. I am currently unemployed - as such, I can accommodate most requests! I love all breeds of dog, and have no real preferences! I am willing to house sit, as well as care for other animals (cats, etc). Non-local requests will be accepted on a case by case basis (as I rely on public transit). I am looking forward to loving on your fur babies!

Sitter Profile Image: Monce V.
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Sitter Profile Image: Monce V.
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19. Monce V.

pet lover :)
South Deering, Chicago, IL, 60617
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$17
per visit

Monce is super caring, kind, extremely understanding and my dog Toby just loves her! She takes care of him walks him, feeds him! Etc. I would definitely not only just recommend her but I will keep working with her!

Sitter Profile Image: Jennifer O.
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Sitter Profile Image: Jennifer O.
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20. Jennifer O.

Su-paw-star!
Chicago, IL, 60617
1.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$16
per visit

She did wonderfully with the dogs, and they loved her. They got energy out well!

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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 Deering 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 Deering, 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.

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