Pet Sitting & Drop Ins in Auburn Gresham, Chicago

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Sitter Profile Image: Melissa B.
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Sitter Profile Image: Melissa B.
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1. Melissa B.

I can't wait to meet your dog!
Morgan Park, Chicago, IL, 60655
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
53 reviews
15 repeat clients
Profile image

Melissa was super flexible and accommodating! She took such great care of my puppy & put my mind at ease by providing me updates during the check-in! She always had her own backup supplies just in case!

Availability updated 31 days ago
Sitter Profile Image: Kelera W.
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Sitter Profile Image: Kelera W.
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2. Kelera W.

Star Sitter
Tender loving care
Morgan Park, Chicago, IL, 60643
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
46 reviews
10 repeat clients
Profile image

Kelera was great! She played with our cats and gave great updates with photos and videos. I have an older cat that is scared of everything and she did her best to check in on her. Our younger cat was so excited for playing

Availability updated 6 days ago
Sitter Profile Image: Madelyn S.
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Sitter Profile Image: Madelyn S.
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3. Madelyn S.

Kennel-Trained, Dog-Approved
Evergreen Park, IL, 60805
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$10
per visit
6 years of experience

About: I’ve been caring for dogs for years, both personally and professionally. I currently have two dogs of my own—Daisy, a playful boxer, and Ollie, a spirited cockapoo. I have worked as a kennel attendant for about a year now as well, where I have cared for dogs of different breeds and sizes. I am confident with feeding routines, administering meds, and giving dogs the structure and love they need. Whether your dog is high-energy, shy, or just needs some extra patience, I’m here to make them feel safe and happy while you’re away! I currently shadow an Oncologist at a local hospital on a flexible schedule, which means I can often adjust my hours as needed. I’m also planning to return to work as a kennel attendant part-time, but I’ll still have plenty of time for pet care. I’m happy to work with you to find a schedule that works for both you and your pet! When caring for pet’s in client’s homes, I respect their space and follow all their instructions carefully to maintain consistency for their pet. I make sure to communicate regularly with the owners to update them and address any concerns. My goal is to provide dependable, gentle care that helps pets feel happy and stress-free!

Availability updated yesterday
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: matt M.
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Sitter Profile Image: matt M.
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4. matt M.

Star Sitter
Dog lover with spacious backyard
Evergreen Park, IL, 60805
3.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
34 reviews
10 repeat clients
Profile image

Matt was great, he stayed in constant contact and sent pictures of every visit while he was watching our dog Rocco. He even brought in packages and cleaned up after Rocco.

Availability updated 5 days ago
Sitter Profile Image: Malcomn F.
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Sitter Profile Image: Malcomn F.
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5. Malcomn F.

Star Sitter
Kind, professional, one of the best
Washington Park, Chicago, IL, 60651
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$23
per visit
5 out of 4.9 stars
35 reviews
15 repeat clients
Profile image

Malcomn took such great care of my cat, Kashi. He was very communicative and sent updates and photos everyday which I thoroughly appreciated. Kashi and I are so grateful for Malcomn’s service!

Availability updated 6 days ago
Sitter Profile Image: Marya K.
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Sitter Profile Image: Marya K.
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6. Marya K.

Excited to meet your furry family!
Chicago, IL, 60643
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
8 reviews
1 repeat client
Profile image

She took very great care of my dogs and kept me updated the whole time!

Availability updated yesterday
Sitter Profile Image: Beverly B.
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Sitter Profile Image: Beverly B.
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7. Beverly B.

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

Availability updated 13 days ago
Sitter Profile Image: Tamara C.
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Sitter Profile Image: Tamara C.
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8. Tamara C.

Animals will always be my life
Chicago, IL, 60620
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 4.9 stars
14 reviews
5 repeat clients

About: I take care of all animals in my care, mine or not. I never yell and I don't abuse any animal. I treat them as my own and I make sure that their tail wags every time that they see me. I am currently watching animals as a part time gig as I have a full time job. House sittings are my most popular but I also have many drop in requests as well. I work full time so unless I am doing a house sitting or the place is close by that I can do a fly by, I am not available in the morning most days except weekends. Your dog is never out of my sight unless I allow they are secure in a crate. Any thing that brings me concern will be immediately brought up with you and I will find any solution I can to help.

Availability updated 36 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Jayden Phoenix (They/Them) P.
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Sitter Profile Image: Jayden Phoenix (They/Them) P.
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9. Jayden Phoenix (They/Them) P.

Star Sitter
Reliable & Inclusive 💛💜🤍🖤
Chicago, IL, 60619
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$34
per visit
5 out of 5.0 stars
48 reviews
15 repeat clients
Profile image

Jayden is the best, so kind and attentive and thoughtful! We love seeing all the cute pictures they take, and our two picky cats love Jayden’s care and company.

Availability updated today
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Tanaijah N.
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Sitter Profile Image: Tanaijah N.
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10. Tanaijah N.

Reliable, Fun, Animal Lover
West Englewood, Chicago, IL, 60636
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
4 years of experience

About: I have loved animals for as long as I can remember. I currently have a cat and a dog. They are my babies! My cat is very chill. She doesn’t really care for others lol. My pup is the opposite. She loves everyone. She wants to play with everyone but she knows her limits. I have 4 years of experience with dogs. Including dog daycare, walking, pet sitting, and giving baths and nail trims. I can train puppies on basic commands like sit, stay, paw, etc. I am currently in school during the morning. So I have plenty of time in the afternoon and evening to take care and love your pup! I have a fenced home with a big backyard and front. So your pup can run around and have enough space for physical play. I do have an energetic playful pup of my own. Who loves to meet new people and other pups. I believe your pet and mines will have so much fun!

Availability updated 4 days ago
Sitter Profile Image: Khia S.
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Sitter Profile Image: Khia S.
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11. Khia S.

Rover 101
Star Sitter
Just a caring, animal loving girl!
Chicago Lawn, Chicago, IL, 60629
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per visit
5 out of 5.0 stars
20 reviews
3 repeat clients
Profile image

Very attentive and caring to my dog 💓 the perfect pet sitter.

Availability updated 2 days ago
Sitter Profile Image: Travis P.
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Sitter Profile Image: Travis P.
Verified Enhanced Background Check

12. Travis P.

To err is human—to forgive, canine
Beverly, Chicago, IL, 60643
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
3 reviews
Profile image

Travis was engaged, professional, and considerate. Travis was attentive to detail and followed instructions with care for our dogs.

Availability updated 23 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Jessica A.
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Sitter Profile Image: Jessica A.
Verified Enhanced Background Check

13. Jessica A.

The best dog mom at your service!
Auburn Gresham, Chicago, IL, 60620
0.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
12 years of experience

About: I have 12 years of experience in loving and doting after fur babies. Experienced in senior care and medication administration. I WFH and own my home. I work from home and have a flexible work schedule. I am able to accommodate your pets needs and host in my home or come to yours. I have a fenced in yard and a friendly mini-pincher to keep your pet company. I have 3 floors of living space and can comfortably and safely host your pet.

Availability updated 15 days ago
Sitter Profile Image: Rebecca W.
Verified Enhanced Background Check
Sitter Profile Image: Rebecca W.
Verified Enhanced Background Check

14. Rebecca W.

Trustworthy and Always Punctual!
Englewood, Chicago, IL, 60621
1.2 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
5 reviews
1 repeat client

Rebecca has successfully raised dogs from puppyhood as well as caring for dogs beginning in their adulthood. These dogs have come from breeders and rescue shelters, so she’s confident around all personalities and life stages of dog! Rebecca patiently acclimated a very skittish and fearful dog to life with people and now he’s absolutely thriving - I highly recommend her for dog sitting.

Availability updated 15 days ago
Sitter Profile Image: Alexa B.
Verified Enhanced Background Check
Sitter Profile Image: Alexa B.
Verified Enhanced Background Check

15. Alexa B.

200ccs of love and affection = me
Chatham, Chicago, IL, 60619
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per visit
5 out of 5.0 stars
5 reviews
2 repeat clients

WONDERFUL SITTER!! Alexa has been my pet sitter for a little over a year and she has been wonderful. She is great as a house sitter and very respectful of what your pet needs! One of my two pups is reactive and she's always been very patient and has handled her well (45lbs and a leash puller on occasion).

Availability updated today
Sitter Profile Image: Nariah B.
Verified Enhanced Background Check
Sitter Profile Image: Nariah B.
Verified Enhanced Background Check

16. Nariah B.

Fur Mama w/o chance of Fur Baby
Washington Heights, Chicago, IL, 60621
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
12 reviews
2 repeat clients
Profile image

Nariah was great! Took great care of my jazmine and even brought in a perishable package that was delivered and put it away for me. I mistakenly put the wrong address on my reservation and Nariah was understanding and still was able to help me out for the weekend. Will definitely use her again.

Availability updated over 1 year ago
Sitter Profile Image: Katiri S.
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Sitter Profile Image: Katiri S.
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17. Katiri S.

A quirky dog lover doing what I <3
Auburn Gresham, Chicago, IL, 60620
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
8 reviews
2 repeat clients
Profile image

Was great and patiently cared for my older dog. Would recommend her to anyone. Thanks!!!

Availability updated 5 months ago
Sitter Profile Image: Jala C.
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Sitter Profile Image: Jala C.
Verified Background Check

18. Jala C.

Big dog small dog I LOVE THEM ALL
Grand Crossing, Chicago, IL, 60621
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
4 reviews
1 repeat client

About: Hello my name is Jala C i am 20 years old. I have been working with aninals since i was 13 years old and i love animals so much. I am known to be a very reliable, hard working person my family and friends would say i am a sweet, intelligent, playful and active young lady and all pets are in Wonderful hands. I am currently unemployed and have a lot of time on my hands. I am available seven days a week all times of day and even holidays. In thos case i have a lot of time to play with your furry friend and get to know them more and more and connect woth them. IM SO EXCITED Unfortunately i do not have a fenced yard but we have a trail where me and you furry friend can go for walks and runs. Dog are allow to walk freely in the house and will have all the love and affection they need. Also i have a 6 year old sister who loves dogs to the fullest so your furry friwndend will have lots of love cant wait to meet them all

Availability updated 3 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Me'lia J.
Verified Enhanced Background Check
Sitter Profile Image: Me'lia J.
Verified Enhanced Background Check

19. Me'lia J.

Your pet is my top PAW-ority!
West Englewood, Chicago, IL, 60636
1.3 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
1 review

Me'lia is a great caretaker for pets. I've known her for 10 years, and have been around when she got her own pets. She's always had a passion for caring for companion animals, and has been a great aid to me and my family members with training and raising our pets. She got her education in animal science and is now preparing for veterinarian school. I highly recommend her as a someone that will provide compassionate, fun, patient care to anyone fur baby.

Availability updated 9 days ago
Sitter Profile Image: Courtney E.
Verified Enhanced Background Check
Sitter Profile Image: Courtney E.
Verified Enhanced Background Check

20. Courtney E.

Your pet’s Home away from home!
Washington Heights, Chicago, IL, 60620
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$23
per visit
5 out of 5.0 stars
3 reviews
1 repeat client

About: I’ve Taken care of and trained over dozens of animals in over 6 years. I was an assistant pet trainer/groomer at a dog kennel. And volunteer for several animal shelters. I love taking care of animals of all kind, but specifically cats and dogs! I’m currently working part time remotely, so I’ll have a lot of time to make sure you pet is loved and cared for! I have a cat of my own and I always make sure she’s happy and healthy! I like to take walks 2-3 times a day so I don’t mind making sure your fur baby has had plenty of potty breaks. I live in a gated community with a fence separating me from my neighbors. I also have a huge backyard and plenty of space to keep your animals active and happy. I also love taking walks and having outside time. They deserve to have fun and enjoy their day too!

Availability updated 3 days ago
Confirmed availability for Juneteenth Weekend

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