Pet Sitting & Drop Ins in Woodlawn, Chicago, IL

About: I've been taking care of my family dog and a neighbors cat since I was in high school. Since then I have grown a lot as an animal care taker. I have gotten the opportunity to volunteer with the SF SPCA for about two years. There I learned a lot of skills specifically for when it comes to taking care of dogs. Things ranging from best walking practices, how to teach them basic commands and how to interact with reactive dogs. While doing that I also gained some regular four legged clients. Overall I really enjoy spending time with pets but currently don’t have the ability to have one of my own so pet sit to fill that pet shaped gap. Since I am WFH my schedule is pretty flexible when pet sitting I can play with and/or take the pet out for multiple breaks a day. Also because of that my schedule is pretty flexible generally to take care of a pet. Since I am not able to have pets in my apartment I like to try to be as respectable to the pet and space I am in when taking care of an animal in their house.

“Evan is responsive and responsible. He kept me up to date on my cats' progress and is pleasant to work with.”

Yolaine D.

“Coretta was very communicative and we appreciated the highly detailed snapshots of how the day went. She attached lots of photos as well and it was nice to see our cats excited to play her. I would definitely book Coretta again in the future!”

Viola A.

“Mia was personable and professional from our very first text. After her initial visit, I felt completely comfortable leaving my cat in her hands. I was able to relax while away and come home to a healthy, happy cat!”

Teresa R.

“Little Kaia took a liking to Katerina at first meeting which was a rarity since it takes a while for our corgi to open up to strangers. Katerina gave lots of pets and was patient with both senior pups. She also gave photos and updates. Looking forward to working with her again in the future.”

NORMA L.

“Megan was absolutely wonderful! She took fantastic care of my cat and sent check-in photos, played with him each day, and kept my apartment clean. I will definitely come back to her the next time I need a sitter.”

Taylor G.

“I am very glad that Manuela helped with my cats during our vacation. Manuela came before my trip to meet Mia and Aska, and then came on all the appointed days. Sent me photos and videos of them playing together. I can recommend Manuela as an excellent nanny for kittens :)”

Tatyana U.

“Q went the extra mile to make sure Frank was loved and cared for this summer. Frank obviously grew to enjoy her presence and had a great time while we were away. Q is responsive and always available to answer questions!”

Meg S.

“Dominique is excellent. She is reliable and great with our big and small dogs. We plan to ask her to help our dogs every time we need a dog walker or drop in visit.”

Carol D.

“Personable and Kind”

Dawn V.

About: I have hands on pet care experience, regularly caring for family and friends’ dogs. I follow their routines, provide morning and walks & timely feeding. Pet care naturally fits into my routine because I enjoy being active and taking walks, making it easy to keep dogs happy, healthy and cared for. I respect both pets and their homes, ensuring safety, comfort, and reliable care while following routines so pets feel secure, loved and well looked after.

“Bola’s wonderful! We’re glad to have her support with our dogs.”

Elizabeth & Monica H.

About: I’ve taken care of multiple dogs of varying ages and have always enjoyed it immensely. I no longer have a dog of my own but I would love to make friends with yours. I am working 3 days per week (not a set schedule) and have enough time to spend with some lovely dogs. My schedule changes week to week but I am quite flexible and hopeful we can find a good agreement for dog sitting/walking. My apartment is clean and spacious and perfect for a small/medium dog to stay at and play. I do not own a crate but also would prefer if your dog is properly trained and can tolerate being in open space.

“Nikki is sweet, responsible, and exudes positive energy. My cats instantly gravitated to her, and I'm grateful for her flexibility and responsiveness. If you're looking for a local pet-sitter specializing in cats—look no further!”

Clayton L.

“Lynettra is an exceptionally kind and loving cat sitter. She made sure our Brinkis had enough play time and nourishing food. She even got him a Christmas present while we were away! I would highly recommend her!”

Joanna A.

“Becca took exceptionally good care of our cat Autumn while my housemate and I were abroad. It had been hard to find good, reliable care (esp. due to some last minute travel plan changes on our part) but Becca stepped right in and everything went smoothly! Becca checked in everyday with updates and info and made sure to ask for tips to help Autumn adjust to having a relative stranger in the house. Thank you again for taking such good care of Autumn and giving is peace of mind while we were away!”

Danielle W.

“She was a little late. But very kind. And pup was exactly where I wanted him to be when she left/”

Rebecca C.

“Dominique is really great always dependable I am a returning customer and as long as she’s doing this she is the only person I will trust with my dog son.”

jacquelynn D.

“Jessy did a great job taking care of our pets while we were away! Very responsive and caring! Thanks Jessy!”

Mariel H.

“Just wanted to thank you again for watching rocky and tiger. Leaving them can make us nervous so we appreciate your care of them, it made us feel at ease knowing they were happy 🙂”

Omar S.