Pet Sitting & Drop Ins in West Pullman, Chicago, IL

“So helpful. My dog was uncooperative yet Kathryn still did all she could to follow through with her service to the best of her ability. Very honest and communicative. I just feel bad my pup gave her a hard time.”

Lupita A.

“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!”

Audrey B.

“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.”

Michael R.

“Chloe is great with communication and patient with Penelope. She definitely paid attention to details and has no hesitation in ensuring she understands what she is doing. Thank you, Chloe!”

Cristaly T.

“Kelera has been walking and checking in on Zoey and Zaya twice a week now. She is punctual, friendly, and caring for my fur babies. If you are looking for someone reliable and someone who will treat your fur babies as their own-then look no further and book with Kelera.”

Sara C.

“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!!!”

Anna R.

About: Tail-wagging care you can count on! I have 20 years of pet sitting experience with a wide range of pet personalities and temperaments and 25 years of loving my own fur babies as well. I specialize in pup care (housetraining, play based development, walk adventures), senior pet care (gentle handling, mobility support, medication administration), and special needs and rescue animals (with an understanding of anxiety, therapeutic support, and slow-trust building). I treat every pet like my own—with kindness, reliability, and plenty of playtime, walks, and cuddles. You can relax knowing your pet is not only safe, but genuinely cared for. :) I'm currently working part time from home so I prioritize caring for your pet with the same attention I gave to my own pets - making sure they’re happy, healthy, and safe while you're away. I have a fenced yard and an animal-friendly home. Currently there are no other pets in the home because my three fur babies have since passed on after 15-17 years of life. I now have two children (my daughter is 7, and my son is 4) who love animals and are very gentle and caring. If your pet doesn't prefer children, please let me know and I wouldn't bring them with me to care for your pet. :)

About: Dogs have been a part of my life for as long as I can remember! I’ve been caring for them since childhood and have gained extensive experience working with dogs of all breeds, sizes, and temperaments. I spent two years working at an animal shelter, where I handled everything from socializing shy rescues to assisting with basic training and care for high-energy pups. In addition to my shelter experience, I’ve cared for senior dogs, puppies, and dogs with special needs, including those with mobility issues and anxiety. I also offer boarding, walking, and drop-in visits, ensuring that every pup in my care gets the love, attention, and exercise they need. Whether it’s a cuddle session, a long walk, or playtime, I’m dedicated to making dogs feel comfortable and cared for while their owners are away. 🚨🚨🚨 PLEASE READ BEFORE BOOKING 🚨🚨🚨 Weekday Availability: I work full-time but have the flexibility to check on your pets during my lunch breaks. If your pup needs a midday potty break, meal, or some quick love and attention, I’m happy to help! Weekend Availability: I'm fully available on weekends and love to include dogs in my plans whenever possible! Whether it’s a relaxing day at home, a walk in the park, or an outing, I strive to make their stay fun and engaging. Potty Training Requirement: Dogs must be potty trained. If your pup is prone to accidents, please provide diapers to keep them comfortable and clean. What to Bring for Your Dog’s Stay: To make sure your pet feels right at home, please pack the following essentials: 🐾 Food & Treats (optional): Enough for their entire stay. 🐾 Food & Water Bowls: To maintain their routine. 🐾 Collar/Harness & Leash: For safe walks and outdoor fun. 🐾 Emergency Contact Info: Just in case of any unexpected needs. 🐾 Daily Routine Overview: Let me know their habits and preferences. 🐾 Medications (if needed): Clearly labeled with instructions. 🐾 Bedding or Blanket (optional): A cozy, familiar scent helps them relax. 🐾 Dog Crate (optional but recommended): For security and comfort. 🐾 Poop Bags (optional): Helps keep the yard clean. 🐾 Favorite Toys (optional): Something comforting from home. Your pup’s happiness and well-being are my top priorities! If you have any special requests or concerns, feel free to reach out. Looking forward to welcoming your furry friend! 🐕❤️ I have a small yard with a secure chain link setup, providing a safe space for dogs to play and stretch their legs. While my yard is not fully fenced, I always ensure supervised outdoor time to keep your pup safe. Your dog will also have a built-in playmate—my own friendly pup! Having a companion can help ease anxiety and make their stay more fun and engaging. Whether they love to play, lounge, or explore, I create a comfortable, stress-free environment where every dog feels at home. Safety is my top priority, and I’m committed to giving your pet the care and attention they deserve! ❤️🐕

“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!”

Jen D.

“Veronica is great with my little pup! She is always on time and has great communication! I appreciate Veronica and consistently use her to visit with my puppy! Highly recommend!”

Monique V.

“Margaret is awesome! She is very respectful of our unique requests. She is amazing with our Zoe. Definitely recommend her for your pet sitting needs!”

Lisa K.

About: I am a vet tech student with a passion for animal care. I grew up showing animals in 4H, currently have two cats and 3 dogs, and have experience with pets of all kinds. I am available throughout the week anytime after 6:30 because I am working in a vet clinic during the day. My weekend schedule varies but I am able to accommodate requests with sufficient notice. I am very diligent about taking care of your pets and looking after their needs, ensuring their safety, comfort, and happiness. Personally, I keep my pets on a set schedule while making sure they get plenty of playtime.

About: I have been surrounded by pets all my life. I have been professionally taking care of pets and people for the last 5 years and love every moment of it. I only work a few days out of the week and have plenty of time to care for other pets. I have a 4 month old cavapoo at home and most of my time is dedicated to taking care of her and she can use some more friends. I live in an apartment with a big unfenced community yard where we will spend most of our time. Every 2-4 hour potty break will be provided and plenty of play time.

About: I am an all around animal lover and have been a pet owner for the past 10 years! My home includes male dog, Bailey, Shih-Poo (fixed) and male dog Titan, German Shepherd (fixed) During the week walks will occur around 6:30AM, 7PM and 9:30/10:00PM. Weekends allow for more flexibility for younger pups as I am home more during the day. Patience is a guarantee as an owner of an anxious pup (Bailey), it takes time to become familiar with a new people and being their family being away for any amount of time. Please let me know your pups activity level in effort to keep him/her as close to their routine as possible! Do not hesitated to contact me if any additional questions arise! Thank you and I look forward to hearing from you soon :) I currently work full time in the Little Village area. I am usually able to make it back south around 5:00 PM depending on traffic/weather I try to keep pets as close to their routine as possible which usually involves a meet and greet prior to and brief overview of the home. I’m always open to instructions being left!

About: With over 20 years of dedicated pet care experience, I provide compassionate and reliable services tailored to each pet’s unique needs. Whether it’s daily walks, administering medication, or offering overnight stays, I ensure your fur love bugs receive the utmost care and attention. My commitment to building trusting relationships with both pets and their owners has been the cornerstone of my long-standing career in pet sitting. As a dedicated pet sitter, I structure my daily and weekly schedule to ensure I am highly available and responsive to the needs of both pets and their owners. Caring for pets in their owners’ homes requires a combination of attentiveness, respect, and adherence to established routines to ensure the well-being of the animals and the security of the home.

About: I grew up with dogs - my Afghan, Kesha, was my first best friend and how I learned to braid (lol). I've cared for Rottweilers, Pit Bulls, Cockers, and Min Pins. I've dog-sat and cat-sat for family and neighbors for years, and now my daughters and I are ready to open our peaceful home and fenced yard to pets needing love while their people are away. Our house has a crate, a basement space, and plenty of tail-wagging energy. Dogs aren't just welcome here, they're remembered forever. I'm currently home during the day with a very flexible schedule. I have plenty of time, space, and love to offer pets who need calm, consistent care while their owners are away. Pet care fits easily into my routine and brings so much joy into our home. I approach every client's home with the same respect. I would want someone to have in mine. I've worked in private homes as a section 8 inspector, a home care aide, and an insurance rep, so I'm comfortable operating professionally in someone else's space. I follow all house rules, keep things clean, and ensure pets feel safe and at ease while you're away. We live in a pet-friendly neighborhood. My daughters and I often take walks around the neighborhood, so any pet we care for will get the benefit of fresh air, familiar sights, and friendly energy. We have a peaceful, fenced yard, a crate if needed, and a quiet, unoccupied basement space for rest or separation when appropriate. I'm very aware of animal behavior, neighbor pets, and how to make pets feel safe and seen. This is a calm, kid-friendly, and pet-loving home.

“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.”

Allison K.

About: Since I was a kid, I knew that I was born to take care of fur babies. I absolutely love them. They are the best I used to always play like I was a vet and till this day That’s exactly what I want to do with my life. They deserve the world, I love to help the strays an any way I can. Whether that’s sheltering them for a day or two, getting them vaccinated, taking them to a pet facility and etc. I don’t like seeing animals in need every fur baby needs they own human. Don’t you think I’m currently working part-time but I’m looking to take care of the fur babies and help out full time. Anytime. I can even do multiple days I have an puppy and now one cat due to my other passing, I clean my cats litter four times a day, depending on smell, and how full it is, and I walk my puppy 5 times a day because she has an weak bladder. Hygiene and health means everything.

About: Veterinary technician for 9 years, I have pets of my own, I have a small yolkie dog love big dogs favorite breed is pit bull willing to play with dogs, willing to go on long walks mostly available in early mornings Wednesday-Friday and evenings on Saturday-Tuesday, I know cpr for animals, willing to travel to owners home, I am kind, nice hardworking person willing to help I work at a hospital I know how to trim nails do ear cleanings went to school and graduated from veterinary technician college I know how to give medications if needed love cats and cats love me am very dedicated for what I do very passionate about animals willing to give animals baths very honest and trustworthy am very dependable I work a full time job as a veterinary technician am available Thursday and Friday after 9am until 2:30pm am available Sunday in the morning after 8am up to 7pm I have a crate if needed I have a small dog that is friendly with other animals I will treat any animal like it is my own with nothing but love

“Very well done. The communication is great, wonderful photos and even better at telling me what’s up. Thank you Cynthia.”

Tristan C.