Pet Sitting & Drop Ins in Grand Crossing, Chicago, IL

“Cassandra was the best! Great with details, very communicative, and, most importantly, she was amazing with our two kitties! They are usually a little skittish, but warmed right up to her. She gave them food and water, played with them, cleaned up after them, and even brushed them (our long-haired cat needs regular grooming). It was such a relief during our vacation to know our girls were in such great hands!”

Lillian B.

“Coretta always provides very thorough updates, which I really appreciate! She is very attentive to the litter and the water bowls, along with my cat, of course. I know that my cat loves the visits from Coretta because she isn’t angry at me when I get home, even from a long trip. Highly recommend!”

Zareena M.

“Thank you!!!”

Annabelle J.

“Laurel has been great with our dog! Rufio was super happy and she was very prompt with visits, great to work with on scheduling, and very friendly! Plus got some super cute pics of the pup during her visits :)”

Crystal C.

“Samantha took excellent care of our pups. There were a lot of last minute adjustments on our end, and she was very flexible/accommodating to make things work. She provided regular updates with pictures, and we were able to have peace of mind knowing our dogs were in great hands. Will definitely utilize her services again in the future!”

Tommy H.

About: I've had dogs in my life since day one, and have ample experience caring for furry friends, including my neighbors' pups. There's nothing quite like sharing a walk or run with a dog and burning off some energy together – it's where the real bond happens! My part-time work schedule, primarily in the mornings, provides ample flexibility to dedicate quality time to your pet. I'm committed to ensuring your furry friend receives multiple walks daily and feels completely at ease and happy during their stay. I'm also available for consistent communication to keep you updated on their well-being throughout the day. My home offers a secure, fully fenced backyard and a peaceful neighborhood perfect for leisurely dog walks. Plus, I'm just steps away from a dog park for extra energetic playtime! When caring for your pet in your home, I prioritize maintaining their familiar routine and ensuring a safe, comfortable environment by following your specific instructions meticulously. Your pet's well-being and your peace of mind are my top concerns.

“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.

“Daniela is great! She is very responsive and my dogs really enjoy her.”

Anna D.

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

Elizabeth & Monica H.

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

Mariel H.

“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.”

Ari Z.

About: I'd love to meet your dog or cat and you can trust I'll treat them like my own. I know how to keep them safe and happy while you're away. I'll send you a good photo too my camera roll is mostly all photos of dogs. Please do not hire me if you crate your dog, I won't do that. I work freelance so my availability is flexible. I prefer we conduct a meet and greet first, to make sure your pet is comfortable with our plans! Walks and care provided in clients home only, I can't provide boarding. I will be sure we establish comfort in our meet and greet, please be sure to provide vet information in case of any unexpected emergency.

“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.”

Raushanah N.

“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.

About: I grew up with a rescue dog and have always loved animals. Now I live with 3 cats! 1 yr of professional dog experience :) Im a practicing artist, and I take my work with me on the go wherever I am. Currently I can petsit any day of the week, will asjust schedule as needed. I love meeting the client and their pets ahead of time if possible! I always keep a cool head, and I play the animals music. I know they are anxious being away from their owners and just try to reassure them the best I can! I find lots of playtime helps :)

About: I have experience with dogs with anxiety who use medication, needy/clingy dogs, and dogs with disabilities. I am extremely thorough and patient in case something goes wrong with them and I maintain a calm demeanor at all times. When it comes to instructions, please provide a brief, detailed description of your pet's daily routine and I'll follow it to the letter. I'm currently a graduate student at CSU; summers are a slow period for me. I am more than willing to babysit pets for as many nights, walks, feeding times as needed. During school time I will do walks, feeding visits and the occasional overnight weekend stay. I am committed to your pet's comfort level and will adapt to their schedule to the best of my ability. I will spoil them rotten because I absolutely love all dogs and cats of all shapes and mannerisms. Even if they hate me. If I am confused about anything regarding your pet's behavior, such as licking paws, over-grooming, an increase in urination, I will let you know about it as soon as I see it. I also LOVE talking to the pets so I will have full-on conversations with them. I'm especially good with repeat visits so if you are interested in having a one-time sitter for the next few years, I'm MORE than willing to take up that responsibility. Familiarity is very important with pets and as mentioned before, I am focused on the pet's comfort.

About: I bring hands-on experience and genuine love for animals into every pet-sitting job. I have two dogs of my own (ages 7 and 4) whom I trained myself from puppyhood—including potty training by 6 months! I groom them myself regularly, take them on daily walks, and have experience administering medications for allergies, ear infections, preventative care, and post-procedure care. Whether your pet needs structured training support, gentle senior care, or just someone who truly understands their needs and routines, I'm here to offer reliable, compassionate service. Your pets will be treated like family—because that’s exactly how I treat my own. As a medical student who primarily studies from home, I have a very flexible and consistent schedule. Outside of 2-3 hours a day when I’m on campus, I’m home and fully available to care for pets. This allows me to give them plenty of attention, regular walks, playtime, and any needed care throughout the day. Having a structured but home-based routine makes it easy for me to prioritize your pet’s needs and keep them happy, healthy, and comfortable while you're away. Whether I’m caring for pets in my home or in a client’s, my approach is all about providing a safe, loving, and low-stress environment that mirrors their usual routine as closely as possible. In my home, pets have a calm, pet-friendly space where they can relax, play, and enjoy plenty of attention. I do daily walks, structured feeding times, and lots of one-on-one interaction. If I’m caring for pets in their own home, I make it a priority to maintain their normal schedule—walks, meals, playtime, and any special instructions—so they feel secure and comfortable in their familiar surroundings. I’m also experienced with medication administration and basic grooming, and I keep pet parents updated regularly with messages and photos so they can feel at ease while they’re away.

“Christopher was very accommodating and pleasant to work with!”

Scott B.

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

About: As a cat owner myself, I’ve always felt emotionally supported by animals and want to give back. I have been living in cats for about 3 years now ranging from referring services and tools to getting baby kittens to families. I have a unique relationship with cats and treat them as siblings as I believe many of our spirits are like cats. I am a part time artist an activist who is mostly available mornings and weekends. I can be flexible to some evenings with advance notice! I like to treat cats as if they are small children and use trauma informed techniques I’d use in cats with animals. It may sound silly but the basics: try not to yet at kids, understand their needs and keeping a schedule and agenda for yourself or how you’ll interact with them. Every cat has a different personality