Cat Sitting Winnetka

“Anna took care of our cat, Jovie, for 10 days while we were away, and we couldn’t be happier with the experience. From the start, her communication was excellent-she reached out before we booked to come over for a meet and greet where she asked thoughtful questions and made sure she fully understood Jovie’s needs. During our time away, Anna kept us updated regularly through Rover and text, which gave us a real peace of mind. Jovie was unsure of Anna at first (she can be shy with new people), but Anna was so patient and caring. She took the time to build her trust, play with her, and make sure she felt safe and cared for. We were so grateful for the attention and effort Anna put in! We can’t recommend her enough!”

Amanda H.

“She was pleasant, punctual and performed well the tasks that I wrote out.”

Stephen D.

“For anyone looking for a sitter go ahead and just hire Jacqueline now! Jacqueline dropped everything to come and meet my cat and then take over watching her for 10 days when our previous sitter cancelled at the very last minute. She truly loves animals and was so happy to take care of my cat! She provided amazing detailed daily feedback on my kitty, was immediately responsive to any messages I sent her, and really just made me feel that my cat was in great hands when I was away. I can’t recommend her more! Absolutely hire her now!”

Shannon E.

“Amina was prompt with daily status reports and made a quick friend out of our cat Winston after just a day! We’re looking forward to booking with Amina again”

Connie H.

About: We've had dogs and cats in our family for years and miss hearing the patter of paws! We treat our pets well and enjoy playtimes and grooming dogs. Either my son or I are home to be with your pet. I work part time and my son is here when I work. He is working on his master's in business and loves to walk and play with the dogs. We do not have any pets of our own at present. This is a pet friendly home and yard on a quiet cul de sac. We dog sit other family members pets at time. Dogs are welcome in most rooms of the house.

“Lisa took fantastic care of my boy Frank! She sent me photo and video updates as well as cleaned up any food/litter spillage Frank created. She responded very quickly and I will definitely book her again!”

Carly L.

About: I’m a passionate, reliable pet caregiver with over 10 years of hands-on experience caring for animals. I grew up surrounded by pets and have turned that lifelong love into a career, working with pet families, in pet retail at stores. I understand that every pet has a different personality, routine, and comfort level. Whether your dog loves long walks and playtime or prefers a calm, patient companion, I’ll provide attentive, loving care and treat them like part of my own family. I have a lot of spare time on my hands so I could use that time to care for your pet! I am your pet Nannie around the corner. I have experience dog walking, so I understand how it goes. I also have lots of experience playing with pets. I have a huge passion for pets

“Rebekah was on time, patient with my anxious doggo even offering to come back later if needed. I appreciated the communication throughout the drop-in visit and the many pet pictures. Pets were left happy.”

Amy M.

“Sarah stayed at my house for a week over the holidays and was communicative, followed instructions, and my cat warmed up to her quickly. She left the place clean and tidy. Super appreciated her help!”

Connie P.

About: I have had cats, dogs, and fish for the past 15 years. I have boarded, walked, and sat many animals including the ones listed above. I have also done feedings and administering medications. I always like to get detailed notes and a walk through of the care you need so the pets are well taken care of throughout my time with them. I am currently open to any times and days. I am in school and am doing it completely online and asynchronous. I can work with you separately to figure out the best schedule. I am always wanting a walk through and detailed sheet of paper describing schedules and everything I need to know. I will also send frequent updates including pictures. I have administered medications before and ask to be shown how to administer so they don’t miss a day.

“Caroline really made an effort to play with the cats and make them feel comfortable!”

Noha F.

“Scott is our go-to cat sitter! He takes such excellent care of our diabetic cat and gives her insulin shots and feeds her. He always sits with her and pets her and gives her some attention while we are gone. He also comes through when we find ourselves in a pinch!”

Erin W.

About: Lifelong dog owner and experienced cat caregiver. Proud dog mom to my rescue, Poncho. I’ll provide loving, dependable care, updates, and plenty of attention every visit. My schedule is currently more flexible than usual since my recent work contract ended, which allows me to dedicate plenty of time to pet care. I’m available for walks, drop-in visits, and pet sitting throughout the week and can often accommodate last-minute requests. Caring for animals is something I genuinely enjoy, and I love being able to provide dependable, attentive care for pets while giving their owners peace of mind. Your pet’s safety, comfort, and routine always come first. I carefully follow all care instructions, including feeding schedules, medications, exercise needs, and any special requests. I’ll treat your home with the same respect I would my own and provide regular photo and message updates so you always know how your pet is doing. Although my senior dog passed away in January and I don’t currently have pets at home, I’ve volunteered with a local cat shelter for the past four years. That experience has strengthened my skills caring for animals with different personalities, needs, and comfort levels. Whether your pet is energetic, shy, or senior, I’ll provide patient, loving, and reliable care.

“When booking for a boarding weekend, neither Lauren and I were sure whether our cats would be a good fit for a weekend boarding stay. She was more than willing to be flexible and try a one night boarding stay to test out if a longer weekend stay would work. Lauren was friendly, attentive, caring to my cat. Her home was welcoming for my pet. She provided photos. Thank you Lauren for trying a one night trial run!”

David R.

About: am a loving and responsible cat owner who understands how important it is to find someone you can trust with your furry family member. I have personal experience caring for a rescue cat with special needs, including a three-legged cat. I understand that every pet has a unique personality and needs patience, attention, and affection. I am comfortable with feeding, cleaning litter boxes, playtime, and following specific care instructions. I will treat your pet like my own and make sure they feel safe, comfortable, and loved while you’re away. I’m also happy to send regular photos and updates so you can have peace of mind! Caring for animals is something I genuinely enjoy, and I love making time for my furry friends! I have a flexible schedule that allows me to provide plenty of attention, playtime, and companionship. I’m happy to accommodate your pet’s routine and make sure they feel loved and comfortable while you’re away. Whether your pet needs a quick visit, a walk, or some extra cuddles, I’m here to help! As a pet parent myself, I know how important it is to feel confident that your furry family member is in good hands. I treat every pet with the same love, patience, and attention I give my own. I always respect each animal’s personality, follow their usual routine, and make sure they feel safe and comfortable in their familiar environment. Fresh water, meals, a clean space, playtime, and plenty of affection are all part of my care. I’m also happy to send photos and updates during every visit, so you can enjoy your time away knowing your little one is happy, safe, and loved! ❤️

About: I’ve spent some time in high school training service dogs for injured war vets! I also have worked in quite a few doggy day cares! I grew up with dogs and have loved them since infancy! I’m currently working a pretty flexible job allowing me more time to ensure your loved fur babies can be properly taken care of! I have a pretty open weekly routine so I have so much time to put towards pet care! I have 1 dog and 2 cats I care for them by making sure all they’re needs are met between both my cats one’s high energy one’s chill I make sure my high energy girl is played with and stimulated mentally every day, same for my dog we go on long walks twice a day!

About: Since I was a teen, I've always been the go-to person asked to pet sit for people when they went on vacation. I've done it for 10+ years. I recently graduated from law school in May, and I am currently studying for the BAR. I would love to make some money on the side, caring for your special guys and girls! Currently, I have full availability because my sole focus is studying for the BAR. So I can make myself available at any time day or night! I love animals, and I recognize how much they crave attention, especially when they're missing their owner. I would love to provide that necessary attention in your absence. I will make sure that your place is the same as it was when I got there. With a fresh litter box cleaning for cats.

About: Throughout my life I have had a wide range of pets. I have had a couple dogs, cats, some rabbits, and a snake at one point. I spent a good part of my youth riding and caring for horses. I love all animals and want to do my best to assist you in caring for your beloved pet. I am currently in the mental health field and would like to walk dogs on the side for extra money and the extra cuteness of course! I will care for your pet however I am instructed to do so, but overall just keeping your pet happy, safe, and occupied for the time you are gone.

About: To me, pet sitting is about so much more than feeding pets and letting them outside—it’s about making them feel safe, loved, and cared for while their favorite people are away. I know every pet has their own personality, routine, and needs, and I take the time to get to know each one so they feel comfortable and at home. I’m dependable, patient, and genuinely love spending time with animals. Whether your pet is full of energy and loves to play, enjoys long walks, or is a senior who just wants a calm companion, I’ll make sure they receive the attention and care they deserve. I carefully follow your pet’s routine, can administer medications if needed, and always keep an eye out for any changes in their behavior or health. I also believe communication is just as important as great pet care. I’ll send regular photo and video updates so you can enjoy your time away knowing your pet is happy, safe, and in loving hands. My goal is for you to come home to a relaxed, well-cared-for pet who has been treated like family every step of the way. As a college student, my schedule is flexible, which means your dog will never be left alone for long. The only time I’m away is for a few hours each day while I’m in class, and the rest of my time is spent at home giving your pup the love, attention, and care they deserve. Whether it’s playtime in the yard, walks, cuddles on the couch, or simply keeping them company, I’ll make sure your dog feels safe, happy, and loved throughout their stay. My goal is to provide a home away from home where your furry family member gets plenty of one-on-one attention and care. Your dog’s comfort and safety are my top priorities. I have a large, fully fenced-in yard where your pup can safely run, play, and explore. I also have a small, friendly dog who loves having new friends to play with and can provide great companionship for social dogs. If your dog prefers to be the only pet or isn’t comfortable around other dogs, that’s absolutely okay! My home has a separate basement area that allows me to keep the dogs completely separated that I sleep at, ensuring every pet has a calm, safe, and stress-free environment. I’ll always care for your dog based on their individual personality, needs, and comfort level so they feel right at home.

About: I have 3 years of hands-on experience working as a doggy daycare attendant at Citizen Canine, where I cared for dogs of all sizes, temperaments, and energy levels in a fast-paced environment. I’m very comfortable reading dog behavior, managing groups, and making sure every pup stays safe, happy, and engaged. I also had my own dog, Roxie, who lived to be 14 years old—so I understand both the playful puppy stage and the extra patience and care that senior dogs need. That personal experience really shapes how I show up for every pet I care for. Right now, I regularly provide overnight dog sitting for my clients, and that makes up the bulk of my work. I’d love to add more dog walking clients and build long-term relationships with pet owners who need consistent, reliable help. I also have plenty of experience with cats—whether it’s drop-in visits, feeding routines, or giving them space and attention on their terms. What you can expect from me: • Clear communication and quick responses • Photo updates so you always know how your pet is doing • On-time, dependable care • Attention to your pet’s unique personality and needs I treat every pet like they’re my own and aim to make things as easy and stress-free as possible for you. I currently work part-time managing a fitness studio, so I have a flexible schedule and plenty of time to care for pets throughout the week. My schedule works especially well for midday walks, which I genuinely enjoy because it’s a great way to break up the workday and spend time outside with a dog. I’m typically available for walks on Tuesdays, Thursdays, Fridays, and Saturdays, with Sunday availability after 1 PM. I can also accommodate morning walks before work, evening walks after work, and overnight pet sitting. Since my work hours are usually around 12 PM–5 PM, I’m often available during the times many pet owners need extra help most. I love building consistent relationships with both pets and their owners, whether it’s regular walks, drop-ins, or overnight stays. I primarily provide care in my clients’ homes through overnight stays, drop-in visits, and walks. I find that pets are usually most comfortable staying in their familiar environment and routine, and I do my best to make sure they feel safe, relaxed, and cared for while their owners are away. For overnight stays, I make sure pets get plenty of attention, exercise, playtime, and consistency with their normal schedule. During drop-in visits and walks, I always provide updates and photos so owners know how their pet is doing. Because I have a roommate, I typically do not board pets in my own home. However, I’m very experienced caring for dogs and cats in clients’ homes and making sure both the pets and the space are treated with respect and care.