Pet Sitting Winchester

“Debra was AMAZING! She was so thoughtful and really gave the best care to our babies. She gave us great peace of mind while we were away. We are so thankful to have found our new babysitter!🥰”

Sigrid M.

“I could tell how much Isabella loves animals and was completely confident that she would take the very best care of my baby girl. Willow was in good hands and I will definitely book Isabella again.”

Patti W.

About: I am attentive, dependable, and experienced in providing compassionate care while closely monitoring health and behavior. I have cared for dogs and cats of various ages, sizes, and temperaments, including energetic puppies, senior pets, and those requiring medication. I understand that every pet has unique needs, and I strive to keep their routine consistent, reduce stress, and provide plenty of attention, exercise, and affection while you're away. My goal is for both you and your pet to feel comfortable, confident, and cared for throughout the entire experience. Pet care fits well into my weekly routine, allowing me to provide dependable care, walks, drop-in visits, and quality time with your pets. I maintain a flexible schedule and prioritize clear communication, including updates and photos so you can feel connected to your pet while you're away. I am committed to being punctual, reliable, and ensuring your pet receives the attention and care they deserve. Your pet's safety and well-being are my top priorities. I follow all care instructions carefully, including feeding schedules, medication administration, exercise needs, and household routines. During visits, I ensure pets have a safe environment, fresh water, and plenty of attention. I treat every client's home with respect and maintain a clean, secure space while caring for their pets. I provide regular updates and photos so you can have peace of mind knowing your pet is safe, happy, and receiving attentive care.

“Naomi was perfect! Very open communication and cared for my pups like they were her own! 10/10”

Matthew B.

About: Hi! I’m a reliable and responsive pet lover offering drop-in visits and dog walks tailored to your pet’s routine and personality. I am a current dog owner myself and will take care of your pet like my own. My schedule is very flexible. I prefer to work between 8 and 5 to fit into my family life flow but I am always open to discussion if that doesn't work for your pup. Whether your dog needs exercise, companionship, feeding or potty breaks or just a little attention while you're away, I'll make sure they are well cared for and happy in the comfort of their own home.

About: Hi there! I absolutely love animals and enjoy taking care of them. I’ve been watching taking care of animals since I was a kid and I just love it I absolutely love taking care of your fur babies! Their schedule is totally accustomed to your needs and wants as their owners if you create a schedule for them, that would be wonderful and allow me to take care of your fur babies as you would yourself I do services in Lexington and Winchester, I’m currently working full-time with my hours ranging from 6 AM to 4 PM 5 days out of the week! Hours may vary depending on work Hi there! I absolutely love animals and enjoy taking care of them. I’ve been watching taking care of animals since I was a kid and I just love it! I don’t offer boardings at the moment but I would love to housesit or do drop-in visits for you!

“Maria did an excellent job with two very hard headed dogs! We appreciated her very much!”

Raeandrea M.

About: I have experience with horses, dogs, cats, and even reptiles. I have specialized experience with large animals, disabled animals and elderly animals as well. I have a genuine passion for animals and I am committed to providing personalized care. I go beyond just feeding and walking. I take the time to understand each pet's unique needs and personalities. I will ensure your pet will feel loved, secure and at ease while you're away. I go to college at the University of Kentucky during the day but the longest day I have will end at 5 on Mondays and Wednesdays. I am a Vocal Performance major so I do have performances every so often but they are very easy to work around. I provide personalized care designed to meet the unique needs of your beloved companions. I can care for pets of all shapes and sizes including daily walking, feeding, medication administration, and playtime. I can spend the night and leave your home in the same way I arrived and leave your pet just as happy as when you left!

“Came home to a happy, healthy cat! Laura was great, she took care of my high maintenance, wild child while I was away even though he's a handful. Came home to a clean house, and she was nice enough to bring in my package from outside. Loved that Laura kept me updated daily, as it was my first time leaving my cat after recently getting him and the fact that he's an escape artist (she had no issues with him on that front though!), so I was a nervous cat mom. I'll definitely be in touch next time I need a cat sitter. Highly recommend!”

Lindsay D.

“Miranda did Great. She showed up last minute. Took care of Our Babies Highly Recommend”

Ray C.

About: I have been dogsitting for over 5 years. The clients I have worked for I have done overnight stays, dog walks, and day sitting for up to 8-10 hours. I do have one dog I sit for that doesn’t do walks so I adjust to what the clients needs. On overnight stays, I do clean up and bring in mail/ newspaper if the clients ask. I am a big animal lover so your dog/ cat will get lots of love. I do have a clients that likes to receive pictures during my stay. The dog will get plenty of exercise and playtime. Also I am flexible and very reliable. I can provide references of my regulars if needed and their type of dog. I enjoy providing lots of fun and love. I am flexible and reliable. I am able to meet to whatever the client might need. I am available whatever day and time. I do my best to meet the needs of the client. I haven’t cared for other animals in my home besides my own. When I go to someone’s residence, I follow what the owner normally does. I am usually left instructions to follow.

About: Families book with me for loving, family-style care, frequent photo updates (if desired), and the peace of mind that comes from working with a sitter trusted by repeat clients since 2021. 🐶 I simply love dogs. They are truly my passion. 🐾 Caring for them isn’t just something I do, it’s something that fills my heart. 💚 I have a special love and deep experience with breeds such as English Bulldogs, French Bulldogs, Lhasa Apsos, Shih Tzus, Shorkies, Greyhounds, Cavalier King Charles Spaniels, and Bernedoodles, but I genuinely enjoy caring for all breeds and personalities. Every pup deserves to feel safe, adored, and understood. Dogs have been a part of my life for as long as I can remember. While I can’t be a full-time fur mama to them all, dog sitting allows me to pour love into as many pups as possible and I wouldn’t trade that for anything. It has been such a blessing to learn and care for new breeds through my bookings. Each dog I welcome into my home deepens my knowledge, strengthens my skills, and grows my love for dogs even more. What truly sets me apart is the family experience I provide. When your dog stays with me, they aren’t just “watched”—they become part of our home. While your family is away, your fur baby enjoys a warm, loving, family-style environment filled with cuddles, attention, and genuine connection. I happily send plenty of photo updates (if desired) so you can relax knowing your pup is safe, happy, and well-loved. My family loves dogs too, and on occasion, trusted family members may stop by simply to meet my furry clients and share a few extra cuddles (not to assist with care), but purely because they enjoy loving on dogs. 🐶 Some of my favorite repeat clients even get to travel with me, including family visits and store outings (photos available!). Your dog gets real-life experiences, companionship, and enrichment—not just a place to stay. Over the years, I have lovingly been a full-time fur mom to up to three dogs at the same time, gaining daily, hands-on experience managing multiple dogs under one roof. Currently, my home includes Khaleesi, my sweet English Bulldog girl. I also carry deep love for my Lhasa Apso, who crossed the rainbow bridge in August 2023 🌈. My Shorkie was lovingly rehomed with an older family member to provide emotional support, and while she no longer lives in my home, she remains part of my extended family story. I’m also what I proudly call a “Mid-Woof” 🐶—I have independently and successfully delivered 4 litters of puppies in my home and have personally whelped, nursed, and raised two litters until 4–8 weeks of age before helping them find their forever homes. I understand canine behavior, comfort, and care on a deeper level than most. I will love on your fur baby as if they were my own. Bulldogs, in particular, require a special level of patience, knowledge, and care and if you’re a bulldog parent, I’m absolutely your girl. (Bulldog hugs are always welcome 😉) I’m proud to share that I have 10+ repeat clients, including several families who have trusted me with their fur babies consistently since 2021—relationships built on love, reliability, and peace of mind. I look forward to being your dog’s Bonus Mom while you’re away. Let’s get your pup booked, loved, and spoiled! 🐾💕 I work in an office Monday–Friday but return home on lunch breaks for potty breaks and check-ins. After working from home for seven years, I’ve adjusted my availability while remaining intentional and reliable. I’m a mom to young children under 10 who are gentle, respectful, and great with dogs 🥰. I’m available for daytime drop-in visits, and on weekends (when in town) I’m fully available for dog sitting in your home, my home, or for additional check-ins. I have plenty of grassy space where I live in a dog friendly neighborhood. I also have a fur baby to keep your dogs company if needed for service in my home. I have a dog area set up in my home. We also travel to dog parks when weather permits, if your dog needs activities, we will go on walks and even to our favorite dog park!

“I recently moved from NY to KY and was in need of someone to help care for my four dogs. I had spoken to many people and wasn’t comfortable with anyone as I had my prior dog walker in Ny for over 10 years. I found Tanika and she and I hit it off right away: she was super accommodating to my ever changing schedule. I was nervous to have my one rescue dog meet anyone because he could be unpredictable. Tanika came armed with treats and was relaxed and so easy going with all the dogs that he took to her first!!!! Tanika had been above and beyond amazing . She helps with my dogs that have medical issues and she is always there when and if I need her. She takes care of my dogs as if they were her own and I’ve never had to worry about them when I’m away. She is an absolute god send and I highly recommend her!”

Kimberleigh M.

About: I am a huge animal person! I have a special interest in feline care, and currently working with a bunch of feral community cats, as well as volunteering at animal shelters with both cats and dogs. I have grown up around all kinds of animals, and currently have 2 dogs and a cat. I’m currently a college student looking for employment, so my schedule is pretty open! I’m free to hang out with your pets any time right now! I have a fenced in yard, and multiple rooms to seperate and rotate if needed. My dogs are friendly, and my cat will keep her distance, likely staying in my room.

“Kristen did a great job for us. We contacted her at the last moment, she came to our house without a pre-booking visit, and our dog adjusted very quickly to her without ever meeting her. Kristen was punctual and followed our instructions. Overall, a great experience with Kristen.”

William C.

“Joseph was wonderful and I highly recommend him! He took such great care of my cat and made sure that Kodak felt comfortable around him. He always included pictures with his check-ins which I really appreciated. I will definitely book him again if I get the chance!”

Claudia L.

“Casey was great watching my two cats while I was gone for over a week! Very easy communication and she sent me so many photos which was great for my peace of mind. My cats warmed up to her so quickly and the photos she was sending me cuddling with the boys made me know my cats were well taken care of while I was away. I’d recommend Casey to anyone looking for someone to watch their pet while they are away, thanks Casey!”

Margot D.

“Dina is awesome!! She is great with dogs and intuitively knows what they need. She always sends me adorable update photos of her loving on my puppy when I’m away at work!”

Abby I.

“Awesome handler, accommodates any time of the day and even better with the fur baby.”

Blake S.

About: I have had animals in the house my entire life. I have always had at least four growing up to sometimes six ranging from cats, dogs and guinea pigs. I currently have a cat of my own here at college who i adore. I am a college student at ETSU. This summer I am spending it in Kentucky where I do work part-time. Schedule does vary but I can make sure your animal is fit in and taken care of properly. I have a cat who has her own litter box, fun little toys, food that she loves, and always my company. With other people’s animals I consider myself to be very caring and loving towards them.