Pet Sitting Winchester

“Kristin is always incredible! She leaves great updates with pictures on how the visit went. We never worry about Teddy when she is taking care of him.”

Gregory D.

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

Raeandrea M.

“Maggie is so wonderful!! She is incredibly communicative and responsive. She sent so pictures, my mom heart was at such ease. Our fur babies absolutely loved her. She spent such quality time with them and is such a quality person. I would definitely use her services again!!”

Kelsie O.

About: I’m an experienced pet and dog lover who has been actively involved in animal rescue for 25 years. I’ve worked with dogs and cats of every type and temperament—from high-energy pups and shy rescues to senior pets and those with special needs. I currently share my home with two dogs of my own and remain very active with local animal rescue efforts. I work from home, so I’m available for boarding, daytime care, last-minute requests, and nearby potty-break drop-ins in the community. Your pets will receive plenty of enrichment throughout the day, lots of outdoor time, and a calm, consistent routine. They’ll have access to comfortable furniture, socialization opportunities (when appropriate), and engaging activities so they feel secure and stimulated while in my care. I typically accept dogs up to 40 lbs and can make exceptions for larger, well-trained dogs. I’m happy to care for multiple dogs at once when schedules and temperaments allow. As a lifelong animal lover, I genuinely enjoy the time I spend with pets and am committed to giving them the same attention, patience, and care I would want for my own. I look forward to meeting your furry family members and providing a safe, enriching experience they (and you) can trust. I work from home, so I’m available for boarding, daytime care, last-minute requests, and nearby potty-break drop-ins in the community any day of the week. As a work-from-home pet sitter, I offer flexible availability for overnight boarding, daytime care, last-minute bookings, and local potty-break drop-ins. Your pet will enjoy a calm, consistent routine filled with plenty of outdoor time and daily enrichment. I provide a secure and stimulating environment complete with cozy furniture, interactive activities, and opportunities for safe socialization when appropriate.

About: Hi! My name is Ally! I grew up with both cats and dogs, and I have a 3-year-old Australian Shepherd–Border Collie mix of my own who loves animals and playtime. I live by myself in a big apartment, giving me plenty of space to care for pets comfortably and provide them with a safe, welcoming environment. I’m currently a professional soccer player, and my schedule gives me plenty of free time. I’m typically finished with training by noon, leaving the rest of my day open to give your pets the love, attention, and care they deserve. We love long walks, and I’m happy to include plenty of exercise, playtime, or simply companionship in their routine. I’ll make sure they feel happy, comfortable, and well cared for while you’re away. I understand how important it is to trust someone with your pets, and I’ll always treat them like my own! I’m currently a professional soccer player, so I have a pretty flexible daily schedule! I’m typically finished with training by noon, leaving the rest of my afternoons and evenings free. This gives me plenty of time for walks, playtime, potty breaks, and making sure your pets receive lots of love and attention throughout the day. I also have a dog of my own, so caring for animals is already part of my everyday routine! I live alone in a spacious two-bedroom apartment with my friendly 3-year-old Australian Shepherd–Border Collie mix, who loves having other animals around. I’ll do everything I can to make your pet feel comfortable, safe, and right at home. I’m happy to follow their usual routines, feeding schedule, and any special instructions you provide, while giving them plenty of exercise, attention, and affection. I’ll also send regular pictures and updates, so you can feel reassured knowing your pet is happy, well cared for, and in good hands.

About: I have been caring of a variety fur babies since I was a kid. I have experience with working with both younger and older fur babies. I am currently working while coming my masters online in counseling so I do have flexibility with working overnights. If need more availability please contact me. I have a fenced area at my apartment complex for dogs if needed. I have a variety of treats and toys for cats if needed.

About: Hi, my name is John and I have loved and cared for dogs and cats since I was 15. I've had several rescue dogs since 2011, including a tri-paw Belgian Melanois, who passed away in 2019. I currently live with Max, a beagle rescue. I mostly work from home so will be with your dog all day. I'll take your dog and my dog Max on a minimum of four walks during the day in downtown Lexington. I'll provide attention and care for your dog. There are are plenty of green space during our walks. Safety, wellness, and happiness for any dog under my care is priority. I would like to schedule a meet and greet to gather as much information as possible about your dog and to see how your dog does with Max.

“Brian did a great job with my cats!”

Cassidy C.

About: I have experience both walking and caring for dogs of all sizes, ages, and energy levels. I also have a golden doodle, Daisy, who is a huge part of my life and has given me daily hands-on experience with training, routines, and managing an active, social dog. I’m comfortable with structured walks, leash control, and adjusting pace based on each dog’s needs, whether that’s high-energy exercise or slower walks for older dogs. I handle feeding, crate routines, and basic commands, and I pay close attention to safety and behavior at all times. I aim to provide consistent, reliable care and keep owners updated so they feel confident their pets are well taken care of. I’m a law student with a flexible schedule outside of class, so I’m able to consistently fit both dog and cat care into my daily routine. I’m available for walks, drop-ins, and sitting throughout the week, with more flexibility on evenings and weekends. I already maintain a structured routine with my dog, Daisy, and my two cats, so incorporating additional walks, feeding, litter care, and playtime is something I do naturally and reliably. I prioritize a calm, safe, and structured environment for every pet, including both dogs and cats. I’m very attentive to routines, behavior, and any specific instructions from owners, such as feeding schedules, litter box maintenance, crate use, and medications if needed. With my own dog, Daisy, and my two cats, I have daily hands-on experience managing different energy levels and personalities. Whether in my home or a client’s home, I focus on supervision, safety, and creating a comfortable environment where pets feel secure and well cared for.

“Got pictures of all my critters (including ones not required) and hung out with them. Included information on an animal I didn’t ask her to check on which means the world to me! I know all of my animals had eyes on them and I love knowing that they were well cared for.”

Allison J.

About: Hi, I’m Claire! 🐾 Growing up, my house was basically a mini zoo—in the best way. At any given time, we had at least three cats, two dogs, and a rotating crew of fish, rabbits, and guinea pigs. I was raised on animal love and responsibility. Now, I bring that same lifelong care to every pet I meet. I truly treat your pets like they’re my own—with belly rubs, cuddles, playtime, and lots of attention to their unique needs. Whether your pup is high-energy or your cat just needs a quiet place to nap, I’ve got you covered. Your pet won’t just be looked after—they’ll be loved, spoiled, and safe. I can’t wait to meet your best friend! I work full time during the week, but come Friday, I’m all yours. I’m most available Friday evenings through Sundays, which makes me a perfect fit for weekend getaways, last-minute plans, or just giving your pet some extra love when you’re busy. With a lifetime of experience raising dogs, cats, rabbits, guinea pigs, and fish, I know how to tune into each animal’s needs and personality. Whether your pup loves a long walk or your cat prefers a calm cuddle buddy, I treat every pet like they’re part of my own family. Need someone dependable, loving, and experienced to care for your pet over the weekend? I’d love to help! In your home: I’m respectful of your space and follow your instructions closely—whether it’s meal times, favorite toys, medication routines, or little habits that make your pet feel most at home. I make sure they get plenty of attention and comfort while you’re away, so you can relax knowing they’re in good hands.

About: I volunteer at both a dog and a cat shelter! In addition, I have pet sat for friends and family since I was young. I have animals of my own and understand the importance of our pets comfort and health. I’m currently working part-time and I’m out for summer break so I have plenty of time to spend with your pets! I am available throughout the week besides Friday and Saturday from 3-10pm. I give attentive, personalized care in my clients' homes to help pets stay comfortable in their familiar environment! I ensure to follow each pet's routine, including feeding schedules, water, walks, playtime, exercise, medication administration (if needed), and lots of affection. I also keep owners updated with photos and messages for peace of mind if desired. My focus is on providing reliable, one on one care fit for each pet's needs.

“She was great. Sam was well taking care of.”

Gerald J.

About: I’m a recent animal science graduate from UK, and have fostered and sat multiple dogs through 4Paws for Ability—a program that trains service dogs! I also spend time volunteering at the Lexington Humane Society, and grew up with several dogs of my own. I currently work at a vet clinic, and am hoping to eventually attend vet school myself. I am currently working part time, but animals are my passion. While my availability may vary a bit, I’m always open to try and work it out! I have tons of toys in many varieties—interactive, stuffed, super sturdy bones, and more! Whether your pet likes to hang out on the couch or play fetch for hours, I can be the sitter for them.

“The second time I’ve booked Tonisha to check in on my girls! So grateful she was willing to book short notice for me both times!!!”

Justice M.

About: I’ve grown up with dogs for as long as I can remember. I’m a huge dog lover who has 3 dogs at home. I’m frequently helping out friends or family by stopping by and taking care of their animals when they can’t be around. I’m currently a college student in Lexington, so I will make sure to work around my class schedule when it comes to drop-ins or overnight stays! I’m very flexible and will always find time to make your pet care requests work! I make sure to keep the enviornment exactly as the owner prefers, and make sure to take all safety measures seriously. I make sure to keep everything in order and tidy while respecting house rules. I own 3 energetic dogs who play constantly and run around the yard, so I am definitely used to a little controlled chaos. I can easily take dogs on walks or crate them. I also make sure to check in with the owner and send in pictures of their pet!

“Serena was easy to communicate with and she above and beyond to take care of my cat over the holidays!”

Megan S.

About: I have 7 years experience in everything animals! exotic too! i’m reliable, timely, and organized! i can accommodate to all needs! whether that’s hand feeding, some anxiety, medical issues or administration of medicine, i can handle it all no matter the age or breed. i work full time as a Security Officer but my schedule is very set most days of the week with the occasional weekend shift once a month. but i will work very hard with you to account for any need you have! all animals have their own personality just like children! i wanna get to know your baby and find out what makes them happiest to ensure smooth and easy transition and a good bond! if they have a favorite toy, are food motivated, etc.