Pet Sitting Winchester

“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.

“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.

“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.

“Caitlin was great with our pup! She communicated ahead of time and made sure Shadow was taken care of. She was intentional with playing with him and providing us updates. Will be using her in the future!”

Caroline D.

About: I have always had at least one dog growing up. I started watching dogs (walking during the day or while babysitting) at 10 years old, and house-sitting by 15 (overnight at the dog's house). My childhood dog started receiving daily to twice-daily insulin injections by the time he turned 12, so I am comfortable giving injections. I also have had to give dogs pills orally. My current dog, Wesley, is particularly finnicky about treats, so if he has to take a pill I had to wrap it in wet food and hand feed to him - if your dog is the same way, I am used to "prince"/"princess" dogs :) I have watched my friends' dogs in Denver and it's been great! I am open to having them at my house (preferable for sitting during the week since I have work) or at your place. My job allows me to routinely work from home depending on my schedule and I am located in Littleton (near Chatfield and Ken Caryl areas). When I’m working from home I’ll be able to let the pup out throughout the day, as well as provide love and attention. If I am going into the office, I am usually away no longer than 9 hours. I’ll be sure to walk, play, or do whatever to make up for my time away! I’m pretty laid back with dogs and don’t get really upset if there’s an accident in the house, as I know they can’t help it. However, if there are certain words or commands you use for certain behaviors, please let me know so I can be consistent with your house. The same goes for walking - I usually am firm and keep the dogs on one side and close to me. If you have a certain side you like your dog to be on or words to use while walking, just let me know and I'll incorporate! I will attempt to make your dog's stay as home-like as possible by keeping their schedule, saying certain words/commands, and giving them lots of love and attention! I'm a very flexible and easy going sitter. If I am in town and you need someone last minute, I'm open to that. Have a question? Feel free to reach out and ask! I am currently taking a break in my career and just finished up my “adult gap year” traveling :) while I figure out what’s next, Rover is my main gig until further notice! I like to know what the typical schedule is for your pet so I can try and keep things as normal as possible in their routine. I also like to keep the pet parents updated with texts, especially pictures, to keep them comfortable and knowing their animals are getting love and attention.

About: I am a Licensed Veterinary Technician, worked with small animals and now do mostly large animals. I have grown up with dogs my entire life. I love your pets and would love to help !! I currently work for Lexington Equine Medical and it is becoming our off season, so I am starting to free up in the afternoons! I can come whenever I am off and communicate that with you and do whatever is needed for you and your pet ! I’ve grown up with dogs my entire life , and that really persuaded me to be the Licensed Vet tech I am today. I love being around animals and I care deeply for them no matter to what extent ! I also can’t have a dog where i am living now so kind of get the best of both worlds getting to bond with your pet :)

“I loved seeing the pictures of her kids loving on my cat! Normally my cat is a stage-five clinger, which makes me extra nervous when leaving for trips. Knowing that she was in the hands of such a sweet family made my vacation that much better!”

Taylor T.

About: I’ve grown up on a farm, caring for various types of animals including dogs, cats, horses, hamsters, guinea pigs, and fish. I have years of experience working at animal shelters and clinics which makes me prepared for any type of situation. I’m skilled in providing loving, reliable care for all animals, big and small. I’m currently a full time college student so I will have classes throughout the day but am available in the mornings and the afternoons. Weekends are usually free unless noted otherwise. Ensuring a safe, calm, and comfortable environment is my priority. I’ll make sure your pup feels secure and happy while under my care, providing them with all the attention and safety they deserve!

“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.

“Chay is an excellent communicator and made our last minute trip much less stressful knowing that our pets were well taken care of!! She was immediately comfortable with our 100lb dog and the pictures showed they all had a great time. We’ll definitely request her as a sitter in the future!”

Jiminey N.

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!

“Sydney was so great. Her communication was on point, and her detail with my dog was appreciated. Will book her again!”

Charlie C.

“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.

“Glenn and Terril did a wonderful job taking care of my little buddy Ike Jr. Especially given late notice on Thanksgiving week. Updates and pics daily. Just a great experience overall!”

Tim U.

“Brian did a great job with my cats!”

Cassidy C.

“Kaitlyn is so sweet and our babies loved her. This was our first time having her drop in and we will definitely be using her as much as her availability allows.”

Cindy T.

“Sloane did a great job with a last minute drop in for us. We look forward to working with her again in the future!”

Keith H.

About: I’ve taken care of dogs practically my whole life. It’s one of my greatest passions and most of my life I would dogsit for anyone who would let me growing up. I would love to make sure all of the animals are safe and well cared for while their owners are gone. I currently go to school and work part time, but there is most certainly time for me to fit in helping these families with their animals when they need it. I do live in an apartment complex but I have many years of experience with walking dogs of all kinds so I could walk it when needed. As for as toys, a crate or bedding at my apartment, I don’t have much of that, but could get some if needed.

About: I’m a certified volunteer handler for service dogs in training at 4 Paws for Ability. Sitters and handlers are trained to train, care for, and accumulate soon to be service dog puppies. I also have have experience as an overnight pet sitter for dogs of all sizes and backgrounds. I am comfortable with any breed and do well with pets suffering from anxiety. I just moved to Lexington to start my PhD program at UK and am excited to get to know the area. A lot of my work and research is done outside of class so little time will be spent away from your pups! It’s totally normal for your pet to get the puppy blues without you there. Some things I do that has often helped ease this anxiety is being available for around the clock care, doing some soothing activities like mat licking, and lots of belly scratches!