Dog Boarding Winchester

“Anytime I asked about my girl I got an update and pictures sent! She loved her stay! Madison did awesome with her and we will be booking again!”

Kristen C.

“Our puppy had a wonderful time staying with Ana and her dog, Mia. Ana was an excellent sitter very accommodating, communicative, and easy to work with. We felt completely at ease and would happily book with her again.”

Rachana B.

“Kirsten was amazing! She offered a meet and greet before my dog’s boarding. A very sweet person. And I was able to tell my dog would be in great hands. Awesome communication and I received plenty of updates including pictures and videos. I have an Aussie, and he has a lot of energy and Kirsten matches it perfectly.”

Sam L.

“Dana and her husband were wonderful!! They treated our pup like their own and it was obvious he was very well taken care of :) also, their dog Arrow is so sweet! Dana agreed to watch Leo on super short notice and went above and beyond!”

Erin H.

“Martha was so sweet and loved caring for Gypsy for us! She sent pictures and updates every day. I wouldn’t hesitate to book with Martha again.”

Jaclyn P.

“Amazing experience! I was very nervous about leaving him but Cheyenne, her family, and her dogs were amazing and Koda had so so much fun! We will definitely be sending him again!”

Jac C.

About: I really try to make pets feel at home. I’ve cared for anxious pups and cats, and seniors, before, so I’m extra tuned in to their comfort and what helps them settle. I pay attention to the little things — their pace, their quirks, what makes them relax — and adjust to whatever they need. I’m patient, gentle, and I do my best to make every pet feel safe and comfortable while they’re with me. Because I work from home and keep a flexible schedule, pet care fits easily into my day. I am a dog-mom myself and my little one, Louie, loves having friends over! I’m able to offer regular potty breaks, play sessions, and lots of companionship. I maintain your pet’s normal routine as closely as possible — meals, walks, training cues, and downtime — so their stay feels familiar and comfortable. In my home, pets enjoy a safe, calm, and comfortable environment with plenty of room to explore. I have a large fenced‑in yard, which gives dogs space to play, sniff, and stretch their legs while staying secure. I keep a steady routine with regular potty breaks, walks, playtime, and quiet rest. I follow each pet’s feeding schedule, training cues, and comfort needs so their stay feels familiar and stress‑free. Whether a dog loves active play or prefers gentle companionship, I adjust the pace to match their personality. When caring for pets in a client’s home, I maintain their normal routines exactly as you describe them. I respect your space, your rules, and your pet’s established habits. I make sure they get consistent attention, exercise, and reassurance while you’re away. My goal is always the same in any setting: help your pet feel safe, understood, and loved.

“Reached out to Lelainy on short notice to watch our buddy Boone for fall break. She was very responsive the entire stay and provided updates/pictures frequently. Her dogs and Boone got along great and I think he really enjoyed his stay. Would absolutely recommend her to watch your dog without hesitation.”

Adam G.

“Kimberly and her husband are fantastic! They agreed to watch my babies on very short notice and I couldn't be happier with how they were taken care of! The girls had free run of the yard and even got to sleep in the bed and cuddle all night (their favorite thing). I got several text updates/pictures and even 2 printed pictures when I came to pick them up. Kimberly and Steve are total dog lovers and I will be using them often in the future!”

Jessie K.

About: Kayla: "I grew up with numerous horses, dogs and cats. I've worked at couple pet boarding hotels and the Lexington Humane Society, so I can make sure all of your pet's complex needs are met. I'm not a certified trainer, but I have a lot of experience training horses and dogs (you'd be surprised how much they have in common). More recently, I have been training our Aussie Bandit, which has been a challenging yet rewarding adventure. I believe strongly in positive reinforcement and have read numerous training/pet psychology books to be the best dog mom I can be." Brandon: "My family grew up with a Shiz-Tzu/Maltese mix. I have pet sit numerous of my friend's pet throughout college. Shortly after college, I rescued a dog (unknown pit mix), whom was my companion until Kayla and I met then he became our companion. We would go on walks, roller-blades, runs, and travel the country. If a dog could go on the adventure, he came along. His life was full of love, given and received, and we're ready to open our home to share that love with your dog." Together, we've been dog parents for 10+ years. Brandon works from home and is nearly always available. Pets are allowed on furniture, though not our bed. Snuggles are mandatory. Enrichment is available however your dog prefer: walks, runs, ball in the yard, socialization at the park, mental stimulation treat toys, you name it. Brandon works from home and can let dogs out as frequently as needed during the day. When we're both off work, we tend to do enriching activities with our dog. On weekends, we tend to stay close to home, or take our dog on enriching activities (farmers market, park play, walk) and are happy to bring your dog along if it makes sense to. We have a small fenced in yard, good for bathroom breaks and small play. No children in this house, and we keep the space generally clear for dogs to be able to run/move around. The couch is a fan-favorite for snugglers. We're nice and close to Masterson Station dog park, if your dog needs more space and/or likes to be social.

“Winnie was great watching my dog while I was out of town. He came home happy and relaxed. She sent pictures and was very communicative and flexible with pick up and drop off. The whole process was really easy and stress-free. Thank you so much.”

Linda K.

“She is nice person, response very quick response at comfortable house. When I down to picking up, my cat relaxed like his house. He likes them and there.”

Jo J.

“Laura was amazing! She communicated so well and sent me photos while I was gone. My old girl can require extra TLC and Laura helped make her feel at home and get settled in. I felt completely at ease knowing my baby was in her care.”

Michelle S.

About: I started caring for a variety of pets at a young age. Some of the animals that have been in my care include fish, hermit crabs, miniature frogs, snails, gerbils, ferrets, cats, and dogs. I also have some experience caring for rabbits and farm animals such as horses. I currently work remotely, which gives me an exciting opportunity to spend time with your beloved pets! I may attend school in the near future, but this is not set in stone. I can walk dogs frequently and fulfill any of your pet's needs at my home. If there are any exceptional circumstances, I will be very communicative about your animal's care. I have one small dog in my care that loves cats and dogs.

“Justin was great! Sent updates and was flexible with pick up and drop- off times, which I really appreciate. Would definitely recommend”

Karah M.

About: I have always had a huge love for dogs and have years of hands-on experience caring for dogs of all ages, sizes, and personalities! I volunteer as a trainer with 4 Paws for Ability, where I have fostered, trained, and served as the primary handler for three dogs. Through this experience, I gained valuable skills in obedience training, puppy development, understanding dog behavior, and providing consistent, loving care. Outside of 4 Paws for Ability, I've also been a regular pet sitter for multiple families, caring for their dogs and building trusting relationships with both the pets and their owners. Both through 4 Paws and individually I've cared for dogs of all ages, including puppies as young as 8 weeks old, as well as dogs with special needs and conditions such as hip and elbow dysplasia and dogs in heat. These experiences have taught me how important it is to understand each dog's individual needs and adjust my care accordingly. One thing I especially enjoy is helping dogs maintain and build upon their existing training! I'm happy to reinforce commands, routines, and positive reinforcement techniques that families are already working on. I understand how important consistency is, especially for puppies and dogs actively learning new skills. Whether your dog is full of puppy energy, needs a little extra attention, or simply enjoys a relaxed routine, my goal is to make them feel safe, comfortable, and loved. I know how much trust goes into leaving your dog with someone else, and I'll always treat yours with the same love, patience, and attention I would give my own! I'm currently a college student with a very flexible schedule! My classes are solely in the mornings and last no more than 2.5 hours (even when back-to-back), leaving me with plenty of time throughout the day to dedicate to pet care. I have lots of availability for walks, playtime, potty breaks, and giving your pup the love and attention they deserve! My weekends are also very flexible, allowing me to spend even more quality time with your pup and accommodate longer stays. I'm always happy to work with your dog's usual routine to make sure they feel comfortable and cared for while you're away! Your dog's safety, comfort, and happiness are always my top priorities! I live in an apartment complex with a large, fully fenced-in dog park, providing plenty of space for exercise, playtime, and fresh air. Depending on your dog's personality and preferences, they can enjoy socializing with other dogs or have their own time to run around and play without other dogs present. I always prioritize safe interactions and will never force your pup into an environment they're uncomfortable with. I also have plenty of dog toys to keep your pup entertained, whether they love playing fetch, chewing on toys, or just having something fun to play with! I have a crate available if your dog is crate-trained or feels more comfortable having their own space. I'm happy to follow your dog's usual routines, including feeding schedules, potty breaks, exercise, and any ongoing training. With my experience handling and training dogs, I understand the importance of consistency, patience, and paying attention to each dog's individual needs. When caring for pets in a client's home, I make sure to respect their space and maintain their dog's familiar routine as closely as possible. I also love keeping owners updated with pictures and messages so they can feel confident that their pup is safe, happy, and receiving plenty of love and attention while they're away!

“Would 100% recommend her! She was awesome!!”

LakeistaR M.

About: Hi! I’m Evelyn, a veterinary technician with 8 years of hands-on experience caring for dogs and cats of all ages, sizes, and personalities. Caring for animals isn’t just my career—it’s something I truly love. Working in veterinary medicine has taught me how to recognize when pets are stressed, uncomfortable, or not feeling their best. Whether your pet needs medication, a fun walk, overnight companionship, or just a little extra patience, I’ll care for them like they’re my own. Every pet has a unique personality and routine, and I enjoy taking the time to get to know what makes them happiest. I’ll keep you updated with regular photos and messages so you can relax knowing your pet is safe, comfortable, and in caring, experienced hands. My schedule works well for pet care because I have a consistent full-time routine and a one-hour lunch break that often allows me to check in on pets or provide midday visits when needed. Outside of work, I love staying active through running and daily walks, so I enjoy keeping dogs happy and engaged while always matching the pace to each pet’s age, energy level, and needs. I’m available for walks, drop-in visits, house sitting, and pet care throughout the week and on weekends. My goal is to provide dependable, compassionate care while keeping your pet’s routine as consistent as possible. Your pet’s safety, comfort, and happiness are my top priorities. As a veterinary technician, I’m trained to recognize signs of stress, illness, anxiety, and changes in behavior, but I also know that the best care often means helping pets feel relaxed, secure, and loved. I live in a pet-friendly apartment with my friendly dog and make sure every pet receives plenty of attention, exercise, potty breaks, and supervision. I’ll follow your pet’s routine closely, whether that includes feeding schedules, medications, or crate training, and I’ll always keep you updated with photos and messages so you know how they’re doing.

“Angela was a fantastic host for my dog Bubbles! She had great communication skills and my dog was well taken care of and loved. Great experience. Highly Recommend!”

Jay R.

About: We came across the Cavapoo breed as our loving Rottweiler was on his journey to his “better place”. We chose the Cavapoo breed as our furry rainbow puppy to help us all with the tough loss. Fast fwd 5 years, and WOW, still can’t believe the journey that was created for us. Dog breeding, training, boarding and grooming just the way I would want my pups taken care of…in a home. Our setup is ready for all stages of dogs and of course, personalities. This is a small family business and we make pet care fit seamlessly into our lives. We’re a party of 4 and all hands are always on deck. 4:00 am wake up call during the week and 6:00 am on weekends. Caring for pets in our home can consist of taking your pets normal routine that’s already established and following it. Help keep your animal on a schedule of food timing to crate or bedroom boarding. We live in a neighborhood with a 6 foot privacy fenced in back yard. A 3,000 gallon Koi pond surrounded by 800 square feet of deck. Nice plush outdoor furniture for the dogs to lounge next to the pond after a drink. We have also built a 200 square foot doggie palace on our property. Full electricity with heating/air and additional ceiling fan. Great for rainy days or dogs who are lone rangers and/or feisty.