House Sitting in Winchester

“Amanda was the best dog sitter. She kept us up to date and listened to the things our dog loved to make her so happy during while we were away. Will definitely book with Amanda again. 😊”

Kelsi H.

“I truly can’t express in a review how grateful and blessed I am to have found TJ 🙏…not only did he put our minds and hearts at ease with frequent videos and texts about the care of our fur babies while we were away, but he made our return a pleasant homecoming as our house/babies were just as loved and cared for as if we’d never left ❤️…so much appreciation for this incredible being and his service to the community 🙏…I can not recommend him highly enough ⭐️”

Joanna O.

About: I’ve had dogs my entire life and genuinely consider them family. I’m so dedicated to animals that I’ve chosen a pet-focused lifestyle over having children. As a husky mom and lifelong animal lover, I have hands-on experience with everything from energetic puppies to senior pets with special needs. I’m a certified pharmacy technician (CPhT), so I’m trained in medication safety and certified to administer vaccines—giving me an extra level of skill when caring for pets who need meds or special attention. I’m calm under pressure, detail-oriented, and treat every pet like they’re one of my own. I have very open availability and can easily fit pet care into my daily routine. As a husky mom, I’m accustomed to regular walks and consistent care, so whether it’s quick visits, daily check-ins, or overnight stays, I’m flexible and reliable. I’m attentive to your pet’s individual needs and always treat them with the same care and love I give my own. I prioritize safety and comfort above all else when caring for pets. In my home, I maintain a clean, secure, and calm environment where pets can feel relaxed and happy. I’m experienced with managing multiple pets, making sure each one gets individual attention while preventing stress or conflict. When caring for pets in their own home, I respect your space and routines, following all instructions closely to ensure consistency and comfort. I’m fully attentive, keep an eye on any health or behavior changes, and communicate promptly with you for peace of mind.

“Alicia was fantastic with our dogs. We are always nervous to leave them because one of our dogs is reactive, but Alicia put our minds at ease so we could enjoy our trip. She took great care of our home and communicated with us during our time away. We will always check with her anytime we need a sitter.”

Tonya L.

About: Since I was 15, I have taken care of neighbors pets and my own! I have had chickens, fish, hamsters, dogs, and currently have a cat of my own! I am available this whole month! I do have another job so I will need to know in advanced when I’m needed! I should be available most days. I am very respectful towards homes and would never leave it without making sure it’s tidy and clean up any accidents that could happen, I also am very communicative!

“Lindsey was an excellent house/pet sitter. She provided excellent care and communication the entire time. Will definitely recommend her and book her again. 🙂”

Mickie V.

“Carly was absolutely great! Our dog got to stay comfortable in her own home and get all the snuggles and love and adventures with Carly. She was a very good communicator and was very good about updating with pictures, which is what we all want! We will definitely use her when we go out of town again.”

Kelsi H.

About: I have taken care of dogs since I was a child from feeding to taking them for a walk. I love dogs! I miss my little Arnold (schnauzer) I can take care of them through the afternoon, when I get from work, until night. Also weekends any time as needed. I can arrange my schedule to make it work! I am offering care for pet in client home, so I can play with them in the back yard, walk them outside and give company. Also, I offer to feed them, give medicine or prepare special food if it is necesary to make them feel good. I can also give them a bath in an appropiate place and groom.

“Dina was great! Very responsive, send pictures, and updates. Never would have know she was at the house, took great care of everything. Dogs loved her and were happy and healthy when we returned. Such a relief to have her so we could take a weekend off. Highly recommend!”

Katherine J.

About: Animals have been a huge part of my life — I’ve volunteered with 4 Paws for Ability, rescued and fostered countless pets, and spent time helping at the humane society. One of my favorite memories was saving a tiny flea‑covered kitten on a Fourth of July night shift; he’s now a happy, chubby cat named Thomas IV. At home, I have a 6‑year‑old golden retriever and a 3‑year‑old cat (and if I could, I’d add a raccoon and an opossum — that’s how much I love animals). Whether it’s a dog needing walks or a cat wanting quiet company, I provide reliable, compassionate care tailored to every pet. I’m a nursing student working part‑time in a busy emergency department, balancing school, work, and planning my wedding as a newly engaged bride — but no matter how full life gets, I always make time for animals. Whether it’s long walks, quiet snuggles, or helping pets in need, spending time with animals (mine or yours!) is one of my favorite things. I’m the go‑to gal for my coworkers when they need someone they can trust for potty breaks, walks, or check‑ins on their days off. I’ve also provided in‑home boarding for friends’ pets and others, giving them a safe and comfortable place while their families are away. My schedule is flexible as long as I’m given notice, and I have a reliable car to get me to and from your home without issue.

“Allie has great communication and sent a ton of pictures while sitting our pups!”

Alex B.

“Courtlin took excellent care of my pups and was adaptable every time I had an unexpected change through the week. Highly recommend her!”

Debbie B.

“Amber was absolutely wonderful with our two dogs!! She kept us very updated with pictures and messages and even checked in with us on a potential medical issue. They both need oral medication and she was comfortable with that and made sure they had what they needed. We loved having her take care of our pups and felt confident they were safe and happy with her! We’d recommend her to any other families that need someone to love and care for their pets while they’re away!”

Alison W.

“Always does a great job taking care of my pups while I'm away! Sends pictures, plays with them, cuddles, and gives them everything they need! Would recommend, 100%!”

Kurt B.

“Jimmy was an amazing dog nanny for my pup. I had just moved to Lexington and had a non dog friendly vacation planned. Leaving your pup behind is tough but Jimmy made it so easy. I could tell during our meet and greet that he loves animals and my dog loved him. He sent daily photos and some videos so that I knew my pup was in good hands. Even better when I came home she was exhausted from all the adventures they had. He was courteous to my home and did not leave a mess and no complaints about noise from the neighbors. I would highly recommend Jimmy as a dog nanny!”

Amanda G.

“Hallie was AMAZING!! She took care of my baby like it was her own. I got lots of updates and she even took my dog out for a nice long walk, with permission. She did great with my dog who is known to be a bit anxious. I will definitely be using Hallie again for future dog sitting!! I couldn't recommend her enough!”

Emma W.

“Saíra did a great job! She established an great rapport with our Pyrenees before we left. While we were gone she took wonderful care of our home and both our dogs. She he sent lots of pictures and left our home just as she found it. We would strongly recommend her to anyone and look forward to working with her again in the future!”

josh m.

“Kris was absolutely wonderful with our 4 babies. She treated them like her own and loved them so much. We have 2 that aren’t a big fan of meeting new people and she even had them coming up to her and loving on her. She sent several pictures throughout her stay so that we knew the kiddos were having fun and doing well. We will definitely be using her in the future!”

Katie C.

About: With over 7 years of hands, on experience caring for dogs, cats, and small animals, I provide loving and attentive care tailored to each pet’s unique needs. I’ve worked with pets of all ages, sizes, and temperaments. From energetic puppies and kittens to senior pets who need a gentler touch. Whether it’s daily walks, feeding routines, playtime, or administering medication, I prioritize safety, comfort, and communication. My goal is to ensure your pet feels happy, secure, and loved while you’re away. You can count on me for reliable, professional, and compassionate care every time. I offer flexible availability throughout the week to meet you and your pet’s needs! Here’s a general outline of my schedule: • Weekdays (Mon–Fri): Available for drop ins, walks, and house sitting from 5 AM – 8 PM. Morning, midday, and evening visits can be arranged to suit your routine. • Weekends (Sat–Sun): Open availability, perfect for weekend getaways or last minute plans! I’m happy to accommodate longer stays and multiple visits. Safety, Trust & Environment Your pet’s safety and comfort are my top priorities. I treat every pet I care for like one of my own, with patience, attentiveness, and lots of love. • Trust & Communication: I believe in open and clear communication. I’ll always keep you updated with messages, photos, and honest check-ins, so you never have to wonder how your pet is doing. • Safe & Calm Environment: Whether I’m walking your dog, stopping by for a visit, or house-sitting, I maintain a calm, positive environment tailored to your pet’s personality and needs. I follow all your care instructions carefully and ensure your pet feels safe, secure, and well-loved at all times. • Reliable & Responsible Care: I’m punctual, dependable, and respectful of your home and routines. I know how important it is to have someone you can count on when you’re away, and I take that responsibility seriously. Every pet is different and I’m here to provide personalized care that makes both you and your furry friend feel totally at ease.

“Alysha was great! She took care of my mantis and played with him. Kept me updated with pics. Would have her watch my pup again!”

Edward D.