House Sitting in Winchester

“God/Goddess thank you for Katie & her hubby too. Quilly was so so happy in the pictures and when I came home. Incredibly trustworthy and friendly lady (neighborly too! ) to care for pup.”

Jacki A.

“We were so lucky to meet Theresa! This was our first time away from our pup, and she put us at ease. She sent photos and kept us updated all weekend, and Milo was so happy and well cared for! We can’t recommend her enough!!”

Katie C.

“I was nervous as my furry friend has never been away with people he has not known but let me tell you…We (Bingo and myself) had a great feeling when we did the meeting for the first time. Karina put me at ease with pictures throughout his stay and he looked very relaxed and it took my nervousness away.. I will always feel at ease every time he stays!!! She responds quickly when messaged.. Thank you again Karina and Jason.”

Joan M.

“Daniel is so lovely and took amazing care of our pets while we were away! Our high energy pups seemed so comfortable with him right away. From the first message he was so quick to respond and a great communicator — which is so important to me. Will absolutely book with him again!”

Ashley M.

“Stacey was wonderful! She was so easy to communicate with ahead of watching our dog and was also super self sufficient around our house. There was a bad storm when she was scheduled to watch our dog and we live in a pretty remote area and she had zero complaints. She was fantastic all around!”

Emily M.

About: I have been taking care of pets, including dogs, cats, and even parrots, since I was a tween! I have a lot of experience taking care of elderly and sick pets and have medical training from my time in the US Air Force, and can give medications orally, dermally, or by injection. I have loved animals since I was a kid, went on to get a PhD in parrot ecology, and now work as a Wildlife Biologist! I currently work from home and have a very flexible schedule, allowing me to accommodate most people's needs. I am extremely flexible and willing to work with folks to ensure their pets' needs are covered. I believe open communication and clear expectations are key to making sure everyone's needs are met. I will work with you and your pets to ensure their schedules and needs are fully met in your home.

“Danyelle was absolutely superb and loving with my dog Juno and my parents dog Nemo (and very patient with some changes that kept coming up on our end).”

Andrea G.

“Jesse is THE BEST. After requesting the booking, he came out to meet us and our two boys, taking his own personal time to make sure it was a good fit. During his stay, he kept us informed with pictures and notes on the pups. He left our house just as he found it and, most important, we came home to 2 happy, sleepy dogs, tired after a vacation of their own! Jesse is reliable and incredibly knowledgeable and hardworking. Can’t wait to have him back!”

Judith C P.

“Katherine did a great job with our Toby! He's a little shy around other people but he warmed up to her fast! We will definitely be asking her to watch Toby again!!”

Izabel R.

About: I absolutely love dogs all shapes and sizes, when you book with me your dog will be in a safe and loving environment with me. it’s important to me that any dog i’m with at the time will have a fun and enriching environment with me and the time we’re spending together. I have experience training puppies and pet sitting puppies. I’ve done extended petting sitting stays and have done petting sitting with multiple animals, i’ve done week long stays with 6+ animals, so I can handle a big crew if you have it. I have experience with farm animals and horses as well if that’s ever needed as well! I currently am not working and would love to add some furry friends to my day! I am quite flexible with my timing right now and offer free meet and greets for the safety and benefits of all of us. If you use me for pet sitting you can expect your dog to be fully safe! I will follow your directions and expectations to the tea because I know what it’s like to have to leave your dog with someone and not wanting to have to worry about your loved one

“Angela house-sat and took care of our 10 year old English Bulldog over the Thanksgiving holiday. Angela is reliable, communicative and has genuine affection for our girl. Our dog could not have been in better hands and our house was in perfect shape upon our return. We would highly recommend Angela for any type of pet care, whether it be for walks, daycare or overnight visits. This was the second time that she helped us and we will continue to call upon her services the next time!”

Tony C.

About: I have grown up with pets in my house all my life! Whether it be cats, dogs, chickens, goats, you name it! We rescued all of our fur babies so I have seen and experienced a lot in the animal world. I am currently a full time college student and I work part time. I can drop in before school, before I go to work, and when I am out of work! I can also do other times as long as we stay in communication. As I will be doing drop in and walks I will keep your animals leashed at all times unless specified differently so there are no escapees. I love giving my fur babies treats so if you provide me with the certain kind your babies can have I will gladly give them a treat for being adorable!

About: I’ve taken care of dogs on and off for years and I’ve had a couple of my own. Would be happy to host your pet for a day or a few days, whatever your need is. I am fully retired at this time and will have plenty of time to play with and care for your pet. I am available weekdays and nights as well as some weekends. I am also available to watch them at your house as well if you’d prefer. I am happy to follow your feeding schedule and to take your pet for a daily walk. There are no young children or anyone else living in the house except me.

“Carol is simply the best sitter I’ve ever used! She is so caring, kind and accommodating and provides sweet updates for my girl. I know that Harper is in excellent hands with her and will be so well taken care of. She loves the dogs like her own and will be SO missed after her move!!! Thank you 🥰”

Caroline E.

About: I’ve taken care of my personal dogs as well as friends and family dogs for years now. I am experienced with dogs of all sizes, as well as all personalities. I am familiar with low energy and high energy breeds, and know how to cater to each of them. I also specialize in dogs that have anxiety as well as reactivity, and know how to monitor their behavior and understand them in a way that most humans and other animals do not. My daily schedule is currently M-F, 7am-3:30pm. However, beginning in April I am transitioning to a weekend position that will allow me to have weekday availability for the most part. I will still have availability in the early morning hours and late evening hours of Saturday and Sunday, but they will be more limited (I will be working 7am-7:30pm). I do my best to incorporate your animals into my daily life and routine. I will care for your pets by following the owners’ and pets’ needs. I never stray from instructions. I will ensure safety precautions are always taken, as your animals safety is my highest priority.

About: I’ve always been comfortable with dogs of all types. I grew up with dogs and have spent my whole life around animals, so caring for them feels natural to me. I’m calm, confident, and make sure to adjust to each dog’s individual needs so they feel safe, understood, and well cared for. I work full‑time during the day, but I’m available in the early mornings and evenings to take care of your pet. That gives me plenty of time for feeding, walks, playtime, or whatever they need before and after work. Mondays are my completely open day, so I’m available all day then for longer visits or extra care. My goal is to ensure your pet feels genuinely cared for. I pay close attention to their routine and what they need, and I make sure they stay comfortable, happy, and relaxed the whole time they’re with me.

About: I studied in vet care all throughout high school, I’m currently an certified Emergency medical technician, dogs, cats, small animals etc..love me. And I love them. I am a full time dog sitter as of now! I’m available for any days you may need at this current time, let me know what day you’ll need me :) I currently have a shih tzu named Molly who’s very loved and you can tell by her sweater and hair bow collection, she’s spoiled rotten

About: I am a dog walker / pet sitter. I have 4 years of experience working with animals! I’ve worked at doggy daycares, boarding facilities, & at grooming facilities as well! I love working with the animals & I wouldn’t change it for the world! They bring me so much peace & joy💖🐾 Any questions? Please feel free to ask them! :) Let me know what your availability is like & what exactly your pet care needs are & I will be willing to work with your schedule & your specific needs as best as I can! All pets have different needs & routines. I provide specialized care that is tailored to fit your animals specific wants & needs! Talk to me about exactly what you’re looking for & I will be happy to listen & provide! We can set up a complimentary meet & greet beforehand as well so I can come get to know you & your pet!

About: I've had my pets in my life but i've also looked after many pets. Sometimes I have had to look after more than one dog at a time and different ages and breeds. There has been times i have had to sleep over night with pets. I always feel a connection or a bond between animals as I believe they know our true intentions. m-f I Work at my main job which is at Webster Bank usually until 4 PM, But have off on holidays and weekends. Some nights I work late but I usually have a month ahead of what my schedule looks like. I treat anyone else's property as if it were my own or better than my own. I treat pets delicately and I like to find out what they are into, how they have fun, what treats they like etc. I am a very straight forward person and I am great communicating with. I work in my local surrounding towns and looking how I can serve.

About: I live on a farm with lots of animals and have been caring for them for as long as I can remember. I love both cats and dogs of every age — from tiny puppies to gentle seniors — and I make sure each pet gets the care and attention they need. Your pet will enjoy plenty of room to run, play, and explore, but they will always be under my watchful eye. Safety and comfort come first here. The farm is a calm, natural environment where animals feel relaxed, loved, and at home. I can’t wait to meet your furry family member and make sure they have a happy, safe, and fun stay! 🐾 I’m a part-time student and I live at home, which means I have a very flexible schedule. My classes are spaced out, so I’m home throughout the day. Because of that, I’m able to give pets consistent attention, regular potty breaks, playtime, and supervision. Taking care of animals is already part of my everyday life on the farm, so your pet naturally fits into my routine. They’ll never be left alone for long periods — I’m either outside with the animals, studying at home, or right nearby where I can keep a close, watchful eye on them. I care for pets in a calm farm environment with plenty of safe outdoor space to explore and play. Pets stay inside our home with me and are treated like part of the family — no kennels unless requested. I keep a close, watchful eye on them at all times, whether we’re inside relaxing or outside getting exercise. We follow your pet’s usual routine as closely as possible: meal times, walks, play style, treats, and any special needs. I’m used to caring for both high-energy pets and slower senior animals, and I adjust activities to what makes your pet feel happy and secure.