House Sitting Winchester

“Fabulous experience! Our Fig loves Amy!! Excellent communication and attention to detail. We have already scheduled two more overnight sits.”

Laura C.

“Kendra loves cats and it shows, she's an exceptional cat sitter! We were nervous about leaving our senior cats for a 5-day trip, but she took such excellent care of them, and sent regular reports and photos so we knew they were doing great. We so grateful to have someone we can trust to care for Neko and Encie, and make sure Neko gets her meds while we're away.”

Kendra S.

“Grace was terrific! On time, sweet with our dogs, took some amazing photos she shared with us, and best of all the little guys were calm and happy when we got home. Would absolutely hire her again!”

Alison D.

“I 100% recommend Kathleen! She really saved us! Our pet sitter canceled the morning we were supposed to leave for a seven-day vacation. I posted a job on Rover and she responded immediately, and very kindly stepped in to help, even though she had just finished another pet sitting gig. She took care of our beloved older dog, Dewey and our nine chickens. She was thoughtful, loving, reliable, and responsible. She texted with us almost daily, which we had asked her to do, and which set our minds at ease. She went above and beyond by giving our chickens daily treats and giving our dog LOTS of love. She is warm, respectful, and a good communicator. She also left the house in immaculate condition--in some ways cleaner than we left it. An ideal house and pet sitter in every way!!”

Shaylyn Romney G.

“Whytne saved me. My other rover sitter canceled on me within 20 hours of an international flight for a week. She responded quick, she was flexible and took good care of my dog. My house was left in the same condition I left it in.”

Crystal T.

“Amanda was AMAZING for our house sitting booking. She took such good care of our pitbull and cat. She really connects with animals and they absolutely love her. Our cat, who normally hates strangers and always hides, was curled up on her lap by the first night. We will definitely be booking her again!”

Sara M.

“Tessa is amazing!! She's very communicative and was punctual. My Fozzie took to her right away and I didn't need to worry he was alone. Thank you SO much!! We'll see you soon!”

Aimee K.

About: I’ve loved animals all my life and felt a deep connection with them. They have been some of my greatest teachers. I’ve provided loving care for cats, dogs, and rabbits throughout my adult years, and each one has been an important part of my world. I’ve cared for other people’s dogs, both taking them for walks and boarding them in my home while their people were away. I operated a private rabbit sanctuary for many years, giving rabbits a life where they could do the things they love—dig, groom one another, explore, forage, and simply be rabbits. I have experience caring for senior dogs and cats, as well as rabbits at all stages of life. I’m comfortable administering vitamins and medications to dogs, cats, and rabbits, including pills, liquids, and injections, and providing the extra care sick animals may need. I enjoy all aspects of caring for animals, from feeding and attending to their everyday needs to walking and hiking with dogs, playing with them, brushing them, and simply spending time together. I take the time to get to know each animal’s personality, routines, and individual needs. My goal is to make them feel safe, comfortable, happy, and genuinely cared for while their person is away. Having hired caregivers for my own animals, I understand how important it is to truly trust the person caring for your beloved companion. I’m dependable and take commitments seriously. If I say I’ll be there for a certain amount of time or take your dog for a particular length of walk, I follow through. I want you to feel confident that your animal is receiving the same attentive, thoughtful care I would want for my own. Caring for your companions fits naturally into my daily routine. I have flexibility during the day and enjoy building my schedule around the animals I’m caring for. I’m able to make time for walks, feeding, play, companionship, and other care throughout the day, and I take commitments seriously. When I agree to care for an animal, I make sure they receive the time, attention, and consistency they need.rently working part time and am available to care for your companion animals I care for pets in their own home, where they can stay in a familiar, comfortable environment and maintain their normal routines. I follow their feeding, medication, exercise, and care instructions carefully, while also making time for play, companionship, walks, brushing, and plenty of attention. I take the time to get to know each animal and adapt my care to their individual personality and needs.

About: I have Joyfully shared my entire life with pets for 70 years now!! I speak Fluent Feline and Canine and have been a pet parent to dogs, cats, hamsters, mice, turtles and fish as a child and provided daycare for birds. I am also a Certified Level ll Reiki Energy Practitioner. My services include Housesitting, Drop-ins and both dog and cat walking! My beloved Josie used to love going outside on a harness and leash since she and brother Shadow were feral-born barn kitties and then “indoor only” rescue pets for 15+ years! My “Platinum Spa” Services include pet massage and Reiki sessions for an additional fee for Housesitting and Drop In clients. My Passion to care for other people’s pets as a new career/business stems from the tragic loss of both my feline companions at the end of 2024. I have decided to no longer own pets myself and to get my “Pet Love Fixes” by Pampering My Client’s pets as if they were my own!! I have maximum flexibility with scheduling 24/7 for all services in the 5 Colleges Area of Western MA. I am also available to travel outside my local area to provide pet, plant and housesitting services upon request. I provide a full menu of services at client’s homes including multiple walks daily on leash, outings to local dog parks and hiking trails, specialized diets and medications, senior and disabled pet care, active playtime, basic training reinforcement, photos and text updates on how your pet is doing with each visit. My exclusive pet massage and Reiki treatments can enhance your pet’s health and happiness under my care!!

About: Experienced, Detail-Oriented Sitter & Trustworthy Home Care. Reliable, Punctual, and Dedicated Care for Dogs and Cats. Your Pet’s Favorite Neighbor: Trusted Walking and Sitting Services. My schedule is extremely flexible, which means your pets will rarely be left alone. I'm available throughout the day for regular walks, playtime, and constant supervision. Whether it's morning dropins or midday checkins, I can easily adapt to your pet's routine. When caring for pets in your home, I treat your space and your animals with the utmost respect. I follow your exact feeding and care routines, keep doors and gates secure, and provide plenty of updates and photos so you always feel connected. Safety is always my top priority. I keep a watchful eye during outdoor activities, ensure toxic foods or hazards are completely out of reach, and strictly adhere to any crate training or dietary rules you have in place for your pets.

“Bri was the perfect fit for our energetic dog. She provided updates and pictures while we were away. It put our minds at ease knowing she was taking such great care of our dog. I would definitely book with her again!”

Marissa G.

About: With years of dedicated Petcare experience, I have developed a profound understanding and love for our beloved furry companions. From cuddles to walks, feeding to playtime, I prioritize the well-being and happiness of every pet in my care. I am committed to providing a safe and nurturing environment where pets feel comfortable and loved. Whether it's administering medication, adhering to dietary needs, or simply showering them with affection, I go above and beyond to ensure that each pet receives personalized attention and care. Trust me to be your pet's second best friend, offering reliable and compassionate Petcare services that will leave tails wagging and hearts content. I recently Took time off from work so I have open availability to take care of your furry family! Long walks, drop ins or even sitting for the day. In both my home and my client's home, I prioritize the well-being and happiness of pets under my care. In my home, I provide a safe and comfortable environment where pets can feel at ease. I ensure they have access to clean water, nutritious food, and a cozy sleeping area. Regular exercise and playtime are incorporated into their daily routine to keep them active and engaged. Whether it's administering medication or following specific dietary requirements, I pay close attention to each pet's unique needs.

About: I have taken care of dogs since I was in elementary school. I would pet sit for friends and neighbors, along with work at vets office for a few years in college. I currently have a black lab named York with my partner. I work an 8-4 job Monday thru Friday, so I am available for early morning, afternoon, and evening check ins. Along with overnights and weekend availability. My focus is to treat your pet like they are my own. Which means good play time and making sure they get their meals on time. I am able to do walks, handle administration of medications, dietary requirements.

About: early years, my family were training Morgans for the Kentucky Derby. It had been an exhilarating journey, one that beautifully intertwined skill, patience, and a profound bond with these majestic horses. Each horse is unique, deserving of personalized training that not only harnesses their incredible speed and agility but also fosters a deep connection between horse and trainer. As l've grown, my focus has shifted from merely training to cherishing those heartfelt connections, as they truly enrich my life. Alongside my passion for equine training, I find immense joy in the companionship of dogs and cats, nurturing their spirits It’s all I do - besides writing. I chose to step Away from The chaos of the world to care for my own well being by taking care of animals. With respect, kindness and love as I would expect in my own home and with my own pets. Pets bring joy and peace to my life.

“Ria is amazing! I was anxious about having someone watch my dog for the first time, but when we met Ria my dog (who has stranger danger) immediately loved her! As a giant breed, he has some detailed care needs that were followed to a T. She sent us an abundance of photos and videos as well as communicated how his days went periodically which helped ease my mind. I’m so thankful we found Ria and will certainly be using her again.”

Angela D.

About: Dogs have and will always be a huge part of my life. We got our first family dog when I was just 3 years old and the rest is history. My husband Jack is extremely passionate about animals as well and is my partner in all of this so you get two dog sitters for the price of one. Between the two of us your pet will get so much love, cuddles & exercise. We guarantee a level of attention and care that I feel confident your pet(s) won’t get anywhere else; between this and Rover taking it’s fee our prices might be on the high side but they reflect our level of personalized and professional level of care. I also just want to add that our love for dogs extends to all animals so cats etc are all welcome to come hang with us :) Important Note: if you are reaching out for house sitting my husband and I only take those if we both are allowed to stay the night. We prefer to do this for safety as well as enabling the best care possible for your pet. Your pets will be my top priority & my main focus when they stay with us! I feel pretty confident that they will get more quality time, attention & lovin with me then any other pet sitter! I have a smoke free home and do not have any dogs currently living at my house so your pets will be my only focus! Also a child free home!