House Sitting Winchester

“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.

“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.

“Yareisy was great!! She house sat my two cats for a long weekend and I would definitely book her again. She made sure to take pictures of everything, including cleaned litter boxes, tons of photos of my cats, and where she left the key at the end of the trip. I highly suggest booking her, your fur babies will be well taken care of!😊😊”

Briana J.

“Elissa is the BEST! My poor girl was very anxious and confused when she first came over, and she handled her so well. She was patient and loving, and I appreciated that she kept me informed. An added bonus- When I got home, the house was spotless and looked like I never left! Your fur babies will be in amazing hands with Elissa!”

nicole s.

“Sowatey was excellent! He sent several photos and kept me informed the entire time I was away. He is super respectful and truly loves spending time with animals. I highly recommend Sowatey!”

Sara E.

“Tashani was literally the best -- she was super communicative and sent through daily updates about Libby & Cinder! We got back from a week-long trip to a clean house, happy animals, and a flourishing garden. We'll definitely work with Tashani for future trips!!”

Austen W.

“Having Julie G house sit and care for my 85 lb. hound Dave was dreamlike. She seemed to accept and appreciate Dave and his coonhound ways seamlessly from the jump. She took copious notes about Da daily needs and expectations at the meet & greet, asked intelligent questions about his routine and I was able to leave town completely confident Dave was in good loving hands. She sent me daily pics and reports while I was away, and left Dave mellower and the house cleaner than it was when I left. A terrific experience from my perspective Can't recommend Julie G strongly enough as a house and hound sitter.”

Bob S.

About: I have owned a cat for seven years, and I enjoy brushing him, feeding him, giving him treats, cleaning the litter box, and cuddling. Sometimes he comes into my room, jumps on my bed, and sleeps with me. I also walk a puppy, a bulldog, named Buckiss. I clean up after him, and enjoy spending time rubbing his belly, and playing catch. At the end of our walk, I bring him back to his house, feed him, and give him water. I follow strict feeding instructions on how much food to give, and what kind of food he's allowed to have (no more than 2 treats a day). When walking in the winter, I make sure Buckiss has dog booties so his feet don't get hurt. I’m currently working part time so I have plenty of time in my schedule to care for your pet! I have a pretty flexible schedule. When I come to take care of a pet in my client’s home, I make sure that they are cared for with love and I do everything I can to make them feel safe, happy, and comfortable with me. I also make sure that when I end the stay, the client’s home is in the same or better condition than when I first came. I will make sure to clean after myself and leave the place looking as spotless as I can. I try to be a considerate and clean house guest.

About: Your dog is more than a pet — they’re family. We provide a warm, loving, and secure environment where your furry friend feels safe, happy, and cared for. Whether you’re away for a day or a week, you can rest easy knowing your dog is in trusted hands, getting belly rubs, playtime, and the personal attention they deserve. Because peace of mind isn’t a luxury — it’s a promise. Consider me as your on-call pet sitter. I have currently moved to California all the way from the east coast. Whenever you need me, I’m here ! How I Care for Pets in Your Home – With Safety, Trust, and Comfort at the Heart of It All When I care for your pets, whether I’m house sitting, walking them, or simply dropping in, their safety and comfort are my top priorities. I understand that every pet has a unique routine, personality, and needs — and I take the time to learn and follow your instructions closely to ensure they feel secure and loved in your absence. In your home, I maintain a calm, respectful presence, keeping your pet’s environment clean, stress-free, and familiar. I provide regular walks, playtime, feeding, medication (if needed), and gentle companionship, always with an eye on their behavior and well-being. For drop-ins and walks, I show up reliably and treat your pet like my own — keeping them on safe routes, away from hazards, and paying close attention to their body language and comfort. I always prioritize secure leash handling, water breaks, and positive reinforcement. Your trust means everything to me, and I care for your pets and home with professionalism, love, and integrity.

About: I have been a human to many dogs for the past 14 years including volunteering as a foster for three local organizations. I believe animals are a part of our family and should be treated with care and respect. I have trained puppies, cared for elderly dogs, injured dogs, and foster dogs. I have a particular skill in helping dogs get comfortable and acclimating to a new environment. I’m experienced in administering medication to pups and supporting animals who have separation anxiety. My partner and I both work from home and are available throughout the day and evening. We have two pups of our own so pet care is a part of our daily routine. I am typically up early with my puppy around 5:30AM and we begin our day with a nice morning walk. After a morning feeding, on a nice day, we sit outside and the dogs play while I work on the garden or have my morning coffee. My pups are fully integrated into my day and I divide my tasks for the day around their walk, play, and nap schedule. I seek to provide clients with what they need to ensure their comfort (the pets and their humans alike). I seek to understand your pets needs, routine, and your needs (i.e. updates, pictures, etc.) to ensure you feel secure with your pets care. I believe when I am hired to help care for your pup, we build a partnership that requires communication, understanding, and deep empathy. From caring for senior dogs to the messy puppy phase, I have had a breadth of experience in caring for pups.

About: Hi I'm Jeff an experienced and professional pet sitter, dog walker, and provider of overnight pet care, I offer loving, dependable service that brings complete peace of mind. Whether it's daily visits or extended stays, your pets are treated like family every step of the way. I'm fully licensed, insured, and bonded, and certified in Dog and Cat First Aid & CPR—so you can rest easy knowing your furry companions are in safe, experienced, and genuinely caring hands. I have over 25 years of construction experience. I also offer Handyman Services which can be done while I am at your home. 🐾 Licensed, Insured, and Bonded • Certified in Dog & Cat First Aid and CPR Caring for animals isn't just something I do—it's my full-time profession, my livelihood, and my passion. I take great pride in providing dependable, compassionate care for pets of all kinds, including dogs, cats, birds, fish, chickens, goats, rabbits, hamsters, gerbils, and more. When you entrust me with the care of your beloved companions, I go far beyond basic walks and feeding routines. Their happiness, comfort, safety, and well-being are always my highest priorities. While I know I can never replace your presence, I work hard to provide the love, attention, companionship, and personalized care your pets deserve while you're away. To make life easier for my clients, I also offer handyman and home care services. Whether it's watering plants, bringing in mail, managing trash and recycling, hanging pictures, completing small repairs, painting, or helping with other household tasks, I'm happy to assist while caring for your pets and home. By combining professional pet care with reliable home services, my goal is to give you complete peace of mind, knowing your pets are loved, your home is cared for, and everything is being looked after by someone who genuinely cares. 🐾❤️🏡 When you entrust me with the care of your furry companions, I go above and beyond basic dog walking and playtime; I prioritize their happiness and welfare. Understanding that I can never replace your presence, I tirelessly strive to complement your affection and care by providing the attention and love your pets deserve, even in your absence. I also integrated handyman services into my offerings, recognizing the convenience and practicality of addressing tasks while caring for your pets. Whether it's watering your plants, hanging a picture, managing waste or recycling, or even handling small repairs and painting, I am here to help. Through this fusion of pet care and handyman services, my aim is to simplify your life while ensuring the well-being of your cherished pets and your home.

“Brenna was an amazing pet sitter for us. We have two dogs, both seniors, and one with significant health issues. It is always hard to leave him but had our son's wedding in Canada to attend. Brenna sent constant updates and photos to ease our mind while away. They were very well cared for and loved. I would use Brenna again in a heart beat!”

Nadine S.

About: I love animals and will treat your home and pets as my own. I am available most all day to cater to their special needs. Daily reports and photos at your request! Red Cross pet first aid & CPR certified. Excellent references available. I am retired and your pets will be my primary focus. I have plenty of time to tend to any special needs and to spoil them as you see fit. My daily rates include two pets. I have reliable transportation and will stay in your home allowing maximum comfort for your pets and following their regular routine. I will walk, brush, give meds and play with them. I am happy to water plants, collect mail/packages and give access to prearranged maintenance providers.

“Jacqueline watched our two rescue dogs (ages 3 and 6) in our house for a week and did a fabulous job! She was so understanding of their behavioral quirks and kept us updated frequently. It was a relief knowing they were in such good hands and seeing photos of their happy faces while we were away. Thank you, Jacqueline!”

Kaela B.

“Ewa is awesome. She was a great communicator and asked the right questions. I knew our dogs would be in good hands, but she was even better than advertised. There is no doubt that we will use her again.I often don't trust reviews as everyone just gives 5 stars because that's the only way people 'don't get in trouble' or it's expected for just 'doing your job'. I am confident in giving Ewa 5 star, because she earned them. If I asked the dogs if she deserved them, they too would say the same thing. I'm glad we found someone who showers them with love and is also a wonderful caretaker. I hope this helps folks make their decisions easier. She house sat for us, but I'm sure she's punctual for walks and day time drop in's as she was early for our original appointment to meet her.”

Peter S.

“Sophia took great care of my pet and home while I was away on a work trip. My pup seemed happy and well taken care of when I got back, and my place was well kept. Thank you, Sophia!”

Julie L.

“Janice was so helpful during our last minute trip to Rhinebeck! My very anxious pup was left alone in a new place during a thunderstorm and Janice made sure he was as comfortable as possible. Wish I lived closer so I could utilize her services more often. Highly recommend!”

Melissa L.

About: I try to take parts of Cesar Milan's strategy with dogs specifically. Trying to not reward bad behavior. Making sure a pet can respect my boundaries. Currently have a dog walking client at Winding Brook Condominiums in Meriden. I’m there twice a day for 30 minute walks and play. I bought some balls for her so she can play. Have videos and lots of photos. I work flexible hours as an independent contractor so I make my own schedule. I am building my pet care business so I am signing up for a drone pilots license for pet recovery. I am also working on upgrading my vehicle to a minivan. I am offering pet sitting in your home until that can change to my home. I am needing different things done to my home before I can bring pets to my house.

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!

About: I have been the proud dog dad of Franklin, a rescue 15 year old terrier mix who suffers from separation anxiety, for over 10 years. More recently, I have cared for him through eye removal surgery as well as terminal joint and heart issues. As a result, I have experience giving oral, ocular and topical medications. I have this experience with other dogs as well, as I am always quick to volunteer for any opportunity to walk or babysit a friend or families dog - even going so far as to visit dogs rather than people at family weddings. I am a recovering lawyer who wants to devote 100% of my time to your dog! Please check my schedule or reach out. Thanks, and tell your dog I said hi! First and foremost, I care for animals by showing them love and respect. When it comes to caring for your pet, I will conscientiously follow all instructions you provide and never put your pet in any danger. I am 100% focused on your dog when they're in my care, so I don't give them an opportunity to do anything unsafe!