House Sitting in Winchester

We had a great experience with Cindy! She was caring and kept us up-to-date each day. Our dog was happy, well cared for and clearly comfortable with Cindy. We would definitely book again and highly recommend her!

Lauryn was great! Helped us with a last minute need. Super responsive & kept us informed & updated with pics. Very gentle with our 2 dogs. There were thunderstorms & she took great care of our scaredy-cat dogs :) We will definitely use Lauryn again!

Katie is a true gem! She was amazing with our pups and they miss her already. Katie kept us informed throughout the booking and she sent wonderful pictures every day. She was very kind and patient with the fellas - and they are a handful! We will definitely rebook with Katie! 🥰

We have a nervous pup who doesn’t always like new people but Jeremy did a great job with her. He was patient and gave her space she needed while offering lots of love. She quickly warmed up and we are so thankful! He took our dogs on lots of walks and gave lots of updates while we were gone. We will definitely be booking with him again!

Faith sat with our dog for the second time. He was relaxed and his sweet self when we returned, so I know she is taking our pup. She's respectful of our home and stays in contact. Will use her again for future trips

Makayla took care of our older dog and two kitties. She stayed with them while we went on vacation, and she did a wonderful job! We didn’t have to worry, and she took care of them like they were her own. I would definitely ask her to take care of them again.

Amber was absolutely wonderful! This was our first time using a sitter we didn’t know personally. I was so anxious about it until meeting Amber who was so confident and relaxed. Our dogs took to her right away even the one who can be tricky with new people. She shared photos and fun updates with us and always replied quickly when we messaged her. We would be happy to rebook with Amber in the future!

My dog, Bob, is not very warm with new people, so I was really worried about leaving him. I booked a weekend with Frannie so they could get to know each other, before a longer trip this summer. Bob took to her right away, and things went smoothly while I was away. Frannie sent me a photo/message every day to let me know he was doing well, Which was really helpful to me… Because I like to worry about Bob. My house was in great shape when I returned, and I am very relieved to be able to rely on Frannie to watch Bob in the future.

Kate was excellent! I came home to find the cats healthy, happy, cuddly, and agile as always, and they did *not* seem upset that I'd been gone. If anything, Kelly might have been wondering where her new friend was!

Tea as always did a fantastic job. Was flexible at the last minute, and made sure my pups were well taken care of despite their insisting they are the most deprived fuzz in the planet.

Kennedy is absolutely fantastic; she watched our dog, Gray, for a second time and did an amazing job making Gray feel comfortable. Highly recommend and will definitely be asking her to watch Gray again.

We are always very grateful for Alisa's help when we need a sitter. The dogs love her!

I cannot recommend Brad highly enough. I was reluctant to leave my elderly, skittish, and very attached pups with a petsitter, but Brad was patient, conscientious, and innovative when necessary, and gained their trust. He sent pictures, keeping us posted on his progress with them and their well being. One of our dogs is unwell, and we coordinated an adjustment of his meds based on Brad’s observations of his status. Excellent care!

It was such a relief knowing Abby took such good care of Athena! It really helped us enjoy our time away knowing she was so attentive to Athena!

Oh my gosh, I have found the best pet sitter. My dog Dexter doesn't like anyone, but Alex is a dog whisperer. Will definitely be using again. Top knotch

Carolann takes amazing care of our pets—Nixon, Evi, and our rabbit Burton all adore her. She’s attentive, keeps us updated, and communicates clearly. We always feel at ease when she’s watching them, and we love the good-morning and good-night pictures she sends.

Tarah was incredibly respectful of our house, and took tremendous care of my two pups, while my wife and I were away for 5 days. She was very responsive, gave daily updates, and gave my dogs the physical and emotional care that they needed. My wife and I came back from our trip with a clean house and two very happy dogs. If you are looking for a Dogsitter, look no further! I look forward to working with Tarah again for future trips!

Bennett was amazing! Our animals were well cared for and in very good hands. It was quite a stormy weekend, and our dog HATES thunder. He was wonderful with him. He also went above and beyond, and took care of a little water that came into the basement and moved furniture out of the way. Not part of the job description, but so appreciated nonetheless. He was very communicative and sent a few pics, too.