House Sitting in Winchester
Find a loving dog sitter to watch your dog overnight in your home.
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“Halley is the sweetest person, especially when caring for your pups! She’s helped me with my senior dogs when they were having medical issues and she was so att…” (more)
“Grace is a good family friend of ours, and when she was in high school, she would dog sit for us often. She was able to accommodate for both our puppy shih tzu …” (more)
“I hired Jordan to watch my corgi Polly during my wedding reception. The reception was taking place at a family members house. Polly was very eager to be outside…” (more)
“Eva was truly fantastic - she was great with Dakota and respectful of the house. When we got home, the bedsheets and the house were clean and Dakota was content…” (more)
“Steven was the most professional dog-sitters we have ever encountered. He went above and beyond, asked great questions, took good care of our senior pups, and d…” (more)
“This was my first time having someone watch my dogs in my home and Priscilla was an absolute angel and joy! She has a calm and positive energy, was very caring …” (more)
“I can't say enough good things about Kathryn, who took care of our mini Golden doodle for a week in our home. Our dog, who is typically anxious and takes a whil…” (more)
“Julia was an amazing pet sitter, Moby loved her right away. I love that Julia was very responsible she arrived on time, was attentive to Moby's care routine and…” (more)
“Conner kept us informed about our cats and sent pictures. The communication was good and we knew that our cats were safe and well taken care of.” (more)
“I have known Elizabeth for almost 4 years now. She connected with our two dogs instantly! Elizabeth has such a loving nature so Ellie and Koda fell in love with…” (more)
“We had Ruby stay at our house in Southie and watch our two dogs for a long weekend. She was incredibly professional and responsive. We would absolutely recommen…” (more)
“Liz was great! She took great care of Dasher and the apartment as well. Everything was spotless when I returned and I had a very happy dog!! Will definitely be …” (more)
“Highly recommend! Tara watched our two dogs for one night and we could not have asked for a better experience. She was communicative, on time, and trustworthy. …” (more)
“Bob has been an absolutely incredible dog sitter for my dog, Charlotte. I often joke that he’s more of an uncle to her than a dog sitter! He cares and loves for…” (more)
“Julia has always loved dogs for her whole life. Everywhere she goes, if she ever runs into a dog she immediately gives the dog as much love and affection as she…” (more)
“Lyndsay watched our pup for a weekend and did an awesome job! His communication was great and he took great care of our pup while being mindful of the notes we …” (more)
“Erin did a fantastic job watching our dog. She sent us constant photos and Olive was well taken care of. We’d have Erin watch her anytime!!!” (more)
“Wow! Could not have been happier! Jason and Dina were excellent sitters that far exceeded my expectations. I got regular updates and my very active Golden R…” (more)
“Jessica was great! My dog liked her immediately, she came when she said she would, and sent great updates. I'll definitely use her again next time I'm out of to…” (more)