Dog Boarding in Winchester
Find a loving dog sitter to watch your dog overnight at your sitter's home.
“Oana and Oliver were great to our 2 year old dog who we hadn't left in a year due to Covid! They were flexible and very easy to communicate with. Our dog had …” (more)

“From our initial phone conversation I got a good vibe from Paul. He seemed knowledgeable and familiar with our dog’s issues (mostly anxiety). Meeting Paul at dr…” (more)
“Susan was great! She was super flexible with scheduling, was communicative (sent regular updates throughout our dog’s stay with at her house) and most important…” (more)

“Kimm and Kenn were lovely. There was clear communication about drop off and pick up. They sent several updates with pictures of walks during our dog's stay.” (more)
“Catherine is amazing. She watched my high energy dog for a few days and was very responsive and sent pics of my pup frequently (something I appreciated but didn…” (more)
“Jonny is simply the best! He took extra good care of Tatum while we were away for the long weekend, and provided us with lots of adorable photos and updates. I …” (more)
“Craig was phenomenal. Communication was superb, timely, and included lots of pictures/updates of all the fun that Baxter was having with Rubio! Overall, best ex…” (more)
“Emma was great. We left our nine month old lab mix with her for a week. She was super accommodating, and attentive to her while we were gone. She sent a ton of …” (more)
“Kyla, Michael, their children and their dog Buckeye are just wonderful. This is the first time that we leave our beagle Lupa with them and we couldnt be happier…” (more)
“Kelly took care of my 4 month old puppy for 4 days while I was away and she was great!! She sent me daily updates with photos each day. I would definitely recom…” (more)
“Brigid could not have been a better babysitter for Wynnie! She was clearly very caring, thoughtful, and responsible, and I felt so at ease knowing Wynnie was in…” (more)
“Rebecca took care of my dog with all heart and dedication. She took my dog to play often and baked nice treats for him! Rebecca is very kind and caring person.…” (more)
“Steve (and Cooper) are amazing! Billy loved his stay and can’t wait to go back. It’s a great feeling knowing that your furry family member is well cared for wh…” (more)
“Barbara went above and beyond taking care of our pup. She kept me updated about twice a day about how Lola was doing and sent me a lot of pictures! My dog is ki…” (more)
“Tiana took great care of our pup Lula, providing constant updates and photos! She was super flexible to meet prior to boarding and was able to accommodate our c…” (more)
“We are so happy with Adam and his family! We've only had Milly a few weeks and she is still working on housetraining and manners (she's nearly 4 months) and Ada…” (more)
“Ismael was absolutely fantastic. He responded quickly to all of my messages leading up to the stay, answering every one of my questions. He really made me feel …” (more)
“Diego was amazing! Zoey can be a little nervous in new places, but with all of his updates and pictures, I felt good the entire time that Zoey was settling in a…” (more)
“Phi was a great dog sitter and took great care of Bogie. He was very responsive before and during the stay and sent lots of updates/pictures throughout the week…” (more)
“Angela was so great with our dog. She took him on walks, ran with him and sent us photos while we were gone. I’d definitely recommend Angela.” (more)