Dog Boarding in Winchester

Belinda has been so wonderful working with our quirky and anxious dog! She really went above and beyond getting to know her and making her comfortable, and working with us, even on last minute requests. It is a huge relief knowing that we can leave our dog with such a caring and thoughtful person.

Yang was a great pet sitter. We boarded our cat with her for an evening, and she was super communicative and attentive, with photos and regular updates . Would definitely board with her again.

Guillermo was the best sitter we could’ve asked for our dog. He was very attentive to detail as Maggie is very rigid with her schedule, took her on plenty of walks, and sent us pictures to make us feel comfortable while we were away. He followed our instructions carefully and made sure that Maggie wasn’t around other dogs (she had been attacked recently). We would highly recommend Guillermo to any dog owner and we would happily book him again to care of our baby.

Michiko and Clifford took great care of Melody. They asked a set of questions up front about her needs and were very thorough, which made is clear they took their responsibility seriously. We will definitely have them watch Melody again!

Betsy and her family took great care of Gabby for a weekend stay. Really appreciate her being able to do a meet and greet and then boarding on fairly short notice. We would not hesitate to board Gabby here again. Thank you!

Fantastic sitter! Zelun is very attentive and took great care of our dog. Regular walks and daily photos, and our dog looked so happy and relaxed in every photo update. When he noticed a change in her behavior one day, he reached out right away with pictures and kept a close eye on her until it looked like she was okay. This was our second time booking dog boarding with Zelun, and we would 10/10 recommend!

Man & Zhen were very kind and caring for our dog. They gave lots of detailed updates and photos.

We cannot thank Paul enough for his kind and attentive care of our beloved Golden Retriever. From the moment we picked him up, it was clear he had been in good hands—he came home relaxed, happy, and completely at ease. It was such a relief to see him pleased to see us but not at all anxious or stressed, which speaks volumes about the calm and loving environment Paul provided. We're so grateful for the peace of mind he gave us and for the exceptional care our dog received.

Elizabeth and Rodrigo were excellent with my goldendoodle, Abby, this weekend. They were great at communicating before and during her stay and sent photos/updates. Abby got plenty of walks and exercise in their care. Would definitely use them again when I visit the Boston area - 10/10 recommend!

Geraldine was responsive, attentive, and kind. She sent frequent updates with photos, and was able to care for my pup perfectly, adjusting for her routine and diet needs. So grateful to have found her!

Carl had a great long weekend with Ann and Jim! Even with a lot of snow on the ground, he went on lots of walks and played in the yard. I appreciated receiving daily updates with photos while I was away. I would definitely recommend Ann and Jim to anyone looking for a sitter for their dog!

Todd (and Cara) were perfect sitters! I get really nervous leaving our dog with new people as he can be a bit quirky & extremely routine-oriented, but I immediately felt comfortable with the two of them minutes into our meet and greet. They asked all the right questions, and it was clear that they know how to take amazing care of dogs & know what to ask about to ensure a comfortable stay. It was clear that they cared about keeping Pluto on his usual routine, and I was able to enjoy my trip without worrying about Pluto at all. I truly hope that Pluto gets the chance to stay with them in the future -- thank you SO much!

Maggy was great with Tilly. She kept in contact with us frequently and sent photos of Tilly playing. Having an enclosed back yard space is a huge plus for us. Tilly loves running and exploring outside. I highly recommend Maggy.

I am so grateful to Hannah for the care she gave Stella while I was away. I highly recommend her and will be using her again when out of town.

Patrick was great watching Maverick, he sent daily updates, pictures and videos. He answered all our questions and was very fast at responding!

Gus had a great time with Janette and Luna. Janette was very diligent about letting me know how and what Gus was doing and sent photos each day. I would certainly have Janette watch Gus again.

Ashley was an excellent sitter! This was our first experience using Rover and leaving our dog with a new person. It went incredibly well. Ashley was super communicative and answered our questions before we even asked. She was flexible with timing for the meet and greet and for drop off and pickup. We loved the photos and the frequent updates! It was wonderful knowing our dog was being well taken care of (and getting lots of play time in the backyard) while we were away. He also needs medicine and can sometimes be difficult with taking it, but Ashley had no problems. Glad to have another option for dog care when we travel! Thank you to Ashley and her family for making our dog another one of their pack for the weekend 😀

Victoria was great with my little boy Risotto! He's usually a very timid cat and she managed to get him to come out comfortably during his stay. Would definitely recommend Victoria as a cat sitter to anyone!

Lori is a real doggie momma. She sweet, gentle, and caring. My doggie girl doesn't like staying at other people's houses, but Lori has given her a real home away from home. Any time I need care for my little princess I will definitely call Lori. Thank you, Lori.

2nd time using Rob, first time overnight boarding. Smooth and easy communication and also really appreciate his flexibility. Sounds like Kenai had a great time.