Dog Boarding in Winchester
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Search Results


Oana & Oliver B.


“Our French Bulldog had a wonderful visit with Oana and Oliver. Our family was traveling and this was the perfect place for our dog to go for the day! Oana and Oliver were extremely flexible with our plans and very knowledgeable about dog behavior. It was very easy to communicate and plan out or drop off and pick up times. We would definitely come back if we are in the area again!”


Hillary H.

“Hillary provides the best setting for our cat, and sent a few photos everyday to keep us in the loop during the stay. We will go back in the future for sure! Thanks again, Hillary.”


Isabel Q.

“Isabel is an amazing dog sitter. She is very communicative and sent lots of pictures of Ginger while she was watching her. I felt super comfortable leaving Ginger with her and would definitely call on her again in the future for dog sitting!”


Kiara H.

“Kiara was so great with our dog Barkley, they immediately got along and she also helped us when we ran into a issue with our original sitter at the last minute. We really appreciate her help and Barkley can’t wait to go back!”


Alissa C.

“Alissa took care of our golden retriever Huxley while we were out of town. She is truly a dog person and Huxley felt comfortable with her from the moment we met her. While we were away, Alissa was sending regular updates and pictures of our happy puppy. She made sure he was able to follow his silly bed time rituals (blanket stealing and all) and provided lots of love. He came home a tried and happy. We would not hesitate to leave Huxley with Alissa again. Highly recommend! :)”


Wendy & Luke X.

“Wendy and Luke were incredibly attentive and thoughtful. Our dog can get quite anxious and they went above and beyond to make sure that she felt safe and cared for. They clearly spent time to acclimate our dog to their space and build trust with her. They also made sure she got plenty of exercise and attention. Their communication was excellent as well and they sent some great pictures. We cannot recommend them enough!”


Tayna F.


“Tanya was absolutely amazing with our little guy! She sent updates twice a day and the most amazing pics and videos. She was also very flexible considering I had to meet her at 5am for drop off to make our early flight. I would highly recommend her and definitely be using her again for boarding and dog sitting!”


Pavan B.

“Pavan took great care of Maple while I was away for the weekend. She loved playing with their dog, Yogi, and was exhausted when she got in the car at pick up time. I got multiple daily updates and pictures and I felt at peace knowing she was in good hands.”


Frederick I.

“Wow, Frederick was the perfect person for and to Bear, our 11 week old cavapoo. Bear loved him, I know because when I picked him up from boarding and Frederick would speak Bear wagged his tail relentlessly and wanted to jump back into his arms. Frederick will be our constant go to for Bear. Frederick is reliable, caring and loves what he does. Thank you, Frederick, for easing my mind on the first time leaving our boy.”


Joe M.

“Joe did a fantastic job taking care of Bunny while I was out of town. He shared photos and updates, and Bunny was healthy and happy upon my return. Thanks Joe!”


Lucy W.

“Lucy did a great job caring for my dog. She was very responsive throughout the booking process and was flexible when my plans shifted a bit. Lucy has experience caring for multiple dogs at once and fed my dog and hers in separate spaces to avoid resource conflicts. While I was away, she sent me photos and regular updates. My dog really bonded with Lucy and when we walk by her house now, my dog pulls to try to go in. I wouldn't hesitate to have Lucy care for my dog again.”


Houda H.
“Houda was a very,very sweet woman, who obviously loves dogs! She treated my Bella as her own.Spent a lot of time everyday, feeding, and playing with Bella.She took her for walks, and groomed her as I would. I was so lucky to find her when my other sitter backed out .I highly recommend Houda❤️?”




Séamus Ó.

“Seamus is wonderful! Very nice and caring, and was able to make our little dog feel right at home.”


Isabel S.
“Isabel has been an absolute blessing as our pet sitter for Benny. Not only did she take excellent care of him, but she also made sure he felt right at home. She sent us regular updates and lots of heartwarming pictures that put our minds at ease. Benny was clearly relaxed and content in her company, which made our time away so much more enjoyable. Knowing that our furry family member was in such loving and capable hands gave us the peace of mind we needed. Isabel truly goes above and beyond, and we can’t thank her enough for making Benny’s time away from us feel like a home-away-from-home experience.”


Erin L.


“Erin is great with Pasha and Hazel! She is always responsive and makes boarding super easy for us and great for my fur babies?”




Paul M.


“Paul was an excellent host/sitter for my 13 year old Jack Russell. He spent time with me and Benny upon drop off. I instantly sensed his expertise and comfort with her. I was at ease leaving her with him. Paul understood my concerns for my dog while in his care. I liked his confidence and handling Benny during this meet and greet on this first 24 hour stay. Paul sent a couple of texts and a pic of how things were going and I appreciated his matter of fact information sharing. I was totally pleased with this first experience of leaving Benny with an unfamiliar person and home. Couldn’t have gone better for all involved. Definitely will try for Paul for any future needs and I highly recommend Paul to others.”


Barbara S.

“Where do we begin...this was a hard choice when trying to find someone to watch our fur baby for 6 days. He got to know Barb and a visit to her home for a meet and great. Then another visit for half a day. He was in heaven. Barb sent photos throughout the day. He was in a good mood and not anxious at all. Then we left TicTac in her care for 6 days. So many pictures came to us. He definitely has made new friends and was cared for so well. I highly recommend Barb 🌟”


Rob W.

“This was our second trip which we left our pup with Rob’s family. We got great photos of our dog settling right in again with the family and their dog. Our dog does not do well at kennels, and when we’ve picked her up in the past she was stressed for days afterward. After trips at Rob’s, she’s happy and comfortable. Worth every penny to know our girl is happy while we’re away. Thank you, Rob!”


Ashley P.

“Ashley was great with Fred. She sent me pictures every day of his activities. She treated him like he was her own pet. Thanks!”


Jessica & Amie Q.

“Jess was a wonderful sitter for our dog Reg, and accommodated a very early drop-off time for us on a Saturday morning. We will definitely use her again!”
Search Map
Winchester Dog Boarding ratings
Dog boarders in Winchester are rated on average 5 out of 5 stars based on 134 reviews.