Dog Boarding in Winchester

Our dog Cindy loves Oana and Oliver and so do we. Every time we ask for their help they are always great and passionate in taking care of Cindy. Thanks so much Oana and Oliver!

Hermosa has a great time with Rylee, her apartment has a dog park for all the dogs to enjoy! I loved meeting Rylee and her roommate and they were a sweet joy to Hermosa and me.

Rebecca and her family are fantastic caregivers for my dog Stella. I have booked Rebecca multiple times because of this and plan on doing so again in the future. All of my instructions were followed. She also sent me many pics of Stella while I was away. It is very comforting to know my dog is with them when have to travel without her.

JJ and Youfei took good care of Echo while we are away, and Echo enjoyed the company of his fellow corgi. We will book with JJ and Youfei again!

Paul is a nice guy. He really loves and takes good care of our dog friend. We have a 1.5 year old puppy who is very shy and easily scared and this is his first time to be separated from us. Paul sent us photos showing that he would not leave his crate for the first couple of days. We were all worried about him. However, for the following days our puppy trusted him and would not leave him alone. We will definitely go back whenever in need. Thank you, Paul!

Susan was amazing with our rambunctious girl! She is high energy and Susan did not hesitate to bring her into her home! We did not have to worry one bit about our pup while we were out of country for 10 days. She sent daily photos and updates of our dog Sage playing with their sweet pup Skittle! As well as a few other visitors! I would definitely recommend Susan to anyone who is looking for a caring home stay for their dog! I would definitely use her again!!

Our pup stayed with Elizabeth and Rodrigo again this past week, and Morty (the dog) is clearly in love with their whole family. He didn't even bother to glance back at me as he happily greeted them and then pranced into their home. We are so grateful to have found sitters who take such great care of him!

Betsy took great care of my quiet little Beagle Cocoa for a week in November. I'm grateful for her clear communication, for the care and attention she took when getting to know Cocoa and me, and her thoughtfulness in looking after Cocoa. Betsy's kids were wonderful with Cocoa too. Highly recommended sitter!

Kathryn and her husband Sean are extraordinarily fine pet sitters. Our 11 year old boxer clearly enjoyed her stay with them and all the extra attention and loooong walks they gave her. They were very helpful and accommodating to our unprectable arrival time due to long-distance travel in winter weather. We will certainly book with them the next time we are in MA.

Lissette and her family took great care of Peggy for 3 nights. She provided daily updates and pictures, and had great communication the whole time. We won’t hesitate to use Lissette again.

Jessica and Dave took great care to make our anxious Cookie feel at home. Cookie even became comfortable enough to beg for food and claim a spot in the living room as her own! We are so grateful to Jessica and Dave for providing Cookie with a home away from home :)

This was my second time b

Yesika was fantastic. She was very accommodating when we had to modify our schedule a bit. She provided plenty of pictures and updates for our dog while she was boarding with her. We would highly recommend her if you are in need of boarding services.

March is an excellent dog sitter! We feel so comfortable traveling knowing that he’s taking care of our girl. He sends daily pictures and has a yard and nearby trails, so my dog always comes home well exercised and happy. We couldn’t recommend him more highly!

This was our third stay, and once again, Barbara took wonderful care of Maru. Since Maru is sensitive and selective, we’re always cautious about where we leave him, but he does so well here and always looks happy and relaxed in the updates. It’s also great that he gets to meet and play with other dogs. We really appreciate the thoughtful care and consistent communication. Highly recommend!

Yang and Pat were amazing with Romeo. I got many wonderful photos throughout my trip. The best was him going to school with her son❤️. Romeo was in such great hands. He was quite tired from all his wonderful walks everyday. He can't wait to see this lovely family again.😊

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!

My dog, Pie, loves spending time here!

Steve and Helen were so great. They were safe, flexible, and caring. Lexi clearly was in good hands and had a lot of fun in their yard. I could tell when I picked her up that she was very happy with them, and that is priceless to me when I have to be separated from my little best friend. I highly recommend them. Thank you so much.

Luke was amazing with our dog, Leo! He was very reliable and kept us updated with pictures throughout Leo’s stay, which gave us so much peace of mind. It was clear that Leo was happy and well cared for the entire time. We would highly recommend Luke to anyone looking for a trustworthy and caring dog sitter! Luke was amazing with our dog, Leo! He was very reliable and kept us updated with pictures throughout Leo’s stay, which gave us so much peace of mind. It was clear that Leo was happy and well cared for the entire time. We would highly recommend Luke to anyone looking for a trustworthy and caring dog sitter!