Dog Boarding in Chestertown

“Paris, is such a wonderful sitter. My pup, Jayce, really loves her and her fur babies. My mind is always at ease when I have to travel for work and Jayce is in her care. She's also very understanding. A family emergen”

“Could not have asked for a better experience. Our pup Margarita loved her stay and can't wait to come back! Lindsay is very responsive and sends lots of pictures. So happy to have found a sitter I can feel so comfortable leaving in her care. Will definitely be booking again!”

“5 Stars for Sabrina. Bryce had a great time with Sabrina. Lots of play with dog friends. He slept the whole way to the beach. Thanks again Sabrina.”

“Jennifer is absolutely wonderful! She watched our dog obi for 5 days and he was so loved and spoiled by her ! Communication was fantastic multiple pictures and videos per day! Walks , homemade treats ! She went above and beyond for our dog! Would highly recommend her! We finally found the absolute perfect dog sitter! Thank you so much Jennifer we appreciate you so much ❤️”

“Janice and Charlie were AMAZING!!!!! They went above and beyond in caring for my dog, and I would highly recommend them to anyone who asks. My dog Millie clearly LOVES Mrs Janice, and was super happy the whole time. They were really great about getting back to me both when booking and when I asked for updates. Super helpful, knowledgeable, and incredibly kind people. It was obvious that they loved Millie as if she was their own, and I will definitely book with them again.”

“This was the first time I had boarded my dog and it turned out to be a wonderful experience. Paige was great. I received pictures of my dog a few times playing with other dogs and just running in the fenced area. I will definitely be using her services again. Thanks so much!”

“Michelle took care of my dog, Sophie, while I was visiting my family in Boston for four days, and she was great! She sent me updates and pictures daily and gave me prompt responses when I asked her questions. Sophie had a great time with her new friends, Tanner and Rosie! I appreciate Michelle sleeping with Sophie and giving her a lot of love while I was out of town. I highly recommended her!!”

“Thank you Alana for taking such great care of my puppy! I know she can be a handful so I appreciate you taking wonderful care of her while I was out of town!”

“Lisa is kind and provided excellent care for our high energy, anxious pup. Lots of communication and updates, and flexibility in scheduling. This was our first time using a boarding / pet sitting service, and we couldn't be happier with our choice.”

“Katie was amazing with my dog! She was flexible on drop off and pickup. She also sent many pictures to jeep us updated. She treated her like one of her own pups. My dog did not want to leave!”

“Best dog boarding experience ever! Happy dog, happy pet parents! How can you beat a family of 4 totally focused on your pet. Our 10 yr old was thrilled to find there were 2 boys to keep our Daisy cuddled and loved. Jill and Chad are great - pic updates, great communication. We WILL be using them whenever we travel. This was like leaving our dog with best friends. Thank you so very much. Your family is so appreciated!”

“⭐️⭐️⭐️⭐️⭐️ Katie has taken care of my baby (Lola) for a couple of days . She is caring, kind, friendly and just loves pets! She is reliable and trustworthy, and spends time playing with them, which is so important. Katie and her mother are truly pet lovers and I highly recommend them . Her mother even made a home made turkey treat for my baby and she loves it. Your four baby will have a lot of fun and get a good care in this family. ❤️❤️❤️”

“Janay was able to watch our little man pretty last second, for a long weekend. She took wonderful care of our ham and sent updates/pictures, keeping me informed! She is so sweet and took care of usi like he was her own, and went above and beyond calming my anxieties... I can't say enough nice things about her, both professionally and as a person! We'll definitely be using her again!”

“Best dog sitter! My three dogs absolutely loved being taken care of by Elizabeth! I will definitely be using her services again in the future!”

“Alessandra was very attentive and gave me daily updates with lots of pictures and videos, which I loved. Elsa had a great time licking all of her babies. Definitely recommend!”

“Pam was wonderful and BB was right at home. BB even came home with a paw print and a goodie bag...I think we have found our new home away from home for BB! Thanks so much and see you next week!?”

“Hannah was great to work with. She responded quickly and was very flexible time wise. Karl had a great time and I could tell he was well cared for. She was very understanding of his pug nature not being able to deal with heat well. Overall I was very happy to have Karl stay with Hannah.”

“Great communication and always sent lots of photos while we were away. Great dog sitter and highly recommend, especially if you have an active dog! Will be using them again!”

“Terri did a great job keeping our dog Ruby for an extended weekend. She frequently sent pictures and texts letting me know how the dog was doing. I will definitely call Terri again!”

“Joshua was great. I’ve never taken my dog to someone to watch before and he sent me pictures and updates regardless if I asked. I definitely recommend him.”