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”

“Oak really enjoyed her stay with Lindsay! She particularly enjoyed her kiddos! Lindsay made the pickup and drop off logistics incredibly easy! I really appreciated her flexibility. Thanks again Lindsay!”

“Absolutely fantastic. Poppy had the best time and Michelle sent us daily updates. Would not hesitate to book for next time and fully recommend Michelle for your pup-care! Thanks Michelle 😊”

“Paige was the BEST!!! She took the best care of our pup while we were at the beach (super easy drop off/pick up if you’re coming from Easton, Kent island or Annapolis area). She has a huge fenced in yard and sent me tons of photos throughout the week. Our dog even had something wrong with this paw that I noticed the morning of dropping him off and Paige was so nice to ice it and care for it. Highly highly recommend!!”

“Lucy had a wonderful stay with Jennifer & family! She was very well taken care of and had great updates and photos. Enjoyed her homemade treats as well. Thanks so much for caring for Lucy like your own!”

“Wonderful people with a great love for animals! I love the way they made my Prince feel at home and special. They sent pictures and updates to let me know that he was ok and to ease my worries. This was the best decision that I have made for my fur baby! I will use Janice and Charles again for the future.”

“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!”

“Lisa took wonderful care of my girl while I was away for 2 weeks. She sent pictures and updates daily. I will definitely be scheduling with her again!”

“Benita and Ivan went above and beyond to make sure Preston had a great stay at their house. They provided a lot of updates and made me know I never had to worry. Their set up is more than accommodating and Preston had a comfortable stay. We will definitely rebook with Benita and Ivan!”

“Alana was THE BEST sitter for my pups!! She was amazing with my 11yr old dog and my 1yr old pup who is very high energy and skittish to some, especially toward males. She was very patient and comforting to my pup’s needs and made sure they both were comfortable during their stay with her. Alana is very flexible and goes out of her way to meet your pups so they can get to know her beforehand. Alana sent pictures and updates each day so we didn’t have to worry about our doggies while we were away. When my doggies returned home, it was evident that they had a great time with Alana and wanted to stay with her ?. I will highly recommend Alana to anyone looking for a reliable and responsible pet sitter.”

“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.”

“⭐️⭐️⭐️⭐️⭐️ 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. ❤️❤️❤️”

“I have had the pleasure of being close friends with Elizabeth for almost a year. Our kids are extremely close and Elizabeth often offers to have my daughter over for sleep overs. She is such a sweet, kind, nurturing mother to her three children AND her fur baby Luna! Elizabeth spends so much time training, walking and playing with Luna who is a very active dog and requires lots of exercise. I myself have two huskies and Elizabeth would be the first person I would call to watch over them if I needed to travel. She is so thoughtful and conscious of different needs and accommodations. Anyone would be lucky to have her babysit their fur children!”

“Erin was a wonderful pet sitter. I will definitely use her again. My pup enjoyed his friends there and the big yard! He was happy and healthy when I picked him up.”

“They were so amazing to Oreo. It was as my first time leaving him with someone other than my parents and they were great. Super accommodating, sent pictures everyday, and treating my boy like he was their own.”

“Sarah was amazing! It’s refreshing to meet someone who will love your pet as much as you do! From constant contact w/me regarding my pet to sending me videos and pictures of my pet’s stay w/her, I’m very pleased w/Sarah! I would highly recommend her!”

“Bagel loves when he gets to stay with Katie! She is great with communication and flexibility. Katie has helped me out more than once when I got in a scheduling bind. I will definitely continue to use her for my dogsitting needs!”

“I received timely updates and pictures. She ensured my pup felt welcome in her home. I felt very comfortable leaving him there for a few days. I had a tight window and she came through for me which was much appreciated. Not the closest sitter to me, but will definitely book again in the future when the need arises.”

“Robin did a phenomenal job watching our dog, Nora. She kept in touch by sending pictures and being very responsive to my text messages. Our dog came home happy and tired :)”

“Joshua did a wonderful job with our cat, Piper, while we traveled during the holidays. He is so thrust worthy that we were not worried about Piper at all, because from the pictures and videos that Joshua shared with us regularly we could tell that Piper is very happy with him, his kids, and his cat, Spikes. Joshua is very caring, understanding, responsive. He always responds to your messages and questions promptly. We appreciate the care, attention, and support that Joshua provided us so much and we recommend him to the people who will look for boarding their cat. 🐈”