Dog Boarding in Chestertown

Gigi had the best time staying at Michelle’s. She loved playing with the other pups and she provided daily pictures/updates. We’ll definitely be using her services again!!! I would give more than 5 stars if I could. Thanks Michelle and family!

Awesome sitters, very responsive and caring. Jacob and Megan are such a beautiful family that makes you and your fur baby feel comfortable in their care.

Lindsay was wonderful! She has a big backyard for the pups to run in! Yoki loved it there playing with her dog! I am booking again with her the end of the month!

Gisel and her family were great host for my girls! She was flexible with drop of time and very attentive with my girls! In the past it would take some time for my girls to adjust when I got them back home but they were still themselves and just as happy when I got them back! Definitely will be booking again with Gisel as long as she is available 🫶🏾❤️

Katelyn and her family took wonderful care of Gary! We were so very happy with everything! I hope she will be free to care for him the next time we have to leave town!

Shuling did a wonderful job caring for our 8-month-old pup who is pretty fresh from shelter life so had some people anxieties. Shuling put her immediately at ease with her calm demeanor and ready treats. We appreciated the daily photos and videos. We will board with her again.

This was the first time we had to leave our dog with someone while away. We chose Elaine based on reviews and the location. The experience was excellent!! While away, we really appreciated that Elaine sent us updates along with many photos. Our dog, Pebbles, seemed to be having a great time! When we picked her up, she was very happy! We will for sure bring Pebbles back to Elaine next time we go on vacation!

From the moment we met Danielle, I was immediately struck by her warmth and kindness. I knew right away it would be a perfect match. Coco had a fantastic stay with her and truly felt at home. Danielle sent frequent photos and updates, which meant so much to us and reassured us that Coco was happy. Coco also got along wonderfully with her dog, Pickles, which made the experience even more special. It was incredibly important to us that Coco stay with a loving, attentive family, and Danielle exceeded every expectation. We could not be happier and will absolutely book with her again.

Jill & Chad (and kids) were wonderful!! So patient in listening to my & Lucy's needs! So appreciative of the pic/video updates! Will definitely book them again!!!

Absolutely incredible experience. It was my first time using Rover and I reached out from the hospital during a family emergency. Justine was the first to respond and she was kind, clear, and reliable from start to finish. She and her family truly stepped up and took wonderful care of my dog, Toast. I rarely leave reviews, but she earned this one. I would book with her again without hesitation.

Rich was great. Our dog was very happy and comfortable when we picked him up. Rich was quick to respond and kept us updated every day with pictures. Will be using Rich again!

We left our boy Chief with Bee and Pat for a long weekend, and received lovely updates, photos and prompt communication every step of the way. They were warm, welcoming and professional, and clearly took great care of our pup! Will book again!

Barbra was great with my neurotic rescue! They have a lovely, huge, fenced yard so he could wander and sniff. She was very responsive, and our communication was excellent. I got lots of pictures and updates while I was away. Highly recommend Barbra!

Briana and Isaiah were amazing! They sent me many pictures of my pups going on walks and returned Duke and Luna to me happy and healthy. I would definitely recommend them to other pet parents.

Katharine was super accommodating with taking our dog last minute when our usual sitter fell through. Ralph can be a bit difficult but luckily she was able to handle him and keep him safe while we were gone.

Jenn and her husband took care of our dog, Chesney, once again. He was excited to be dropped off. Chesney had so much fun playing with their dog he took a long nap when he got home. You can tell Jenn and her family really love caring for animals. They sent us photos during his stays

Thank you so much for watching choppy ! I felt very comfortable leaving him and he came back very happy ! It made me very happy that he was safe and had a good time ! Thank you for the video updates as well !!

This is our second time trusting our pups to Theresa and we continue to be impressed with and appreciative of her professionalism care and attention to our two small dogs. She keeps us posted throughout their stay, ensures they have ample time to explore outdoors and most importantly treats them as her own- cuddles and puppy kisses included! We highly recommend:)

Joann treated our dog Poppy like she was her own. She was patient, kind and sent lots of updates and pictures. Poppy had the best time making a new pup friend and I know a pup-playdate is on the cards! Thanks Joann. You’re amazing. ☺️

Jen is amazing with our pups. She gives them lots of love and sends pictures and updates. She has a big fenced in backyard for the babies to run and play. Can’t recommend her enough!