Dog Boarding in Chestertown

Gisel was so wonderful. She sent me pics and videos frequently while she took care of my pup. He seemed to have a great time and i feel like she went above and beyond caring for him. I feel like she truly loved Rocky for the time he was there and I plan on using her in the future when i need someone to love my pup when I'm gone. I was 100% satisfied. :)

We are so fortunate to have found Megan and Jake as pet sitters for Bingley. They are responsive, helpful and thoughtful. We got the cutest pictures from his visit and he came home happy and tired. We are grateful for their attention and care.

Michelle is Magnificent! My puppy was well cared for, and she enjoyed a very happy couple of days playing in the backyard and with Michelle’s cute dog. Michelle provided photos, too, and was very caring overnight. Pippa came back very happy and healthy! I highly recommend Michelle!

Danielle provided very fast responses, was friendly and direct, and had lots of space for my dog to run around and have a great time. Pictures showed my pup content and relaxed. My husband and I were very pleased with how attentive Danielle was.

Honestly this was my first time leaving my dogs in the hands of a sitter and I am so happy with Pamela! She would send me pictures and updates. I was really nervous as my boy has separation anxiety but he seemed so happy in the pictures. I would definitely rebook her!

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 !!

Paris took excellent care of my corgi Mylo for 5 days. She updated me daily with pics and text on how he was doing. I highly recommend her and will bring Mylo back when I need her. Thank you so much 😊😊.

Love love love her! Her and her family took care of our big boy..He definitely had a blast ...I will recommend her to anyone. She update us daily with text, videos and photos...Hope to see her next time...

Colin enjoys his stay and has been there twice. Lindsay is a great host and always sends pics during his visit. I will be using her service again soon.

As always, Pat & Bee were AMAZING! We are so appreciative of their love and care for our Ellie. They are a beautiful couple and beautiful sitters! 100 out of 10.

Shuling and her family took excellent care of our Remy. She sent wonderful pictures to help us feel comfortable while we were away. Would highly recommend her and plan to use her services in the future.

Katelyn is absolutely wonderful! Being in town with family, I wasn’t able to have my dog stay with me- I needed a reliable, safe place for Miloh to sleep and I was lucky enough to find Katelyn. Her and her husband were very welcoming and helpful, they asked all the important questions and made sure that I felt comfortable before leaving Miloh with them. I got lots of great photo and video updates and Miloh loved playing with their dog Balto. I would gladly recommend Katelyn for future dog sitting needs!

The last sitter I booked canceled my booking three days before my trip without any warning. I was horrified and very frustrated. I found Marliez and I can’t say enough about her! She was so wonderful to my fur babies. She was so kind to me. I did not worry one bit with her watching my dogs. I had pictures every day,even videos with updates. I thank her for her professionalism and kindness. I will only use her for my dog sitting needs for now on!

Briana and Isaiah were absolute lifesavers! My dog Ian (who can be quite the handful, let’s be honest!) had the best time ever. From the pictures and videos they sent, he was living his best life—making friends with their dogs and even their kids! Who knew my little wild child could be so charming? I think Ian is already planning his next staycation, and I’m more than happy to send him packing again soon, lol. Highly recommend these two for taking care of your fur babies!

I cannot praise this lady enough!! I felt completely secure leaving my babies with her! She communicated greatly throughout their stay and shared details with me to keep me at ease. She's extremely understanding and patient with my rescue babies as they warmed up to her and the family. Oleander gained a girlfriend during his stay too ? We will definitely be back! ❤️

Brittany is so friendly and provided updates and pictures while my dog stayed with her! I felt confident she was in good hands during her stay there and I intend to use Brittany again in the future. Thank you again!

Jenn and Bobby provided our Frenchie, Chesney, with a fun filled weekend. They sent us photos of him playing with their dog and feeling right at home. In fact, he’s heading back for another stay today. If you’re looking for one on one loving attention for your furry family member, Jenn and Bobby can provide it!

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!!!

Thomas was great with loki even though my booking request was last minute, he accepted it, we also met beforehand to make sure both dogs got along. Loki had a great time during his stay! I really appreciate Thomas's flexibility, communication, and the care he provided. I will definitely be bringing Loki back again and highly recommend him to anyone looking for a reliable dog sitter!

Hester is amazing!! My dog left her so happy, we already booked our next trip. We received our daily pics of Cali having fun and enjoying her time.