Dog Boarding in Chestertown

Michelle did an amazing job caring for our puppy and senior dog. She effortlessly balanced their differing energy levels and daily care needs. She kept us updated on how they were doing throughout our trip. Both dogs were returned happy, content, and the puppy was even better behaved upon his return. I highly recommend using Michelle’s dog care services in the future.

We were a little nervous using Rover for the first time since we didn’t know what to expect, but we are so grateful we found Gisel. From the start, she was incredibly responsive and took the time to answer all of our questions, which really helped put us at ease. We scheduled a meet and greet beforehand, and she made sure both of our pups felt comfortable—especially one of ours who has anxiety. During their first boarding, she kept us updated with messages,photos, and a video, which meant so much to us and reassured us that our babies were in great hands. It was clear they were being well cared for and loved. We couldn’t have asked for a better first experience and will definitely be using her again for future boardings!

Tarina is the sweetest, kindest, and most compassionate sitter I have experienced as of yet on Rover. Over the last 3 years, my pup has had 4 sitters, all good. However, when I went to pick up my Jonah after a weekend stay with Tarina and her pups, he kept running back to her to say goodbye and give her smooches! I had to keep asking him to hop in the car whereas any other time I have picked him up, he couldn’t wait to get in the car. He’s never done that with another sitter before! True testimony to how well she cared for him. Tarina is such a sweetheart and I look forward to having her care for my boy in the future.

Pamela is the best! This was my first time boarding my dog. Pamela was great from start to finish. She kept me updated the entire time with daily photos and messages. I definitely felt great about the care that was given to Halo. I would recommend her in a heartbeat. Thanks Pamela for taking such great care of my baby girl!

Paris took great care of my 2 girls. She sent lots of pictures and updates and even accommodated me when I needed an extra night. I will definitely be using her services again in the future. Thanks Paris you are the best!!!!

Jacob and Megan were wonderful with Coco! They made me feel at ease sending messages with pictures and updates! Coco came home happy and very tired from playing with their dog Dunkin and another dog over the weekend! Can’t wait to use them again!

We had a wonderful experience with Katelyn and will reach out to her first for any future bookings. From the initial meet-and-greet, we knew her home would be a perfect fit for our dog. Katelyn and her family were welcoming and patient with our older dog, and we loved hearing that he enjoyed exploring the neighborhood on their walks. Throughout the boarding, she kept us well-informed, sharing frequent updates and pictures, which made us feel at ease. Your pet is in great hands with Katelyn!

Shuling is fast with responses. She sends several pictures a day with Tasman playing or resting. She is also flexible with our travel schedule.

Carrie and her kids took wonderful care of MIllie! She didn't even seem that excited to see me - think she wanted to stay! Carrie was not phased at having to administer medication for an ear infection and giving allergy medicine, let Millie sleep with her and even did arts and crafts with her. I picked her up and received a fall picture of a tree with Millie's paw prints as the fall leaves - can't wait to frame it! I'll definitely be using again.

Brittany was a wonderful caregiver for our beloved dog! She also was an excellent communicator with us and made the experience easy for us and ideal for our dog!

Pat & Bee are the best. From the pics to the videos and the Dailey updates, you guys leave me at ease. My baby Divah is always well taken care of and I appreciate you all so much. We’ll see you guys next month and Thank Again!!!!

Danielle was so great with our babies. Hiro was a little apprehensive to be away from home but he warmed up to her quickly and so did Yumi. Danielle kept us up to date with lots of photos and videos with her updates on how they were doing. We didn’t need to worry because the fur babies had an amazing time with Danielle and her family. They got plenty of play time, walks and time out in the fenced yard to play. We will definitely book with her again if we’re going out of town. Hiro is very shy and takes a while to warm up to people but he made fast friends with Danielle so I know he will enjoy going back. Thanks again, Danielle!

Sassy had an incredible time with Barbra. She takes such good care of her and provides me with constant updates. This is the second time Barbra has cared for her and I am so comforted when she’s there. I recommend Barbra highly.

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! ❤️

Reni had an amazing time and gladly she’s my shadow because if not I doubt she would have wanted to leave. She was well taken care off. I will rebook…again and again

This was our first time using Lindsay and our 2 dogs were very well taken care of. We had regular communication and she sent frequent adorable pictures. I would definately use her again and recommend her services.

Thank you so much for graciously taking care of Daisy and Millie while we had to rearrange our schedule. You were very accommodating. The girls were in such a good mood after staying with you. Would recommend Jenn S. in a heart beat!

I highly recommend Jill and her family! Our first experience (an overnight boarding) with Jill and using Rover was super, and I am booking future visits! Jill and her family made me feel comfortable leaving and knowing our dog would be well taken care of. My pet is high energy and requires regular interaction and exercise, I felt both those needs were definitely met. Jill was fantastic with communication from my initial booking correspondence to picking up our dog. She took extra time to listen to and understand our dogs specific behavioral needs, ask thoughtful questions and was confident in administering our dogs medicine. She sent photos and updates while we were away. Our dog immediately felt at ease and at their home. Jill and her family were kind, professional, reliable and it was clear they had a love for dogs and caring for them. We are fortunate to have found them!!

Linda was great! Sent us updates on our Charlie daily.

I highly recommend Theresa! She watched my dog, Molly, for the first time and did a wonderful job. I loved getting the photo updates while I was away. Molly clearly enjoyed herself (especially the belly rubs!). We will definitely be back.