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.

Jacob and Megan did a great job taking care of Molly. We loved getting the updates and pictures of her on walks and playing with the other dogs.

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.

Carlie was so wonderful taking care of our almost 10year old lab he didn’t even want to come home with us after! He’s been snoring for hours since we got home so we know he had a great time! We loved her little updates on him throughout his stay with her! It made us feel like he was well cared for! Thank you Carlie!

Great dog sitter! Our dog had a great time. After she had a nap and realized she was home without her new best friend, she cried! ? Lindsay was fantastic; easy to work with, friendly, flexible, good communicator! Her dog was also really great.

From the initial reach out to the “meet and greet” to the actual boarding…Gisel was amazing. Patient, connected with our Polo immediately, shared consistent updates, very communicative, etc. We were extremely pleased with the services Gisel provided. When we picked Polo up at the end of his boarding appointment, he didn’t want to leave. This was a testament to the care she provided. We will definitely be booing again (in the next week or so 😊).

Paris was very professional. She welcomed my fur baby Chase as her own. She kept me informed of any updates by sending pictures and texts. Thank you Paris for your assistance. We enjoyed our trip, feeling safe with Chase in your care. We will be in touch, when we need you again. 💕🐶

Katelyn and family (including Balto) were great caregivers for Cali during the two weeks we were out of town. She maintained regular communication including pics and videos. She will definitely be in the front of any future plans needing a sitter.

Shuling was wonderful! She even sent pictures of my puppy throughout her stay there :) She was very responsive and kind and took great care of my pup. I would definitely recommend her!

Dawn was easy to communicate with and very accommodating. No issues and would board with her again.

Briana and Isaiah were great. They accepted my request last minute and accommodated me and Lulu’s needs perfectly. They sent updates and pictures during my baby’s stay with them. Thank you!

Theresa went above and beyond for my dogs, helping accommodate by picking the dogs up early to make sure I made it to the airport on time. She sent regular updates and I could tell the dogs were doing great! They loved playing in her yard! She also dropped my dogs at a friend’s house which was very helpful! I will definitely book with her again!

Another fantastic stay! Elaine was super flexible as always and made sure that Yoshi had a wonderful time during boarding. Thank you Elaine!

As always Ash and Kona love going to see Katherine and Hagrid and family! They have such a great time!

Our first time boarding our dog outside of family and friends and Jill and Chad could not have been the more perfect sitter for us. They were communicative prior to booking and open to our many questions leading up to our stay. It helps so much to ease my mind and I was confident she was going to be in good hands. Chad sent multiple updates and pictures. Ripley was a well loved girl all weekend. Thanks again!

Pat and Bee took great care of my 2 dogs and sent lots of pictures and videos. They have a great setup for the dogs at their home with a fenced in yard and couches for them to sleep on.

Jillian gave me peace of mind leaving my pet Brooke with her. She sent me pics and gave me a progress report 2 times a day. I will definitely be using her again in the future!!!

This is my dog’s (Ruby) second stay with Jenn. Ruby loves it at Jenn’s house. Dogs to play with, lots of places to sniff and tons of love! We’ll definitely continue to be a repeat customer!

Camille and Jami are the absolute best! They love my little Tommy as if he was their own! Communication is fantastic and she sends plenty of pictures and videos. I highly recommend them if you are need of pet sitting. Such a caring and loving couple! Until next time, Tommy will for sure miss you both!

My pup had an amazing stay with Cecil. He was quick to respond with updates. He made sure my pup was comfortable and well taken care of! Will definitely use again: