Dog Boarding in Chestertown

Very pleased with the service , I needed to drop off my dog a little earlier than the time schedule she was very understanding . My dog was very comfortable I had no issues was kept updated with pictures throughout my dog stay I would definitely recommend as well as use Parris again to keep my doggie.

Rachel and Ryan are great sitters. They are patient and kind. They watched my new puppy while I went on vacation and took great care of him. They sent pictures, videos and regular updates to let me know he was ok. He is still potty training and they were so patient and understanding with him. It was great to meet a couple who genuinely loves your pet like you do! I would definitely recommend them for your boarding needs.

We had a wonderful experience from Theresa watching our anxious dog! We felt completely comfortable leaving him in Theresa’s care—she was knowledgeable, caring, responsive, and sent multiple picture updates, which we loved! We would definitely recommend Theresa!!

Our pup had a great stay with Michelle and her dogs! This was her first time staying with someone else and she gladly went with Michelle into her home. Michelle’s large fenced in yard put me at ease knowing our girl would have plenty of room to run without the worry of her taking off. Michelle is proactive with her communication which I really appreciated. She confirmed Izzy’s stay the day before and reached out to me first after a few hours with several photos and an update. Thanks, Michelle!

Jean was so nice and very communicative while she took care of our Zoe for one week! We received updates and videos throughout her stay, and Jean asked questions when she had them. We enjoy that she only takes one dog at a time. We would definitely recommend Jean to anyone looking for a nice and responsible Rover!

Our dog Oakley had a great stay with Lindsay and her dog coco. She was sure to send lots of pictures and updates! Her large yard was great for Oakley and coco to run and get out their energy. We will definitely be booking again!

Daphne’s stay with Elaine was wonderful. I feel so lucky that I found her on Rover and hope to use her again when the need arises. Elaine has a beautiful backyard where she could be off leash which is something that I am not used to since I live downtown. Elaine worked with her to help her make “friends” with other dogs and gave her the love and attention that she needs. A great experience.

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 🫶🏾❤️

Jill and Chad are amazing and keep me updated regularly. Unfortunately, my dog was a naughty boy this time, but look forward to using them again

Katie was fantastic! Very prompt and responsive, sent us lots of amazing photos and videos making sure we knew Noodle was doing well. It’s really obvious how much she loves dogs, and Noodle had a wonderful stay. Definitely recommend, and will rebook again soon!

Wonderful caregivers for our dog - he was so excited to see Pat & Bee again! Love the walks, playtime in their fenced yard, and pleasant communications and photos all the way through the visit.

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!

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.

I would like to say...Lisa ( and her family) is wonderful!! I 1000% highly recommend her seriously!! I did not worry about my dogs because seeing the way she takes care of them, her thoughtful and kindness, everything is amazing! Thank you so much Lisa. The girls will have sleepover at your home again :)

Great experience! Rhubarb had a great time with Rachel. She has a spacious home and a friendly dog with whom Ruby played all day. We received plenty of photos of them together. Would absolutely leave Ruby with Rachel again.

Brittany has become my go to sitter in the area, and would highly recommend her to anyone who wants their pet well taken care of, having fun, and with consistent updates. My dog always gets excited when we arrive and is tired when I pick him up since he always has fun running around in the yard.

My babies were so well taken care of that I felt completely comfortable leaving them and enjoying my vacation! I will definitely always seek out Jen to watch my babies in the future!

Katie and her mom are the best. My Lily is very spoiled and don't like being around other people but let me tell you omg Katie had her very motivated and excited. Katie sent me plenty of pictures she really put my worries to ease. I will definitely be using Katie again. Katie is very friendly and extremely kind.

Janice and Charles did a great job with Mori, I was sent pictures and he loved their big back yard to run around in. Definitely will use again. thanks!

Sarah was amazing! Regular updates. Easy drop off and pick up. Monkey never eats when he’s away from home but he ate all his meals with Sarah! He was clearly in a happy home and loved playing with her other pups!