Dog Boarding in Chestertown

Gisel was great with our dog. She sent updates regularly. She was very accommodating when we had to send our daughter to pick up the dog early. We would definitely rebook with Gisel again.

We will definitely rebook when we go out of town again. We have zero complaints. Honestly, I was so worried because our dog had a traumatic experience with a past stay (it was a kennel) that she had a personality change that took months to get her back to her normal self. She had so much anxiety when we picked her up she actually nipped our child which was not her at all. So, going into this I was nervous for her. However, I was proven wrong. She clearly had a great stay and zero anxiety. I’m pretty sure she had the time of her life actually from the pictures were were sent. She made lots of doggie friends:) thanks so much for taking care of our girl!

Our pup had a great stay with Paris. She sends lots of photos and it's clear that she cares about the dogs. She clearly has a lot of experience and we've already booked our pup's next stay!

Katelyn was so wonderful to our dog. We were driving through and needed a place for her to stay one night. This was our first time using the Rover app. Katelyn was warm and kind. She sent us many updates on how our dog was doing- Including photos and videos. She even let our dog sleep in bed with her. I felt thankful knowing my dog was being cared for by a family in a family setting. Thanks again, Katelyn!

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.

Lindsay took wonderful care of my boy Archie while I was away on a work trip. She kept me updated with photos and messages, which I really appreciated. Archie can be a little anxious and usually takes some time to settle in, but Lindsay was so patient and kind with my fur baby. He warmed up to her and her kids in no time, and they all seemed to really love each other by the end of his short stay. Archie also enjoyed spending time with her sweet dog Coco — they loved patrolling the fenced yard together! It’s such a comfort knowing he was well cared for. I’ll definitely be booking her the next time I need a doggie sitter!

Elaine was great! Sampson and I were able to visit with her and her dogs and he fit in like it was his own home. Elaine sent updates and photographs everyday which was nice to see. He was actually enjoying the company of other dogs and doing the same activities he does at home.

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.

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!

Danielle was an amazing rover. She gave a lot of updates. She was kind to Ruby and welcomed her to her home. I’d recommend her to anyone looking for a nice, comfortable place where your dog can have a great time.

Barbra was a joy to work with. This was our first time leaving our dog with someone other than family and we are thrilled with how the whole process went. Barbra and her family couldn’t have been better. Sassy was well cared for and all the pictures and texts really provided comfort to my husband and I. Thank you so so much for everything.

Briana & Isaiah was a pleasure and I know Koda enjoyed her stay with their family. They kept me up to date on Koda and sent pictures. I would definitely use them again.

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!

Kari was the best. This was our 1st time leaving our baby for a long trip (8 days). So yes it mattered who kept him🤷🏽‍♀️. But Kari was awesome from the very start at the meet n greet. Her entire family treated my baby as if he was part of the family and the pictures she sent us, I started to get scared my baby was loving it too much 😂. Would Definitely recommend and will be our go to sitter for my big 4 leg baby 🐶. Thank you for everything🫶🏾

This was our first time using Rover for petting sitting and I feel so lucky to have found Veronica on the first try! Veronica made sure we felt comfortable and offered a Meet & Greet before we formalized a booking. She spent time speaking with us, answering questions and allowing Riley to roam around to become comfortable. While we were away on vacation, Veronica kept me updated on how he was adjusting and sent me pictures every day. We will definitely be booking again with Veronica! Thank you for keeping our boy safe and happy!

Gina was absolutely AMAZING! She loved on our pup like her own and sent pictures and videos to let us see how he was doing. This was the first time our pup was left with someone that wasn't family and Gina put us at ease -- She is very patient and kind. 10/10 recommend. We hope to see her again in the future!

Steph waseewlly great and I will be using her again. She has a really nice home with a big yard, really friendly dog Ajax who is great company for your dog, she dent pictures, videos and updates of my dog Rocky. Steph and her husband are very nice and friendly and great people to leave your dog with.

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!

My pup was living his best life during his vacation with Jill, Chad and their kiddos. They wore him out, he even face planted the first night back from all the excitement and being tired lol. They sent me pictures and videos of my pup and he always looked happy. They took very good care of him and would use them again for future boarding needs.

Pat and Bea took excellent care of Reese. He made new friends with their furbabies and took regular walks. Got plenty of exercise and I don’t think he missed us one bit. We will definitely use their services again for long and short stays.