Dog Boarding in Chestertown

Theresa took phenomenal care of our dog while we were away for a week! Having a dog with a seizure disorder makes finding a dog sitter a little complicated but Theresa exceeded our expectations! She kept us updated, sent pictures regularly and made our dog feel right at home. Will definitely book again!

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 😊).

Great experience overall. Communication was clear and consistent, and I appreciated the regular picture updates. It was obvious my dogs were well cared for and genuinely loved while I was away. I would absolutely book again.

Danielle gave our Bori such loving and attentive care. Since it was our first time using Rover, I was a little nervous, but she kept me updated and reassured me that Bori was happy and comfortable. It was such a wonderful experience with her! Bori clearly enjoyed his time with Danielle and her family, and even made a sweet new friend, Pickle! Danielle is caring, professional, and full of love. I would happily trust her with Bori again and highly recommend her.

I am new to Rover, and this is my first time using a sitter. I left my puppy with Paris for 3 nights while traveling and the level of service I received was exceptional. She's kind, communication was great, and she shared lots of videos and pictures of my baby. From the videos and pictures, my Mello looked happy, well exercised and well socialized with Paris' pups. If I need a sitter while in town visiting my sister again, I will definitely seek out Paris' services. 10/10 would definitely recommend.

Carlie and family are incredible! Every time we go on vacation, I feel such peace and relief knowing Indi is enjoying herself - on her own little vacation, too! We get daily photos and updates, and Carlie even went above and beyond and helped us when we accidentally ran out of food (we packed too lightly) and dropped Indi back off for us. I highly recommend using Carlie's pet sitting services - thank you again!!

Briana and Isaiah were great dog sitters :) They communicated well and took wonderful care of our high energy shepherd mix. We will definitely use them again.

Marliez was amazing! My baby just loved her and her home. She took great care of him, he had fun and she communicated daily, which made us feel so comfortable. We will definitely be using her again, Jax loves her and didn’t want to leave! Thanks so much Marliez we really appreciate how you took care of our baby!

Wonderful gentle care from Nicole and her spectacularly friendly family for my two labs in her home - they were completely themselves when I picked them up after an overnight stay and that is the highest compliment I can give - I am grateful for their care with Nicole.

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.

I had to leave a situation fast and needed somewhere safe for my two cats. Rackeem was quick to answer and happy to help even when I gave VERY uncertain ETAs. My cats were well cared for. I highly recommend this sitter who was gentle, kind, knowledgeable and gave updates throughout my cats’ stay.

Karen was great. She was flexible and had great availability. Karen was very nice and communicated great with me during our dog’s stay. She sent pictures and kept me updated. I would recommend her to others who are looking for a great sitter.

We had a fantastic experience with Melissa when she watched our dog Lucy for a week. Melissa was very trustworthy and friendly; Lucy really liked her too (and she made herself very comfortable in Melissa's house!). Melissa sent a daily text update with a picture, which I was happy to receive. Lucy also got along well with Melissa's dog. We will definitely book with Melissa again!!

I could not say enough good things about Candice. I was really nervous because this was our first time leaving our one year old dog Lucy overnight. Candice took the time too meet with us and went over all the details of the process and her love of pets. Her dog was so sweet and the perfect playmate for our active lab. I felt at ease leaving our little lady in her care as I knew she would treat her like her own. The communication before and during our trip was so comforting. We got to see pictures and videos from time to time as well as updates on how things were going. It all made the experience really enjoyable for both us and our pet. Honestly the day after we came home I think our Lucy was actually really missing her playmate. This experience has changed the way I look at being able to travel. We have not done so because we felt guilty if we left her behind. Now I won’t hesitate because I know she will be having as much fun as we are and be well taken care of with Candice.

Carla and her family were excellent! Carson loved her stay and we will definitely use Carla again! She sent us tons of photos and updates and Carson came back happy!

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!

Tammy was a wonderful sitter for our pup during a 2 week trip! She’s kind, communicative, and very maternal which is exactly what our pup needs. Highly recommend!

An amazing and supportive experience. My first time using this app and im so glad because Reynaldo is a star. It was a smooth process and my puppy was well cared for.