Dog Boarding in Pinesburg, MD

“Our dogs, Homer and Bella absolutely lived staying with Charlie and his family. They liked it so much I was worried as to whether they would want to come back home with us. They had a HUGE yard to play in, a number of other great dogs to romp around with, two of which are Charlie’s, the rest were visitors as well. Charlie did a great job keeping us up to date with frequent updates, pictures and videos. Knowing our fur babies were being so well taken care of made our vacation get away so much more enjoyable. Ae will definitely be using Charlie and Rover again in the future.”

Daniel M.

“Jeannie and Robert were amazing with our dog Mia. They were friendly, sent plenty of picture and video updates, and I had no concerns during her stay.”

Caleb A.

“Our babies loved Jaclyn! She updated us everyday and made my mind feel as ease. For never leaving them without a family member I believe she did a pretty great job! We can’t wait to book with her again 💛”

Casey B.

“I was nervous about leaving Dexter. We don’t vacation very often but Sarah made nervousness at ease. She was wonderful and Dexter had a great vacation of his own! Highly recommend and will be using her again anytime we go away! I got daily updates with pictures! Easy to communicate with and very flexible! Thank you again so much!!!”

Beth B.

“Jaxson immediately took to Janelle and JT giving me confidence in leaving my buddy. Pictures showed him running and "smiling" talking me he was enjoying his pup-cation.”

Raelene S.

“I was hesitant to leave my beagle with someone else while I went on a trip, but as soon as I met Emily and saw her home and yard, I knew it would be OK. It was more than OK! I never worried about Nelly and she clearly had a good time there.”

Carlotta J.

“This place is dog heaven!! We will absolutely hire Kayleigh again. She’s so good at taking care of animals. Look no further people, this is the one to hire!”

Dakota B.

“As always, Lejune was amazing. She treats our boy like family. She is wonderful with updates. Rowan is literally smiling in the photos she sends. We are able to enjoy our time away without worry when he's with her. She's a treasure and we're so lucky to have her as a safe space for our boy.”

Nicole S.

“Kelly was a dream to work with. She provided me frequent photos of my babies and I could see they were well taken care of and loved.”

Malinda H.

“Linda was an amazing dog sitter for us. She took us last minute and we were very impressed with her level of knowledge and compassion for her dogs. Her house is set up to pamper all the dogs and sent us daily pictures and a video. I am already looking to rebook with her again next year. Thank you Linda!”

Emily H.

“Rose was wonderful with Baxter! He was one happy puppy playing with Nola and taking walks with Rose. He was giving kisses when he left. We have already booked our second visit with Rose! She is awesome and I strongly recommend her!”

Vicki K.

“Kelli is amazing! We received many awesome pics of Bentley while in Kelli’s care. He was very active with doggie friends! Kelli’s accommodations are perfect for all dogs! She kept us updated several times a day on Bentley’s sleeping and activities. I would highly recommend Kelli for your dogs care short or long term.”

Jodi C.

“Renee was very easy to work with! My dog seemed to enjoy her time with Renee. Renee was flexible, kind, and easy to talk to. We will definitely book with her again!!!”

Tc T.

“Our 1st experience with Rover and my pupper and myself could not be happier. Chris was amazing! It felt like leaving our furbaby with family!”

Kirsi R.

“Charity was awesome with Kylo, this was ur first time leaving our 1 yr old puppy but we felt great leaving him with her. We knew he will be in great hands! She stayed in contact with us through out the weeks and sent us lots of pictures and videos of our baby. We are so glad to have found Charity! Thank you so much for taking great care of Kylo!”

Pinal P.

“Tori was a perfect dog sitter. She spoiled Lana (dog) while I was out of town. She made me feel very comfortable by sending lots of photos and updates. She even took her on a long hike at Starved Rock. She went above and beyond by getting tennis balls to play fetch. Highly recommend using her and I will certainly re-book in the future.”

Lacey H.

“David took great care of my pup and was very easy to communicate with. He responded quickly to my messages and sent picture updates during the stay. He has a fenced in yard which was really important to me as I wanted to make sure my pup could spend tons of time in the sun! I would definitely recommend David to anyone in need of a sitter!”

Susan P.

About: I grew up in a dog-loving home—there was never a time we didn’t have a furry friend in the family. Since my very first pet, I’ve enjoyed caring for animals. Now as an adult, I have two dogs and a cat of my own. One of my pups is a sweet senior who enjoys the slower pace of life, and the other is a high-energy guy I’ve raised since he was a puppy. We went through all the training together—lots of patience, consistency, and treats!—and now he’s a well-behaved, happy companion who keeps me on my toes. My cat is curious and full of personality, always finding new spots to nap and new ways to charm everyone. Fun Facts Just About Me: I moved to Hagerstown with my fiancé, 2 dogs and cat about 2 years ago. My fiancé and I are getting married in May 2026. I play adult softball and kickball. I love to be outside whether it's walking the dogs, attempting to garden or being on the water. Since I work from home, I’m lucky to spend lots of quality time with my pets throughout the day, and I’d love to extend that care and attention to your furry family members too. Whether it’s going for walks, sticking to a feeding routine, or just offering companionship, I’ll make sure your pet feels safe, loved, and right at home. When caring for pets, whether in my home or yours, safety and trust are my top priorities. In my home, I provide a calm, secure environment with a fully fenced yard that offers plenty of room for pets to run and play safely. We also have sidewalks throughout the neighborhood perfect for walks, a puppy play pen for supervised fun, and plenty of space to crate pets comfortably if needed. All areas are pet-proofed to prevent accidents, and I carefully manage food, toys, and any medications. When visiting a client’s home, I follow their routines closely to keep pets comfortable and stress-free. I make sure doors and gates are secure, hazardous items are out of reach, and I maintain open communication with owners about any special needs or behaviors. Building trust with pets and their families is important to me, so I take time to understand each pet’s unique personality and needs.

About: Hi, I’m Kellie! I’m a lifelong animal lover with a soft spot for furry companions of all kinds. As a dedicated pet parent and experienced caregiver, I understand just how important it is to know your pets are safe, happy, and loved while you’re away. Whether your pet is high-energy, laid-back, or needs a little extra TLC, they’ll be in good hands with me. I treat every pet like family, and I’m committed to providing a calm, comfortable environment and personalized attention. Whether you need daily drop-ins or dog walks, I’m here to make sure your pets feel loved, secure, and right at home. Let’s chat—I’d love to meet you and your four-legged family member! I work from home so I am available any time. My 8 year old Shih-Poo, Harley, is my baby and I am fortunate enough to be able to spend most of my day with her. I have a fenced back yard and pet friendly home. My Shih-Poo is good with other dogs and loves to run and play. I live in a pet friendly community with plenty of community walking paths. I will follow your instructions and wishes to the letter.

“We are really happy with the way our dog was treated and the follow-ups that we received. Even though the booking was last minute, we were able to meet with Hannah and her Boxer before our departure. Our dog has never played with or bothered to interact with other dogs so it was comforting that her dog and ours instantly started playing. Hannah provided almost daily brief updates about how our dog was doing (everyday was a good report minus the first day that he was trying to adjust) and she told us that everything went smoothly. We would definitely consider and recommend Hannah.”

João I.