Holiday Homes in Dorchester County

"Comfortable home and a great place to get away for a chance to exhale and unwind. Host was great! Sunrises, night sky and water front makes this a wonderful relaxing getaway!"

"This house is well-maintained and my business associates enjoy staying here. We will book this house every time it comes available."

"Despite the rainy weather from hurricane Debby, our family enjoyed our stay at this house/ property. The property was well appointed and we didn’t need for anything. We loved the porch, the dock and the water views. The house was very clean and there was plenty of space to spread out if needed. It was a peaceful getaway. Our hosts were wonderful and were easy to contact and helpful with information. "

"We stayed here for four days over July 4th holiday. The house is clean, modern, updated and looked new on the inside. Well equipped with linens, towels, bath products, appliances and accessories. Conveniently located to Herrington Harbor marina for events and weddings. Huge fenced backyard which was great for kids and pets to run around. There were a couple of minor issues with the AC (due to a storm power outage) and the guests before us also didn’t take out their trash so the can was full. But...

"Stayed for three nights with a few friends with a focus on birding. The house is in a great location for "

"Owner canceled the day before with no notice"

"We enjoyed our time here. The location is perfect, right on the water with beautiful sunset views. I thought the home could have some more seating space in the main living room area, but it worked well for our family of 5 (4 adults, 1 child). There was a bit of a musty smell throughout the duration of the stay, but it didn't hinder our enjoyment of the property. We'd definitely stay there again."

"We would love to return to Travelers Rest! Spacious home with separate master suites, waterfront views, large efficient kitchen, large private property, fairly isolated and within easy striking distance to Easton and St Michaels. We’ve rented many homes in this area and Travelers Rest is among the best. "

"We had a wonderful time with beautiful views at this property. There's no better way to celebrate a special birthday in the comfort and luxury of this waterfront property in MD! Will definitely consider again for future. "

"Excellent experience."

"very quiet, peaceful, relaxing location. The house had everything we needed. We would definitely stay there again."

"Four of my friends and I stayed at this cute home for a ladies' weekend (two nights) in St. Michaels. We are in our early 40's and all agreed that the location of this home is superb. We walked to dinner each night (Limoncello and Ruse, both great) and enjoyed the wonderful shops in the lovely downtown area. The location of this home cannot be beat if you want to park your car upon arrival and not have a need to use it again during your stay. We had three cars, two of which fit in the driveway...