Vacation Homes in Caroline County

"Excellent stay for two adults and a toddler. Super clean and comfortable. Great location on a quiet street, walkable to everything!"

"Awesome property! Great price! Excellent communication!"

"This house is magazine worthy beautiful with the open great room facing the water but also extremely cozy and comfortable. Every space is thoughtfully useful and outfitted. The kitchen and laundry room have everything you’ll need.Some fun amenities were corn hole, the outdoor shower and of course the hot tub.Can’t wait to stay again!"

"The cottage was extremely clean and perfectly located to shops and restaurants. Our dog Ally enjoyed the property and the littke park just down the street. We highly recommend the cottage for a wonderful vacation"

"Will stay again when in town!"

"Very beautiful, quite place to stay. We will definitely be visiting this place again!"

"Relaxing, private, clean, well organized "

"Our only complaints was that the Hot Tub was not uaable, no water, full of dirt and drain in the single bathroom on second floor did not work property. Other we fully enjoyed our stay, other than the weather."

"The house was perfect and is truly in the best location in town - 1 block away from Talbot street and walkable to everything. The house is great and just what you need for a weekend in St. Michaels!"

"Great stay, amazing home"

"A unforgettable Memorial Day weekend for my teenage boys, their friends, and my friends. The boys spent 90% outside despite the rain, enjoying the pool, hot tub, paddle board, kayaks, and canoes. The space has space - plenty of room to spread out and enjoy the views. The kitchen was well appointed with a double oven and everything you’d need to cook for a gaggle of teenager, but sophisticated enough to entertain adults too. The bonus cottage is a lovely respite for adults. Looking forward to...