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Vacation rentals in Dorchester County

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Top-rated vacation rentals in Dorchester County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Spacious Lake House at the Chesapeake Bay
Entire residential home · 12 guests · 4 beds · 3.5 baths
Spacious Lake House at the Chesapeake BayOur spacious yet cozy lake house, nestled in the woods, has a gorgeous view of the pond and is just a short walk to a pristine beach that straddles the Patuxent River and Chesapeake Bay. With four large bedrooms and four baths, the cabin comfortably sleeps 10 (or more), perfect for a long-weekend getaway or a week at the beach with the extended family. (And you don’t even cross the Bay Bridge!)
Peaceful Barndominium in the Woods
Entire residential home · 4 guests · 1 bed · 1 bath
Peaceful Barndominium in the WoodsNestled on 14 acres, our Barndominium is the perfect location for a getaway. The Barn sits off a dirt road and is still conveniently close to Route 50 with easy access to Salisbury and the beaches. The property is absolutely stunning. 10 of our 14 acres is protected forest. Behind the barn, there is a dirt trail that leads to our quaint pond. Our mantra at the Barn is to do as you please, but have respect for the barn, land, and all animal visitors- especially our 4 resident kitties!
Gettin to the point. ( Cove Point Beach)
SUPERHOST
Entire cottage · 4 guests · 2 beds · 2 baths
Gettin to the point. ( Cove Point Beach)Our beach house is for you to enjoy Cove Point Beach, which is only 500 ft away. The kitchen is fully stocked, or use the outdoor grill on the deck. PLEASE NON SMOKERS ONLY. Pets allowed on a cases by case bases.No large parties registered guests only, no children under 8 years old. We provide a binder with all local restaurants and things to do and enjoy. Walk the beach, but only park your vehicle in our driveway, not on beach inlets. ( will be towed and ticketed). Relax and enjoy.

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Other great vacation rentals in Dorchester County

SUPERHOST
  1. Private room
  2. Nanticoke
A Piece of Paradise
$86 per night
SUPERHOST
  1. Entire residential home
  2. Cambridge
Peaceful Historic House Near Water, with Hot Tub!
$257 per night
SUPERHOST
  1. Entire guest suite
  2. Lusby
Spacious, comfortable, family or group, beach/hike
$163 per night
SUPERHOST
  1. Entire guesthouse
  2. Cambridge
"Happy Campers" Waterfront Apartment!
$150 per night
SUPERHOST
  1. Entire cottage
  2. Deal Island
Water View Cottage
$125 per night
SUPERHOST
  1. Entire cottage
  2. Westover
Martha’s Cottage at Old Beauchamp Homestead
$185 per night
SUPERHOST
  1. Farm stay
  2. Cambridge
Blackwater & Snakehead Farm "She Shed" Tiny House
$73 per night
  1. Entire residential home
  2. Tilghman Island
Tilghman Island Panoramic Views + Pool, Dock
$470 per night
SUPERHOST
  1. Entire rental unit
  2. Church Creek
Church Creek Natures' Rest
$105 per night
SUPERHOST
  1. Entire residential home
  2. Lusby
Beach front on the Chesapeake Bay
$214 per night
SUPERHOST
  1. Farm stay
  2. Westover
The Homestead at Sugar Water Manor Farm Stay
$275 per night
  1. Entire cabin
  2. Lusby
Your own private beach?? Horizon views of the bay?
$250 per night