Vacation rentals with breakfast in Dorchester County

Treetop Loft Retreat w/ Private Beach Access

Come experience our tucked-away loft 5 minutes from beaches, 10 minutes to Solomons, and Calvert Cliffs. Private above-garage apartment with 17 stairs. Our open-concept space, has a bedroom area, bathroom, workspace, & kitchen (convection oven, induction burner, microwave, refrigerator, and Keurig). Enjoy quick Wi-Fi, a 40" Smart TV, a cozy queen bed, and comfy lounge chairs. Bring S'mores fixings to roast over the fire and wrap yourself in a blanket. Choose to stay in or adventure out.

A Piece of Paradise

A "Piece of Paradise" is the perfect place to relax. Sit on the dock bench or on the comfy Adirondack chairs and enjoy the view. Bring your kayaks, canoes, or paddle boards which can easily slip into the water from the property. Roaring Point Park and Nanticoke Harbor are just minutes away. Salisbury is about 30 minutes where you can find many restaurants, shopping and touring activities. Two bedrooms connected with a bathroom make it perfect for a family or friends traveling together.

Farm House Stay on the Eastern Shore of Maryland

Sugar Water Manor sits on nearly 115 acres of farm and woods on the Manokin River. Guests have full access to the property including kayaks, fire pit, pool and can make arrangements to enjoy the farm crew, collect eggs and harvest for your meals. A breakfast treat will be delivered each morning . The Farm House has the best views of the property.  With views of the river, garden, both barns and farm you will not know where to look first.  Unplug- no WiFi/TV or smoking on property.

The Anchorage Bed & Breakfast

B&B Use Permit No. BB 23-1 Welcome to the Maryland Eastern Shore! Your home away from home is a room in a late Federal Telescopic Tidewater Style Bed & Breakfast called The Anchorage, circa 1800 facing the Choptank River. There are also 3 other rooms available at the B&B if traveling in groups or with family members. We are located right outside the historical town of Trappe very close to Easton, Oxford, Cambridge, and St. Michaels. Rooms include a daily continental breakfast.

Black Walnut Cove Retreat, Tilghman Island

Our waterfront studio retreat is a birdwatchers paradise. Located on beautiful Black Walnut Cove at the southern tip of Tilghman Island, you will be in a quiet neighborhood surrounded by water. Enjoy a quiet walk or bike ride along the Chesapeake Bay shoreline. You will have access to our dock and small boat ramp. Crabbing and fishing are a delight. Please note: 1) There is a 3-nt. minimum on holiday weekends. 2) Children between the ages of 1 and 5 are not permitted

Spacious, bright house

Peaceful bedroom with a full size bed in spacious house. Share bathroom with only one person. Second bedroom possibly available with full bed also if needed. Quiet, wooded neighborhood, large backyard. Two professionals who travel a lot for work may or may not be around during stay. Cove Point, Pax, Exelon, Annemarie Gardens and Solomons nearby. One dog welcome. Check in between 3 p.m. and 9 pm.

Comfortable Twin Sofa Bed

Home is 10 years old, bright and airy open concept. Kitchen access, shared bathroom. We are located about 1 mile from Historic downtown Cambridge, Maryland and 1.6 miles from Gerry Boyle Park. (Ironman and Eagleman Triathalon start site) Known for great restaurants, local seafood, and RAR brewery, unique shops and boat marina.

Trust-n-travel

Totally Mystified by Trust n Travel Memories Soak up Marvelous Memories with a smile as your Magical Moments and Magical #famvacations are forever Mystical. so, as you look back at your fabulous time shared vacationing with "Trust n Travel" Entrust your stay, your moments, and your memories.

The Anchorage Bed and Breakfast

Located on the mighty Choptank River, The Skipjack features a comfortable King Size bed, a large couch, mini fridge, coffee maker, wi-fi and a private bathroom with a shower. We also offer a beachfront setting, kayaks, breakfast, a pool that is open seasonally, and plenty of space to relax.