Vacation rentals with breakfast in Dorchester County

Find and book unique breakfast rentals on Airbnb

Top-rated breakfast rentals in Dorchester County

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

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Guesthouse in Ridge

4.72 out of 5 average rating, 32 reviews

Mel And Judy's Dream

Perfect family getaway. Melvin and Judy bought this home in 1988. Bought as a retirement home for a large family. Its filled with love and it will be updated every year with your help. Your rental is helping to pay for Judith's Alzheimer's Care and pay the bills on this family home. The entire upstairs with the exception of one closet and one small bedroom is yours to enjoy One Master bedroom with waterview and access to screened porch and deck. Guest room and so many beautiful areas

Home in Cambridge

5 out of 5 average rating, 6 reviews

Ironman and Eagleman host.

Charming Cambridge home with in-ground pool located within walking distance (1.2 mile away) of Gerry Boyle Park at Great Marsh, Ironman/Eagleman start/finish line. Eagleman and Ironman running course passes in front of the house. Cheer on your loved ones from the front yard. Fully fenced in back yard, screened in porch great for crab feast and no mosquitos. Nearby: Historic downtown Cambridge. Blackwater Natl. wildlife refuge. Harriett Tubman museum. Fish, bike, golf, boat, swim, EXPLORE!

Guest favorite

Private room in Nanticoke

4.97 out of 5 average rating, 179 reviews

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.

Guest favorite

Loft in Lusby

5 out of 5 average rating, 348 reviews

Coastal Treetop Retreat w/ Private Beach Access

Come experience our tucked-away loft 5 minutes from beaches, 10 minutes to Solomons, and Calvert Cliffs. Private garage apartment with 17 stairs. Our open-concept space, has a bedroom area, bathroom, workspace, & kitchen (convection oven, induction stove, 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.

Guest favorite

Farm stay in Westover

5 out of 5 average rating, 66 reviews

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.

Guest favorite

Farm stay in Westover

5 out of 5 average rating, 82 reviews

Big Cozy Loft Overlooking the Farm and River

The Loft is located above the apiary workshop. It is an expansive king room with bath. Walk-in shower has a rainforest head. Views of the donkey pasture out your window! From one side you have a view of the farm & river, the other apiary, gardens & river. The loft is the perfect place to cozy up. Each morning you will have a farm fresh breakfast. The loft has a small refrigerator, tea, coffee with all your necessities. No WiFi/TV or smoking on property. No children in Loft.

Superhost

Private room in Trappe

5 out of 5 average rating, 33 reviews

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.

Guest favorite

Guest suite in Tilghman Island

4.96 out of 5 average rating, 136 reviews

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

Guest favorite

Home in Cambridge

4.84 out of 5 average rating, 45 reviews

Talbot Corner: Dog-Friendly 3-Bedroom Home

No cleaning fee, plenty of space, quiet neighborhood! Escape to this charming, single-level home with 3 bedrooms, a separate office (with doors), high-speed wifi, a large FENCED-IN backyard (very pet friendly!), garage, and a patio with picnic table. Gas fireplace, fully-equipped kitchen, washer/dryer, plenty of parking! Two blocks to the river and park, great for bikers, runners and kayakers.

Private room in Cambridge

5 out of 5 average rating, 16 reviews

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.

Guest favorite

Home in Lusby

4.94 out of 5 average rating, 16 reviews

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.