Holiday rentals with breakfast in Dorchester County

Find and book unique rentals with breakfast on Airbnb

Top-rated rentals with breakfast in Dorchester County

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

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Top guest favourite

Private room in Lusby

5 out of 5 average rating, 7 reviews

Heron's Nest: Yoga & Writer's Retreat

Shoeless, hippie-vibe cottage on Lake Charming. Quiet setting, prvt beaches, near all SoMD beauty, farm-table cuisine. Perfect retreat for bff’s, single women wanting peace, marriedwomen wanting peace, 💕couples, itinerant profs, 🧘‍♂️yogis, dancers, writers, birders. About Barefoot laughter, "slow food," health & wellness, movement, music, mediation, peace & sanctuary. Lic.thx offers: Sound Therapy, Feldenkrais Method™ & crystal healings. 420 & LGBT+Friendly. Healing4healers. Incense burned here.

Superhost

Farm stay in Westover

The Farm

Three places in one located on Sugar Water Manor with full access to the property- fire pit, pool & more. The Farm is a combination of the Farm House-3 bedrooms, 1.5 baths & a dining room, living room and porch that will all seat everyone. It also has an eat-in kitchen. The Homestead is just a short walk down the farm lane -2 bedrooms, 1 bath, living room, dining room, porch & full kitchen. Next to the Homestead is the Loft- a private suite for up to 2 adults with a large bath, table and desk.

Top guest favourite

Loft in Lusby

5 out of 5 average rating, 379 reviews

Rest & Restore in our Treetop Loft w/ Beach Access

Come experience our tucked-away loft 5 minutes from beaches, 10 minutes to Solomons and Calvert Cliffs. Totally private above-garage apartment with 17 stairs. Our open-concept space, has a bedroom area, bathroom, workspace, & kitchen. Enjoy quick Wi-Fi, a 40" Smart TV, a cozy queen bed, and comfy lounge chairs. Choose to stay in or adventure out. NOTE: Smoke-free & peanut-free property as we are allergic to both. Scent Free in your space. Air Purifier. We only use Melaluca cleaning products

Top guest favourite

Private room in Nanticoke

4.97 out of 5 average rating, 199 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.

Top guest favourite

Farm stay in Westover

5 out of 5 average rating, 72 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.

Top guest favourite

Farm stay in Westover

5 out of 5 average rating, 90 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.

Top guest favourite

Guest suite in Tilghman Island

4.97 out of 5 average rating, 155 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

Superhost

Private room in Trappe

5 out of 5 average rating, 30 reviews

The Anchorage Bed & Breakfast

B&B Use Permit No. BB 23-1 The Anchorage is a late Federal Telescopic Tidewater Style B&B circa 1800 facing the Choptank River. It's a waterfront property with gorgeous views of the water and a private beach. Special March Rates!! There are also other rooms available if traveling with other people. 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.

Private room in Cambridge

Albanus Philips Inn Empress Suite

Escape on an adventurous trip in the Empress Room. Decorated with an Egyptian motif, it's exotic flair will have you thinking of distant lands. The room includes extensive woodwork, original fixtures, and a walk-in closet. Includes the sitting room. Please note that while the Albanus Phillips Inn offers a variety of room styles and sizes, we limit the amount of reservations to ensure an adequate level of quality and service.

Guest favourite

Home in Cambridge

4.87 out of 5 average rating, 54 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, 17 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.