Holiday rentals with breakfast in Dorchester County

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Top-rated Holiday Accommodation with Breakfast in Dorchester County

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

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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.

Top Guest favourite
A sandy beach stretches along a tranquil shoreline, meeting calm waters under a bright blue sky. The scene is complemented by fluffy white clouds and lush greenery in the background. Farther along, a wooden pier is visible, enhancing the serene waterfront setting.
Hotel room in Oxford
4.95 out of 5 average rating, 87 reviews

Chesapeake Bay Hotel with Beach -Walk to Eat, Shop

Sandaway Suites & Beach is located in the historic district of Oxford, MD where you can walk to several restaurants and shops. With stunning waterfront views and a private sandy beach on the Eastern Shore of MD rests our boutique hotel. We invite you to stay in one of our beautifully restored water view rooms. Experience in-room comforts and in-town conveniences. Take a day trip to St. Michaels, Easton, or Cambridge. At the end of the day, see an awesome sunset at Sandaway's private beach.

Guest favourite
A vibrant sailboat with a colorful sail glides across the water, surrounded by lush greenery. The scene features a manicured lawn with lounge chairs facing the serene waterway, creating a peaceful view of the idyllic setting.
Hotel room in Oxford
4.95 out of 5 average rating, 59 reviews

Chesapeake Bay Hotel with Beach -Walk to Eat, Shop

Sandaway Suites & Beach is located in the historic district of Oxford, MD where you can walk to several restaurants and shops. With stunning waterfront views and a private sandy beach on the Eastern Shore of MD rests our boutique hotel. We invite you to stay in one of our beautifully restored water view rooms. Experience in-room comforts and in-town conveniences. Take a day trip to St. Michaels, Easton, or Cambridge. At the end of the day, see an awesome sunset at Sandaway's private beach.

Top Guest favourite
A bottle of Merlot sits on a wooden tray next to two wine glasses, positioned on a window ledge. Through the window, serene waterfront views and a manicured lawn are visible, offering a glimpse of the tranquil outdoor setting.
Hotel room in Oxford
4.93 out of 5 average rating, 54 reviews

Water View with Beach, Walk to restaurants & shops

Sandaway Suites & Beach is located in the historic district of Oxford, MD where you can walk to several restaurants and shops. With stunning waterfront views and a private sandy beach on the Eastern Shore of MD rests our boutique hotel. We invite you to stay in one of our beautifully restored water view rooms. Experience in-room comforts and in-town conveniences. Take a day trip to St. Michaels, Easton, or Cambridge. At the end of the day, see an awesome sunset at Sandaway's private beach.

Guest favourite
A spacious green lawn extends towards the water, dotted with white lounge chairs. Large trees provide shade, and the waterfront can be seen in the background, reflecting the sky. The charming building is set back, enhancing the serene ambiance of the setting.
Hotel room in Oxford
4.96 out of 5 average rating, 45 reviews

Chesapeake Bay Hotel with Beach -Walk to Eat, Shop

Sandaway Suites & Beach is located in the historic district of Oxford, MD where you can walk to several restaurants and shops. With stunning waterfront views and a private sandy beach on the Eastern Shore of MD rests our boutique hotel. We invite you to stay in one of our beautifully restored water view rooms. Experience in-room comforts and in-town conveniences. Take a day trip to St. Michaels, Easton, or Cambridge. At the end of the day, see an awesome sunset at Sandaway's private beach.

Top Guest favourite
A watercolor painting depicts a serene waterfront scene with boats on the water. A historic yellow building is visible, surrounded by trees and additional structures. The tranquil atmosphere is enhanced by the clear skies and gentle ripples reflecting light on the surface.
Hotel room in Oxford
4.97 out of 5 average rating, 159 reviews

Water View with Beach, Walk to restaurants & shops

Sandaway Suites & Beach is located in the historic district of Oxford, MD where you can walk to several restaurants and shops. With stunning waterfront views and a private sandy beach on the Eastern Shore of MD rests our boutique hotel. We invite you to stay in one of our beautifully restored water view rooms. Experience in-room comforts and in-town conveniences. Take a day trip to St. Michaels, Easton, or Cambridge. At the end of the day, see an awesome sunset at Sandaway's private beach.

Top Guest favourite
An aerial view captures the charming Sandaway Suites & Beach, nestled among lush greenery along the waterfront. The private sandy beach is visible, flanked by a grassy lawn and lounge chairs, while the inviting building showcases multiple gabled roofs and a spacious parking area.
Hotel room in Oxford
4.93 out of 5 average rating, 160 reviews

Water View with Beach, Walk to restaurants & shops

Sandaway Suites & Beach is located in the historic district of Oxford, MD where you can walk to several restaurants and shops. With stunning waterfront views and a private sandy beach on the Eastern Shore of MD rests our boutique hotel. We invite you to stay in one of our beautifully restored water view rooms. Experience in-room comforts and in-town conveniences. Take a day trip to St. Michaels, Easton, or Cambridge. At the end of the day, see an awesome sunset at Sandaway's private beach.

Top Guest favourite
Private room in Nanticoke
4.97 out of 5 average rating, 209 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
A peaceful sleeping area features a neatly made bed with floral-patterned bedding in blue tones. A wooden nightstand holds a book and a small plant, while a warm light illuminates the wall, creating a cozy ambiance.
Loft in Lusby
5 out of 5 average rating, 394 reviews

Chic Loft | Rest and Relax Near Solomon's & Beach

STAY IN or ADVENTURE OUT Relax in a chic, private loft just 5 minutes from Chesapeake beaches and 10 minutes from Solomons Island & Calvert Cliffs. Enjoy our private, above-garage hideaway with private beach access, fast WiFi, Smart TV, and cozy touches that make you feel at home. Our open-concept space, has a bedroom area, bathroom, workspace, living room & kitchen. SMOKE FREE SCENT FREE PET FREE PEANUT FREE We offer an Air Purifier and use only all natural cleaning products.

Top Guest favourite
Farm stay in Westover
5 out of 5 average rating, 99 reviews

Big Cozy Loft Overlooking the Farm and River

The cozy loft is located above the apiary workshop. It is a spacious, kind suite with a walk-in bath featuring a rainforest shower. Windows overlook the donkey pasture, river, farm, and gardens. Designed for a true retreat, there is no WiFi, TV, or smoking. For breakfast, travel on over to Sugar Water Restaurant to have a free breakfast with coffee, tea, juice, and more. The Loft includes a small refrigerator plus coffee and tea essentials. Please note: children are not permitted.

Top Guest favourite
Farm stay in Westover
5 out of 5 average rating, 77 reviews

Farm House Stay on the Eastern Shore of Maryland

Set on 115 acres along the Manokin River, Sugar Water Manor invites guests to enjoy kayaks, the pool, fire pit, and even join the farm crew to collect eggs or harvest produce. A breakfast treat is delivered each morning. The Farm House offers the property's finest views--river, gardens, barns, and fields all around. Unplug during your stay, as there is no WiFi, TV, or smoking on the property.

Guest favourite
Private room in Cambridge
5 out of 5 average rating, 18 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.

Popular amenities for Dorchester County Holiday Accommodation with Breakfast