Vacation rentals with breakfast in Dorchester County

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Top-rated breakfast rentals 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.

Guest favorite
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

Sandaway Suites & Beach Waterfront Hotel Oxford MD

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.

Cottage in Ridge
4.86 out of 5 average rating, 66 reviews

Secluded Waterfront:Kayaks, Sunrises & Unwind

This is a place you come when you need space: real space, quiet, and room to breathe. Set on 18 private acres along the Chesapeake Bay, our Ridge retreat offers a rare kind of calm: uninterrupted nature, open water views, and the feeling of being completely removed from noise, crowds, and schedules-- just land, water, sky, and time. Days unfold slowly with kayaking, crabbing, exploring the land. Evenings end by the fire under dark skies. This is not a tourist destination—it’s a true reset.

Top guest favorite
Private room in Nanticoke
4.97 out of 5 average rating, 214 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 favorite
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 favorite
Lawn chairs arranged on a manicured green lawn face the tranquil water, with a sailboat gliding in the distance. A large tree provides shade, completing the peaceful waterfront scene under a clear blue sky.
Hotel room in Oxford
4.93 out of 5 average rating, 60 reviews

Hotel Special: Sandaway Suite & Beach - Oxford, MD

Sandaway Suites & Beach is located in historic Oxford, MD, within walking distance of local shops and dining. Our boutique hotel offers stunning waterfront views and a private sandy beach on the Eastern Shore. Stay in one of our beautifully restored water-view rooms, blending in-room comforts with in-town convenience. Take a day trip to St. Michaels, Easton, or Cambridge, then return to Sandaway’s private beach to experience an unforgettable sunset.

Guest favorite
A colorful directional sign is positioned on green grass, indicating distances to various destinations including Easton, Cambridge, and St. Michaels. The backdrop features the Chesapeake Bay with sailboats visible on the water under a clear blue sky. A small shed is seen in the distance.
Hotel room in Oxford
4.91 out of 5 average rating, 82 reviews

Sandaway Suites & Beach Boutique Hotel, Water View

Sandaway Suites & Beach is located in historic Oxford, MD, within walking distance of local shops and dining. Our boutique hotel offers stunning waterfront views and a private sandy beach on the Eastern Shore. Stay in one of our beautifully restored water-view rooms, blending in-room comforts with in-town convenience. Take a day trip to St. Michaels, Easton, or Cambridge, then return to Sandaway’s private beach to experience an unforgettable sunset.

Top guest favorite
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

Sandaway Suites & Beach Boutique Hotel, Water View

Sandaway Suites & Beach is located in historic Oxford, MD, within walking distance of local shops and dining. Our boutique hotel offers stunning waterfront views and a private sandy beach on the Eastern Shore. Stay in one of our beautifully restored water-view rooms, blending in-room comforts with in-town convenience. Take a day trip to St. Michaels, Easton, or Cambridge, then return to Sandaway’s private beach to experience an unforgettable sunset.

Top guest favorite
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

Sandaway Suites & Beach Boutique Hotel, Water View

Sandaway Suites & Beach is located in historic Oxford, MD, within walking distance of local shops and dining. Our boutique hotel offers stunning waterfront views and a private sandy beach on the Eastern Shore. Stay in one of our beautifully restored water-view rooms, blending in-room comforts with in-town convenience. Take a day trip to St. Michaels, Easton, or Cambridge, then return to Sandaway’s private beach to experience an unforgettable sunset.

Superhost
An aerial view captures the boutique hotel alongside the sandy beach, with lush green trees and well-manicured lawns. Nearby, residential homes are visible, and the tranquil waters of the Chesapeake Bay stretch along the shoreline, inviting outdoor exploration.
Hotel room in Oxford
5 out of 5 average rating, 15 reviews

Sandaway Suites & Beach | Town View Eastern Shore

Sandaway Suites & Beach is located in historic Oxford, MD, within walking distance of local shops and dining. Our boutique hotel offers stunning waterfront views and a private sandy beach on the Eastern Shore. Stay in one of our charming town-view rooms, blending in-room comforts with in-town convenience. Take a day trip to St. Michaels, Easton, or Cambridge, then return to Sandaway’s private beach to experience an unforgettable sunset.

Top guest favorite
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.

Top guest favorite
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, 400 reviews

Chic Loft: Come Relax this Spring l Private Beach

Relax in a chic, private loft just 5 minutes from Chesapeake beaches and 10 minutes from Solomons Island & Calvert Cliffs. You will have private access to our amazing beach just a five minute drive away. Enjoy our private, above-garage hideaway with private beach access, fast WiFi, Smart TV, and cozy touches that make you feel at home.

Popular amenities for Dorchester County breakfast rentals