Chesapeake Bay Vacation Rentals
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- Bedrooms: 3
- Bathrooms: 2
- Sleeps: 6
Charming, historic home in the Neck District, Maryland's most beautiful, unspoiled area. This ...
per night
- Bedrooms: 2
- Bathrooms: 2
- Sleeps: 4
This fantastic 1920's Waterman's cottage has the charm and waterfront location that is hard to come...
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- Bedrooms: 3
- Bathrooms: 3
- Sleeps: 6
The Swans Rest vacation home is the "easy button". No surprises, everything upgraded and well ...
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Online reservations
- Bedrooms: 4
- Bathrooms: 4
- Sleeps: 8
This charming cottage has a great location, just minutes to St. Michaels or Easton, and offers much...
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Online reservations
- Bedrooms: 4
- Bathrooms: 4
- Sleeps: 18
Swan Cove awaits your family vacation or group! It's also an ideal place for a most memorable ...
per night
- Bedrooms: 3
- Bathrooms: 2
- Sleeps: 6
At the end of this meandering lane lies this rural cottage, quiet and serene, overlooking Grace ...
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Online reservations
- Bedrooms: 4
- Bathrooms: 3
- Sleeps: 13
Beautiful NEW kitchen... Featuring two interior eating/serving areas, custom french windows ...
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- Bedrooms: 4
- Bathrooms: 3
- Sleeps: 8
A sprawling one level home within blocks of the historic district of St. Michaels, Swan Harbor is a...
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Online reservations
- Bedrooms: 5
- Bathrooms: 5
- Sleeps: 8
What we love about this home is the immediate feeling of stepping back in time. Constructed in the...
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Online reservations
- Bedrooms: 4
- Bathrooms: 2
- Sleeps: 8
This house is on the former estate of John Raskob, builder of the Empire State Building. The four-...
per night
- Bedrooms: 4
- Bathrooms: 3
- Sleeps: 8
This little gem on the banks of Soltitude Creek is a perfect family getaway! With a pool, hot tub...
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Online reservations
- Bedrooms: 3
- Bathrooms: 2
- Sleeps: 6
A deep water pier with picturesque views make this a truly special spot for a weekend getaway, or ...
per night
Online reservations
- Bedrooms: 2
- Bathrooms: 3
- Sleeps: 6
This is an outstandingly beautiful and immaculately maintained light-filled custom-built home with ...
per night
- Bedrooms: 3
- Bathrooms: 2
- Sleeps: 6
This sweet little cottage is a perfect getaway for a few people. Most rentals require you to ...
per night
Online reservations
- Bedrooms: 3
- Bathrooms: 2
- Sleeps: 8
Conveniently located between St Michaels and Easton, Osprey Point is just a stones throw away from ...
per night
Online reservations
- Bedrooms: 5
- Bathrooms: 4
- Sleeps: 10
Located on the outskirts of the town proper of St. Michaels, this fantastic family vacation ...
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Online reservations
- Bedrooms: 2
- Bathrooms: 2
- Sleeps: 5
The historic Washington Melson House is a 2 bedroom, 2 bathroom vacation cottage that is a short ...
per night
- Bedrooms: 2
- Bathrooms: 1
- Sleeps: 6
Waterfront Home on the Chesapeake Bay overlooking Bownies Beach. Two bedrooms fully furnished for...
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- Bedrooms: 6
- Bathrooms: 5
- Sleeps: 17
New premier waterfront vacation home - 6bed / 5bath home w/ beach & heated pool. All of this on ...
per night
- Bedrooms: 7
- Bathrooms: 6
- Sleeps: 26
Experience the lavish surroundings of Captain's Quarters. Whether your pleasure is sailing, fishing...
per night
- Bedrooms: 5
- Bathrooms: 5
- Sleeps: 14
Fabulous, recently-built premier vacation home on 500 feet of Chesapeake waterfront. A gorgeous ...
per night