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Showing 1 - 7 of 7 Eastern Shore homes with 6+ bedrooms, also will be outside of Talbot County.

What is the true definition of luxury? On the Eastern Shore, luxury means being able to spread out, enjoy your family and the freedom to do what you want. Our estate homes range from the newly renovated to those historic in nature, but all provide the space and acreage for you and your family to relax, unwind, enjoy a private pool and dock and escape from the commercialism of a typical vacation! No set schedules, no fighting for beach spots or a chair at the resort, and always a front row seat to watch the sunrise. Now that's a vacation!

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Captains Quarters

1313 Broadview Drive
Cambridge - House
Bedrooms: 7
Sleeps: 22
Dogs Allowed, Private Pool, Kayak Included, Dock Suitable For Boating, Linens/Towels Provided


A rare to find home on the Eastern Shore that can sleep up to 22! Great for multiple family vacationing, this property has been...more
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Hard to Leave

1713 Perseus Road
Church Creek - House
Bedrooms: 7
Sleeps: 22
No Pets, Private Pool, Dock Suitable For Boating, Linens/Towels Provided


Easy to love but hard to leave! Where to start? Private pool, private dock, private tennis court, professionally decorated, 7+ BRs on...more
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Old Wintersell

4895 Judiths Garden Road
Oxford - House
Bedrooms: 6
Sleeps: 12
No Pets, Private Pool, Kayak Included, Dock Suitable For Boating, Linens/Towels Provided


Nestled along the prestigious Oxford Road corridor is a splendid estate home reminiscent of Martha Stewart herself's home. The expansive, historic telescope style home...more
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Hudson Manor

1228 Hudson Road
Cambridge - House
Bedrooms: 7
Sleeps: 22
Dogs Allowed, Private Pool, Kayak Included, Dock Suitable For Boating


Hudson Manor is fabulous for large families and groups looking to enjoy fishing, kayaking, boating with wide waterviews of the Choptank. Situated approximately 15...more
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Cods Point

30229 Cod's Point Road
Trappe - House
Bedrooms: 4
Sleeps: 12
Dogs Allowed, Kayak Included, Dock Suitable For Boating, Linens/Towels Provided


A wonderful getaway spot for a multi-family group, Cod's Point is a spacious, well appointed home that everyone will find equally comfortable. Adults love...more
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Sycamore Point

160 Green Cove Point Way
Centreville - House
Bedrooms: 7
Sleeps: 17
Dogs Allowed, Private Pool, Kayak Included, Dock Suitable For Boating, Linens/Towels Provided


Hidden at the end of a tree lined drive the sprawling landscape gently slopes down to the quiet waters of the Corsica River. This property...more
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Sycamore Acres

7112 Sycamore Lane
Royal Oak - House
Bedrooms: 6
Sleeps: 12
Dogs Allowed, Private Pool, Kayak Included, Dock Suitable For Boating, Linens/Towels Provided


Outstanding vacation property with pool, poolhouse, dock, kayaking deck and games, this property has everything you need for a memorable family vacation. ...more
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21 S. Harrison Street
Easton, MD 21601


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