| Name | Type | Bed | Bath | Sleeps | | | Rate
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Maritime Properties Has Large Waterfront Homes 16+ |
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3 Br |
2 Bath |
Sleeps 6 |
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| Enjoy yourself while staying at this beautiful waterfront property. Lounge around the pool or go crabbing off of the private dock. Take in the serenity that is the Eastern Shore of Maryland. This property has easy access to two of the premier communities ... | | | |
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Only a Few Weeks Left! 3 BR Home with Pool and Dock |
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3 Br |
2 Bath |
Sleeps 8 |
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| This simple white cape cod style brick home reminds you instantly of a simpler time, when days might have been spent lazily fishing at the end of the pier, and children ran freely catching lightning bugs at night. Situated on over 90 acres, this spacious... | | | |
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Private Pet Friendly Mini Estate with Pool, Tennis Court, Dock |
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3 Br |
3 Bath |
Sleeps 6 |
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| Bloomfield is a charming Eastern Shore Escape centrally located to the best of Talbot County but privately situated on a 4+ acre estate with tennis court, private pool and a deep water dock. This 2,700 square foot home is newly furnished with comfortable ... | | | |
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Classic St. Michaels Vacation Home, Pool, Dock, Kids'Game Barn |
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5 Br |
4.5 Bath |
Sleeps 12 |
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| This Classic Chesapeake Bay waterfront vacation home is minutes to the historic town of St. Michaels, yet offers the secluded privacy you would expect from a Country Estate property. The grounds are virtually a self contained family compound, with pool a... | | | |
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Large Waterfront Estate with Indoor Heated Pool and Dock |
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7 Br |
5 Bath |
Sleeps 14 |
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| Nourse Farm is located just minutes away from historical, Saint Michael's, Maryland. Set on 70 acres, this beautiful, Tudor-style home has one-half mile of waterfront property.Nourse Farm features seven bedrooms, five full baths, six living rooms with sle... | | | |
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Summer Vacation in St. Michaels on Harris Creek! |
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6 Br |
3 Bath |
Sleeps 12 |
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| Sandy Pines overlooks Harris Creek and the entrance to the Chesapeake Bay. It has a private in-ground pool, sun deck and patio,overlooking the water, and 100 foot dock. Conveniently located between St. Michael's and Tilghman Island, trips to town are 10 ... | | | |
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3BR Cottage, Pool, Hot Tub, Dock, Perfect Getaway on the Bay! |
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3 Br |
3 Bath |
Sleeps 6 |
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| Clearview, our newest ESVR property, is a home that truly has it all--spectacular views, pool, hot tub and furnished with everything one is looking for in a vacation rental to relax. Nestled on Tilghman Beach Road in the fishing village of Tilghman Islan... | | | |
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Historic Large Family Compound Between Easton and St. Michaels |
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5 Br |
4.5 Bath |
Sleeps 12 |
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| This family compound has it all, 5 bedrooms, 4 1/2 baths, pool, dock, close to St Michaels and Easton and situated off of the Tred Avon. Wonderful quiet lane for walking/biking- exactly 1 mile to main road, great boating location-easy access to Oxford by ... | | | |
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Large Family Waterfront Home Sleeps 12 |
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5 Br |
4.5 Bath |
Sleeps 12 |
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| This beautiful point of land offers privacy, beautiful sunsets with all the activities that the Eastern Shore has to offer! There is boating, sailing, kayaking, crabbing, fishing, boat charters and so much more. Visit the historic town of St. Michaels w... | | | |
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Waterfront Horse Farm Estate" a Slice of Heaven on Earth" |
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5 Br |
3.5 Bath |
Sleeps 12 |
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| Halo's Haven is a true piece of Heaven!! Bring your boat and your bathing suit. Twenty picturesque acres on a beautiful point of land off of the Chesapeake Bay near historic St. Michael's, Maryland. This property is beautifully landscaped, has a waterfron... | | | |
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Perfect Waterfront Vacation Estate for Your Large Family |
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7 Br |
5 Bath |
Sleeps 20 |
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| Heron Cove is one of our Top 10 Luxury Waterfront Vacation Rentals!Heron Cove is the perfect waterfront vacation getaway, family reunion/vacation,or corporate retreat. The Main house has 5 bedrooms with 3 full bathrooms. The Guest house has 2 bedrooms wit... | | | |
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Exceptional Waterfront Estate W/ 22 Bedrooms -3 Pools & Docks |
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22 Br |
10 Bath |
Sleeps 60 |
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| At the end of a long tree-lined drive, framed against the beautiful Little Choptank River, lies Swan Cove. The historic charm of this 25-acre farm has been enhanced by a multitude of modern amenities during recent renovations. Completely re-furnished and ... | | | |
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Luxurious Mini Estate, Pool, Dock, Boathouse, Dog Runs |
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3 Br |
3 Bath |
Sleeps 6 |
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| Your heart's desire comes this magnificent estate property, circa 1780. The owners have thought of everything you need for a perfect Eastern Shore vacation--including crab pots, picnic tables for enjoying your crabs, and fenced in areas for dogs and child... | | | |
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Heron Cove - Aug 23/Aug 30 (Labor Day) Week Only !!! |
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7 Br |
5 Bath |
Sleeps 18 |
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| This property is the perfect waterfront location for your next family getaway and/or reunion. There are five acres with many large trees that provide a great deal of privacy. The property is a marvelous location for Weddings!! A huge parking area allows... | | | |
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Lovely Country Home in St. Michaels |
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6 Br |
5 Bath |
Sleeps 10 |
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| Come and enjoy the peaceful, spectacular views from our idyllic country house. From the back screen porch, look out over the beautiful Miles River with a gentle breeze and a sunny southern exposure. One of Talbot Country’s most picturesque settings wit... | | | |
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Charming, Freshly Decorated 3BR/2BA Waterfront Cape Cod |
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3 Br |
2 Bath |
Sleeps 6 |
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| At the end of a meandering lane lies this adorable home waiting for you and your family to discover our Eastern Shore lifestyle! This charming home has been in the family for generations and has been lovingly renovated for the season. Wake up to broad vie... | | | |
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