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Vacation Rentals in Tilghman, MD and nearby

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    All 21 Rentals in the Tilghman Area
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    From
    $175
    / Night
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    1 / 20
    5 of 5 stars (4) Excellent
    Tilghman
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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    $125
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    1 / 21
    Tilghman
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    $250
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    Tilghman
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    The following rentals are within 15 miles of Tilghman, Talbot County, Maryland.

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    $375
    / Night
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    1 / 22
    5 of 5 stars (1) Excellent
    St. Michaels
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Air Conditioning
    • Internet Access
    • Watersports Nearby
    • Water Views
    • DVD Player
    • Satellite TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sandy Pines, with its own waterfront, dock, and swimming pool, offers a peaceful retreat within the quiet natural beauty of the Chesapeake Bay region. The very private home, sited on broad Harris Creek, enjoys stunning sunset views across the Chesapeake tributary, and is fully-equipped and... View all property information
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    Location Information
    St. Michaels, Talbot County 21612
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    $150
    / Night
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    1 / 17
    4.5 of 5 stars (5) Very good
    North Beach, MD
    1 Bedroom / 1 Bathroom / Sleeps 5
    Overview Reviews (5) Make Inquiry
    Amenities & Details
    • DVD Player
    • Satellite TV
    • Water Park Nearby
    • Internet Access
    • Fireplace
    • Deck
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Seahorse Guest Cottage is located in North Beach, Maryland, on the western shore of the Chesapeake Bay, within an hour’s drive of Washington, Baltimore, and Annapolis. The fully furnished cottage has a living room with sofabed, bedroom with queen size bed, sunporch with day bed, a full... View all property information
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    North Beach, Calvert County 20714
    5 of 5 stars Reviewed November 15, 2014
    Just as described- walk to boardwalk and shops. Owner right next door, he's thought of everything. Lovely getaway destination.
    5 of 5 stars Reviewed July 8, 2013
    We absolutely fell in love with this quiet little cabin a block away from Chesapeake Bay. Gary, the owner, met us at the cabin and personally gave us a tour of the cabin and let...
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    $500
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    1 / 18
    St. Michaels
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    traveler have booked this property
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    Amenities & Details
    • Watersports Nearby
    • Private Fishing...
    • Waterfront
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Stereo System
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Cranford on the Miles is a waterfront home located on 3+ acres, in St. Michaels. Fully renovated, with Wi-Fi, there is a Master Bedroom with king bed, sitting room, and private balcony; Second Bedroom with a double bed; Third Bedroom with both a double and twin bed; and a Den with a trundle bed... View all property information
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    Location Information
    St. Michaels, Talbot County 21653
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    $250
    / Night
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    1 / 9
    North Beach, MD
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This charming restored cottage has all the luxury upgrades you could want!! Gourmet kitchen with granite counters and double-oven, 5-burner gas cooktop, and plenty of storage. Easy-to-enjoy gas fireplace, and ample space for entertaining and kids to play -- both indoors and out! Convenient to... View all property information
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    Location Information
    North Beach, Calvert County 20714
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    $90
    / Night
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    1 / 35
    5 of 5 stars (2) Excellent
    Trappe
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    travelers have booked this property
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Internet Access
    • DVD Player
    • Watersports Nearby
    • Private Fishing...
    • TV
    • Waterfront
    • Water Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Beautiful, serene waterfront home on the Chesapeake Bay. One hour from the Atlantic Ocean (Ocean City, Assateague Island) and Annapolis, One and a half hours from Washington DC and Baltimore. Many nearby places worth visiting, including picturesque St. Michaels and the Blackwater Wildlife Refuge... View all property information
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    Location Information
    Trappe, Talbot County 21673
    5 of 5 stars Reviewed August 26, 2014
    Beautiful home and view of the bay. Private beach was amazing. Perfect for a group of friends or a couple looking to get away. I will definitely be staying here again!
    5 of 5 stars Reviewed August 14, 2014
    Our stay was incredible!! The house was spotless and offered every convience one could want! If it wasn't there all you had to do was ask for it and he provided it or informed you...
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    $450
    / Night
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    1 / 13
    5 of 5 stars (6) Excellent
    St. Michaels
    3 Bedrooms / 3 Bathrooms / Sleeps 10
    travelers have booked this property
    Overview Reviews (6) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Washer
    • Internet Access
    • Satellite TV
    • Grill
    • Patio
    • Dryer
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful in town location! Just steps to shops, restaurants, winery, brewery, community pool, museums, boat ramp, and waterfront. This home has been renovated with amenities that will ensure a great time in St. Michaels. Home has three bedrooms; main floor master with a king and full bath,... View all property information
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    Location Information
    St. Michaels, Talbot County 21663
    5 of 5 stars Reviewed June 13, 2015
    We planned a girls weekend in St Michaels and rented this house for the weekend. It was so perfect! We couldn't have asked for more!! You can literally walk anywhere from here...
    5 of 5 stars Reviewed September 9, 2014
    The home was absolutely beautiful. Right around the corner from the town. Perfect location! We had been to St. Michaels 3 times before this trip and now we finally found our...
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    $240
    / Night
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    1 / 20
    Easton
    2 Bedrooms / 1 Bathroom / Sleeps 4
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Water Views
    • Satellite TV
    • Dryer
    • Wi-Fi
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Exclusive 2 bedroom upstairs waterfront apartment with private entrance located 20 minutes from historic Easton and St. Michaels and 30 minutes from Oxford. Enjoy the sunrise each morning on your own private deck overlooking one of the most peaceful and unique surroundings the Eastern Shore has to... View all property information
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    Location Information
    Easton, Talbot County 21601
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    $759
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    1 / 38
    St. Michaels
    6 Bedrooms / 6 Bathrooms / Sleeps 12
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Waterfront
    • Private Outdoor...
    • Water Views
    • Internet Access
    • Boat Available
    • Air Conditioning
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Walk to the attractions of St. Michaels, MD, yet private and quiet on a point of land with 500' shoreline, Bay Cottage is your home on the Chesapeake Bay with a relaxing waterside pol, private harbor and pier, organic culinary gardens, fruit farm, wellness studio, and warm hospitalities. There are... View all property information
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    Location Information
    St. Michaels, Talbot County 21663
    From
    $375
    / Night
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    1 / 9
    5 of 5 stars (1) Excellent
    Bozman
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Water Views
    • Fireplace
    • Stereo System
    • Boat Available
    • Air Conditioning
    • Waterfront
    • Internet Access
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The ambience of each cottage is one of relaxed comfort. Fashionable cottage decor is enhanced with coordinating spreads & dust ruffles, moldings, 2” wood blinds, valences, sofas, wing and lounge chairs and collectibles. All the cottages are fully furnished including solaria porch, gas... View all property information
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    Location Information
    Bozman, Talbot County 21612
    From
    $665
    / Night
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    1 / 7
    5 of 5 stars (9) Excellent
    Bozman
    4 Bedrooms / 2 Bathrooms / Sleeps 13
    Overview Reviews (9) Make Inquiry
    Amenities & Details
    • Satellite TV
    • Deck
    • Internet Access
    • Boat Available
    • Air Conditioning
    • Washer
    • Water Views
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Beautiful NEW kitchen... Featuring two interior eating/serving areas, custom french windows that open to a sitting area on the porch, 4 bedrooms & Enclosed Sleeping Porch (2 queens, 1 double, daybed w/trundle, 5 twins) 2 ½ baths, fireplace, 3 TV’s, DVD, cable, wireless internet, large... View all property information
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    Location Information
    Bozman, Talbot County 21612
    5 of 5 stars Reviewed June 9, 2015
    Perfectly situated on the water. The views are amazing, as is the pool. There is a huge lawn which is perfect for children of all ages. A short drive to St. Michael's, which is a...
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    $195
    / Night
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    1 / 23
    5 of 5 stars (2) Excellent
    St. Michaels
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Internet Access
    • Washer
    • Air Conditioning
    • DVD Player
    • Fireplace
    • Water Views
    • Satellite TV
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The historic and recently restored Thomas Blades House is a 2 bedroom, 1.5 bathroom vacation cottage that is a short walk from the harbor, all museums, parks, restaurants, town pool, library, churches and shops in St. Michaels. The house was built around 1850 by Thomas Blades, a young sailor.... View all property information
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    Location Information
    St. Michaels, Talbot County NA
    5 of 5 stars Reviewed May 28, 2015
    I stayed at the Blades house last week and everything was just what we wanted. The location is beyond perfect (in walking distance of everything) and the house had all of the...
    5 of 5 stars Reviewed August 18, 2014
    Location location location! Walk to perhaps the cutest town ever! Friendly people ,dog loving community, sail boats, restaurants and such a lovely little town.. Perfection found!
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    $360
    / Night
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    1 / 32
    5 of 5 stars (6) Excellent
    St. Michaels
    7 Bedrooms / 3 Bathrooms / Sleeps 11
    Overview Reviews (6) Make Inquiry
    Amenities & Details
    • Satellite TV
    • Water Views
    • Air Conditioning
    • Internet Access
    • Stereo System
    • Waterfront
    • Fireplace
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The historic Thomas Harrison House is located on the harbor in the center of the town of St. Michaels. This Eastern Shore/Chesapeake Bay vacation rental has magnificent water VIEWS and can accomodate up to 12 people. The house is a short walk from all the museums, parks, restaurants, churches, and... View all property information
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    Location Information
    St. Michaels, Talbot County 21663
    5 of 5 stars Reviewed June 15, 2015
    My daughter was married in St. Michaels in May so I rented this house and filled it with family. It was a perfect "home base" for all of the activities surrounding the wedding...
    5 of 5 stars Reviewed June 4, 2015
    We loved this house and especially the location! Plenty of room for 11 of our friends! We loved the outside area and being right on the water! Walking distance to so many places...
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    From
    $856
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    1 / 29
    Trappe
    8 Bedrooms / 6 Bathrooms / Sleeps 16
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Private Fishing...
    • Waterfront
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Water Views
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Martins Point is a late 18th Century house and cottages on Maryland's historic Eastern Shore where the Underground Railroad once passed through the property. It is located on a secluded finger of land, surrounded by water on three sides, a place to unwind, immerse yourself in the natural beauty of... View all property information
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    Location Information
    Trappe, Talbot County 21673
    From
    $190
    / Night
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    1 / 29
    5 of 5 stars (12) Excellent
    St. Michaels
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Reviews (12) Make Inquiry
    Amenities & Details
    • Water Views
    • Air Conditioning
    • Fireplace
    • Washer
    • Satellite TV
    • Waterfront
    • Internet Access
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    The recently restored historic Washington Melson House is a 2 bedroom, 1.5 bathroom vacation cottage that is a short walk from the harbor, all museums, town pool, parks, restaurants, library, churches and shops in St. Michaels. The house was built around 1840 by Washington Melson, a sailor,... View all property information
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    Location Information
    St. Michaels, Talbot County 21663
    5 of 5 stars Reviewed August 22, 2014
    The pictures of this house do not lie. It is that nice. We parked our car and didn't need again until we left. Close to everything. Walk to the water , sit on the bench and...
    5 of 5 stars Reviewed July 20, 2014
    We fully enjoyed our relaxing stay in the sleepy little town of St. Michaels, and would definitely return when given the chance. The location is perfect - within a one block walk...
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    $250
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    1 / 11
    4.5 of 5 stars (2) Very good
    Claiborne
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Waterfront
    • Private Outdoor...
    • Internet Access
    • Stereo System
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Boat Available
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautiful like new waterfront home on the Chesapeake Bay, 5 minute drive to Historic St. Michaels. Minutes to many quaint watermen villages. Shared waterside pool, beach, kayaks, small boat, childrens playset. The property was designed to take advantage of the incredible views of the Chesapeake... View all property information
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    Location Information
    Claiborne, Talbot County 21663
    4 of 5 stars Reviewed June 27, 2015
    We were a group of two couples each with a young child. There was more than enough room for the 6 of us. The home is well located in Claiborne, about 5 min from downtown...
    5 of 5 stars Reviewed October 10, 2014
    Very new, very clean, very spacious, very comfortable. The family thoroughly enjoyed our stay here with plenty of room to spread out, a huge kitchen, meals on the deck and...
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    $1,400
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    1 / 8
    Owings, MD
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Dryer
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Parking
    • Deck
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Check out this cute 2nd floor condo in the heart of Avalon. Easily park and enjoy all the island has to offer. 1 bedroom includes 2 double beds and master includes 1 queen bed. Enjoy easy breezy summer days on the 2nd floor deck. Fantastic choice for your vacation! Additional amenities include:... View all property information
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    Location Information
    Owings, Calvert County 20736
    From
    $280
    / Night
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    1 / 9
    St. Michaels
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Waterfront
    • Stereo System
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Deck
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    You can tell right away, from the warm sage green exterior and the peaceful creekside setting, that this charming vacation cottage promises a fun, relaxing getaway. With a 180 degree expanse of spectacular Oak Creek waterfront, the River House at Royal Oak is the pefect choice for year 'round... View all property information
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    Location Information
    St. Michaels, Talbot County 21662
    From
    $250
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    1 / 12
    Deale, MD
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Waterfront
    • DVD Player
    • Stereo System
    • Air Conditioning
    • Deck
    • Grill
    • Satellite TV
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Fredelig sted'(peaceful place) is patterned after a Norwegian cottage with curved roof on the outside and knotty pine and birch wood inside. The bright panoramic view of the Chesapeake from the great room, master bedroom or deck elicits a relaxed, peaceful mood as soon as you arrive. Watch the... View all property information
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    Location Information
    Deale, Maryland 20751