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Vacation Rentals in Tilghman, MD and nearby

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    All 44 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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    1 / 17
    Tilghman
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    The following rentals are within 20 miles of Tilghman, Talbot County, Maryland.

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    1 / 25
    5 of 5 stars (4) Excellent
    Annapolis, MD
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveler have booked this property
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    Amenities & Details
    • Fireplace
    • Dryer
    • Air Conditioning
    • Game Room
    • TV
    • Washer
    • Wi-Fi
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Half a block to walk to the Naval Academy Stadium and minutes away from stunning Annapolis town center. This adorable little cottage has lots of sleeping and great outdoor space. Sun Porch & Plenty of parking. A perfect place to relax and enjoy Annapolis, the property is available all year around... View all property information
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    Location Information
    Annapolis, Maryland 21401
    5 of 5 stars Reviewed July 6, 2015
    I came down with a group of friends for a birthday weekend. This house could not have been more perfect! Beautiful decorations, fun upstair loft/bedroom, comfy accommodations, it...
    5 of 5 stars Reviewed June 10, 2015
    There are many great qualities with this vacation rental. The location couldnt be better, on a quiet street but very quick walk to the Navy Stadium and just a few mins from shops...
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    $150
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    1 / 17
    4.5 of 5 stars (5) Very good
    North Beach, MD
    1 Bedroom / 1 Bathroom / Sleeps 5
    traveler have booked this property
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    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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    Location Information
    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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    $90
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    1 / 40
    3.5 of 5 stars (3) Average
    Trappe
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
    Overview Reviews (3) 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
    4 of 5 stars Reviewed July 23, 2015
    We had a blast. The property, although the actual house could use a bit of updating, is GORGEOUS. We did notice that the home definitely housed a pet or two but did not smell...
    1 of 5 stars Reviewed July 7, 2015
    I never write a review for good or bad experiences but I could not let this one go. Dimitri was very friendly in the exchange of information before arriving to the house. The only...
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    $250
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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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    1 / 26
    5 of 5 stars (1) Excellent
    Annapolis, MD
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveler have booked this property
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    Amenities & Details
    • Satellite TV
    • Fireplace
    • DVD Player
    • Housekeeping...
    • Deck
    • Wi-Fi
    • Stereo System
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    History, waterfront, rooftop restaurants, wine bars, sailing, kayaking and more. We have everything here in Annapolis - USNA, sailing, culture, world-class restaurants & a vibrant, walkable capital city! Here in Upper Eastport, on a cul de sac, we are a short walk to the Historic Harbor & 3 blocks... View all property information
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    Location Information
    Annapolis, Maryland 21403
    5 of 5 stars Reviewed July 15, 2014
    If you want a cozy place to relax this is the place. Yard was perfect for my dog to run around and I did not have to worry it was all fenced in. Love to grill so I was able to...
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    $209
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    1 / 11
    Stevensville, MD
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travelers have booked this property
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Come to our beautiful vacation home and enjoy the scenic view while having fun on the water. Love Point Bay Vacation Home is at the mouth of the Chester River, where it connects to the Chesapeake Bay on Maryland's Eastern Shore. You will feel right at home, yet free of your everyday stress. Leave... View all property information
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    Location Information
    Stevensville, Kent Island 21666
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    $425
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    1 / 30
    4.5 of 5 stars (3) Very good
    Annapolis, MD
    4 Bedrooms / 2 Bathrooms / Sleeps 9
    travelers have booked this property
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Washer
    • Stereo System
    • Dryer
    • Satellite TV
    • Fireplace
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Our beautifully-appointed home pays homage to the Colonial Period. It comfortably sleeps eight guests with four bedrooms and 2.5 baths. It boasts elegant dining and living rooms. Enjoy the quiet street and an easy stroll to downtown Annapolis. We have taken great care and paid pain-staking... View all property information
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    Location Information
    Annapolis, Maryland 21401
    4 of 5 stars Reviewed June 21, 2015
    Owner has everything imaginable in the home that you would ever need for a vacation getaway. The house has lots of room so you have your privacy when needed. Beautiful...
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    1 / 9
    Annapolis, MD
    1 Bedroom / 1 Bathroom / Sleeps 2
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This is the newly renovated 780 sf studio unit that is on the ground floor of a main house that is similarly titled and on the same property. Striking and dramatic 8700 - 9000 sf contemporary, new loft style renovation of the main house with exposed structure and mechanical systems that serves as... View all property information
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    Location Information
    Annapolis, Maryland 21401
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    $300
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    1 / 20
    5 of 5 stars (1) Excellent
    Easton
    2 Bedrooms / 1 Bathroom / Sleeps 4
    traveler have booked this property
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    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
    5 of 5 stars Reviewed July 25, 2015
    This was beyond what I could of hoped for in every way. I actually think the photos on the listing do not do it justice. The property was so tranquil and beautiful. The owner is...
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    $750
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    1 / 26
    5 of 5 stars (2) Excellent
    Annapolis, MD
    6 Bedrooms / 4 Bathrooms / Sleeps 13
    travelers have booked this property
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    Amenities & Details
    • Game Room
    • Air Conditioning
    • Washer
    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Deck
    • Pool Table
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Perfect House for a Navy Football Game Weekend!! This is a beautiful historic property within walking distance of downtown Annapolis and the Navy-Marine Corps Stadium. With six bedrooms (two queen beds, three fulls and two twins) the house could comfortably sleep up to 12. Additional rooms... View all property information
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    Location Information
    Annapolis, Maryland 21405
    5 of 5 stars Reviewed September 27, 2014
    Our large group of women in their 30's had a great time and everyone had a comfortable bed and plenty of room. Caitlyn was very responsive, friendly and accommodating from the...
    5 of 5 stars Reviewed August 11, 2014
    We just returned from our sailing weekend in Annapolis and had an amazing time staying at this lovely house for the weekend. The house was perfect for a larger group. The large...
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    $260
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    1 / 10
    Saint Leonard, MD
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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    Amenities & Details
    • DVD Player
    • Waterfront
    • Internet Access
    • Stereo System
    • Deck
    • Air Conditioning
    • Water Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Looking for a peaceful beach getaway? Located in quiet Long Beach overlooking Flag Harbor Yacht Haven marina, this cottage is a few minutes walk to the sandy beach along cliffs famous for fossils from the Miocene. The shallow water is safe for children to swim, and a favorite for fishermen and... View all property information
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    Location Information
    Saint Leonard, Calvert County 20685
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    $225
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    1 / 18
    Annapolis, MD
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • Internet Access
    • Watersports Nearby
    • DVD Player
    • Air Conditioning
    • Deck
    • Water Park Nearby
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    The perfect retreat for a family visiting Annapolis on vacation or for visiting your Johnny or Midshipman at the Naval Academy. This house is modestly priced yet has all the amenities and comfort of a home and the ability to eat in and cook your meals in our huge fully equipped kitchen or barbecue... View all property information
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    Location Information
    Annapolis, Maryland 21403
    From
    $450
    / Night
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    1 / 7
    Annapolis, MD
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • Water Views
    • Central Heating
    • Internet Access
    • Fireplace
    • Stereo System
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Shellback house is a three bedroom, one and 1/2 bath historic townhouse in the heart of Downtown Annapolis with a private garden. The house has views of Ego Alley (Annapolis Waterfront) from the front stoop and the master bedroom. BOOK NOW FOR 2015 LEGISLATIVE SESSION AT STIPEND RATES! Please... View all property information
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    Location Information
    Annapolis, Maryland 21401
    From
    $400
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    1 / 22
    5 of 5 stars (2) Excellent
    Annapolis, MD
    3 Bedrooms / 6 Bathrooms / Sleeps 10
    traveler have booked this property
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Water Views
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • TV
    • Ocean Views
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This spacious, airy and relaxing 3 bedroom Suisse Chalet sits on Mill Creek just off of the Chesapeake Bay and the Severn River. Located on Mulberry Hill Road, Annapolis, Maryland this beautiful and spacious Suisse Chalet is located 5 minutes from the United States Naval Academy, the community of... View all property information
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    Location Information
    Annapolis, Maryland 21409
    5 of 5 stars Reviewed June 30, 2015
    This was one of the best, if not the best, place we have ever stayed. It is very comfortable with high quality furniture and linens and it is set in an idyllic wooded grove on a...
    5 of 5 stars Reviewed April 9, 2015
    The home was located at a very continent location just 5-10mins drive to Naval academy and Annapolis downtown. The home was clean and have all the amenities. The water views from...
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    $250
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    1 / 5
    3 of 5 stars (1) Average
    Cambridge, MD
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Charming, historic home in the Neck District, Maryland's most beautiful, unspoiled area. This adorable east-facing 100-year-old home sits on a generous lot (over an acre) with forever waterviews, mature shade trees, flowering perennials, roses, large fenced vegetable garden, breezy patio, wide... View all property information
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    Location Information
    Cambridge, Maryland 21613
    From
    $595
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    1 / 26
    Annapolis, MD
    5 Bedrooms / 3 Bathrooms / Sleeps 20
    Overview Make Inquiry
    Amenities & Details
    • Playground
    • Shared Tennis Court
    • Hot Tub
    • Internet Access
    • Watersports Nearby
    • Air Conditioning
    • Private Fishing...
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Comfort & Style: Enjoy stunning Chesapeake Bay Views, Beach, Pier, Boat Slips, Park, Water Access, Fire Pit, Patio Heater and more! Charming cottage & detached studio/game room (both upgraded in 2013) offer gourmet kitchen with new stainless steel appliances, a second full kitchen in garden... View all property information
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    Location Information
    Annapolis, Maryland 21403
    From
    $325
    / Night
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    1 / 6
    Annapolis, MD
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Our home is located in the Eastport section of Annapolis and just a short walk to Main street, the Historic District and the Naval Academy. We have a large back yard that's great for entertaining, plenty of off street parking and we're just across the street from the best view of the Chesapeake Bay... View all property information
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    Location Information
    Annapolis, Maryland 21403
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    $350
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    1 / 25
    5 of 5 stars (3) Excellent
    Annapolis, MD
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Fireplace
    • TV
    • Porch
    • Wi-Fi
    • Grill
    • Watersports Nearby
    • Air Conditioning
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Half a block to walk to the Naval Academy Stadium and minutes away from stunning Annapolis town center. This adorable little cottage has lots of sleeping and great outdoor space. Sun Porch & Plenty of parking. A perfect place to relax and enjoy Annapolis, the property is available all year around... View all property information
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    Location Information
    Annapolis, Maryland 21401
    5 of 5 stars Reviewed April 23, 2015
    beautiful cottage in a perfect location. 5 min walk to the Navy Stadium. 10 min walk to the historic downtown area where there are many specialty shops, restaurants, taverns and...
    5 of 5 stars Reviewed April 15, 2015
    I've used the "cottage" a few times on recommendation of a friend as I do business often in Annapolis and have found it to be convenient, comfortable and well cared for. With its...
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    $375
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    1 / 24
    Annapolis, MD
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Refrigerator
    • TV
    • Deck
    • DVD Player
    • Dryer
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    HOUSE This fully renovated, circa 1890 ,Victorian house is located in the middle of the Eastport peninsula . The house is within walking distance, or a three minute taxi ride, to downtown historic Annapolis and the US Naval Academy, as well as shopping, several marinas, theater, numerous... View all property information
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    Location Information
    Annapolis, Maryland 21403
    From
    $650
    / Night
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    1 / 12
    Annapolis, MD
    1 Bedroom / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Balcony
    • Terrace
    • Garage
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    • Shared Outdoor Pool...
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This beautiful and elegant 1 BR loft with 2.5 bath, that is nestled in a quiet but vibrant private residential community equipped with 2 swimming pools, 2 tennis courts and a restaurant, which sits on the water. This property is located in the Chesapeake Bay area. The security guard at the booth... View all property information
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    Location Information
    Annapolis, Maryland 21403
    From
    $169
    / Night
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    1 / 20
    Deale, MD
    2 Bedrooms / 4 Bathrooms / Sleeps 7
    Overview Make Inquiry
    Amenities & Details
    • TV
    • Housekeeping...
    • Water Park Nearby
    • Air Conditioning
    • Wi-Fi
    • Sauna
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Enjoy the home and studio of local sculptor artist. This apartment includes the second and third floors, approximately 2,300 sf of space. Large and comfortable bedrooms, large bathrooms, showers have double heads, sauna in the main master-bath. We provide linens and towels. This apartment has a... View all property information
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    Location Information
    Deale, Maryland 20751
    From
    $600
    / Night
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    1 / 14
    Annapolis, MD
    1 Bedroom / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Hot Tub
    • Internet Access
    • Air Conditioning
    • Watersports Nearby
    • Ocean Views
    • Water Views
    • Swingset
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This beautiful and elegant 1 BR loft with 2.5 bath, that is nestled in a quiet but vibrant private residential community equipped with 2 swimming pools, 2 tennis courts and a restaurant, which sits on the water. This property is located in the Chesapeake Bay area. With access to the beach to the... View all property information
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    Location Information
    Annapolis, Maryland 21403
    From
    $280
    / Night
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    1 / 21
    5 of 5 stars (2) Excellent
    Chester, MD
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Private Fishing...
    • Waterfront
    • Air Conditioning
    • Water Views
    • Fireplace
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Waterfront Rancher on 3 acres, centrally located between Washington DC, St. Michaels, Annapolis, and Baltimore. 4 Bed/2 Bath home with central air sleeps 8. This home has been in our family for over 50 years and is a special place. Over the years there have been many updates to the home. The... View all property information
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    Location Information
    Chester, Kent Island 21619
    5 of 5 stars Reviewed July 29, 2013
    First I would like to say thanks, to Harry, and Scott. They were the best host, I've encountered. They have a property, they can be proud of. The house was just excellent. The...
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    $375
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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
    • ?
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    • Smoking allowed
    • Elder access
    • ?
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    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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    $449
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    1 / 27
    4.5 of 5 stars (11) Very good
    Cambridge, MD
    7 Bedrooms / 5 Bathrooms / Sleeps 18
    Overview Reviews (11) Make Inquiry
    Amenities & Details
    • Waterfront
    • Private Outdoor...
    • Satellite TV
    • Water Views
    • Air Conditioning
    • Hot Tub
    • Private Fishing...
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    New premier waterfront vacation home - 6bed / 5bath home w/ beach & private pool. All of this on over 3 acres and +- 400 feet of stunning waterfront Near Cambridge Maryland, also Easton, St. Michaels and Oxford. The den also serves as an additional bdrm with full bath making it 7bdrms. Ideal... View all property information
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    Location Information
    Cambridge, Maryland 21613
    5 of 5 stars Reviewed October 28, 2014
    The Ideal Family Vacation This summer, our family decided to try something different and rent a house on the eastern shore of Maryland. After spending a day reconnoitering a...
    4 of 5 stars Reviewed October 12, 2014
    Really excellent location by the water, and the pool adds additional options. House itself is large, and is great for 2-3 families with kids. We were a group of friends, which...
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    $449
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    1 / 30
    4.5 of 5 stars (11) Very good
    Cambridge, MD
    6 Bedrooms / 5 Bathrooms / Sleeps 16
    Overview Reviews (11) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Hot Tub
    • Private Fishing...
    • Internet Access
    • Sauna
    • Satellite TV
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Fabulous, recently-built premier vacation home on 500 feet of Chesapeake waterfront. A gorgeous home; beach, dock, private pool, boats, bikes, porches & mile-wide view With 6 acres of property, wide water & sandy beaches, this private luxury vacation rental is minutes from Cambridge,... View all property information
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    Location Information
    Cambridge, Maryland 21677
    5 of 5 stars Reviewed July 14, 2015
    This was a perfect setting for our family vacation. Our grandkids ages range from 4-17 and they all enjoyed biking, kayaking, swimming, fishing and playing in the sand. The...
    5 of 5 stars Reviewed June 27, 2015
    Our extended family (22 people - 13A/9K) had a great week at Saddle Beach. The house was beautiful and in very good condition. The option of being in the pool or the river...
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    $500
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    1 / 18
    4.5 of 5 stars (6) Very good
    Cambridge, MD
    6 Bedrooms / 3 Bathrooms / Sleeps 18
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    Amenities & Details
    • Watersports Nearby
    • Waterfront
    • DVD Player
    • Internet Access
    • Water Views
    • Boat Available
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
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    About this property
    The Swan's Nest in Cambridge, Maryland, has all that the Chesapeake Bay has to offer: sun, sand, fishing, crabbing,and so much more. The spacious and lovingly restored farmhouse can accommodate 18 guests. The kitchen is fully equipped and a barbeque pit is just outside on the patio. Bring your... View all property information
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    Location Information
    Cambridge, Maryland 21613
    1 of 5 stars Reviewed July 19, 2015
    We stayed at Swan's Nest for 1 week starting on June 27, 2015, and contrary to the glowing reviews here, this is what we found: -The house was supposed to have 6 bedrooms...
    5 of 5 stars Reviewed October 7, 2014
    So enjoyed this beautiful farm house with all amenities. So pleasantly surprised that everything was just perfect. Did not want to expect what we normally expect when we travel...
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    $1,300
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    1 / 22
    5 of 5 stars (5) Excellent
    Cambridge, MD
    7 Bedrooms / 6 Bathrooms / Sleeps 28
    Overview Reviews (5) Make Inquiry
    Amenities & Details
    • Private Fishing...
    • Internet Access
    • Hot Tub
    • Waterfront
    • Playground
    • Air Conditioning
    • Satellite TV
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Experience the lavish surroundings of Captain's Quarters. Whether your pleasure is sailing, fishing, water sports, relaxing by the pool and jacuzzi or nestling up on the veranda with a good book, Captain's Quarter's provides luxury around every corner. This unrivaled waterfront estate accommodates... View all property information
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    Location Information
    Cambridge, Maryland 21613
    5 of 5 stars Reviewed May 21, 2014
    I had my wedding at this property. The landlord, Frank, was very polite and easy going. He allowed for our dogs to stay for a low fee and was very good at returning calls. The...
    5 of 5 stars Reviewed August 3, 2012
    I would not change a single thing. Our family enjoyed the six day stay at this awesome place. The amenities were great, the location was central to other sights, and the...
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    $1,200
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    1 / 42
    5 of 5 stars (2) Excellent
    Cambridge, MD
    5 Bedrooms / 4 Bathrooms / Sleeps 18
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Playground
    • Satellite TV
    • DVD Player
    • Waterfront
    • Shared Outdoor Pool...
    • Internet Access
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Swan Cove awaits your family vacation or group! It's also an ideal place for a most memorable wedding. This incredible, newly redesigned waterfront home with a private dock offers spectacular views with a large swimming pool, 4 kayaks, outdoor firepit (firewood is furnished), playground and a large... View all property information
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    Location Information
    Cambridge, Maryland 21613
    From
    $250
    / Night
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    1 / 23
    Annapolis, MD
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Water Views
    • Waterfront
    • Air Conditioning
    • Boat Available
    • DVD Player
    • Satellite TV
    • Internet Access
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Comfortable Timber Frame deep waterfront home in Annapolis close to USNA. Private wooded setting with wonderful water views. 3 miles to Annapolis Historic district. Easy commute to Washington, DC and Baltimore, MD. Tastefully furnished and equipped. View all property information
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    Location Information
    Annapolis, Maryland 21409
    From
    $856
    / Night
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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
    $250
    / Night
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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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    $550
    / Night
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    1 / 23
    Stevensville, MD
    4 Bedrooms / 4 Bathrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • Deck
    • Stereo System
    • Boat Available
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Waterfront
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautiful 4 Bedroom, 4 Bath Quiet Waterfront Property, 3 queen bedrooms, 1 twin beds, 4 baths, two stories, fantastic master bedroom with mater bath complete with Roman soaking tub. Deck off of the master bedroom. Formal living room, Family room, Glass Sunroom, eat in kitchen, this spacious comes... View all property information
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    Location Information
    Stevensville, Kent Island 21666
    From
    $595
    / Night
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    1 / 24
    Annapolis, MD
    3 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Washer
    • Satellite TV
    • Dryer
    • Internet Access
    • Waterfront
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This spacious, airy and relaxing 3 bedroom Suisse Chalet sits on Mill Creek just off of the Chesapeake Bay and the Severn River. Located on Mulberry Hill Road, Annapolis, Maryland this beautiful and spacious Suisse Chalet is located 5 minutes from the United States Naval Academy, the community of... View all property information
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    Location Information
    Annapolis, Maryland
    From
    $450
    / Night
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    1 / 13
    Annapolis, MD
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Stereo System
    • Internet Access
    • Dryer
    • DVD Player
    • Washer
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    NOTE: Please call me if you want to book my property. There have been security problems on all vacation rental sites. If anyone should ask you to wire funds please call me at the number listed on this site. Beautiful upgraded home in Eastport is perfectly located in small Cul De Sac... View all property information
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    Location Information
    Annapolis, Maryland 21403
    From
    $250
    / Night
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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
    From
    $450
    / Night
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    1 / 12
    Grasonville, MD
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Hot Tub
    • Satellite TV
    • Waterfront
    • Boat Available
    • Air Conditioning
    • DVD Player
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to Baydreams vacation home, a unique waterfront vacation home situated near the Kent Narrows in Queen Anne's County, on the Eastern Shore of Maryland. Book the comfort and convenience of a 4 bedroom 3 bath home offering a unique lodging to the discriminating traveler that other... View all property information
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    Location Information
    Grasonville, Maryland 21638
    From
    $375
    / Night
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    1 / 37
    Chester, MD
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Hot Tub
    • Deck
    • Water Views
    • Internet Access
    • Waterfront
    • Stereo System
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Swan Cove Condominiums at Kent Narrows(#49064) with private beach and views of the Chesapeake bay! - Brand new luxury condominium with 3000 sq ft, 4 bedrooms, 3 ½ bathrooms, one large family room with open kitchen, one large sunny living room and dinning area. There are 2 king size bed, 2 queen... View all property information
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    Location Information
    Chester, Kent Island 21619
    From
    $900
    / Week
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    1 / 40
    Cambridge, MD
    3 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Make Inquiry
    Amenities & Details
    • TV
    • Hot Tub
    • Deck
    • Air Conditioning
    • Grill
    • Waterfront
    • DVD Player
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    'The Cottage' at Heron Cove is a cozy home situated on a scenic peninsula with water views from every window. Awake each morning to watch the sun glisten off the gentle waters. Explore ten acres of land and 1000 feet of shoreline. Relax on the wrap around screened in porch or soak in the 450 gallon... View all property information
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    Location Information
    Cambridge, Maryland 21613
    From
    $850
    / Night
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    1 / 24
    Annapolis, MD
    4 Bedrooms / 4 Bathrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • Waterfront
    • Hot Tub
    • Satellite TV
    • Water Views
    • Air Conditioning
    • Stereo System
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A Peaceful Oasis Overlooking Annapolis Waterfront and easy walking distance to downtown. Check out this great video of the home and property: https://youtu.be/FBqOhPJZ-qU This incredible home has 100’ of floor-to-ceiling windows nestled in the tree canopy for expansive views of Weems Creek.... View all property information
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    Location Information
    Annapolis, Maryland 21401