THE PROPERTY

The Property

In navy parlance, "FAIR WINDS and FOLLOWING SEAS" is a blessing. Simply put, It's How The Navy Says, "Good luck!"

That's the spirit of Fair Winds, our home - and yours - in Annapolis. This 19th-century landmark is situated near the head of prestigious Prince George Street, one of the city’s most beautiful and historic streets, dating back to the 1600s. Perfectly situated just a block from the United States Naval Academy and the bustling city docks of downtown, it’s a perfect jumping-off point for anything you want to see and do in Annapolis.

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  • A living room with a couch , chair , coffee table and mirror.

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  • A living room with a fireplace and a television.

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  • A living room with a brown leather couch , two chairs , a coffee table and a mirror.

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  • A living room with a couch , chair , television and fireplace.

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  • A hallway with a wooden bench and a painting on the wall.

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  • A hallway with a dresser , vases and a picture of a bird on the wall.

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  • A dining room with a wooden table and chairs and a sailboat on the wall.

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  • A dining room with a table and chairs and an american flag on the wall.

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This restored three-story row home features plenty of space for relaxation. As you enter, an inviting front parlor is warmed by a gas fireplace that ignites with a click. It's the perfect place to catch up with good friends over a cocktail, or to people-watch on bustling Prince George Street right outside. (The front porch is good for that as well, in good weather!)


A few steps farther in and you're greeted by a spacious dining room with an extended, vintage dining room table and dominated by an original oil painting on wood of Old Glory above a single word: Liberty.


Just steps away? A kitchen as cozy as it is functional.


The kitchen is appointed with everything you need, including another gas fireplace. The kitchen features stainless steel appliances, including a blender, air fryer, Instant Pot and everything in between. A deluxe Keurig coffee maker sits on the counter if you don't feel like stepping out for coffee first thing in the morning!

Meanwhile, help yourself to anything in the well stocked pantry, spice cabinet, refrigerator and more. The kitchen also features a "baking drawer" with everything from measuring cups to mixing bowls and beyond so bakers (young and old) can be as creative as they desire!

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  • A patio with a table and chairs in front of a house.

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  • A patio with a couch , chairs and a table under an awning.

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  • A patio with a couch , chairs , and a table under an awning.

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Just outside the kitchen lies one of our best-kept secrets: A private patio surrounded by a centuries-old brick wall and shaded by a retractable awning. It's a great spot to enjoy a cup of coffee, an evening cocktail or dinner with friends and family. You'll be amazed at how private you feel in the midst of everything!


Light the gas grill and throw on some burgers, a thick steak or two, or some seafood from a local market and prepare a feast to be enjoyed in complete privacy. Cafe string lights provide perfect ambience as - and after - the sun sets.


In the midst of the downtown Annapolis swirl, it’s an oasis within an oasis.

Once you’re ready to call it a day – or an afternoon nap! – choose any of our five beautiful bedrooms. Available options include a choice of king, queen or twin beds, with airy mattresses, amazingly soft linens, fluffy pillows and comforters that will feel just like home. Our bathrooms feature luxury showers - and one beautiful bath - that you won't want to leave.


Wherever you land, Fair Winds will make sure it's a soft landing.

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  • A bedroom with a bed , dresser , mirror and window.

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  • A bedroom with a bed , closets , lamps and pictures on the wall.

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  • A bedroom with two beds , a lamp and two pictures on the wall.

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  • A bedroom with a bed , nightstands , lamps and a painting on the wall above the bed.

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  • A bathroom with a sink and a walk in shower.

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  • A bathroom with a bathtub and a shower with a glass door.

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AMENITIES

These special touches will ensure your stay at Fair Winds is a memorable one!

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  • Keyless entry with your private lock code
  • Beautiful one-click gas fireplaces in parlor and kitchen
  • High-speed Wifi throughout property, inside and out
  • Netflix, Amazon Prime Video and YouTubeTV
  • Washer/dryer, iron, ironing board
  • Three fully appointed bathrooms, two with luxury showers and one bathtub with jets
  • Gas grill
  • Private garden courtyard with outdoor dining and cafe lights



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