Entire home

Historic Luxury Steps to USNA + Vibrant Waterfront

Photo gallery for Historic Luxury Steps to USNA + Vibrant Waterfront

Terrace/patio
Interior
Dining
Living area
Dining

Reviews

10 out of 10
Exceptional
5 bedrooms4 bathroomsSleeps 10

Popular amenities

  • Dryer
  • Barbecue grill
  • Washer
  • Fireplace
  • Air conditioning

Explore the area

Map
Annapolis, MD
  • Annapolis City Dock
    ‪1 min walk‬
  • U.S. Naval Academy
    ‪2 min walk‬
  • Navy-Marine Corps Memorial Stadium
    ‪3 min drive‬
  • Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪34 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bed

Bedroom 5

2 Single Beds

4 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Spaces

About this property

Historic Luxury Steps to USNA + Vibrant Waterfront

Welcome to Fair Winds, a beautiful, spacious and sunlit historic home on gorgeous Prince George Street in the heart of downtown Annapolis. Less than a minute walk from both the vibrant downtown waterfront and the Naval Academy’s Gate 1, this home’s location quite simply cannot be beat. It’s perfect for Naval Academy families and Annapolis visitors alike!

The Space

Step inside this beautifully restored home and be greeted by the original fireplace, updated to gas power to provide instant ambiance for the well appointed living and dining rooms. The living room has comfortable seating and a large flat-screen TV, while the adjacent dining room seats 8 to 10 comfortably. The fully equipped kitchen has stainless steel appliances, granite countertops, a gas oven range, fully stocked pantry and every appliance you could want to whip up a memorable meal for your guests. The kitchen even includes its own gas fireplace to add ambience to your meal prep!

Upstairs on the second floor you’ll find three bedrooms, including one featuring a full view of beautiful Prince George Street below as well as a large flat-screen TV. The second floor also features a laundry room with a back staircase leading to the kitchen for late-night snacking. This floor features two spa-inspired full baths, one with a luxurious bathtub to relieve stress any time of day. Look out on the state Capitol building as you head up to the third floor for two more bedrooms, one with beautiful views of Prince George Street, as well as another luxurious full bath.

Fair Winds also features outdoor living at its finest. The front porch allows for cozy seating and people-watching along Prince George Street over a glass of wine. Meanwhile, a beautiful brick courtyard in the rear features cafe lights, an electric retractable awning and outside dining. A gas grill is available to create your own outdoor feast to be enjoyed surrounded by centuries-old brick in this oasis of privacy in the very heart of downtown Annapolis.

If your priority is “location, location, location,” Fair Winds has that and more. Annapolis’s restaurants and shops are mere steps away, as are its wonderful historic sites. You won’t believe how close you are to everything – and by the time your stay at this beautiful property is over, you’ll feel like a local.

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Amenities

Washer
Dryer
Air conditioning
Barbecue grill
Fireplace

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House Rules

Flexible check-in available (contact host in advance of arrival)
Minimum age to rent: 18
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

Events allowed: family gatherings
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events (including family gatherings) are allowed on site. Maximum attendees: 30
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property

About the area

Annapolis

Historic District, a neighbourhood in Annapolis, is home to this holiday home. John Smith House and William Paca House are local landmarks, and travellers looking to shop may want to visit Annapolis City Dock and Bay Bridge Market Place Shopping Center. Looking to enjoy an event or a game while in town? See what's happening at Alumni Hall or Navy-Marine Corps Memorial Stadium.
Map
Annapolis, MD

What's nearby

  • Annapolis City Dock - 1 min walk - 0.0 km
  • U.S. Naval Academy - 2 min walk - 0.2 km
  • Maryland State House - 3 min walk - 0.3 km
  • Annapolis Maritime Museum - 19 min walk - 1.6 km
  • Navy-Marine Corps Memorial Stadium - 3 min drive - 2.5 km

Getting around

  • Odenton Station - 23 min drive
  • Fort Meade, MD (FME-Tipton) - 29 min drive

Restaurants

  • ‪The Choptank - ‬4 min walk
  • ‪Starbucks - ‬4 min walk
  • ‪O'Brien's Annapolis' Original Steakhouse - ‬4 min walk
  • ‪Chick & Ruth's Delly - ‬5 min walk
  • ‪Mc Garvey's Saloon - ‬2 min walk

Frequently asked questions

Is Historic Luxury Steps to USNA + Vibrant Waterfront pet-friendly?

No, pets are not allowed at this property.

What time is check-out at Historic Luxury Steps to USNA + Vibrant Waterfront ?

Checkout is at 11:00 AM.

Where is Historic Luxury Steps to USNA + Vibrant Waterfront located?

Located in Historic District, this holiday home is within a 10-minute walk of John Smith House and U.S. Naval Academy. William Paca House and Annapolis City Dock are just steps away.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 3 out of 3 reviews
Rating 8 - Good. 0 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Visit!

We stayed here for our niece’s wedding and the property was exactly as described in the listing. It was clean, well appointed and the location was steps from the wedding venue. Thank you for a wonderful stay!!
Stayed 3 nights in Jun 2024

10/10 Excellent

Noah B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Mothers Day Weekend

Perfect location in Annapolis and an even better renovated house. Modern kitchen and bathrooms, spacious bedrooms, all while keeping the historic feel. Great property!
Stayed 2 nights in May 2024

10/10 Excellent

angela n.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nye getaway

This house is amazing! The location is everything. The space so inviting. We loved curling up bythe fireplaces. The kitchen was stocked, beds super comfortable and towels soft. This was an amazing home and we are ready to book again! The host have been super friendly and helpful! You can not go wrong booking this home.
Stayed 3 nights in Dec 2024

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