Title: Historic Downtown Luxury • USNA • Waterfront Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Historic Downtown Luxury • USNA • Waterfront Holiday home with kitchen, 5-minute walk to U.S. Naval Academy ## Photo gallery for Historic Downtown Luxury • USNA • Waterfront ![Interior - Historic Downtown Luxury • USNA • Waterfront (Annapolis)](https://images.trvl-media.com/lodging/123000000/122320000/122315400/122315355/0ff6f8d8.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior - Historic Downtown Luxury • USNA • Waterfront (Annapolis)](https://images.trvl-media.com/lodging/123000000/122320000/122315400/122315355/be665276.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - Historic Downtown Luxury • USNA • Waterfront (Annapolis)](https://images.trvl-media.com/lodging/123000000/122320000/122315400/122315355/w1200h799x0y0-fc18d27a.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV, fireplace, books - Historic Downtown Luxury • USNA • Waterfront (Annapolis)](https://images.trvl-media.com/lodging/123000000/122320000/122315400/122315355/b779842d.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Terrace/patio - Historic Downtown Luxury • USNA • Waterfront (Annapolis)](https://images.trvl-media.com/lodging/123000000/122320000/122315400/122315355/7f358fef.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Close to U.S. Naval Academy, Historic Downtown Luxury • USNA • Waterfront provides amenities such as a garden. Guests can connect to free in-room WiFi. ## Reviews 10 Exceptional ### Entire home 5 bedrooms4 bathrooms ## Popular amenities - Kitchen - Washing machine - Dryer - Free Wi-Fi - Air-conditioning - Outdoor space ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Historic Downtown Luxury • USNA • 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 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! Blending coastal elegance with warm hospitality — we invite you to unwind and enjoy an authentic Annapolis stay. This beautifully restored historic home sits right in the heart of downtown Annapolis and waterfront bustle. Featuring five spacious bedrooms and 3.5 baths, it blends timeless charm with modern luxury. Every room is thoughtfully appointed with high-end finishes and authentic architectural details. Enjoy morning coffee or evening cocktails on the oversized patio overlooking the town — the perfect balance of history, elegance, and coastal serenity. ## Property amenities ### Internet - Available in the house: Free WiFi ### Parking and transport - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Hob - Microwave - Oven - Refrigerator - Spices - Toaster ### Bedrooms - 5 bedrooms - Bedsheets provided ### Bathroom - 3.5 bathrooms - Hair dryer - Towels provided ### Living spaces - Fireplace - Living room ### Entertainment - Books - Games - TV ### Outdoor areas - Balcony - Barbecue grill - Garden ### Laundry - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoke-free property ### Services and conveniences - Iron/ironing board ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - Fire extinguisher ### General - Garden ## Similar properties ![Property grounds](https://images.trvl-media.com/lodging/77000000/76580000/76579700/76579660/18f7d789.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Charming Downtown 3rd Floor 1 Bedroom Apt Historic District - Kitchen - Washing machine - Dryer - Free Wi-Fi 9.8 Exceptional 20 reviews £228 includes taxes & fees 15 Jan - 16 Jan [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-01-15&endDate=2026-01-16&selected=76579660&PinnedHotelID=76579660&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/88000000/87580000/87576400/87576375/e0fc6398.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids Admiral Heights - Kitchen - Washing machine - Dryer - Pet-friendly 10 Exceptional 48 reviews £353 includes taxes & fees 28 Jan - 29 Jan [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-01-28&endDate=2026-01-29&selected=87576375&PinnedHotelID=87576375&HadPinnedHotel=true®ionId=-1&adults=2) ![TV, offices](https://images.trvl-media.com/lodging/106000000/105550000/105549100/105549011/b24c0f35.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Wright's Cottage- Pet's Welcome & EV Charging Annapolis - 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Pet-friendly - Free Wi-Fi - Restaurant - Air-conditioning 8.8 Excellent 898 reviews £158 includes taxes & fees 25 Jan - 26 Jan [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-01-25&endDate=2026-01-26&selected=5075&PinnedHotelID=5075&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age - 18 ### Check-out Check-out before 11:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions Information provided by the property may be translated using automated translation tools ### Check-out instructions The host requires you to complete the following before checking out: Load and start the dishwasher Strip any used beds Remove personal items, remove leftover food and drinks and take out the rubbish Turn off the lights, lock the doors and return the keys Trash/Recycling bins are located out the back kitchen door / back patio on the side of the house. (Opposite side from entry). See Welcome Book for additional check-out guidance. Failure to complete these may result in a negative review from the host. ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. 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 On-site parties or group events are strictly prohibited 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 Safety features at this property include a fire extinguisher This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal. ### Property is also known as 30220 ## About the area Historic District, a neighbourhood in Annapolis, is home to this holiday home. The area's natural beauty can be seen at Jonas Green State Park and Sandy Point State Park, while The Colonial Players and Hammond-Harwood House are cultural highlights. French Soldiers Monument and Helen Avalynne Tawes Garden are also worth visiting. [Visit our Annapolis travel guide](https://www.expedia.co.uk/Annapolis.dx6034082) [View more Holiday homes in Annapolis](https://www.expedia.co.uk/Annapolis-Private-Holiday-Homes.d6034082-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=38.976933,-76.48478&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:%7Dp%7ClFzlyqM%3FS%3FS%40U%3FS%40Q%40S%3FSBS%40U%40S%40SBSBSBQBSBSBQBSDSDQBSDQDQDQDQFQDSFQFODQHQFQFOFQHOFOHOFOHOHOJMHOHOHMJMHMJMJMJMJKJKJMJKJKLKJILKLKJILILILILGLILGLGLINELGLELGNENELELENCNCLCNENANELANANANANALAN%3FN%3FN%3FN%3FL%3FN%3FN%40N%40N%40N%40L%40N%40NDN%40LDNBNBLBNDLDNDLDNFLDLFLDNHLFLFLHLFLHJHLHLHLJJJLHJJJJLJJLJJJJJLHLJLJLHNJJHNHNHLHNHNHNFNHNFNHPFNFPFPFPFNDPFRDPFPDPDPBPDRDPBRDRBPBRBRBRBP%40R%40RBR%40T%40R%40R%40R%3FP%40R%3FT%3FR%3FR%3FR%3FR%3FRAR%3FRARARARATCRARAPCRCRCPCRCREPCREPERCREPEPGPEPGPEPGPGPGNGRGNINGPILGPININILININILKLINKLKLIJKLKLKJKJMJKLKJMHKJMHMJMFKJMFMHMFMHMFOFMFMFMDOFMDODMDOBMDOBOBMDO%40OBOBM%40O%40O%40O%40O%3FO%3FM%40O%3FO%3FOAO%3FM%3FOAOAOAOAMCOCOAOEMCOCOEMCMEOEOEMGMEMGOGMGMGMIMGMIMGMKMGKKMIMKKIMKKMKKKKKKKMKMKKKMIMKMIOIMIOKOIMIOGOIOGOIQGOGOGSIOEQGQGQEQGQEQEQEQESCSEQESCQCSCSCQCSCSCQASASAUCS%3FSASAS%3FSAS%3FS%3FS&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=kML6veEHc_yqWl-t4RAVJDRox7Y=) Annapolis, MD ### What's nearby - Annapolis City Dock \- 1 min walk \- 0.0 miles - William Paca House \- 2 min walk \- 0.1 miles - U.S. Naval Academy \- 2 min walk \- 0.1 miles - Maryland State House \- 3 min walk \- 0.2 miles - Thurgood Marshall Memorial \- 5 min walk \- 0.3 miles ### Getting around - Odenton Station - 22 min drive - Fort Meade, MD (FME-Tipton) - 33 min drive ### Restaurants - ‪The Choptank - ‬3 min walk - ‪Starbucks - ‬3 min walk - ‪Annapolis Market House - ‬2 min walk - ‪O'Brien's Oyster Bar & Seafood Tavern - ‬3 min walk - ‪Buddy's Crabs & Ribs - ‬3 min walk ## Frequently asked questions ### Is Historic Downtown Luxury • USNA • Waterfront pet-friendly? ### How much is parking at Historic Downtown Luxury • USNA • Waterfront? ### What time is check-in at Historic Downtown Luxury • USNA • Waterfront? ### What time is check-out at Historic Downtown Luxury • USNA • Waterfront? ### Where is Historic Downtown Luxury • USNA • Waterfront located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Historic Downtown Luxury • USNA • Waterfront Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.co.uk/lp/b/content-guidelines) 10 - Excellent 1 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ## Reviews ### 10/10 Excellent #### Kathleen M. 2 Dec 2025 ##### Kathleen M. Stayed 2 nights in Nov 2025 ---