Entire home

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Photo gallery for Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

An outdoor patio with two tables set up, surrounded by ivy-covered walls and string lights. - Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! (Annapolis)
A fleet of sailboats with registration numbers and flags, docked at a marina during sunset. - Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! (Annapolis)
A two-story building with a front porch and a door marked with the number 10. - Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! (Annapolis)
A compact kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a stove. - Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! (Annapolis)
A dining room with a wooden table and chairs, a window with blinds, and framed pictures on the wall. - Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! (Annapolis)
Close to Annapolis City Dock and U.S. Naval Academy, Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! provides a garden, laundry facilities and more. Stay connected with free in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning

Add dates for prices

About this property

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

  • Vacations are meant to be carefree! Let the chimes from the Naval Academy chapel start your day. Stroll along our famed waterfront or sit at City Dock and imagine what Annapolis must have been like during the 1700's, when the City was a bustling seaport with vessels arriving from all over the world. Or, watch sailboat races in the harbor and understand why Annapolis is called, America's Sailing Capital.

    This historic home was built in 1908 and has been fully renovated & perfectly equipped for your stay.

    Located in the heart of downtown Annapolis, 10 Randall is conveniently located, granting instant access to the Main Gate of The US Naval Academy, the Annapolis Harbor, local restaurants and bars, boat cruises, and a variety of specialty shops ~ Making this location ideal for wedding parties, Navy parents and Alumni, sailors, and weekend travelers.

    For those seeking a break from the hustle and bustle, the private courtyard provides the perfect setting for intimate dining or catching up on a good book.

    Professionally cleaned and beautifully maintained, this home sleeps eight (8) comfortably in two queen beds, one convertible full bed, and one sectional/sleeper (queen) in the living room.

    Parking is provided for one vehicle (up to a mid-sized SUV). If your vehicle is larger or additional cars need to park, it may be possible to provide parking at an additional cost. Please contact me if you have any questions.

    Both the home and Annapolis have something special to offer...all year long. This home is ideal for Naval Academy events, family gatherings, wedding parties, graduations, boat shows and regattas! Use the link below to view upcoming events sponsored by the Historic Annapolis Foundation...it will help you take advantage of all the incredible events that Annapolis has to offer during your stay: http://www.annapolis.org/index.asp?pageid=112

    Is your group too large for this home? We can connect you with a neighboring property so you can all enjoy Annapolis!

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About the area

Located in Historic District, a neighbourhood in Annapolis, this holiday home is near a water park. John Smith House and William Paca House are local landmarks, and some of the area's activities can be experienced at Annapolis Harbor and Tose Family Tennis 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. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and ecotours nearby. Visit our Annapolis travel guide
View more Holiday homes in Annapolis
Map
Annapolis, MD

What's nearby

  • A large building with ornate architecture, a cannon, and a sign reading "Bancroft Hall".
    U.S. Naval Academy
    1 min walk - 0.1 km
  • A white building with a dome, surrounded by lush greenery and a well-maintained garden with pathways and benches.
    William Paca House
    2 min walk - 0.2 km
  • A town with historic buildings, a prominent church steeple, and a weather vane atop a building.
    Maryland State House
    5 min walk - 0.4 km
  • Annapolis City Dock
    2 min walk - 0.2 km
  • St. John's College
    6 min walk - 0.6 km

Getting around

  • Odenton Station
    26 min drive
  • Fort Meade, MD (FME-Tipton)
    25 min drive

Restaurants

  • The Choptank
    4 min walk
  • Starbucks
    4 min walk
  • The Red Bean
    7 min walk
  • Iron Rooster
    2 min walk
  • McGarvey's Saloon & Oyster Bar
    2 min walk

Frequently asked questions

Is Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.

How much is parking at Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! ?

On-site parking is available at the property.

What time is check-in at Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! ?

Check-in begins at 4:00 PM.

What time is check-out at Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! ?

Checkout is at 10:30 AM.

Where is Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! located?

Located in Historic District, this holiday home is steps away from U.S. Naval Academy and Annapolis City Dock. John Smith House and Tose Family Tennis Center are just steps away.

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Reviews

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! Reviews

10

Exceptional

10

Cleanliness

10

Location

10

Property conditions & facilities
Rating 10 - Excellent. 259 out of 264 reviews
Rating 8 - Good. 5 out of 264 reviews
Rating 6 - Okay. 0 out of 264 reviews
Rating 4 - Poor. 0 out of 264 reviews
Rating 2 - Terrible. 0 out of 264 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was very welcoming and responsive! Location gives easy access to downtown Annapolis and all the fun things!
Stayed 4 nights in Dec 2025
Verified review

10/10 Excellent

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

Wonderful location

Great location, clean,
Stayed 2 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great host, property and location. A great time!
Stayed 2 nights in Sep 2025
Verified review

10/10 Excellent

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

Enjoyed our time in Annapolis

John's place is in a great location and we enjoyed our time a lot!
Stayed 5 nights in Jun 2024
Verified review

10/10 Excellent

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

First trip to Annapolis

The location was awesome. Great place to stay.
Stayed 2 nights in Sep 2023
Verified review

10/10 Excellent

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

Great place

Great property and location to everything is ideal. Would definitely book this place again.
Stayed 2 nights in Dec 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Love this property and this is the second time I have stayed here. You can't get closer to gate 1 of the Naval Academy, and a short walk to downtown. The place smells wonderful when you enter, very clean and fresh. Great bed, linens and towels. The courtyard in the back is a great place to relax and have morning coffee or evening glass of wine. The parking spot is an added bonus and rare for a downtown location. I highly recommend!
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect stay in every way!I highly recommend this beautiful home for its location, its comfort, the outdoor space, the parking! and the wonderful ease of communications from booking through the end of our stay.We all loved it and are grateful to have found it for our return trips to USNA.
Stayed 3 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
Great location, easy walk to restaurants, bars, and shopping. Furnishings were comfortable, back patio was lovely and the historic feel was charming.
Stayed 2 nights in Apr 2024
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
The location is perfect across from Gate 1 and close to Main Street for restaurants and shops. The house was clean and the beds were comfortable. The instructions for the parking and unit made everything easy.
Stayed 4 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The home was absolutely perfect and the location was even more perfect. We loved everything about this property from the comfy beds to the amazing outdoor patio. We could not have asked for a better place to stay for our nephew's wedding at the academy!
Stayed 2 nights in Sep 2025
Verified review

10/10 Excellent

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

Perfect Location - Easy Process - Comfortable Home!

Perfect Location - Easy Process - Comfortable Home!
Stayed 4 nights in Mar 2025
Verified review

10/10 Excellent

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

Location

Great location! Great place to stay! House was clean, host was very accommodating and responsive to any questions. Would stay again
Stayed 2 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful time. Spent time on the patio. The location was near everything.
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

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

Great Location

Great location! The owner was very easy to communicate with and very accommodating. We had a great time exploring Annapolis.
Stayed 3 nights in Mar 2024
Verified review

10/10 Excellent

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

Annapolis and Baltimore Visit

John was extremely helpful and communicative. The place was wonderful and a great location. Would stay there again.
Stayed 4 nights in Dec 2023
Verified review

10/10 Excellent

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

Wedding weekend

Incredible location! The process was easy and the house completely suited our needs! We would definitely stay again!
Stayed 2 nights in Oct 2024
Verified review

10/10 Excellent

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

Wonderful location

Perfect location! Well kept property. Great amenities: fireplace, kitchen utensils and cookware, grill, outdoor heater, Had a wonderful time with friends and family.
Stayed 3 nights in Feb 2024
Verified review

10/10 Excellent

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

Charming historic home in perfect downtown Annapolis location!!

This home is a charming and cozy historic property with a private courtyard in back with garden lights. The location is perfect right across from the Naval Academy and a couple blocks walk to the waterfront and center of town.
Stayed 5 nights in Apr 2024
Verified review

10/10 Excellent

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

Great location and house!

We had a great stay- the house was just as listed and the location couldn’t be any better. Thank you!
Stayed 2 nights in Sep 2023
Verified review

10/10 Excellent

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

Great location, comfortable home.

Our two night stay here was excellent. The location was unbeatable for attending an event at USNA, as well as for dining and exploring the streets of downtown Annapolis. Communication with the owner was great, and he was very accommodating with my special requests. We will stay here again for future events.
Stayed 2 nights in May 2025
Verified review

10/10 Excellent

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

Great Location for exploring the Historic District

We loved being right downtown so we could explore all of the shops and restaurants. The home is very clean and nicely decorated. The mattresses were comfy and it was quiet at night. Really enjoyed our stay!
Stayed 4 nights in Sep 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house in a perfect location. Our host could not have been better. Easy to contact and very helpful. Thank you!
Stayed 2 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The location is amazing. Use of the parking garage is an excellent add. Temperature control was exactly what we needed…and that was not easy given wildly fluctuating temperatures during our stay. The kitchen was large and had everything we needed. We even did a little laundry as we were in the midst of a lengthy trip. This is the place to stay in Annapolis!
Stayed 2 nights in Nov 2025
Verified review

10/10 Excellent

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

Great place to stay

The house was in a great location to be able to walk to the Naval Academy and also walk downtown to enjoy the evenings and places to eat. The house was exactly as described and the host was great to work with. If there is a need for us to go the the Naval Academy in the future, we will certainly stay at this location.
Stayed 2 nights in Aug 2023