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

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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 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)
Marina - 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)
In the heart of downtown Annapolis, 10 Randall offers a charming retreat. Stroll along the famed waterfront, watch sailboat races in the harbor or enjoy private courtyard dining and catch up on a good book.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 8112 sq m

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!

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Car not required
  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 1.5 bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels
  • Stereo

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • Up to 23 kg per pet

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Housekeeping on request
  • Iron/ironing board
  • Meal delivery service

Location highlights

  • In the city centre
  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping centre
  • Near the bay
  • Near the marina

Things to do

  • Optional golf privileges
  • Basketball nearby
  • Birdwatching nearby
  • Casino nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

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
  • Deadbolt lock

General

  • Housekeeping (on request)
  • Unit size: 1,200 square feet

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Meeting facility
Historic Inns of Annapolis
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  • Free Wi-Fi
  • Restaurant
  • Air-conditioning
9.0 out of 10, Wonderful, 1,915 reviews
The price is NZ$323
includes taxes & fees
28 July - 29 July
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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 24

Check-out

Check-out before 10:30 AM
Contactless check-out

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:
Remove personal items, remove leftover food and drinks and take out the rubbish
Lock the doors
Please strip linens and leave them along with used towels on the bathroom floor for the cleaning crew.
Please load and start the dishwasher.
Please remove all trash and recycling from the house and place in their respective cans. Thank you so much!
Failure to complete these may result in a negative review from the host.

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
1 total (up to 23 kg per pet)
Note from host: Pets Considered on a Case-by-Case Basis.

Children and extra beds

Children are welcome

Events

Events allowed: family gatherings and birthday parties
Please consult with owner on what is allowed.

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 and birthday parties) are allowed on site. Maximum attendees: 10
Note from host: Please consult with owner on what is allowed.
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 and a deadlock
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

We should mention

A car is not required for transport to and from this property

About the area

Located in Historic District, a neighbourhood in Annapolis, this holiday home is near a water park. Chesapeake Bay Bridge is a notable landmark, and the area's natural beauty can be seen at Chesapeake Bay and Sandy Point State Park. French Soldiers Monument and Annapolis Maritime Museum are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with hiking and cycling. Visit our Annapolis travel guide
View more Holiday homes in Annapolis
Map
Annapolis, MD

What's nearby

  • A grand hall with ornate columns, a large staircase, and flags.
    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 waterfront cityscape with a prominent clock tower, a marina with boats, and a mix of historic and modern buildings.
    Ego Alley
    3 min walk - 0.3 km
  • A statue on a pedestal labeled "DEKALB" in front of a brick building with a clock tower.
    Maryland State House
    5 min walk - 0.4 km
  • Annapolis City Dock
    2 min walk - 0.2 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
  • McGarvey's Saloon & Oyster Bar
    2 min walk
  • Chick & Ruth's Delly
    7 min walk
  • Middleton Tavern
    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 14 Fleet Street are also within 5 minutes.

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Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! 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 informationOpens in a new window
Rating 10 - Excellent. 251 out of 256 reviews
Rating 8 - Good. 5 out of 256 reviews
Rating 6 - Okay. 0 out of 256 reviews
Rating 4 - Poor. 0 out of 256 reviews
Rating 2 - Terrible. 0 out of 256 reviews

10

Cleanliness

10

Location

10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

kathryn b.

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

10/10 Excellent

Karen M.

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

10/10 Excellent

Claudia B.

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

10/10 Excellent

Mary Rose D.

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

Wonderful location

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

8/10 Good

Pamela N.

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

10/10 Excellent

Ori B.

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

10/10 Excellent

Loyd S.

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

10/10 Excellent

Margaret M.

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

10/10 Excellent

Christine B.

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

10/10 Excellent

Shelley C.

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

10/10 Excellent

Gretchen H.

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

10/10 Excellent

Jeannette

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

10/10 Excellent

William P.

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

10/10 Excellent

Megan W.

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

10/10 Excellent

Susan W.

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

10/10 Excellent

Donna N.

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

10/10 Excellent

Patrick K.

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

10/10 Excellent

Tom S.

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

10/10 Excellent

Kristina A.

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

10/10 Excellent

Bridget S.

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

10/10 Excellent

David Z.

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

10/10 Excellent

Beth C.

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

10/10 Excellent

Caitlyn G.

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

10/10 Excellent

Sharon W.

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

10/10 Excellent

Renee W.

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

Great weekend with family!

The communication was awesome! Beds were comfortable. Location is the best for USNA and walking to restaurants and shops in Annapolis. House is very charming with many amenities.
Stayed 3 nights in Apr 2025