All-stop. Rental Midships.

Annapolis, Maryland
$582 avg/night Minimum Stay 2 Nights
Bed 2

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 4

Max Sleeps

Night 2 nights

Min Stay

Whether you have come for Commissioning Week or Boat Show, the aptly named Gatehouse is a centrally located townhome steps away from Gate One, City Dock Waterfront, and all the attractions that Historic Downtown Annapolis has to offer.

Settle into this spacious, well-appointed townhome in the heart of Downtown Annapolis. This detached townhome, professionally cleaned and beautifully maintained, is the perfect lodging for USNA families and events, wedding parties, and weekend explorers.

Enjoy your morning coffee in the quiet courtyard and, when the sun's passed the yardarm, your evening brightener on the third-floor deck, which boasts a view of the Naval Academy Chapel! If sipping a whiskey while lounging on a deep leather sofa or a Churchill armchair is more your speed, the main deck living space is the place to relax. Should you desire to escape the hustle and bustle of Randall St-tuck in and watch a movie, play a video game on the PS4, or read a book in the topside living room.
Should the inspiration to cook strike, the kitchen boasts new appliances, a chef's quality knife set, and cooking ware. In addition, groceries are just a click away from Instacart and Whole Foods Delivery through the Amazon app!

Eventually, when the time comes to turn in, the bedrooms have taken care of your comfort needs. Down pillows, cozy comforters/quilts, and soft bathroom linens make decompressing from a long day of exploring Annapolis easy. The main bedroom has a queen bed, an ensuite bathroom, and a room-length closet for all your organization needs. The forward guest bedroom has a queen bed, a brass crib, and a separate bathroom with a combination tub/shower.

Due to a change in city regulations, unlimited parking passes for residential street parking can no longer be provided to guests. We provide one 24-hour pass for stays under three nights and two passes for four nights or more. However, you may pay to park on the street for up to 3 hours. In addition, the city does provide free parking from 6 PM Friday to 6 AM Monday at the Calvert Street Garage (19 St. Johns Lane).

You can also park in the following garages/lots:

-South Street Lot (South Street, off Church Circle; $15/day; 10-minute walk to house)
-Gotts Court Parking Garage (25 Northwest Street; $15/day; 13-minute walk to house).
-CURRENTLY UNDER CONSTRUCTION, OPENING SUMMER 2023-Hillman Garage (150 Gorman Ave, entrances from Main Street or Duke of Gloucester; $20/day; 5-minute walk)
*The free Annapolis Circulator bus stops at all the city garages/lots and City Dock (closest stop to the house) and can be used to get to/from the garages. Please view the Annapolis Parking and Access Annapolis websites for further details.

License #: STR21-144994

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Paper Towels Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony
  • BATHROOMS

    2.5 Bathrooms Bathtub Or Shower Hair Dryer Soap Toilet Paper Towels Provided
  • WORKSPACES

    Printer
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Ecotours Nearby Fishing Nearby Golf Nearby Jet Skiing Nearby Marina Nearby Power Boating Nearby Sailing Nearby Water Skiing Nearby Water Tubing Nearby
  • ENTERTAINMENT

    Books Video Games Smart TV
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Dinnerware Stair Gate
  • LOCATION HIGHLIGHTS

    In The City Center Near A Health Or Beauty Spa Near A Hospital Near The Bay
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 4

Map Map

School District Availability

Review Review

  • Michael Q.

    Submitted Dec 15, 2025

    Stayed Dec 12, 2025

    Excellent stay as usual! We had a couple of people come over after the Parade of Lights and they commented how well appointed and decorated the house was!

  • Michael Q.

    Submitted Oct 26, 2025

    Stayed Oct 24, 2025

    Perfect location! Near the Academy and downtown! Everything you would need was provided!!

  • Josh R.

    Submitted Sep 7, 2025

    Stayed Sep 5, 2025

    This property was great for our USNA reunion. The location to both the academy and downtown is great! The property management team was attentive and responsive. The only issue was the parking, but given the location I think that’s expected. All in all it was a great place and we will try and stay again for our next trip to Annapolis!

  • Rosie G.

    Submitted Jun 24, 2025

    Stayed Jun 20, 2025

    Location is fantastic. Property is well maintained. Host was very responsive.

  • Patrick B.

    Submitted May 24, 2025

    Stayed May 21, 2025

    Not sure there is a better location or property in all of Annapolis. We’ve stayed at 6 properties across the city and this one is by far the best. Perfectly maintained and close to everything you want to down. Owners are fantastic and we can’t wait to book again. Perfect. Perfect. Perfect.

  • Sherri W.

    Submitted Oct 16, 2024

    Stayed Oct 10, 2024

    Would highly recommend this property. It is perfectly located within walking distance to all the sites, restaurants & shopping. We didn’t need to drive anywhere, which was a real plus during boat show weekend & the large crowds it brought in. Kathleen was an excellent host. The property was beautifully decorated & just as it appeared on the app.

  • Michael Q.

    Submitted Sep 27, 2024

    Stayed Sep 20, 2024

    Steps from the US Naval Academy main gate. Two minute walk to downtown Annapolis! Great home with everything you need! Two outdoor areas to relax. The upper deck has a terrific view of the USNA Chapel dome!

  • Kathy S.

    Submitted Sep 8, 2024

    Stayed Sep 5, 2024

    Very clean, stocked with essentials, perfect location near USNA, excellent communication with host. I will be returning.

  • Rosemary R.

    Submitted Aug 15, 2024

    Stayed Aug 8, 2024

    Gorgeous, upscale historic home across the street from USNA could not be more comfortable and convenient. Luxurious amenities throughout and everything you need for preparing meals. Nothing has been overlooked in assuring that your time at this property is perfect. Communication with the owner was so helpful prior to arrival and throughout the trip! I can’t wait to come back!

  • M L.

    Submitted Oct 30, 2023

    Stayed Oct 27, 2023

    Our second stay was just as delighted as the first. The owners are very attentive to detail, cleanliness, responsiveness and friendly. Highly recommend.

Your dates are Available!

Total

Includes taxes and fees
$582+
View details