On-Site Parking, Steps to USNA Gate 3 and Private Patio at Historic Gatehouse

Annapolis, Maryland
$1001 avg/night Minimum Stay 2 Nights
Bed 5

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Night 2 nights

Min Stay

Experience the Difference: Professionally Managed by iTrip Annapolis

Historic Charm Across from the Naval Academy

Nestled in the heart of Downtown Annapolis, this spacious 5-bedroom, 4.5-bath historic brick row home is a rare gem. Located directly across from the U.S. Naval Academy's Gate 3, this home combines the charm of historic Annapolis with modern conveniences like on-site parking for 2-3 cars, a private patio, and generous living spaces.



Features You'llLove:

Navy-Inspired Elegance: Thoughtfully designed with nautical decor and a welcoming ambiance

Ample Space to Relax: Enjoy the spacious dining, living, and kitchen areas, perfect for entertaining family and friends

Convenient Parking: 2 Private parking spots behind the home make exploring Downtown Annapolis a breeze

Outdoor Oasis: Unwind on the private patio deck with dining for six, lounge chairs, and a BBQ grill.



Inquire about discounted extended stays!



Sleeping Arrangements (5 BR / 4.5 BA / Sleeps 10):

Anne Arundel Suite (2nd Floor): Queen bed, en-suite full bath

Academy Room (2nd Floor): Queen bed, full hall bath

Capital View Room (3rd Floor): Queen bed, en-suite full bath

College Walk Room (3rd Floor): Queen bed, shared hall bath

Compass Rose Room (3rd Floor): Full bed, shared hall bath



Additional Highlights:

Gourmet kitchen with ample counter space

Dining table seats 10-12 for large gatherings

Big screen Smart TVs and high-speed WiFi for entertainment

Luxury linens, starter toiletries, and boutique-level service

Easy keyless entry for a seamless check-in experience



Prime Location:

U.S. Naval Academy Gate 3: Just across the street!

Annapolis Waterfront: A short walk to shops, restaurants, and sights.

Washington, DC: 30 miles away.

Baltimore: 25 miles away.

House Rules:



Guests must be 25+ to book; no parties, pets, or smoking allowed.

Quiet hours must be observed to respect neighbors.

Check-in: 4:00 PM | Check-out: 11:00 AM.



Things to Note:

No Washer/Dryer: Plan accordingly for extended stays.

Steep Staircases: Guests with mobility challenges may want to consider alternative accommodations.

Owner's Suite: The locked-off private basement suite may be used by the owner on occasion but is not part of the rental space.

Read More Expand
  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    Service Animals Only (pets Not Allowed)
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms
  • GENERAL

    Recycling Unit Size: 3500 Sq Ft (325 Sq M) Uses Some LED Lighting
  • KITCHEN

    Coffee/tea Maker Dishwasher Ice Maker Microwave Oven Refrigerator Stovetop
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Patio
  • BATHROOMS

    4.5 Bathrooms Bathtub Or Shower Hair Dryer Shampoo
  • LANGS SPOKEN

    English
  • ENTERTAINMENT

    TV
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Games
  • LOCATION HIGHLIGHTS

    In The City Center
  • 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 : 10

Map Map

School District Availability

Review Review

  • Ronny R.

    Submitted Dec 16, 2025

    Stayed Dec 12, 2025

    The house was wonderful! Great location and allowed our family to connect and make memories. Would book it again in a heartbeat!

  • Noah B.

    Submitted Nov 9, 2025

    Stayed Nov 7, 2025

    Spacious property right by downtown Annapolis. Great hosts, very responsive!

  • Karen H.

    Submitted Oct 5, 2025

    Stayed Oct 2, 2025

    This is our second stay at this amazing spacious home. The location is perfect. Can walk into town, the Academy and the stadium for the game. The process was simple and communication was great with trip. The home is super spacious with 5 bedrooms and 4 ½ bathrooms. Nicely decorated and super clean. We will look to stay here again and highly recommend. Thanks a bunch and Go Navy!

  • Stephanie L.

    Submitted Aug 25, 2025

    Stayed Aug 20, 2025

    Appreciated the communication and quick resolution to an issue we had. Incredibly enjoyable place and AMPLE space in each bedroom. Great bathrooms. Great location.

  • Natalie V.

    Submitted Aug 19, 2025

    Stayed Aug 14, 2025

    Thank you for sharing your home with us. We really enjoyed our stay.. The property was very clean and comfortable for our large group. Would definitely rent again in the future.

  • Steve W.

    Submitted Jul 21, 2025

    Stayed Jul 17, 2025

    My wife and I just spent a long weekend at the Gatehouse with 3 other couples and had a wonderful time. The house was perfect! Centrally located and within easily walkable distance to the city dock, shops, bars and restaurants. We each had our own rooms, comfortable beds, and our own full bathroom with everything we needed. It was very clean, well stocked in the kitchen, and a huge dining room table for games at night. ITrip Annapolis was amazing to work with. We booked through VRBO but they were responsive, informative, and assessable throughout our stay. I will definitely go through ITrip the next time we need to rent a home!

  • Lorita R.

    Submitted May 26, 2025

    Stayed May 18, 2025

    The property was perfect for my family during commissioning week. It has a great location and very close to the naval academy as well as downtown Annapolis. In addition, the property has everything that we needed to have an amazing time in Annapolis!

  • Andy C.

    Submitted May 5, 2025

    Stayed May 1, 2025

    Our family had all traveled in for a wedding that used multiple venues around Annapolis. This property is perfectly placed for the short walks and drives to every place. The deck was nice to sit and chat the neighborhood was friendly. The amenities were excellent, not too much, exactly what you would expect. Clean well kept and nicely run. Thank you so much for our stay! It felt like a vacation at home away from home in a lovely setting!

  • David W.

    Submitted Dec 30, 2024

    Stayed Dec 27, 2024

    This house worked perfect for 2 families and kids for the weekend. Would definitely recommend.

  • Joyce D.

    Submitted Sep 12, 2024

    Stayed Sep 5, 2024

    A great location and plenty of room for visiting groups to be in and out. Clean and well provisioned. Parking was a great feature as well.

  • Deborah

    Submitted Aug 15, 2024

    Stayed Dec 31, 1969

    We had a wonderful stay in this fabulous property. The location near gate 3 of USNA and the quick walk to downtown made it a perfect spot. The house was impeccably clean, comfortable and roomy. Cathy was exceptionally helpful throughout our booking process and stay. You will absolutely enjoy your stay!

Your dates are Available!

Total

Includes taxes and fees
$1,001+
View details