Gatehouse Annapolis

5 BR
4.5 Baths
Sleeps 10

About

Visit the magic of Annapolis during the Thanksgiving and Holiday Season

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'll Love:

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: 2-3 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.

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.

249 Hanover Street Annapolis, MD 21401
Registration Number: STR21-144957

Sleeping Arrangements

Anne Arundel Suite Queen
Academy Room Queen
Capital View Suite Queen
College Walk Queen
Compass Rose Full

Bathroom Configuration

Anne Arundel EnSuite: Combo Tub Shower, Toilet
2nd Floor Hall: Combo Tub Shower, Toilet
Capital View EnSuite: Combo Tub Shower, Toilet
3rd Floor Hall Bath: Shower, Toilet
Main Level Powder Room: Toilet

Property Rules

Check In: After 4pm
Check Out: Before 11am
Smoking: Not Allowed

Amenities

Air Conditioning
BBQ Grill
Bath Towels
Bed Linens
Big Screen TV
Carbon Monoxide Detector
Coffee Maker
Cooking basics
Dedicated work space
Dining room
Dishwasher
Disinfected
Downtown
Enhanced Cleaning
Essentials
Family-friendly
Full Kitchen
Hair Dryer
Heating
Historic Downtown
Ice Maker
Internet
Internet Access
Iron and Board
Kitchen
Living room
Microwave
Open Patio
Parking Available
Patio
Private Backyard
Private entrance
Refrigerator
Self Check-In
Shampoo
Smoke Detector
Smoke alarms
Sojo Amenity Kit
TV
WIFI
body wash
conditioner
hot water
Wifi

Map

Frequently Asked Questions

AGREEMENT

Tenant is at least 25 years old (an "adult") and will be an occupant of the unit Gatehouse Annapolis. Should any unauthorized persons occupy or use the Premises, Tenant shall vacate the premises immediately without any refund.
 

BALANCE

Balance is due 30 days prior to arrival date and includes a refundable damage deposit. The balance is due on _BalanceDueDate_. Payment may be made by major credit card. Damage deposit will be refunded within 7 -10 days of checkout pending inspection by cleaning firm.
 

HAZARDOUS PRACTICES

No BBQ grills of any kind are permitted in the unit. No open flames permitted in the unit.
 

ABSOLUTELY NO PETS

If evidence of a pet(s) is found in the unit or on the premises you will be asked to vacate immediately with no refund of rent or damage deposit.
 

FALSIFIED RESERVATION

Any reservation obtained under false pretense will be subject to forfeiture of reservation deposit, damage deposit, and/or balance of rental payment.
 

HOUSEKEEPING

There is no daily maid service. Linens and towels are included and not to be taken from the unit. There is a $_CleaningFee_ one time cleaning fee.

UTILITIES

No compensation will be given for temporary outage of electricity, gas, water or cable. 

NONSMOKING UNIT

Your damage deposit will be forfeited and you will incur an additional charge for cleaning and deodorizing if any evidence of smoking is found.
 

ENTRY BY OWNER

Owner or owner's agents may enter the premises: in case of an emergency; to make any necessary or agreed upon repairs, alterations, or improvements; supply necessary or agreed upon services or show the premises to prospective purchasers, renters or contractors.  24 hours notice of Owners intent to enter will be given (except in the case of an emergency).
 

RULES AND REGULATIONS

  1. Tenant agrees to leave the premises and its contents in the same condition, neat and tidy, as Tenant found the premises to be upon move-in, normal wear and tear expected. Please leave all used towels on the floors of the bathrooms and beds linens should all be left on each bed for housekeeping.
  2. All dishes are to be washed and all garbage removed from the premises and placed in outside receptacles. If these items are not completed, the guest will be charged an additional cleaning fee. 
  3. The maximum number of occupants shall not exceed 10 people, not including a child in a crib.
  4. Furnishings are not to be removed from the premises for use outside or in other properties.
  5. No pets allowed on premises.
  6. No Smoking.
  7. Reservations are not made by or for a minor, defined as any person under the age of 25.
  8. Tenant and any guest of Tenant shall obey all laws of the state of Maryland, as well as local laws, at all times while they are on the premises. Failure to abide by the laws of Maryland or the above rules may cause tenant to be asked to vacate the premises and forfeit all rents and security/damage deposits.
  9. All noise must be brought inside by 10pm. Failure to do so could result in a $500 fine.

SLEEPING CAPACITY/DISTURBANCES

Tenant and all other occupants will be required to vacate the premises and forfeit the rental fee and security deposit for: Occupancy exceeding the sleeping capacity of 10 people, using the premises for illegal activity, causing damage to the premises rented or to any of the neighboring properties and any other acts which interferes with neighbors' right to quiet enjoyment of their premises.
 

HOLD HARMLESS

iTrip or the Owner, does not assume any liability for loss, damage or injury to persons or their personal property. Neither does owner accept any liability for any inconveniences, damage, loss or injury arising from any temporary defects or stoppage in supply of water, gas, cable service, electricity or plumbing, as well as due to weather conditions, natural disasters, acts of God, or other reasons beyond its control.
 

MAINTENANCE

Please report any maintenance needs for the premises to the us and we will respond as quickly as possible. Refunds will not be made for maintenance issues including, but not limited to heating and air conditioning, appliances, televisions, and stereos.

Reviews

Excellent Stay at Gate House
5/5 stars
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!
- Deborah

Hi Deborah! Thank you for allowing us to host your stay & we are thrilled to know you enjoyed your time in the home! We welcome you back anytime, Melissa~iTripAnnapolis

- Manager Response

Book Your Stay

Select your trip dates.
Contact Manager

Phone (410) 571-4076