Anchor at Annapolis Inn

4 BR
2 Baths
Sleeps 11


Welcome to this gorgeous 1900's fully-renovated home, restored to a new modern grandeur, which includes coveted parking for 2 cars or one SUV. Owned by 4 Naval Academy graduates - 3 U.S. Marines and one Navy nuclear surface warfare officer - this home is a tribute to the loyal bond they created in the 14th company at the Academy and continue to share after 10+ years they have served our country. You will feel that energy the moment you pull into the home.

Located on one of the prettiest streets in Annapolis, less than one block from the main entrance to Naval Academy, the front porch will welcome you and provide the perfect place to watch the energy of downtown Historic Annapolis. Next is the enclosed front hallway opening to the stunning Great Room complete with entertainment bar and dining area. Soak in the classic Naval Academy-themed decor while enjoying the large open spaces and bedrooms for up to 11 guests. The large gourmet kitchen features additional seating at the breakfast bar - perfect for gathering in the morning before heading out to see the local sights. The second level features 3 large bedrooms and the top level features a stunning extra large bedroom and sitting room for 5.

Just steps from all Annapolis has to offer, this home is wonderful for families and friends coming in for that special Naval Academy or boat show event, or wanting to take in the sights and sounds of Greater Annapolis. Enjoy the many restaurants, historical attractions, and shops right around the corner!


Main Bedroom 1:

- Second Floor

- Queen Size Bed

Main Bedroom 2:

- Second Floor

- Queen Size Bed

Guest Bedroom:

-Second Floor

-Two twin beds

3rd Floor Room:

- Open Living and sleeping space

- 5 Twin Beds


- Front Porch with sitting area with new furniture

- Custom Full Bar seats 4-5

- Spacious gourmet kitchen

- Eat-in kitchen counter seats 4

- Dining room table seats 6-8

- WiFi

- Big Screen Smart TV's

- Luxury linens, complimentary toiletries Starter Kit, and boutique-level service

- Parking for 2 cars or 1 SUV

- Washer & dryer located inside the home

- Baby Crib (Pack-nPlay) and stroller available upon request

- Elderly and guests with mobility issues may want to inquire about the steep staircase and/or may want to consider other accommodations.

- Keyless entry. Drive straight to your rental home and enter the back door with an electronic lock code.

Property Distance to:

- U.S. Naval Academy – 1 block

- Washington, DC – 30 miles

- Baltimore - 25 miles

* Amenity & Supplies starter pack, coffee and sweeteners, soap, shampoo, conditioner, lotion and hand sanitizer, paper towels, toilet paper, dish soap, scrubber and dishwashing liquid to get you going.

* All beds are ready made for you with freshly laundered sheets & towels.

House Rules

Reservations made for teenagers or young single groups will not be honored without any accompanying adult staying in the unit at ALL times. We require at least one member of the party to be 25 (twenty-five) years of age. No smoking/no pets. Please respect the neighbors and neighborhood. No parties, events or smoking of any kind.

Check-in time: 4:00 pm

Check-out time: 11:00 am

169 King George St Annapolis, MD 21401
Registration Number: 144946

To purchase a vacation home like this one, Scott Schuetter with Berkshire Hathaway HomeServices PenFed or click here to see properties for sale.

Sleeping Arrangements

Master Bedroom 1 Queen
Master Bedroom 2 Queen
2nd Floor Guestroom Twin (2)
Top Floor Bedroom Twin (5)

Bathroom Configuration

Main Floor: Shower, Toilet
Second Floor: Combo Tub Shower, Toilet

Property Rules

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


Air Conditioning
Bath Towels
Bed Linens
Big Screen TV
Carbon Monoxide Detector
Clothes Dryer
Coffee Maker
Cooking basics
Covered Patio
Dining room
Enhanced Cleaning
Full Kitchen
Hair Dryer
Historic Downtown
Ice Maker
Internet Access
Iron and Board
Living room
Open Patio
Parking Available
Private entrance
Self Check-In
Smoke Detector
Smoke alarms
Washing Machine
body wash
hot water



Frequently Asked Questions


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


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.


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


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.


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


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.


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


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


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).


  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 11 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.


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 11 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.


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.


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.


Commissioning Week
5/5 stars
Stayed here for a week and strongly recommend without reservation. Location is great to get on the yard and to be in DTA. Place was very clean, well represented per the listing and communication was appropriate. Sleeps 11 very comfortably, everything worked and my family was very happy!
- Mike

Thank you Mike for sharing your happiness with your stay as well as your positive feedback! We truly enjoyed hosting you & we welcome you back anytime! Melissa~iTripAnnapolis

- Manager Response
5/5 stars
My brother retired from the USMC at USNA and we needed somewhere close to the academy to stay, that would accommodate our large family. The home was PERFECT. Lots of character the starter kits were helpful, and the bottle of wine was appreciated. What a classy touch! Parking spaces were AWESOME! You don’t realize how much you’ll need them - but you will!!! It was extremely clean and well stocked. It was beautiful and the location was amazing! So close to downtown and the Academy. It added to a very beautiful event and we hope to go back to spend more time and enjoy.
- Maria

Thank you so much Maria! We were very happy to be hosting you for such a wonderful event. Please come back and stay again anytime! Thank you and Safe Travels. Cathy

- Manager Response
Navy Boxing Reunion
5/5 stars
3 old punch drunk Navy boxers gathered with their 7 sons to send off Navy’s own Coach McNally. It was the perfect headquarters and an amazing place for old fighters to gather after the festivities ended downtown. Amazing location and well appointed. Can’t wait to do it again.
- Todd
Great place for large groups!
5/5 stars
We loved our stay in Annapolis! Sean and Jen were very helpful as we prepared for our trip and everything was just as pictured when we arrived. The house was fantastic for large groups - lots of gathering space, plenty of dishes and fridge space, and super close to everything so people could walk off on their own with no need for a car. However, there are two parking spots included which we appreciated because street parking nearby has limitations. There’s a cute front porch as well, perfect for morning coffee. I’d definitely stay at this home next time I’m in Annapolis with a big group!
- Mandie
14th Co Cobra Mother’s Day
5/5 stars
We throughly enjoyed our stay at Anchor Inn! Imagine our delight when I shared with our daughter and her fellow mids that the owners, like them, we in 14th company!! The house was perfect for feeding and watering our crew and the beds were super comfy. Stellar location, great layout for visiting and easy entry and check-out. Jennifer and Sean at iTrips were amazing to work with and helped us to reschedule when covid messed with our plans. We would love to visit again!
- Jake & Brooke
Great house right next to the Naval Academy
5/5 stars
This house was perfect for our group of guys on our golf trip. The house had great amenities and the location is superb. 2-3 block walk to the harbor.
- Caleb
Beautiful home, great location
5/5 stars
This home was perfect for 2 families meeting up for a NYE getaway. Anchor at Annapolis Inn was walking distance to anywhere you want to go in Annapolis. Steps from the Naval Academy and downtown, the location could not be better. Plenty of space for 2 families to spread out and be comfortable, and we enjoyed the naval themed decor. Very clean, easy communication, and had everything we needed. Great for kids - they loved bunking together upstairs. Hope to be back soon!
- Erin
Fantastic, beautiful, and exceptionally clean home in downtown Annapolis!
5/5 stars
We had a wonderful stay at the anchor Inn in downtown Annapolis and a fantastic experience! The home is so clean, and so convenient, with all of the amenities possible, and two well sized parking spaces in the back that fit both of our SUVs! It is right downtown within a quick walk to wonderful shops, coffee spots and restaurants too. USNA is a very short walk away and makes transiting to and from very convenient! The property management is fantastic and very thoughtful and extremely helpful. Their communication was wonderful and they are always available! We would highly recommend this home, whether for a short stay or a long term stay! Thank you, again for a wonderful home away from home!
- Michael

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Contact Manager

Phone (410) 571-4076