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One Block to Gate 1 at Naval-Academy-themed home, custom bar, onsite parking

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Celebrate at the custom bar and dining area that greets you!
Enjoy your morning coffee on the covered porch with views of the Academy chapel.
One of two Queen bedrooms on the second floor.
Welcome to your stay at the Anchor at Annapolis Inn!
Enter into the bright kitchen from the two parking spots

Reviews

10 out of 10
Exceptional
4 bedrooms2 bathroomsSleeps 11204.0 sq m

Popular amenities

  • Washer
  • Dryer
  • Kitchen
  • Outdoor space
  • Free WiFi

Explore the area

Map
Annapolis, MD
  • Annapolis City Dock
    ‪4 min walk‬
  • U.S. Naval Academy
    ‪8 min walk‬
  • Navy-Marine Corps Memorial Stadium
    ‪3 min drive‬
  • Annapolis, MD (ANP-Lee)
    ‪16 min drive‬

Rooms & beds

4 bedrooms (sleeps 11)

2nd Floor Guestroom

2 Single Beds

Master Bedroom 1

1 Queen Bed

Master Bedroom 2

1 Queen Bed

Top Floor Bedroom

+1
5 Single Beds

2 bathrooms

Main Floor

Toilet · Shower only

Second Floor

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Separate dining area
Dining area

About this property

One Block to Gate 1 at Naval-Academy-themed home, custom bar, onsite parking

Welcome to Modern Elegance in Historic Annapolis
Step into this fully-renovated 1900s home, where modern sophistication meets timeless charm. Lovingly restored, this home offers parking for two cars (or one SUV)—a rare luxury in the heart of downtown Annapolis. Owned by four Naval Academy graduates—three U.S. Marines and one Navy nuclear surface warfare officer—this property stands as a tribute to the enduring bond they forged as members of the Academy's 14th Company and their decade of service to our nation. You’ll feel their legacy of camaraderie and commitment the moment you arrive.

Nestled on one of Annapolis's most picturesque streets, the home is just a block from the Naval Academy's main entrance. The inviting front porch is the perfect perch to soak in the vibrant energy of historic downtown Annapolis, creating a seamless connection between the home and the community’s storied past.

The interior boasts an elegant Great Room with a custom entertainment bar, open dining area, and Naval Academy-inspired decor that sets the tone for your stay. The gourmet kitchen is a chef’s dream, with seating at the breakfast bar for casual gatherings. With spacious accommodations for up to 11 guests, including a stunning top-floor suite, the home caters to families and groups seeking both comfort and style.

Whether visiting for a Naval Academy event, the boat show, or simply to explore Greater Annapolis, this home puts you steps away from local attractions, restaurants, and shops. From relaxing mornings on the front porch to evenings exploring the waterfront, your stay promises to be unforgettable.

Sleeping Arrangements: 4 BR / 2 BA / Sleeps 11
Main Bedroom 1 (2nd Floor): Queen Bed
Main Bedroom 2 (2nd Floor): Queen Bed
Guest Bedroom (2nd Floor): Two Twin Beds
3rd Floor Suite: Open sleeping/living space with 5 Twin Beds

Highlights
Front Porch: New furniture for lounging and enjoying the lively neighborhood views
Custom Bar: Seats 4-5 for entertaining
Gourmet Kitchen: Fully equipped with seating for 4 at the breakfast counter
Dining Area: Accommodates 6-8 guests
Modern Amenities: WiFi, smart TVs, luxury linens, and a boutique-level starter kit
Convenience: Keyless entry, laundry facilities, and baby essentials available on request
Parking: Space for 2 cars or 1 SUV
Important Notes
Guests must be 25+ years of age or accompanied by an adult.
No smoking, pets, parties, or events are allowed.
The steep staircase may not suit guests with mobility issues; please inquire if needed.

Distance to Nearby Attractions
U.S. Naval Academy: 1 block
Washington, D.C.: 30 miles
Baltimore: 25 miles

Amenities & Services
Start your stay worry-free with our complimentary starter pack, including coffee, toiletries, and household essentials. All beds come pre-made with freshly laundered linens, ready to welcome you home.

This home promises the perfect blend of history, luxury, and convenience, making it an ideal retreat for your Annapolis adventure.

Property manager

iTrip Vacations Annapolis - Sean Degnan
Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Outdoor space

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10.0 out of 10, (7 reviews)
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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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
On-site parties or group events are strictly prohibited
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

About the area

Annapolis

Located in Annapolis, this holiday home is in the city centre. Hammond-Harwood House and John Smith House are local landmarks, and travellers looking to shop may want to visit Annapolis City Dock and Bay Bridge Market Place Shopping Center. French Soldiers Monument and Annapolis Maritime Museum are also worth visiting. Kayaking and waterskiing offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
Map
Annapolis, MD

What's nearby

  • William Paca House - 3 min walk - 0.3 km
  • Annapolis City Dock - 4 min walk - 0.4 km
  • Maryland State House - 7 min walk - 0.6 km
  • U.S. Naval Academy - 8 min walk - 0.7 km
  • Navy-Marine Corps Memorial Stadium - 3 min drive - 2.6 km

Getting around

  • Odenton Station - 22 min drive
  • Fort Meade, MD (FME-Tipton) - 26 min drive

Restaurants

  • ‪The Choptank - ‬6 min walk
  • ‪Starbucks - ‬6 min walk
  • ‪O'Brien's Annapolis' Original Steakhouse - ‬6 min walk
  • ‪Chick & Ruth's Delly - ‬6 min walk
  • ‪Mc Garvey's Saloon - ‬5 min walk

Frequently asked questions

Is One Block to Gate 1 at Naval-Academy-themed home, custom bar, onsite parking pet-friendly?

No, pets are not allowed at this property.

What time is check-in at One Block to Gate 1 at Naval-Academy-themed home, custom bar, onsite parking?

Check-in begins at 4:00 PM.

What time is check-out at One Block to Gate 1 at Naval-Academy-themed home, custom bar, onsite parking?

Checkout is at 11:00 AM.

Where is One Block to Gate 1 at Naval-Academy-themed home, custom bar, onsite parking located?

Located in Historic District, this holiday home is within a 10-minute walk of John Smith House and U.S. Naval Academy. William Paca House and Tose Family Tennis Center are just steps away.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 39 out of 43 reviews
Rating 8 - Good. 4 out of 43 reviews
Rating 6 - Okay. 0 out of 43 reviews
Rating 4 - Poor. 0 out of 43 reviews
Rating 2 - Terrible. 0 out of 43 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Michael C.

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

AWESOME Location; Some Upgrades Needed

This home is in a spectacular location in a spectacular town and truly is a great place to host family and friends. Our friend group (8 college classmates just over 60 years old) gathered for our traditional opening weekend of March Madness. The home has an AWESOME bar and great room where we could all gather to watch all the basketball games (something we have done for the past 40 years). And when we weren't watching basketball, we toured the Naval Academy, the local sites, the Annapolis Yacht Club - all within walking distance. So - what needs to be upgraded?1. Most folks won't go to Annapolis to watch television, but we did, and the television in the great room was not working - and the tech manager couldn't figure it out. We gerry-rigged it but the technology needs to be upgraded so that it is more easily useable. (The online guide was lacking.). And the TV in the kitchen wasn't working.2. It would be great if the house had a grill!! Again, we made do (by borrowing the neighbor's grill) but a simple grill would really enhance the experience.3. Paper products. We had two rolls of toilet paper - for 8 guys over 5 days (4 nights) - and one roll of paper towels. Hoping that this was an oversight and not a purposeful practice.Again, these are issues that can easily be addressed and corrected. Otherwise, it was a FABULOUS experience - many thanks for hosting us!!
Stayed 4 nights in Mar 2025

10/10 Excellent

Brian D.

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

Wedding close by

Location was great for our needs House met all our needs and was very clean and very welcoming
Stayed 5 nights in Mar 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jennifer F.

Great spot!

We’ve rented several different houses over the past 3 years and this one tops the list! You can’t beat the location (one block from gate 1) and the interior is so spacious! This one is a keeper. Can’t wait to rent it again!

10/10 Excellent

Jimmy C.

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

Miltary Bowl Trip

Fantastic property, amenities and most if all location, location, location!
Stayed 2 nights in Dec 2024

10/10 Excellent

George C.

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

Great stay!

This was the perfect place for my group to stay while visiting for the Army Navy weekend. We had 6 adults and 2 teens and the location within walking distance of both downtown and the Yard were ideal for everyone to sightsee. The house was clean and well maintained, and the first floor (living room/bar/kitchen) made a great place for the group to gather and cook meals. I’d definitely recommend this him and stay here again.
Stayed 3 nights in Dec 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Michael S.

Commissioning Week

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!

10/10 Excellent

Stephanie L.

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

Nap Town Gem!!!

Always a treat to stay at this wonderful home, steps from gate 1. You cannot beat the location, with parking!!! The front porch is a dream!! The bar is so fun for entertaining!!! Walk to everything in DTA; the Yard, restaurants, ego alley!!! Such a fun home!!!
Stayed 3 nights in Apr 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Maria

AMAZING HOME

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.

10/10 Excellent

Carolyn P.

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

Our sons wedding

These houses are in a great location to the academy. It was very easy walking to the yard!
Stayed 4 nights in Sep 2023

10/10 Excellent

Shawn M.

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

USNA reunion hotspot

Cool spot located centrally to all of the action. Thanks for having us! Beat Army!
Stayed 3 nights in Sep 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Todd

Navy Boxing Reunion

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.

10/10 Excellent

Nick S.

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

Great stay on the bay

Wonderful property in a great location. Very cool bar and fun spot to hang out.
Stayed 2 nights in Jun 2023

10/10 Excellent

Thomas A S.

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

Bachelor party

The place was immaculate. Given the opportunity would book again.
Stayed 2 nights in Apr 2023

10/10 Excellent

Celeste H.

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

Holiday visit

This property is beautifully decorated, warm and welcoming. It had every amenity we needed. The location was perfect for a holiday visit. We could pop over to the main city dock area for fabulous restaurants and shops and could also stay the house for a fun evening with friends. Parking was a bonus!
Stayed 2 nights in Dec 2022

8/10 Good

Casey M.

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

Great location

Great location, plenty of space, fun house
Stayed 2 nights in Dec 2022

10/10 Excellent

jane w., st augustine

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

Fun Thanksgiving

As advertised! Great location and space for 6 adults and 2 children.
Stayed 3 nights in Nov 2022

10/10 Excellent

Michele C.

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

Great stay

Great location with plenty of space. Everything is in walking distance. Nicely decorated and well maintained property. Definitely recommend!
Stayed 3 nights in Nov 2022

10/10 Excellent

Joshua C.

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

Great stay

Great location and easy check-in/out process.
Stayed 2 nights in Nov 2022

10/10 Excellent

Tanya H.

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

Fantastic gem in the heart of Annapolis!

The house was clean, spacious, well decorated, and comfortable. A group of five women stayed for a fantastic weekend in Annapolis and we had plenty of room for everyone. The beds were comfortable, the bathrooms and kitchen were spotless, and we enjoyed the amazing location (very close to the Naval Academy and a few blocks to the main street in Annapolis with shops/restaurants/waterfront). The kitchen had everything we needed and we were able to easily prepare food while we were there. The naval theme throughout the house was tasteful and on point. Highly recommend this place!
Stayed 3 nights in Sep 2022

10/10 Excellent

Sam C.

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

Excellent VRBO

They were outstanding and responsive. The house was in immaculate condition and large enough for a big party. Would highly recommend - thank you to the iTrip team!
Stayed 2 nights in Sep 2022

10/10 Excellent

Jenny J.

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

FABULOUS VRBO in the heart of Annapolis

My twin sister & her family stayed in the adjacent unit to mine. Her daughter was getting married. My twin & husband are USNA grads which made the location across from Gate 2 even better. The unit was perfect for 5 adults celebrating a joyous wedding. The unit is perfectly equipped w laundry, a kitchen and an incredibly comfortable bar/common area. We worked and partied all in the same space. The location is unbeatable. The street is quieter than Main St. but just a quick walk to all of the action. We loved it. Thank you so much.
Stayed 3 nights in Aug 2022

8/10 Good

Bradley B.

Liked: Cleanliness, check-in, communication

Great House great property management.

Great Property Management
Stayed 3 nights in Aug 2022

10/10 Excellent

Kate G.

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

Great location

Location was perfect - steps from down town and an easy walk to Eastport.
Stayed 3 nights in Aug 2022

10/10 Excellent

Amy Z.

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

Wedding weekend

This is the perfect house for guests for a wedding weekend! The house is gorgeous with everything you could want or need for a trip to Annapolis for any reason. The hosts were communicative and helpful. We highly recommend this home!
Stayed 4 nights in Jun 2022

10/10 Excellent

Jerome Y.

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

Excellent Property

I recently stayed here with my family of five, my brother-in-law’s family of four, and my mother-in-law and father-in-law. Plenty of room for everyone. Also great space to just hang out. Property is conveniently located right near the Naval Academy and all the shops and restaurants/bars of downtown Annapolis. Great location, excellent property.
Stayed 3 nights in Jun 2022

About the host

Hosted by iTrip Vacations Annapolis - Sean Degnan

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Languages:

English

Premier Host

They consistently provide great experiences for their guests
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