Entire home
Prime Location! Modern Comfort 1 Block to Gate 1 w/ Parking & Walkability
Photo gallery for Prime Location! Modern Comfort 1 Block to Gate 1 w/ Parking & Walkability





Reviews
9.8 out of 10, Loved by Guests
Top 10% based on
3 bedrooms2 bathroomsSleeps 12204.0 sq m
Popular amenities
Explore the area

Annapolis, MD
- Place, U.S. Naval Academy1 min walk
- Place, Annapolis City Dock3 min walk
- Place, Maryland State House5 min walk
- Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)32 min drive
Rooms & beds
3 bedrooms (sleeps 12)
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
About this property
Prime Location! Modern Comfort 1 Block to Gate 1 w/ Parking & Walkability
Experience the Difference: Professionally Managed by iTrip Annapolis
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
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.
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
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.
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Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA!
Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA!
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
9.8 out of 10, Exceptional, (41 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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.

Annapolis, MD
What's nearby
- U.S. Naval Academy - 1 min walk - 0.1 km
- William Paca House - 2 min walk - 0.2 km
- Hammond-Harwood House - 2 min walk - 0.2 km
- Annapolis City Dock - 3 min walk - 0.3 km
- Maryland State House - 5 min walk - 0.4 km
Getting around
Restaurants
- The Choptank - 6 min walk
- Starbucks - 6 min walk
- O'Brien's Oyster Bar & Seafood Tavern - 6 min walk
- Buddy's Crabs & Ribs - 6 min walk
- Annapolis Market House - 4 min walk
Frequently asked questions
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.8/10
Cleanliness
9.8/10
Check-in
9.8/10
Communication
9.8/10
Location
9.8/10
Listing accuracy
Reviews
Verified
18 February 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Feb 2026
Verified
10/10 Excellent
Krista K.
30 November 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Krista K.
Stayed 5 nights in Nov 2025
Verified
10/10 Excellent
Paula O.
16 November 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Paula O.
Stayed 3 nights in Nov 2025
Verified
10/10 Excellent
Cindy H.
7 October 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Cindy H.
Stayed 4 nights in Oct 2025
From a partner site
10/10 Excellent
mike j.
18 August 2025
Annapolis trip- Arlington Cemetery Interment
mike j.
Verified
10/10 Excellent
Joshua C.
11 November 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay
Joshua C.
Stayed 2 nights in Nov 2022
Verified
10/10 Excellent
Joseph W.
22 September 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Joseph W.
Stayed 2 nights in Sep 2025
Verified
10/10 Excellent
Verified traveller
27 April 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Swim meet at the academy
Verified traveller
Stayed 2 nights in Apr 2025
Verified
10/10 Excellent
Brian D.
17 March 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wedding close by
Brian D.
Stayed 5 nights in Mar 2025
Verified
10/10 Excellent
Jimmy C.
29 December 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Miltary Bowl Trip
Jimmy C.
Stayed 2 nights in Dec 2024
Verified
10/10 Excellent
Kate G.
17 August 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Kate G.
Stayed 3 nights in Aug 2022
Verified
10/10 Excellent
Nick S.
27 June 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay on the bay
Nick S.
Stayed 2 nights in Jun 2023
Verified
8/10 Good
Casey M.
11 December 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Casey M.
Stayed 2 nights in Dec 2022
Verified
10/10 Excellent
Brian S.
29 June 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay for USNA
Brian S.
Stayed 3 nights in Jun 2025
Verified
10/10 Excellent
George C.
25 December 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay!
George C.
Stayed 3 nights in Dec 2024
Verified
10/10 Excellent
Kenny H.
11 July 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Kenny H.
Stayed 3 nights in Jun 2021
Verified
8/10 Good
Bradley B.
29 August 2022
Liked: Cleanliness, check-in, communication
Great House great property management.
Bradley B.
Stayed 3 nights in Aug 2022
Verified
10/10 Excellent
Michele C.
20 November 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay
Michele C.
Stayed 3 nights in Nov 2022
Verified
8/10 Good
Karen W.
14 February 2022
Liked: Cleanliness, check-in, communication, listing accuracy
Sisters+Spouses Getaway
Karen W.
Stayed 3 nights in Feb 2022
Verified
10/10 Excellent
jane w.
26 November 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fun Thanksgiving
jane w.
Stayed 3 nights in Nov 2022
Verified
10/10 Excellent
Kim M.
8 October 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Gorgeous, cool historic home two blocks from USNA!
Kim M.
Stayed 4 nights in Sep 2021
Verified
10/10 Excellent
Shawn M.
12 September 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
USNA reunion hotspot
Shawn M.
Stayed 3 nights in Sep 2023
Verified
10/10 Excellent
Thomas A S.
24 April 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Bachelor party
Thomas A S.
Stayed 2 nights in Apr 2023
Verified
10/10 Excellent
Celeste H.
19 December 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Holiday visit
Celeste H.
Stayed 2 nights in Dec 2022
Verified
10/10 Excellent
Sam C.
28 September 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent VRBO
Sam C.
Stayed 2 nights in Sep 2022
About the host
Hosted by iTrip Vacations Annapolis - Sean Degnan
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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