House in Annapolis, MD
12 guests · 3 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
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About this house rental
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.
Amenities at Prime Location! Modern Comfort 1 Block to Gate 1 w/ Parking & Walkability
Non-smoking
No pets allowed
Family friendly
Map of Annapolis, MD
Ratings and reviews
10 / 10Outstanding·Feb 2026
The house was adorable, clean and super comfortable! We loved having onsite parking for 2 cars. The location to downtown Annapolis was amazing.
10 / 10Outstanding·Nov 2025
Perfect location for a Thanksgiving holiday with the whole family!
10 / 10Outstanding·Nov 2025
Awesome location to walk everywhere! It’s a great set up for watching games and having family fun!
10 / 10Outstanding·Oct 2025
Third time to stay here. We are always pleased.
$$$$
Top rated by guests
10Outstanding
(54 Ratings)
"The house was adorable, clean and super comfortable! We loved having onsite parking for 2 cars. The location to downtown Annapolis was amazing. "
Melissa S.Don't miss out! Price and availability may change
