Entire home
Stay in the Heart of Annapolis on King George Street Steps to USNA Gate 1 & Main Street
Photo gallery for Stay in the Heart of Annapolis on King George Street Steps to USNA Gate 1 & Main Street





Reviews
10 out of 10
Exceptional
2 bedrooms1+ bathroomSleeps 6130.1 sq m
Popular amenities
Rooms & beds
2 bedrooms (sleeps 6)
3rd Floor Loft
1 Queen Sofa Bed
Front King
1 King Bed
Garden King
1 King Bed
1 bathroom, 1 half bathroom
2nd Floor Hall Bath
Toilet · Shower only
Main Floor Powder Room
Toilet
Spaces
Deck or patio
Kitchen
About this property
Stay in the Heart of Annapolis on King George Street Steps to USNA Gate 1 & Main Street
Experience the Difference: Professionally Managed by iTrip Annapolis
Welcome to Your Historic Annapolis Retreat!
Discover this newly-renovated and professionally-decorated gem on the prestigious King George Street, nestled in the heart of Historic Annapolis. Steps from the U.S. Naval Academy gates and a short stroll to renowned restaurants and charming boutiques, this home is a perfect blend of modern updates and timeless charm.
Please note: Parking for 1 off-site garage pass (for the months of April-Nov only!)
Main Features
Main Level:
Bright and Inviting Space: An open floor plan with gleaming new hardwood floors and abundant natural light.
Stylish Powder Room: Featuring an elegant marble sink and a crystal ceiling fixture.
Chef’s Dream Kitchen: Fully updated with custom cabinetry, quartz countertops, a glass-mirrored backsplash, and high-end stainless steel appliances.
Outdoor Escape:
Step out to the private, fenced-in patio featuring a propane grill, firepit and seating for 4—perfect for dinner parties or quiet evenings under the stars.
Upper Levels:
Second Floor: Two spacious bedrooms with king beds, flat-screen TVs, and a beautifully-updated shared full bathroom.
Third Floor: Ideal for younger guests, this versatile space serves as a combo bedroom, hangout area and office, featuring a queen sofa sleeper, desk and custom storage.
Why You'll Love It
Prime Location:
2 blocks from USNA Gate 1
3 blocks to the waterfront
Easy drive to Washington, DC (30 miles) and Baltimore (25 miles)
Luxurious Amenities:
WiFi and multiple flat-screen TVs
Luxury linens, complimentary toiletries, and boutique-level service
Washer and dryer in the home
Keyless entry for seamless check-in
Sleeping Arrangements
Front King Bedroom (2nd Floor): King bed, flat-screen TV, shared full bath
Back King Bedroom (2nd Floor): King bed, flat-screen TV, shared full bath
Third Floor: Queen sofa sleeper, flat-screen TV, shared full bath
Highlights:
Private fenced patio with BBQ grill and firepit
Gourmet kitchen with dining table seating for 6
Outdoor dining area for 4
House Rules:
Must be 25+ to book
No parties, pets, or smoking
Quiet hours observed for neighborly respect
Check-in: 4:00 PM | Check-out: 11:00 AM
Don’t Miss Out!
Perfect for family getaways, Naval Academy events, or soaking up the charm of Annapolis. Reserve your stay and experience all this historic treasure has to offer!
Welcome to Your Historic Annapolis Retreat!
Discover this newly-renovated and professionally-decorated gem on the prestigious King George Street, nestled in the heart of Historic Annapolis. Steps from the U.S. Naval Academy gates and a short stroll to renowned restaurants and charming boutiques, this home is a perfect blend of modern updates and timeless charm.
Please note: Parking for 1 off-site garage pass (for the months of April-Nov only!)
Main Features
Main Level:
Bright and Inviting Space: An open floor plan with gleaming new hardwood floors and abundant natural light.
Stylish Powder Room: Featuring an elegant marble sink and a crystal ceiling fixture.
Chef’s Dream Kitchen: Fully updated with custom cabinetry, quartz countertops, a glass-mirrored backsplash, and high-end stainless steel appliances.
Outdoor Escape:
Step out to the private, fenced-in patio featuring a propane grill, firepit and seating for 4—perfect for dinner parties or quiet evenings under the stars.
Upper Levels:
Second Floor: Two spacious bedrooms with king beds, flat-screen TVs, and a beautifully-updated shared full bathroom.
Third Floor: Ideal for younger guests, this versatile space serves as a combo bedroom, hangout area and office, featuring a queen sofa sleeper, desk and custom storage.
Why You'll Love It
Prime Location:
2 blocks from USNA Gate 1
3 blocks to the waterfront
Easy drive to Washington, DC (30 miles) and Baltimore (25 miles)
Luxurious Amenities:
WiFi and multiple flat-screen TVs
Luxury linens, complimentary toiletries, and boutique-level service
Washer and dryer in the home
Keyless entry for seamless check-in
Sleeping Arrangements
Front King Bedroom (2nd Floor): King bed, flat-screen TV, shared full bath
Back King Bedroom (2nd Floor): King bed, flat-screen TV, shared full bath
Third Floor: Queen sofa sleeper, flat-screen TV, shared full bath
Highlights:
Private fenced patio with BBQ grill and firepit
Gourmet kitchen with dining table seating for 6
Outdoor dining area for 4
House Rules:
Must be 25+ to book
No parties, pets, or smoking
Quiet hours observed for neighborly respect
Check-in: 4:00 PM | Check-out: 11:00 AM
Don’t Miss Out!
Perfect for family getaways, Naval Academy events, or soaking up the charm of Annapolis. Reserve your stay and experience all this historic treasure has to offer!
Add dates for prices
Have a question?
Get instant answers with AI powered search of property information and reviews.
Similar properties

2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free
2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
10.0 out of 10, Exceptional, (42 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, service animals permitted
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 Maryland Federation of Art are cultural highlights, and some of the area's attractions include French Soldiers Monument and Maryland Hall for Creative Arts. Looking to enjoy an event or a game while in town? See what's happening at Tose Family Tennis Center or Alumni Hall.

Annapolis, MD
What's nearby
- U.S. Naval Academy - 1 min walk - 0.1 km
- William Paca House - 3 min walk - 0.3 km
- Hammond-Harwood House - 3 min walk - 0.3 km
- Annapolis City Dock - 5 min walk - 0.4 km
- Maryland State House - 6 min walk - 0.6 km
Getting around
Restaurants
- Starbucks - 8 min walk
- O'Brien's Oyster Bar & Seafood Tavern - 8 min walk
- Buddy's Crabs & Ribs - 7 min walk
- Annapolis Market House - 6 min walk
- Chick & Ruth's Delly - 7 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.6/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
2 May 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Apr 2025
10/10 Excellent
Annette K.
3 June 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Croquet
Annette K.
Stayed 4 nights in Apr 2025
10/10 Excellent
Diane B.
19 Sept 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Diane B.
Stayed 5 nights in Sep 2025
10/10 Excellent
Chelsea T.
23 Mar 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic Location and Lovely Home!
Chelsea T.
Stayed 2 nights in Mar 2025
About the host
Hosted by iTrip Vacations Annapolis - Sean Degnan
Languages:
English
Premier Host
They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback




























