2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free

Experience the Difference: Professionally Managed by iTrip Annapolis
Historic Philip Clayton House – Downtown Annapolis Retreat

Step into Annapolis history at the Philip Clayton House, a landmark residence built in 1834. Located just one block from the City Dock, 3 blocks from the U.S. Naval Academy and the lively shops and restaurants of Downtown Annapolis, this home blends historic character with modern comforts for an unforgettable stay.

With nearly 200 years of stories behind its walls, the home has been thoughtfully renovated to balance original charm with modern livability. A bright family room opens to a private patio and fenced backyard—perfect for morning coffee, al fresco dining, or evenings around the fire pit.

There are 4 spacious bedrooms and 2.5 bathrooms, comfortably accommodating up to 10 guests. The gourmet kitchen serves as the heart of the home, featuring a large central island, top-quality appliances, and plenty of space for family meals or entertaining.

Sleeping Arrangements (Sleeps 10):
King Suite (2nd Floor): King bed with ensuite full bath
Garden Bedroom (2nd Floor): Queen bed
Americana Bedroom (2nd Floor): Queen bed
3rd Floor Bedroom: Two King beds
Additional Baths: Full hall bath on 2nd floor + half bath on main level

Highlights:
Private backyard with dining for 6, Adirondack chairs, and fire pit
Propane BBQ grill
Multiple dining areas in the kitchen, dining and family rooms (total seating for 16)
Smart TVs, WiFi, and luxury linens
Keyless entry and in-home laundry
Dog-friendly ($150 per pet fee to be charged prior to checkin)
Parking: Convenient loading zone on street in front of house with parking around the block in the easy to access Hilman garage. Daily rate $23.25.

Guests must be 25+ or accompanied by an adult
No smoking, parties, or events permitted
Steep staircases may not suit those with mobility issues

Nearby Attractions:
U.S. Naval Academy: 3 blocks
City Dock & Downtown Annapolis: Walking distance
Washington, D.C.: 30 miles
Baltimore: 25 miles

Your stay begins worry-free with a starter kit of coffee, toiletries, and household essentials. Freshly laundered linens await on every bed so you can settle in and enjoy the best of Annapolis—history, charm, and convenience all in one.