House in Annapolis, MD
10 guests · 4 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area
About this house rental
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.
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.
Amenities at Steps from the Waterfront with Private Backyard at Historic Philip Clayton House
Non-smoking
Pets allowed
Family friendly
Map of Annapolis, MD
Ratings and reviews
10 / 10Outstanding·Nov 2025
Wonderful house! Great location! Beds were very comfortable. My only suggestion would be to mention in the description that the master bedroom with the king size bed does not have an actual door that shuts completely. Instead there are two shutter like doors which doesn’t make the bedroom sound proof for privacy.
10 / 10Outstanding·Oct 2025
We absolutely loved our stay at this beautiful historic home - built in the 1800s but updated with every modern feature you could want. The house is adorable and spacious with high end appliances, gorgeous decor, and plenty of room for our group of four couples to relax and enjoy. The location couldn’t be better - right downtown and walkable to amazing restaurants, shops, the U.S. Naval Academy, and we even walked to a game at the stadium. We got coffee just 2 blocks away in the mornings and walked along the marina. At night we had dinner & drinks in the home’s adorable backyard patio area. It’s the perfect spot for anyone wanting to experience historic Annapolis with all the comfort and space of a vacation home. Thank you - we can’t wait to come back!
10 / 10Outstanding·Oct 2025
I have rented homes all over the world but this is a rare gem. First the location is second to none. Right in the heart of downtown, we walked to docks, to shopping, to coffee and out for dinner. This lovely home comfortably slept our family with large gathering rooms and a fabulous outdoor entertaining area. Everything we needed was available in the chefs kitchen. I was looking for an immersive historical experience for my visit to Annapolis and this home was icing on the cake. It’s easy to see why it has welcomed families for many years.
PS: Catch the water taxi at City Dock to the Chart House. Grab a bite to eat in Eastport and walk back over the bridge to Green Street. Inexpensive fun for any age!
$$$$
Top rated by guests
10Outstanding
(6 Ratings)
"Wonderful house! Great location! Beds were very comfortable. My only suggestion would be to mention in the description that the master bedroom with the king size bed does not have an actual door that ..."
JoJo T.Don't miss out! Price and availability may change
