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 City Dock w Private Fenced-In Backyard at Historic Dog-Friendly Philip Clayton House
Non-smoking
Pets allowed
Family friendly
Map of Annapolis, MD
Ratings and reviews
10 / 10Outstanding·Jun 2026
This house was perfect for our family as we dropped off our second Plebe to USNA. One of the best we’ve stayed in — the location can’t be beat and there’s plenty of space to unwind and relax with room for all to breathe a bit. It’s clean and tastefully decorated. The outdoor space is charming, too! We hope this house works for some of our future events in Annapolis!
8 / 10Excellent·Jun 2026
The house was great and the location is excellent! Very authentic and historical and the backyard was darling. The room with two king beds is smaller than it appeared, so just be aware if you are planning to have multiple people sleep in there. The host sent multiple automated texts with standard check in and out procedures but was otherwise a little challenging to get ahold of. There were minimal supplies for a 10 person stay and I would suggest the house have more supplies for the size of guests. However I would still stay here again knowing that!
10 / 10Outstanding·Jun 2026
Thanks for a wonderful stay! Home was beautifully kept and just steps away from downtown.
10 / 10Outstanding·Apr 2026
This place has everything you need. It’s a short walk to everything you need in Annapolis and has a great backyard for entertaining and enjoying the outside. The bedrooms are very comfortable and we would highly recommend.
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Top rated by guests
10Outstanding
(10 Ratings)
"This house was perfect for our family as we dropped off our second Plebe to USNA. One of the best we’ve stayed in — the location can’t be beat and there’s plenty of space to unwind and relax with roo..."
Karie M.Don't miss out! Price and availability may change
