Entire home
Steps from the Waterfront with Private Backyard at Historic Philip Clayton House
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Reviews
10 out of 10
Exceptional
4 bedrooms2+ bathroomsSleeps 10215.7 sq m
Popular amenities
Explore the area

Annapolis, MD
- Place, Maryland State House2 min walk
- Place, Annapolis City Dock5 min walk
- Place, U.S. Naval Academy6 min walk
- Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)32 min drive
Rooms & beds
4 bedrooms (sleeps 10)
Americana Front Bedroom
1 Queen Bed
Family Bedroom
2 King Beds
Garden Bedroom
1 Queen Bed
King Suite
1 King Bed
2 bathrooms, 1 half bathroom
2nd Floor Hall Bath
Bathtub or shower · Toilet
King EnSuite
Toilet · Shower only
Main Floor Powder Room
Toilet
Spaces
Deck or patio
Kitchen
About this property
Steps from the Waterfront with Private Backyard at Historic Philip Clayton House
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.
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Lots free parking, hot tub, outdoor oasis - NOT party house
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- Spa pool
- Kitchen
- Washing machine
- Dryer
9.6 out of 10, Exceptional, (30 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
Pets allowed
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Annapolis
Located in Annapolis, this holiday home is in the city centre. Hammond-Harwood House and Maynard-Burgess House are local landmarks, and travellers looking to shop may want to visit Annapolis City Dock and Bay Bridge Market Place Shopping Center. French Soldiers Monument and Maryland Hall for Creative Arts are also worth visiting.

Annapolis, MD
What's nearby
- St. John's College - 2 min walk - 0.2 km
- Maryland State House - 2 min walk - 0.2 km
- William Paca House - 5 min walk - 0.4 km
- Annapolis City Dock - 5 min walk - 0.5 km
- U.S. Naval Academy - 6 min walk - 0.6 km
Getting around
Restaurants
- Starbucks - 5 min walk
- Rams Head Tavern - 4 min walk
- O'Brien's Oyster Bar & Seafood Tavern - 5 min walk
- Buddy's Crabs & Ribs - 6 min walk
- Chick & Ruth's Delly - 4 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 window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
8.0/10
Listing accuracy
Reviews
Verified
23 November 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Nov 2025
From a partner site
10/10 Excellent
Laura
17 October 2025
Incredible stay in the BEST location
Laura
From a partner site
10/10 Excellent
Lauren C.
15 October 2025
Historic home in downtown Annapolis
Lauren C.
About the host
Hosted by iTrip Vacations Annapolis - Sean Degnan
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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