Steps from the Waterfront with Private Backyard at Historic Philip Clayton House

Annapolis, Maryland
$834 avg/night Minimum Stay 2 Nights
Bed 4

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Night 2 nights

Min Stay

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.



Withnearly 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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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms
  • GENERAL

    Energy-saving Switches Recycling Unit Size: 2322 Sq Ft (216 Sq M)
  • KITCHEN

    Coffee/tea Maker Dishwasher Ice Maker Microwave Oven Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Firepit Patio
  • BATHROOMS

    2.5 Bathrooms Bathtub Or Shower Hair Dryer Shampoo
  • LANGS SPOKEN

    English
  • ENTERTAINMENT

    TV
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Games
  • LOCATION HIGHLIGHTS

    In The City Center
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Availability

Review Review

  • JoJo T.

    Submitted Nov 23, 2025

    Stayed Nov 14, 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.

  • Laura

    Submitted Oct 17, 2025

    Stayed Oct 14, 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!

  • Lauren C.

    Submitted Oct 15, 2025

    Stayed Oct 13, 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!

Your dates are Available!

Total

Includes taxes and fees
$834+
View details