Entire home

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

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

The Philip Clayton House is located on a block-long street just steps from the Annapolis Waterfront.
The home's historic character has been worked into the many renovations done over the years.
Gather in the large Family Room, an addition that was added to the back of the home.
The King Suite is one of 4 bedrooms in the home.
Dine al fresco and sit around the fire pit under the stars in the private backyard.

Reviews

10 out of 10
Exceptional
4 bedrooms2+ bathroomsSleeps 10

Popular amenities

  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill

Explore the area

View in a map
Annapolis, MD
  • Place, Maryland State House
    ‪2 min walk‬
  • Place, Annapolis City Dock
    ‪5 min walk‬
  • Place, U.S. Naval Academy
    ‪6 min walk‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪37 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.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

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 Helen Avalynne Tawes Garden are also worth visiting.
Map
Annapolis, MD

What's nearby

  • 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
  • Hammond-Harwood House - 6 min walk - 0.6 km

Getting around

  • Odenton Station - 21 min drive
  • Fort Meade, MD (FME-Tipton) - 25 min drive

Restaurants

  • ‪Starbucks - ‬5 min walk
  • ‪Rams Head Tavern - ‬4 min walk
  • ‪The Red Bean - ‬3 min walk
  • ‪O'Brien's Oyster Bar & Seafood Tavern - ‬5 min walk
  • ‪Chick & Ruth's Delly - ‬4 min walk

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 4 out of 4 reviews
Rating 8 - Good. 0 out of 4 reviews
Rating 6 - Okay. 0 out of 4 reviews
Rating 4 - Poor. 0 out of 4 reviews
Rating 2 - Terrible. 0 out of 4 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

8.0/10

Listing accuracy

Reviews

Verified

10/10 Excellent

JoJo T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 2 nights in Nov 2025
Response from VrboOwner on 30 Nov, 2025
Thanks, JoJo! We’re thrilled to hear that Phillip Clayton House was wonderful and the location was great for your stay. It’s fantastic that you found the beds very comfortable. We appreciate your suggestion regarding the master bedroom’s doors and will consider this for our property description. We hope to welcome you back for another exceptional visit in the future! Melissa~iTripAnnapolis
From a partner site

10/10 Excellent

Laura

Incredible stay in the BEST location

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!
Response from VrboOwner on 21 Oct, 2025
Thanks, Laura! We’re thrilled to hear that Phillip Clayton House impressed you with its blend of historic charm and modern amenities. It’s wonderful to know that the spacious layout, high-end appliances, and gorgeous decor provided a perfect setting for your group of four couples to relax and enjoy. We’re glad you found the location ideal for exploring downtown Annapolis, with its amazing restaurants, shops, and proximity to the U.S. Naval Academy and stadium. It sounds like you made the most of the backyard patio area for dinner and drinks, and enjoyed morning coffee walks along the marina. We hope to host you again next time you’re in town! Melissa~iTrip Annapolis
From a partner site

10/10 Excellent

Lauren C.

Historic home in downtown Annapolis

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!
Response from VrboOwner on 21 Oct, 2025
Thanks, Lauren! We’re thrilled to hear that Phillip Clayton House impressed you with its unbeatable location in the heart of downtown Annapolis. It’s wonderful to know that the home comfortably accommodated your family and that you enjoyed the large gathering rooms and fabulous outdoor entertaining area. We’re glad the chef’s kitchen had everything you needed for your stay. It’s fantastic to hear that the home added to your immersive historical experience in Annapolis. Thank you for sharing your tip about the water taxi and the fun adventure to Eastport! We hope to host you again next time you’re in town! Melissa~iTrip Annapolis
From a partner site

10/10 Excellent

Scott W.

Fantastic place to stay in the heart of Annapolis

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.
Tell us how we can improve our siteShare feedback

Go further with the Vrbo app

  • Easily message your host
  • Access, share and manage your trip
  • Earn OneKeyCash on holiday rentals
Scan the QR code with your device camera and download our app
QR code to download the app