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Steps from City Dock w Private Fenced-In Backyard at Historic Dog-Friendly Philip Clayton House

Vacation home near Annapolis City Dock in Annapolis

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Photo gallery for Steps from City Dock w Private Fenced-In Backyard at Historic Dog-Friendly Philip Clayton House

A residential area with houses surrounded by dense greenery.
A hallway with wooden flooring, a blue patterned rug, a staircase, and a teal door with a bookshelf.
A living room with a sofa, coffee table, wooden chairs, a dining table, and a rug. There are framed pictures on the walls and a door leading outside.
A spacious kitchen with a central island, wooden stools, a fireplace, and a large window.
A patio area with a fire pit and four blue chairs arranged around it.

Reviews

9.8 out of 10
Exceptional

Entire home

4 bedrooms3 bathrooms2322 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning

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

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About the neighborhood

Annapolis

Historic District stay.Within a 10-minute walk of this Historic District vacation home, you'll find Annapolis City Dock and U.S. Naval Academy. Matthew Henson Plaque and Thurgood Marshall Memorial are also within half a mile (1 km).
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What's nearby

  • St. John's College - 2 min walk - 0.1 miles
  • Maryland State House - 2 min walk - 0.1 miles
  • William Paca House - 5 min walk - 0.3 miles
  • Annapolis City Dock - 5 min walk - 0.3 miles
  • U.S. Naval Academy - 6 min walk - 0.4 miles

Getting around

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

Restaurants

  • ‪Starbucks - ‬5 min walk
  • ‪The Red Bean - ‬3 min walk
  • ‪McGarvey's Saloon & Oyster Bar - ‬6 min walk
  • ‪Iron Rooster - ‬6 min walk
  • ‪Chick & Ruth's Delly - ‬4 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Steps from City Dock w Private Fenced-In Backyard at Historic Dog-Friendly 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.

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Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop

Dining

  • Dining table

Bedrooms

  • 4 bedrooms

Bathroom

  • 2.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower

Living spaces

  • Dining table
  • Living room

Entertainment

  • TV

Outdoor areas

  • Barbecue grill
  • Firepit
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center

Things to do

  • Bicycle parking
  • Bicycle storage

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)

General

  • Bicycle parking
  • Bicycle storage
  • Recycling
  • Unit size: 2,322 square feet

Policies

Check-in

Check-in time starts at 4:00 PM

Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Information provided by the property may be translated using automated translation tools

Pets

  • Pets are welcome
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

No events 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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation.

Property is also known as

16353

Frequently asked questions

How close is Steps from City Dock w Private Fenced-In Backyard at Historic Dog-Friendly Philip Clayton House to the airport?

This vacation home is 20.6 mi (25-min drive) away from the Fort Meade, MD (FME-Tipton) airport, the closest popular airport to the property.

Does Steps from City Dock w Private Fenced-In Backyard at Historic Dog-Friendly Philip Clayton House have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Steps from City Dock w Private Fenced-In Backyard at Historic Dog-Friendly Philip Clayton House to the beach?

This vacation home is 4 mi (9-min drive) from Carrs Beach and 4.3 mi (13-min drive) from Sparrows Beach. Don't forget your sunscreen!

Does Steps from City Dock w Private Fenced-In Backyard at Historic Dog-Friendly Philip Clayton House offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Steps from City Dock w Private Fenced-In Backyard at Historic Dog-Friendly Philip Clayton House?

No, there is no casino at this vacation home.

What time is check-in at Steps from City Dock w Private Fenced-In Backyard at Historic Dog-Friendly Philip Clayton House?

Check-in begins at 4:00 PM.

Is there free parking at Steps from City Dock w Private Fenced-In Backyard at Historic Dog-Friendly Philip Clayton House?

Free parking is not available at this vacation home.

Does Steps from City Dock w Private Fenced-In Backyard at Historic Dog-Friendly Philip Clayton House have a pool?

This vacation home does not have a pool.

Does Steps from City Dock w Private Fenced-In Backyard at Historic Dog-Friendly Philip Clayton House have a spa?

There are no spa services available at this vacation home.

How close is Steps from City Dock w Private Fenced-In Backyard at Historic Dog-Friendly Philip Clayton House to downtown Annapolis?

This vacation home is 0.1 mi away from Annapolis.

Steps from City Dock w Private Fenced-In Backyard at Historic Dog-Friendly Philip Clayton House Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 8 out of 9 reviews
Rating 8 - Good. 1 out of 9 reviews
Rating 6 - Okay. 0 out of 9 reviews
Rating 4 - Poor. 0 out of 9 reviews
Rating 2 - Terrible. 0 out of 9 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Melanie B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Thanks for a wonderful stay! Home was beautifully kept and just steps away from downtown.
Stayed 3 nights in Jun 2026
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.
Verified review

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
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!
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!

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