Entire home

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

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. - Steps from City Dock w Private Fenced-In Backyard at Historic Dog-Friendly Philip Clayton House (Annapolis)
A spacious kitchen with a central island, wooden stools, a fireplace, and a large window. - Steps from City Dock w Private Fenced-In Backyard at Historic Dog-Friendly Philip Clayton House (Annapolis)
A patio area with a fire pit and four blue chairs arranged around it. - Steps from City Dock w Private Fenced-In Backyard at Historic Dog-Friendly Philip Clayton House (Annapolis)
A hallway with wooden flooring, a blue patterned rug, a staircase, and a teal door with a bookshelf. - Steps from City Dock w Private Fenced-In Backyard at Historic Dog-Friendly Philip Clayton House (Annapolis)
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. - Steps from City Dock w Private Fenced-In Backyard at Historic Dog-Friendly Philip Clayton House (Annapolis)
Close to Annapolis City Dock and U.S. Naval Academy, Steps from City Dock w Private Fenced-In Backyard at Historic Dog-Friendly Philip Clayton House provides a firepit, laundry facilities and more. Guests can connect to free in-room WiFi.

Reviews

9.8 out of 10
Exceptional

Entire home

4 bedrooms3 bathrooms2322 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning

Add dates for prices

About this property

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.

Property amenities

Internet

  • Available in the house: Free WiFi

Kitchen

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

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

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre

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

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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 allowed
Service animals are welcome, and 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

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

About the area

Located in Annapolis, this holiday home is in the city centre. Kunta Kinte Plaque & Alex Haley Memorial and John Smith 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 Annapolis Maritime Museum are also worth visiting. Visit our Annapolis travel guide
View more Holiday homes in Annapolis
Map
Annapolis, MD

What's nearby

  • A well-manicured garden with a white gazebo, lush green trees, and a clear blue sky.
    William Paca House
    5 min walk - 0.3 miles
  • A grand hall with marble columns, a chandelier, and informational displays about historical rooms.
    Maryland State House
    5 min walk - 0.3 miles
  • A large building with ornate architecture, a cannon, and a sign reading "Bancroft Hall".
    U.S. Naval Academy
    5 min walk - 0.3 miles
  • Annapolis City Dock
    3 min walk - 0.2 miles
  • St. John's College
    6 min walk - 0.4 miles

Getting around

  • Odenton Station
    22 min drive
  • Fort Meade, MD (FME-Tipton)
    32 min drive

Restaurants

  • The Choptank
    3 min walk
  • Starbucks
    3 min walk
  • The Red Bean
    6 min walk
  • McGarvey's Saloon & Oyster Bar
    3 min walk
  • Iron Rooster
    3 min walk

Frequently asked questions

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

Yes, pets are allowed at this property.

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.

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

Checkout is at 11:00 AM.

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

Located in Historic District, this holiday home is within a 5-minute walk of Maynard-Burgess House and Annapolis City Dock. Annapolis Harbor and 14 Fleet Street are also within 5 minutes.

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 9 out of 10 reviews
Rating 8 - Good. 1 out of 10 reviews
Rating 6 - Okay. 0 out of 10 reviews
Rating 4 - Poor. 0 out of 10 reviews
Rating 2 - Terrible. 0 out of 10 reviews

10

Cleanliness

10

Location

Reviews

Verified review

8/10 Good

Liked: Cleanliness, check-in, location, listing accuracy
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!
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

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

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

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

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

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!
From a partner site

10/10 Excellent

Perfect for I-Day at USNA

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!