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

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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

10 out of 10
Exceptional

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Firepit available
    One of the few properties with a dedicated outdoor firepit.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Maryland State House

Popular amenities

  • Patio
  • Barbecue
  • Internet access
  • Pet-friendly
  • Air-conditioning
  • Refrigerator

Explore the area

View map
Annapolis, MD
  • Place, Annapolis City Dock
    ‪3 min walk‬
  • Place, Maryland State House
    ‪5 min walk‬
  • Place, U.S. Naval Academy
    ‪5 min walk‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪38 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
Number of living rooms

Add dates for prices

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About the area

Annapolis

Located in Annapolis, this holiday home is in the city centre. John Smith House and 97, 99 and 101 East Street 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.
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Map
Annapolis, MD

What's nearby

  • Annapolis City Dock - 3 min walk - 0.3 km
  • William Paca House - 5 min walk - 0.4 km
  • Maryland State House - 5 min walk - 0.4 km
  • U.S. Naval Academy - 5 min walk - 0.4 km
  • St. John's College - 6 min walk - 0.6 km

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
  • ‪Iron Rooster - ‬3 min walk
  • ‪McGarvey's Saloon & Oyster Bar - ‬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.

How much does it cost to stay at Steps from City Dock w Private Fenced-In Backyard at Historic Dog-Friendly Philip Clayton House?

As of 31 Oct 2026, prices found for a 1-night stay for 2 adults at Steps from City Dock w Private Fenced-In Backyard at Historic Dog-Friendly Philip Clayton House on 15 Mar 2027 start from AU$3,969, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 10 out of 11 reviews
Rating 8 - Good. 1 out of 11 reviews
Rating 6 - Okay. 0 out of 11 reviews
Rating 4 - Poor. 0 out of 11 reviews
Rating 2 - Terrible. 0 out of 11 reviews

9.8/10

Cleanliness

9.8/10

Check-in

9.4/10

Communication

10/10

Location

9.4/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Home in a fantastic location
Stayed 3 nights in Oct 2026
Response from VrboOwner on 21 Oct 2026
Thank you. We appreciate your feedback a d look forward to hosting you again soon.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location! Easy walk into town, spacious and comfortable. Loved the backyard and sitting area!
Stayed 3 nights in Sep 2026
Response from VrboOwner on 24 Sept 2026
Thanks, Sharon! We are so glad you enjoyed everything. We hope we can host you again soon.
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
Response from VrboOwner on 16 June 2026
Thanks, Melanie! We hope to host you again soon. Sean, iTrip Annapolis
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and fully stocked house! Backyard is great for hanging out.
Stayed 3 nights in Jul 2026
Response from VrboOwner on 29 July 2026
Thanks! Glad you enjoyed everything. Hope we can host you again soon.
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
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

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

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

Great home!

My wife & 3 of our adult children stayed here for the USNA Parents weekend. Home is clean, well maintained, with a strong central a/c, and a large modern kitchen. In addition the bedrooms are spacious & comfortable, and you cannot beat the location! On top of everything, the property manager made check-in and check-out super easy. We will definitely stay here again.
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!
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
Response from VrboOwner on 23 June 2026
Hi, Tara. Sorry you couldn’t reach us for some reason, although I don’t see any unanswered messages from you all weekend. In any case, we provide a “starter pack” of toiletries, paper products, coffee, dishwasher pods, etc., but we would have been happy to bring over extra supplies if you had let us know. We strive to deliver only 5-star experiences to our guests and we’re sincerely sorry yours fell short. Maybe we can make it up to you next time you’re here? Sean, iTrip Annapolis
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