Entire home

Historic Downtown Charmer, Water Views and Parking!

Photo gallery for Historic Downtown Charmer, Water Views and Parking!

Living Room with Fireplace
Living Room
Living Room with Cable Television
Fully Equipped Kitchen
Dining

Reviews

10 out of 10
Exceptional
2 bedrooms1+ bathroomSleeps 5

Popular amenities

  • Washer
  • Dryer
  • Kitchen
  • Outdoor space
  • Air conditioning

Explore the area

Map
Annapolis, MD
  • Annapolis City Dock
    ‪1 min walk‬
  • U.S. Naval Academy
    ‪3 min walk‬
  • Navy-Marine Corps Memorial Stadium
    ‪3 min drive‬
  • Annapolis, MD (ANP-Lee)
    ‪19 min drive‬

Rooms & beds

2 bedrooms (sleeps 5)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Single Beds

1 bathroom, 1 half bathroom

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet

Spaces

Deck or patio
Kitchen
Balcony
Dining area

About this property

Historic Downtown Charmer, Water Views and Parking!

Life is beautiful in historic downtown Annapolis, with great restaurants, shops and romantic waterfront at your doorstep. Live like a local in a home built in 1875 but updated for today's lifestyles. This two bedroom, 1 1/2 bath home with a designated, off-street parking space -- a rare perk in this National Landmark district -- makes it easy for guests to arrive, unpack and unplug.

Walk down Pinkney Street to experience the restaurants and shops of downtown and see the yachts along Ego Alley. Visit the United States Naval Academy just three blocks away. Or walk up the street on brick and cobblestone sidewalks to explore the grounds of the oldest state house in continued use in America or St. John's College, dating to the 17th century. Experience the restaurants, charming antique stores and neighborhoods around State and Church Circles and beyond.

This 1875 cedar shake home sits in a row of townhouses that have been updated for modern living, with hardwood floors and ceramic tile on the main floor and new carpeting in the bedrooms. Enjoy the cozy fireplace during the cold winter nights, or in the warm summer months, take your morning coffee or afternoon cocktails to the rooftop deck to enjoy views of the water, the boats and City Dock.

This well-decorated house features an open floor plan with updated, fully equipped kitchen, a living room with flat-screen TV and fireplace, dining room and half bath on the first level. There is a small deck facing the courtyard and parking with space to sit and enjoy the morning sun. On the second floor, the generously sized queen bedroom features a walk-in closet, private access to a shared bath and wall-mounted flat screen television. A well-appointed guest room provides two comfortable twin beds. But the second floor also contains a hidden surprise -- a skylit ship's ladder to a widow's walk and rooftop deck with beautiful views of Ego Alley and Spa Creek.

As with any luxury property, the essentials -- linens, WiFi, coffee, and toiletries -- are included.

Historic Annapolis is the place to be during Naval Academy events and football games, St. John's College visits and graduation, boat shows and more. It is the perfect destination for a romantic weekend, a girls' getaway, family reunions, temporary military assignment and more. Consider making this cozy retreat on a historic street your home away from home when you come to visit Maryland's state capital.

Property manager

Owner
Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Air conditioning
Outdoor space
Water view

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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
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
Safety features at this property include a fire extinguisher and a deadlock

We should mention

A car is not required for transport to and from this property

About the area

Annapolis

Located in Annapolis, this holiday home is in the city centre. The area's natural beauty can be seen at Jonas Green State Park and Sandy Point State Park, while The Colonial Players and Hammond-Harwood House are cultural highlights. Looking to enjoy an event or a game while in town? See what's happening at Alumni Hall or Navy-Marine Corps Memorial Stadium. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Annapolis, MD

What's nearby

  • Annapolis City Dock - 1 min walk - 0.1 km
  • U.S. Naval Academy - 3 min walk - 0.3 km
  • William Paca House - 3 min walk - 0.3 km
  • Maryland State House - 5 min walk - 0.5 km
  • Navy-Marine Corps Memorial Stadium - 3 min drive - 2.3 km

Getting around

  • Odenton Station - 29 min drive
  • Fort Meade, MD (FME-Tipton) - 25 min drive

Restaurants

  • ‪The Choptank - ‬3 min walk
  • ‪Starbucks - ‬3 min walk
  • ‪O'Brien's Annapolis' Original Steakhouse - ‬2 min walk
  • ‪Chick & Ruth's Delly - ‬4 min walk
  • ‪Mc Garvey's Saloon - ‬1 min walk

Frequently asked questions

Is Historic Downtown Charmer, Water Views and Parking! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Historic Downtown Charmer, Water Views and Parking!?

Check-in begins at 4:00 PM.

What time is check-out at Historic Downtown Charmer, Water Views and Parking!?

Checkout is at 11:00 AM.

Where is Historic Downtown Charmer, Water Views and Parking! located?

Located in Historic District, this holiday home is within a 5-minute walk of Annapolis City Dock and U.S. Naval Academy. 14 Fleet Street and Kunta Kinte Plaque & Alex Haley Memorial are just steps away.

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. 109 out of 114 reviews
Rating 8 - Good. 5 out of 114 reviews
Rating 6 - Okay. 0 out of 114 reviews
Rating 4 - Poor. 0 out of 114 reviews
Rating 2 - Terrible. 0 out of 114 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Maureen S.

Lovely townhome in the heart of the historic district
19 Pinkney is a very charming, very comfortable and quiet townhome in the heart of the downtown historic district. From the time we walked in we felt like it was home while we enjoyed everything that Annapolis had to offer. The house was very well stocked! The location was perfect! The assigned parking space right outside the door was a bonus! It was so nice to park our car and walk throughout the charming little streets in the historic district admiring the beautiful historical buildings and homes that were all decorated for the holidays. We really appreciated being so close to all of the wonderful restaurants, pubs, galleries, shops and City Dock. Eastport with its fun, casual eateries was also just a few minutes away. The owner was very nice and very helpful answering any questions that we had. Her suggestions for restaurants were wonderful! We tried every one and added them to our usual list of favorites. We try to visit Annapolis at least once a year and would love to return to 19 Pinkney when we do.
Stayed 3 nights in Dec 2017

10/10 Excellent

Sandra W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely comfortable house
Very nice location. Very comfortable and clean. I would stay again.
Stayed 17 nights in Dec 2024

10/10 Excellent

Erin S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay in Annapolis
I would give more stars for the location if I could. On a pretty quiet street right in the middle of everything. The unit was great and was exactly as described.
Stayed 3 nights in Nov 2024

10/10 Excellent

Philip B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place in a great location
Good communication, perfect location and a parking space was a real bonus.
Stayed 2 nights in Oct 2024

10/10 Excellent

Tim N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect anchorage for USNA reunion!
Fantastic location, only a short walk to the main gate of the academy. Warm comfortable and clean! The deck on the top of the building gave spectacular views of Annapolis Harbor and we thoroughly enjoyed our stay! Made the 40th reunion extra special for my lovely wife and I whom I met in Annapolis 43 years ago. Thanks so much!
Stayed 2 nights in Oct 2024

10/10 Excellent

Robert W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
ANNAPOLIS
Good weekend getaway
Stayed 3 nights in Oct 2024

10/10 Excellent

Earl K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect stay
Location, accommodations were top-notch
Stayed 2 nights in Sep 2024

10/10 Excellent

Susan W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
USNA reunion
Perfect location with parking! We could walk everywhere without the hassle of moving our car! Kitchen had everything you needed if you wanted to cook. Comfortable beds!
Stayed 3 nights in Sep 2024

10/10 Excellent

tiffany H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Annapolis Gem!
A wonderful property in the heart of Annapolis outfitted with all the items to make your stay easy and enjoyable. Park when you arrive and walk the rest of your stay. Property was very clean and nicely outfitted. We can’t wait to go back!
Stayed 2 nights in Aug 2024

10/10 Excellent

Felder B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Annapolis
We enjoyed staying in this property and it was as advertised and close to everything. We were able to walk everywhere downtown and to the Naval Academy in 3 minutes. The owners were great to deal with and responded promptly to our questions. No problems and enjoyed our stay.
Stayed 4 nights in Aug 2024

10/10 Excellent

Lewis H.

Liked: Check-in, communication, location, listing accuracy
Visiting home town
The location can’t be beat.
Stayed 8 nights in Jul 2024

10/10 Excellent

Tammy P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Heart of DTA
Loved our stay at this beautiful townhome with a he rooftop deck. Perfect location around the corner from Iron Rooster. Patty was the perfect host — very responsive. Place has everything we needed. Hope to stay in the future.
Stayed 4 nights in Jun 2024

10/10 Excellent

john e.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Annapolis
Awesome stay!! Everything you could want and location is great 👍
Stayed 2 nights in Jul 2024

10/10 Excellent

Kristen S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location for girls getaway!
The home was such a great home base for our reunion in Annapolis. The owner was so friendly and accommodating. Great food and drink recommendations. The location is unbeatable and everything was clean and comfortable. The shower head and water pressure were also worth noting. We would love to stay at 19 Pinkney again!
Stayed 2 nights in Jun 2024

10/10 Excellent

Regina B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location for DC area trip
Location was perfect and allowed us to travel in and visit DC and Baltimore during the day and then come back to the quaint charm of the historic district. Literally walked EVERYWHERE which was super convenient.
Stayed 5 nights in Apr 2024

10/10 Excellent

Patrizia P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Super location
This property is in the best location to enjoy old Annapolis. Walking distance to everything: great restaurants and historical sites to visit. Five minutes walk to the Navy Academy. It has a gate parking area and it is easy to bring suitcases in the home. The home is charming and comfortable. Beautiful view from the terrace. This place will be always our first choice when we drive to Annapolis to visit our family.
Stayed 3 nights in Apr 2024

10/10 Excellent

Robert B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
NY eve
Very nice time
Stayed 3 nights in Dec 2023

10/10 Excellent

Holly M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Holiday Weekend in Downtown Annapolis
This is our second stay and we'll definitely stay again! This property is so perfectly situated downtown. Patricia is wonderful. Watching the lighted boat parade from the roof deck was a highlight for everyone!
Stayed 3 nights in Dec 2023

10/10 Excellent

Melanie A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place
This house was great. Had everything we needed. Location is perfect. We walked to everything.
Stayed 2 nights in Nov 2023

10/10 Excellent

Charles S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
A Little Business at USNA
The property was charming, wonderfully convenient to both the Academy and downtown, and well-equipped. The included parking space insured a five star rating! I hope to stay again and take advantage of the rooftop view and a nice glass of wine at sunset.
Stayed 2 nights in Oct 2023

10/10 Excellent

Karen R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Reunion weekend
Needed a place to stay for class reunion (Naval Academy). We’ve stayed in area hotels before, but wanted to be closer to restaurants while having a place where we could gather nicely. This was the perfect place. 3 adults. So nice to be able to sit in a living room or around a table and plan our days. The location is perfect, the furniture comfortable, everything was clean. We would definitely book again
Stayed 3 nights in Oct 2023

10/10 Excellent

Larry A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Parents Weekend
Perfect location with parking
Stayed 4 nights in Sep 2023

10/10 Excellent

Lizabeth C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Location
We loved our stay and the location cant be beat. Great air conditioning which helps on hot summer evening.
Stayed 3 nights in Aug 2023

10/10 Excellent

Matt H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
2nd Time...love this place
Stayed here for USNA plebe parent's weekend. What an amazing weekend and your place made it that much more special. We will be back again soon.
Stayed 4 nights in Aug 2023

10/10 Excellent

David S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Old Town Annapolis
Comfortable and very well maintained townhouse with off-street parking in downtown Annapolis. Walking distance to Naval Academy, Annapolis Harbor, Church and State Circles, and Market Street. Outstanding choice of restaurants. Ideal summer getaway.
Stayed 4 nights in Aug 2023

About the host

Hosted by Owner

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests