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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Historic Downtown Charmer, Water Views and Parking!"""

Bedrooms 2
Half Baths1
Property type townhome
Minimum Stay 2 - 90 nights


About the property

2 bedroom townhome in Historic District

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.

More Details

Member since: 2015
Premier Partner

This VRBO partner has demonstrated and is committed to fast response times, the best rates, and a great guest experience.

Speaks: english
Response time:
Within a few hours
Response rate:
Calendar last updated:
March 7, 2018


Historic District Townhome Accommodation and Amenities

Property Type:
  • townhome
  • Guests provide their own meals
House Rules:
  • Max. occupancy: 5
  • Minimum Age Limit for Renters ...
  • pets considered
  • children welcome
  • non smoking only
Location Type:
  • Downtown ...
  • Water View ...
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning
  • Clothes Dryer
  • Fireplace
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking ...
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Dining
  • Dining Area
  • seating for 4 people
  • 1 Bathroom
  • 1 Half Bath
  • Bathroom 1 - toilet , combination tub/shower
    Bathroom 2 - toilet
  • 2 Bedrooms, Sleeps 5
  • Bedroom 1 - 1 queen
    Bedroom 2 - 2 twin/ single
  • Satellite / Cable
  • Television
  • Balcony ...
  • Deck / Patio ...
  • wheelchair inaccessible
  • churches
  • cinemas
  • festivals
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • playground
  • recreation center
  • restaurants
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • outlet shopping
  • photography
  • scenic drives
  • shopping
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cycling
  • fishing
  • freshwater fishing
  • golf
  • hiking
  • kayaking
  • pier fishing
  • sailing
  • sound/bay fishing
  • swimming
  • tennis
  • water skiing
  • water tubing
  • wind-surfing
Well-behaved dogs welcome for a fee; Specialty rates during winter for Maryland state legislators.


Exceptional! 5/5 -
(32 traveler reviews)

96% Complete
3% Complete
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Historic Downtown Charmer, Water Views and Parking!
average rating of 4.96875 based on 32 reviews

Lovely townhome in the heart of the historic district

  • 5 of 5

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.

  • Submitted: Jan 12, 2018
  • Stayed: December 2017
  • Source: HomeAway
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Lovely House

  • 4 of 5

Warm and cozy. Right in the heart of Historic Annapolis. Clean and well appointed. I would definitely stay there again.

  • Submitted: Dec 29, 2017
  • Stayed: December 2017
  • Source: VRBO, from HomeAway
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  • 5 of 5

This property was everything we were looking for...close to downtown, room to relax, plenty of space for all of us, in our price range and comfortable. And having an off-street parking space was a definite added bonus! The house is tastefully decorated and we loved being able to walk everywhere we wanted to go. Location was so close that we could easily drop off our packages while shopping and head back out again. Starbucks and the dock are only a couple of minutes walk so be sure to grab a coffee and catch the sunrise some morning. We would definitely stay here again!

  • Submitted: Dec 28, 2017
  • Stayed: December 2017
  • Source: VRBO, from HomeAway
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Great location, convenient to everything.

  • 5 of 5

Wonderful townhouse within walking distance to everything Annapolis has to offer.

  • Submitted: Dec 21, 2017
  • Stayed: December 2017
  • Source: VRBO, from HomeAway
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Great location, great host!

  • 5 of 5

Walking distance to any place you would want to go in DTA and it has a reserved parking spot. Perfect if you are visiting the Naval Academy!

  • Submitted: Dec 10, 2017
  • Stayed: December 2017
  • Source: HomeAway
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Great place

  • 5 of 5

Clean, comfortable, cozy, convenient to all the good stuff. Amd parking space is a big plus.

  • Submitted: Dec 4, 2017
  • Stayed: November 2017
  • Source: VRBO, from HomeAway
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Nearest Airport
25 Miles
Baltimore Washington Airport
Nearest Barpub
10 Metres
Nearest Train
25 Miles
Nearest Motorway
2 Miles
U.S Route 50
Nearest Restaurant
10 Metres
Iron Rooster
Nearest Beach
9 Miles
Sandy Point State Park
Car: not necessary

Home is located in the heart of the Annapolis Historic District, named a National Treasure by the National Trust for Historic Preservation. The scenery in this well-preserved colonial city is a top destination for weddings and romance, as well as fall football games, fine dining, antiquing, historic home tours, sailing and more.


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning Fee $75
Damage Deposit $300

If bringing a dog, there is a $25 fee per night for the first dog, $15 for the second. No more than two well-trained dogs allowed.

Owner's Cancellation Policy

100% refund if canceled at least 30 days before arrival date.