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Member since: 2007
Call Owner
Speaks: english

Luxurious Historic Home in the Heart of Downtown Annapolis!

82 Reviews
Bedrooms 3
Half Baths1
Property type house
Minimum Stay 2 nights

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Annapolis House Rental Photos and Description

House, 3 Bedrooms + Convertible bed(s), 2.5+ Baths, (Sleeps 7 & up to 9)

Pure Magic! You'll wake to the sound of church bells ringing from St. Mary's, ships horns as they depart from City Dock and horses hooves as they pull carriages through the charming historic streets of Annapolis.

This luxuriously decorated historic home was built in 1832 and has been fully renovated to bring out its original charm. Situated only one block from Main Street in downtown Annapolis, it is conveniently located to give you instant access to sightseeing, shopping, restaurants and bars, boat cruises, and Naval Academy activities. City Dock, at the bottom of the block, boasts commanding views of the Chesapeake, sail and motor boats of all sizes, and people watching galore! Its close proximity to St. Mary's, St. Anne's, First Presbyterian and the Naval Academy Chapel makes it ideal for wedding parties and guests.

The Maryland State Capital, Governors Mansion, Naval Academy and Navy-Marine Corp Stadium are all easily within walking distance...most within just five minutes. Baltimore (30 minutes) and Washington D.C. (45 minutes) also have a tremendous amount to offer during your time here - it's the perfect central location. METRO access (New Carrollton Station) is 20 minutes away and connects to AMTRAK as well.

Original heart-of-pine wood floors are located throughout the home, graced by many beautiful rugs. The fully renovated gourmet kitchen makes cooking and entertaining an absolute pleasure if you are so inclined, and don't forget to enjoy a glass of wine and perhaps a cigar as you sit by the fire-pit on the back patio. The local Farmers Market (at the bottom of the block) on Sundays will provide you with fresh, organic veggies, meats and breads from May through late-Nov. As winter approaches, cozy up in front of the wood-burning fireplace with a book from the fully stocked shelves located throughout the house. Enjoy Fall Festivals, Ghost Tours, Naval Academy football and of course, the world-famous Annapolis Boat Show. Entertaining is an absolute pleasure in this home - the multi-room high-quality sound system gives the house a warm, comfortable atmosphere year-round.

If your vacation includes work, settle down at the desk in the office/library. It has high-speed wireless internet for your personal computer. The office has an operational gas fireplace for added ambiance.

The home sleeps six comfortably in two queen beds and one full bed. The couch in the living room is also a very comfortable single bed alternative, and a queen-sized air mattress is available upon request.

Free passes are provided for on-street parking for one vehicle, and a covered parking ramp is easy walking distance for additional vehicles. If you have any special requirements or requests, I'll do my best to facilitate!

Both the home and Annapolis have something incredible to offer...all year long. This home is ideal for family gatherings, wedding parties, 'girls weekends', football season, Graduation, and sailing races! Use the link below to view upcoming events sponsored by the Historic Annapolis will help you take advantage of all the incredible events that Annapolis has to offer during your stay.

Please click on the calendar link on the right side of this page to check for availability during the next 1 year period. Feel free to inquire about events that are more than a year away too. I recommend that you to plan early...this house is always in high demand. Though if you're spontaneously planning a visit for this coming weekend, I welcome and encourage your adventurous spirit!! It's a no-brainer alternative to a hotel stay with all it has to offer.

I NEVER ask for payment via wire transfer. Any such request should be treated as fraud.


-- Commissioning Week 2015

-- Commissioning Week 2016

Please check back for changes or cancellations. Thanks!

Keywords: House

More Details
  • Long-term Renters Welcome
  • children welcome
  • non smoking only
  • pets not allowed
  • wheelchair inaccessible
Member since: 2007
Call Owner
Speaks: english


based on 82 traveler reviews

Luxurious Historic Home in the Heart of Downtown Annapolis!
average rating of 4.9512196 based on 82 reviews

Great location. Very helpful owner

  • 5 of 5

Owner is very nice. And friendly. GREAT location for downtown area. Charming area. Parking can be a challenge but during vacation the nearby school is a boon.

We used 2 of the 3 bedrooms. The kitchen is the best part of the house. It is indeed authentic and historic.

  • Submitted: Jul 9, 2016
  • Stayed: Jun 2016
  • Source: HomeAway
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  • 5 of 5

A great home in a great location. We stayed for a weekend and had a wonderful time. The owner is very nice and very helpful.

  • Submitted: Jun 12, 2016
  • Stayed: Jun 2016
  • Source: VRBO, from HomeAway
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Great place for family gathering

  • 5 of 5

Location to downtown is the best! Restaurants and shopping are in walking distance.

Nice size rooms, kitchen, family room. Really nice back patio too. We've used Bobbies place the past 2 Christmas weekends and loved it.

  • Submitted: Jan 1, 2016
  • Stayed: Dec 2015
  • Source: VRBO, from HomeAway
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Centrally located and terrifically comfortable

  • 5 of 5

My wife and I enjoyed 2 lovely nights here. It's location puts the house within walking distance of everything we wanted to see and visit in downtown historic Annapolis. We loved being able to get up on a crisp autumn morning and walk over to one of the several nearby coffee shops. And then not having to drive to any of the top dining destinations... priceless. But the comfort and cleanliness of the house are top-notch. The bed was very comfortable, as was the rest of the house. We were able to feel at home here very quickly and easily! Doing this with an authentic historic house is tricky thing, but Bobbi has definitely pulled it off. Highly recommended!

  • Submitted: Dec 17, 2015
  • Stayed: Nov 2015
  • Source: VRBO, from HomeAway
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Edina, MN

Reunion Weekend

  • 5 of 5

Planned a 3 day family reunion around a Navy home football game. The location of this property was PERFECT! We could walk to just about everything. The property was fully stocked with everything we needed and the air mattress in the office came in handy. The house looked "just ok" from the outside but once inside everything was perfect. Would highly recommend this property for any Annapolis stay.

  • Submitted: Sep 24, 2015
  • Stayed: Sep 2015
  • Source: VRBO, from HomeAway
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Noank, CT

Wedding weekend

  • 5 of 5

Our family of 7(5 adults and 2 young children) spent a long weekend in this home for our youngest sons wedding. A perfect location and a very comfortable home. We wouldn't hesitate to stay there again.

  • Submitted: Sep 21, 2015
  • Stayed: Sep 2015
  • Source: VRBO, from HomeAway
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Nearest Airport
25 Miles
Baltimore-Washington Airport
Nearest Train
20 Miles
New Carrolton, Amtrak and Metro Stations
Nearest Motorway
20 Miles
Hwy 50 and I-495
Car: not necessary

Historic Annapolis Walking Tours, Ghost Tours, Horse Drawn Carriage Rides, Naval Academy activities, Segway tours, Sailing races, Annapolis Yacht Club nearby


Rates & Availability

Annapolis House Rental Rates

Rental Basis:
per property
Owner accepts payment in:
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Rate Period Nightly Weekend Night Weekly Monthly * Event
My Standard Rate
2 night minimum stay

Additional information about rental rates

Refundable damage deposit $200
Cleaning Fee $125

A refundable $200 deposit is due upon booking. A $100 fee will go toward a cleaning at the conclusion of your stay. Payment in full for the rental rate is due 21 days prior to the beginning of your stay. Cancellation fees apply (see rental agreement).

Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.
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Annapolis House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 2600 sq. ft.
Location Type:
  • Downtown
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Activities Guide
  • Air Conditioning
  • Alarm Clock
  • Basic Soaps
  • Broadband Access
  • Clothes Dryer
  • Ducted Cooling
  • Fireplace
  • Firewood
  • Floorboards
  • Free Long Distance
  • Gas Fireplace ...
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Laundry Soap
  • Linens Provided ...
  • Living Area
  • Local Activities Guide
  • Local Maps
  • Paper Towels
  • Parking On Street
  • Shampoo
  • Split-System Air Conditioning
  • Split-System Heating
  • Telephone
  • Toilet Paper
  • Towels Provided
  • Washing Machine
  • Wireless Internet
  • Wood Fireplace ...
  • Blender
  • Coffee Grinder
  • Coffee Maker
  • Cooking Utensils ...
  • Dishes & Utensils
  • Dishwasher
  • Freezer
  • Grill
  • Ice Maker
  • Kitchen ...
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Stove
  • Toaster
  • Dining
  • Dining Area
  • seating for 6 people
  • 2 Bathrooms
  • 1 Half Bath
  • Bathroom 1 - toilet , combination tub/shower , tub
    Bathroom 1 - toilet , shower
    Bathroom 1 - toilet
  • 1st floor half bath, 2nd floor master bedroom has 3/4 bath with shower and toilet, 2nd floor also has full bath with tub/shower and toilet.
  • 3 Bedrooms, Sleeps 9
  • Queen size Beds (2) (1 additional queen air mattress available upon request). $10 per person/per night fee applies for more than 7 people., Double Beds (1) Double bed located in 3rd floor dormer bedroom
  • Books
  • CD Player
  • DVD Player
  • Radio
  • Satellite / Cable ...
  • Stereo
  • Television
  • Deck / Patio ...
  • Lawn / Garden
  • Outdoor Entertainment Area
  • Outdoor Grill
  • Outdoor Grill Gas
  • Patio
  • Terrace
  • Long-term Renters Welcome
  • children welcome
  • non smoking only
  • pets not allowed ...
  • wheelchair inaccessible ...
  • autumn foliage
  • bay/sound
  • churches
  • cinemas
  • live theater
  • marina
  • museums
  • restaurants
  • zoo
Leisure Activities:
  • antiquing
  • beachcombing
  • boating
  • horseback riding
  • scenic drives
  • shopping
  • sight seeing
  • walking
  • water sports
Local Services & Businesses:
  • ATM/bank
  • medical services
Sports & Adventure Activities:
  • cycling
  • fishing
  • golf
  • hiking
  • jet skiing
  • kayaking
  • mountain biking
  • pier fishing
  • rafting
  • sailing
  • sound/bay fishing
  • swimming
  • water skiing

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