Updated on Jul 20, 2026
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Type
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Private vacation home
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Bedrooms
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3
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Bathrooms
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2
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House Rules
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-
Pets allowed
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Children allowed: ages 0-17
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Smoking is not permitted
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No events allowed
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Max Occupancy
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10
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Host Language
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English
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Property Id
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4098800
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Experience the Difference: Professionally Managed by iTrip Annapolis
Stay right in the heart of Historic Annapolis, just 2 blocks from Main Street. This 2-unit property offers the opportunity to stay together while each having your own apartment. The Historic building, once a grocery store and the residences of the store, is the perfect blend of convenience and comfort in the two well-appointed spaces, each with their own full kitchen, bedrooms and bathroom.
Main Sail on the main floor: 2 bedroom/1 bath, sleeps 6
The Jib on the 2nd floor: 1 bedroom/1 bath, sleeps 4
Property Highlights:
Central Location: Walk to all the attractions of Historic Annapolis, including Main Street, just 2 blocks away, and the U.S. Naval Academy, another 2 blocks away.
Sleeping Arrangements :
Main Sail, main floor (Sleeps 6)
King Bedroom: King Bed, Full-size Sleeper Sofa (linens provided)
TV
Queen Bedroom:Queen Bed
Shared Bathroom: Full bath in the hall with stand-up shower
The Jib, 2nd floor (sleeps 4)
King Bedroom: King Bed
Twin futon (plus 2 more Twin futons in the closet; linens provided)
Full Bathroom in the hall with combo bathub/shower
Additional Features:
Modern Amenities: High-speed internet and WiFi, two flat-screen TVs
Dining: Full kitchens with seating for 4-6 guests in each unit
Luxury Linens: Luxury bed and bath linens, complimentary toiletries Starter Kit, and boutique-level service
Convenience: 2 Full-size washer and dryers - one in the 1st floor unit, the 2nd in the main entrance of the 2nd unit
Easy Access: Keyless entry; Walk into the building's lower level then up to the 2nd floor where there will be a lockbox on the wall with the key to the unit.
Convenient Parking: Parking for one car on driveway behind home
Dog-Friendly - available after payment of $150 per dog is made prior to checkin
Property Distance to:
Main Street: 2 blocks
U.S. Naval Academy: 4 blocks
Washington, DC: 32 miles
Baltimore: 31 miles
Amenity & Supplies Starter Pack:
Included: A starter set of coffees, sweeteners, soap, shampoo, conditioner, lotion, hand sanitizer, paper towels, toilet paper, dish soap, sponge, and dishwashing liquid
Fresh Linens: All beds are made with freshly-laundered sheets, and towels are provided in the baths.
House Rules:
Age Requirement: At least one member of the party must be 25 years of age.
No Smoking
Respect: Be respectful of the house, contents, neighbors, and neighborhood. No parties.
Check-in/Check-out: Check-in time is 4:00 pm, and check-out time is 11:00 am.
Located in Annapolis, this vacation home is in the city center. The area's natural beauty can be seen at Sandy Point State Park and Jonas Green State Park, while Banneker Douglass Museum and ARTFX Gallery of Fine Crafts and Arts 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.
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