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Vintage Bungalow-cozy, walk to shops, water, free pkg.

Annapolis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$474

Beautiful Murray Hill Home (Annapolis)

Annapolis house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

“Comfortable and secure in a great home - almost as good as at ho” The house is set is a terrific neighborhood of annapolis within easy walking distance to two small parks on the water and to town. We all found the house a delight - the design, decorating, furnishings are tasteful and match the age and the imagery of the house. It is well equipped with comfortable bedrooms, adequate bathrooms and linens, utensils and staple supplies. We certainly will attempt to stay at this house again if we ever return to annapolis.

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Price per night from

$486

The Heart of Historic Cool in Annapolis

Annapolis house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$1,142

The Carrollton Cottage House

Annapolis house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$253

Fisher House - Downtown Annapolis!

Annapolis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$680

Quiet Home Close to Downtown Annapolis and Parks

Annapolis house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$399

Captain Quarters - Eastport!

Annapolis house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$570

Family Sized Contemporary in Spacious Neighborhood

Annapolis house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$630

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King George Downtown Annapolis Getaway

Annapolis apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$430

Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

Annapolis apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$223

Bay Ridge house by Quiet Waters Park, Thomas Point Park

Annapolis apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$224

Belle By the Bay

Annapolis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$366

Ann House Getaway

Annapolis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$442

Charming Charles Retreat

Annapolis house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$430

Charming Annapolis Waterview home

Annapolis house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$801

Eastport Bungalow - Popular house Walk to Downtown & USNA

Annapolis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$400

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Price per night from

$785

Still Available for 2024 Commissioning Week! Historic gem steps to USNA

Annapolis house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$466

Steps from the water, Easy parking and private backyard patio

Annapolis house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$356

Deep in the Heart of Annapolis; Parking for days!

Annapolis house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$518

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Price per night from

$338

Stay in USNA-themed dog-friendly home steps from Navy Stadium

Annapolis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 11

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Price per night from

$466

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Price per night from

$638

1 Block to USNA with Chapel Views big back patio and off-site parking!

Annapolis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$466

Hanover House across from USNA Gate 3 with private back patio

Annapolis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$466

Historic Carriage House in the Heart of Downtown Annapolis

Annapolis house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$343

Wake up in luxury, walk to restaurants and stadium from West Annapolis home

Annapolis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$466

Steps to Gate 1 and Free Parking at Naval-Academy Themed Home

Annapolis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 11

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Price per night from

$610

Duke's Den Downtown home with 2 PARKING spots!

Annapolis house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

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Price per night from

$640

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Price per night from

$356

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Price per night from

$466

Popular Historic Firehouse fully renovated with Parking and Pet Friendly

Annapolis house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$466

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Price per night from

$325

Luxury Waterfront home with private pier and guest house

Annapolis house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$908

Stay just steps from the Waterfront in the modern Historic Fleet's Inn

Annapolis house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$405

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Price per night from

$356

Free Parking with private fenced-in backyard with pool table at Weekender

Annapolis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$293

Cottage by the Bay on one level in family-friendly community

Annapolis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$367

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