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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

$477

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

$488

The Heart of Historic Cool in Annapolis

Annapolis house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$1,148

Fisher House - Downtown Annapolis!

Annapolis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$683

Quiet Home Close to Downtown Annapolis and Parks

Annapolis house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$401

Captain Quarters - Eastport!

Annapolis house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$573

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

1 of 2 match: Rental types, Stove

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Price per night from

$431

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

$224

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

$368

Charming Charles Retreat

Annapolis house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$431

Ann House Getaway

Annapolis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$442

Charming Annapolis Waterview home

Annapolis house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$803

SeaGlass House by-the-Bay

Annapolis house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$672

Fox Hollow House

Annapolis house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$459

The Carrollton Cottage House

Annapolis house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$253

West Annapolis Cottage

Annapolis house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

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Price per night from

$916

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Price per night from

$338

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

Steps from USNA Gates 1 & 3 with large private patio

Annapolis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$408

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Price per night from

$324

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

$465

Parking at Stunning On Cloud 9 with private patio pet-friendly

Annapolis house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$500

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

$907

Modern and cozy Captain’s Crossing Cape house in West Annapolis

Annapolis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$402

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

Walk to waterfront & USNA with Parking at Historic Wisteria

Annapolis house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$465

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

Escape to this Cape Cod home close to everything!

Annapolis house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$395

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

$465

2 parking spots and Walkable to Main Street at Seashell in the City

Annapolis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$465

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

Take your Leave of Absence around gardens with driveway parking

Annapolis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$426

Free parking Historic Union House Downtown with private patio

Annapolis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$403

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

$465

Free Parking at Randall House in Downtown Annapolis

Annapolis house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 11

1 of 2 match: Stove, Rental types

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Price per night from

$729

Popular Eastport Retreat - private back patio with parking and walk to USNA

Annapolis house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

1 of 2 match: Stove, Rental types

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Price per night from

$785

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