Houses Annapolis

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95 houses

Charming and Private Family Palace near BWI airport

Glen Burnie house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$172

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Comfortable, Spacious & Fun! 6+ Acres Pool & Shore. 4 Master Suites Waterview

Wittman log cabin

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Games room

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Price per night from

$1,115

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.

1 of 2 match: Games room, Rental types

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Price per night from

$486

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

Annapolis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Games room, Rental types

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Price per night from

$475

Love Point Waterfront

Kent Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

“Love Point Retreat” I stayed at Paula's property 3 times so far. We stayed once in October 2014 and twice in April 2015. Here is how I would break it up: Owner: Paula is very nice, accommodating and extremely responsive. She was easy to deal with, answered all of our questions and concerns timely. Property (Interior): The property is really clean and very well maintained considering its age. I also feel that it is properly stocked with all the necessities. Property (Outdoor Space / View): We spend the majority of our time there outside. The deck / backyard area is very well maintained and stocked with adequate furniture. We used the gas grill every day of our stay. The dock is set up nicely for fishing including rod holders and a light for night fishing. The view from the dock is to die for, the Bay is so wide and the Bay Bridge is a nice backdrop to the view specially during sunset. Fishing: Fishing is the best I have ever experienced (compared to all other rentals I tried). I caught numerous species from the dock including Spot, White Perch and of course Striped Bass (Rockfish). I caught my biggest Rockfish ever from the dock there (39 inch fish, roughly 30 pounds) in April. Overall, I love the property, the view and the peaceful surroundings. A great bonus for me is the short one hour commute to get there. We will definitely be back to Love Point for an encore.

1 of 2 match: Games room, Rental types

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Price per night from

$458

DOLCE VIDA AT Kent Island- 4 bedrooms House for rent-SLEEPS 10-12

Chester house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Games room, Rental types

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Price per night from

$1,944

Private Room Close To Baltimore and BWI Airport + EXTRAS

Glen Burnie house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Games room, Rental types

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Price per night from

$52

KENT ISLAND-OCEAN VIEW Home for rent-4 bedrooms EASTERN SHORE sleeps 10-12

Kent Island house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Games room, Rental types

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Price per night from

$1,944

Eat..Sleep..Fish..Repeat! Who needs a desk (there is one upstairs) when you can

Stevensville house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Games room, Rental types

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Price per night from

$801

The Heart of Historic Cool in Annapolis

Annapolis house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Games room, Rental types

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Price per night from

$1,144

Quiet Home Close to Downtown Annapolis and Parks

Annapolis house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Games room, Rental types

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Price per night from

$399

Gourmet Kitchen, Family and Pet Friendly Residence!

Mayo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Games room, Rental types

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Price per night from

$401

Brazilian Artsy Townhome- The wooded getaway

Cape Saint Claire house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Games room, Rental types

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Price per night from

$343

The cozy enchanted escape

Glen Burnie house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Games room, Rental types

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Price per night from

$458

Edgewater/Mayo Getaway!

Edgewater house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Games room, Rental types

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Price per night from

$457

Captain Quarters - Eastport!

Annapolis house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Games room, Rental types

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Price per night from

$571

The Fritz

Edgewater house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Games room, Rental types

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Price per night from

$1,544

New, Book Me! Riverview Retreat on Warehouse Creek

Edgewater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Games room, Rental types

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Price per night from

$315

Fisher House - Downtown Annapolis!

Annapolis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Games room, Rental types

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Price per night from

$681

Neptunes by the Water

Cape Saint Claire house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Games room, Rental types

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Price per night from

$206

Ann House Getaway

Annapolis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Games room, Rental types

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Price per night from

$441

Annapolis Woodland Retreat

Cape Saint Claire house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Games room, Rental types

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Price per night from

$343

Belle By the Bay

Annapolis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Games room, Rental types

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Price per night from

$332

Nice ambient 5BDR with fast WiFi near Airport & Casino

Riviera Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Games room, Rental types

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Price per night from

$571

SeaGlass House by-the-Bay

Annapolis house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Games room, Rental types

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Price per night from

$669

Chesapeake Bay Getaway™ | Waterfront Experience with Pier!

Edgewater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

1 of 2 match: Games room, Rental types

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Price per night from

$572

Annapolis Area Shagrila Resort

Davidsonville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Games room, Rental types

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Price per night from

$915

Annapolis Charm™ Waterfront Chesapeake Bay Getaway - Private Pier - Near USNA

Cape Saint Claire house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Games room, Rental types

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Price per night from

$401

Family Sized Contemporary in Spacious Neighborhood

Annapolis house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Games room, Rental types

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Price per night from

$628

Charming Annapolis Waterview home

Annapolis house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Games room, Rental types

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Price per night from

$800

Home Away From Home- 4 bedroom spacious home with great backyard space

Severna Park house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Games room, Rental types

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Price per night from

$458

The Carrollton Cottage House

Annapolis house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Games room, Rental types

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Price per night from

$252

West Annapolis Cottage

Annapolis house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Games room, Rental types

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Price per night from

$916

Charming Charles Retreat

Annapolis house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 of 2 match: Games room, Rental types

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Price per night from

$430

Waterfront| 4BR| 1st Floor Master|Family Ready|Bwi

Glen Burnie house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Games room, Rental types

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Price per night from

$305

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

Annapolis house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Games room, Rental types

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Price per night from

$405

Private Waterfront Retreat with Pool, Hot Tub and Game Room

Tracys Landing house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 2 match: Games room, Rental types

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Price per night from

$727

Free parking Historic Union House Downtown with private patio

Annapolis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Games room, Rental types

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Price per night from

$378

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rentals in Annapolis

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