Maryland Luxury Houses

Award-winning homes from £98

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Home spotlights in Maryland

The Quartet

The Quartet

  • 12 guests

  • 4 bedrooms

Lenox Hill, Manhattan

This Upper East Side home is a beautiful base in NYC. As you enter, your eye is immediately drawn to the private south-facing garden – the perfect spot for laid-back summer evenings.

Gramercy Goals

Gramercy Goals

  • 7 guests

  • 4 bedrooms

Gramercy Park, Manhattan

This luxurious home is a Gramercy Park gem. Step from the tree-lined block to a world of style and elegance, accessed via a grand staircase.

A Summer's Eve

A Summer's Eve

  • 15 guests

  • 7 bedrooms

Greenburgh, Westchester County

If you need a base for a friendly get-together or a family reunion, then look no further than this abode in the heart of Westchester County. Thanks to the games room, gym and cinema room, there’s never a dull moment here – and that’s just what’s inside the home.

The Reading Corner

The Reading Corner

  • 7 guests

  • 2 bedrooms

White Oak, Maryland

In a countryside-like setting, this beautifully rustic cottage resides far enough away from the hustle and bustle yet close enough to be within easy reach of the town of Silver Spring itself. The home's structure dates back to the mid-1800s and retains original oak beam ceilings and a stunning fireplace at the heart of the living room.


We selected the top 3% holiday homes in Maryland Houses

Explore the 102 most perfect homes in our collection

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Most popular homes in Maryland

Lost In The Mountains

Lost In The Mountains

  • 10 guests

  • 3 bedrooms

Pocono Pines, Tobyhanna Township

Bay Bliss

Bay Bliss

  • 6 guests

  • 4 bedrooms

Centerport, Huntington

The Art of Manhattan

The Art of Manhattan

  • 8 guests

  • 4 bedrooms

Upper East Side, Manhattan

Tales of New York

Tales of New York

  • 4 guests

  • 2 bedrooms

Washington Heights, Manhattan

The Rainbow Bird

The Rainbow Bird

  • 8 guests

  • 4 bedrooms

Woodbury, Litchfield County

Spotting Chessie

Spotting Chessie

  • 10 guests

  • 5 bedrooms

Tilghman Island, Talbot County

Creek Farm

Creek Farm

  • 10 guests

  • 5 bedrooms

East Quogue, Southampton

A Timeless Tale

A Timeless Tale

  • 6 guests

  • 3 bedrooms

Greenwood Lake, Warwick

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Frequently asked questions

All Plum Guide houses in Maryland have been tested and approved by our team of independent home critics. These meticulous beings inspect everything –from the convenience of each house’s location right down to the art on the walls– so what you see really is what you get. Worried about thin curtains? Accessibility? Maybe wifi speed is your biggest concern? Rest assured, we obsessively check each house in Maryland before approving it, so you can book with peace of mind.

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