Maryland Luxury Houses

Award-winning homes from £98

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Home spotlights in Maryland

Brooklyn Romance

Brooklyn Romance

  • 8 guests

  • 3 bedrooms

Williamsburg, Brooklyn

Spread over four floors, this Brooklyn home offers a bounty of space to relax in should you need downtime from the area's copious trendy cafes, bars, and eateries. We loved the courtyard, which comes complete with a wood-fired grill – perfect for barbecues in your own private oasis.

Tales of New York

Tales of New York

  • 4 guests

  • 2 bedrooms

Washington Heights, Manhattan

Uniting contemporary styling with comfort, this Washington Heights townhouse brings ease to city living. It’s also the ideal option for remote workers with dedicated desk space, plus everyone will enjoy socialising in the private yard – perfect for evening drinks.

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.

Worlds Away

Worlds Away

  • 6 guests

  • 2 bedrooms

Del Ray, Alexandria

Washington DC is a stone’s throw away from this chic apartment, but we think you'll love staying in historic Alexandria. This home has been designed to fuse comfort and style, making it the ideal base for a stay in Virginia.


We selected the top 3% holiday homes in Maryland Houses

Explore the 98 most perfect homes in our collection

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Most popular homes in Maryland

A Timeless Tale

A Timeless Tale

  • 6 guests

  • 3 bedrooms

Greenwood Lake, Warwick

Tudoresque

Tudoresque

  • 10 guests

  • 5 bedrooms

Ossining, Westchester County

St Ives

St Ives

  • 10 guests

  • 5 bedrooms

Chelsea, Manhattan

The Art of Manhattan

The Art of Manhattan

  • 8 guests

  • 4 bedrooms

Upper East Side, Manhattan

Long Island Iced Tea

Long Island Iced Tea

  • 8 guests

  • 3 bedrooms

Remsenburg, Remsenburg-Speonk

Spotting Chessie

Spotting Chessie

  • 10 guests

  • 5 bedrooms

Tilghman Island, Talbot County

A Country Call

A Country Call

  • 4 guests

  • 2 bedrooms

Bellport, Brookhaven

The Rainbow Bird

The Rainbow Bird

  • 8 guests

  • 4 bedrooms

Woodbury, Litchfield County

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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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