Maryland Luxury Houses

Award-winning homes from £98

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Home spotlights in Maryland

Brooklyn Beauty

Brooklyn Beauty

  • 13 guests

  • 7 bedrooms

Cobble Hill, Brooklyn

This elegant brownstone townhouse places you in one of Brooklyn's most desirable neighbourhoods – with chic restaurants, a farmers' market and a cinema all just steps away. Inside, the space is bright and homely, with multiple living spaces and a wood-panelled library that opens onto a private garden with a heated swimming pool.

A Port In The Storm

A Port In The Storm

  • 12 guests

  • 3 bedrooms

Midtown Manhattan, Manhattan

Located on a storybook street just a few blocks from Gramercy Park, this is an extremely popular neighbourhood amongst the rich and famous, for obvious reasons. It's easy to tell that the hosts have put a huge amount of effort into this stunning three-story townhouse.

Long Island Iced Tea

Long Island Iced Tea

  • 8 guests

  • 3 bedrooms

Remsenburg, Remsenburg-Speonk

Not too far from the bright lights of New York City, this striking and stylish home sits near the beaches of Westhampton and among the protected marshlands of Long Island. The house itself is a modern twist on the traditional clapboard homes the area is famous for, with wraparound decks looking into the treetops to the rear and plenty of sliding doors allowing the indoors to seamlessly slip into the outdoor space.

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

Racquet & Relax

Racquet & Relax

  • 12 guests

  • 5 bedrooms

Remsenburg, Remsenburg-Speonk

Hudson Grandeur

Hudson Grandeur

  • 16 guests

  • 8 bedrooms

Firthcliffe, New York

Hershey's Kisses

Hershey's Kisses

  • 8 guests

  • 4 bedrooms

Lancaster County, Penn Township

The Saltwater Soul

The Saltwater Soul

  • 10 guests

  • 4 bedrooms

Mystic Island, Little Egg Harbor Township

A Summer's Eve

A Summer's Eve

  • 15 guests

  • 7 bedrooms

Greenburgh, Westchester County

Spotting Chessie

Spotting Chessie

  • 10 guests

  • 5 bedrooms

Tilghman Island, Talbot County

Creek Farm

Creek Farm

  • 10 guests

  • 5 bedrooms

East Quogue, Southampton

Long Island Haven

Long Island Haven

  • 12 guests

  • 5 bedrooms

Brookhaven, The Hamptons

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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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