Maryland Luxury Homes

Award-winning homes from £98

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Home spotlights in Maryland

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 Shenandoah Prairie

The Shenandoah Prairie

  • 6 guests

  • 3 bedrooms

Fauquier County, Virginia

Tucked into seventy private acres with sweeping views of the Shenandoah Mountains, this contemporary farmhouse offers a serene escape just minutes from Warrenton and Virginia wine country. Spend your days soaking in the hot tub, cooling off in the pool, or stargazing by the fire pit with nothing but open sky around you.

A Timeless Tale

A Timeless Tale

  • 6 guests

  • 3 bedrooms

Greenwood Lake, Warwick

Although a modern build, this home was designed with the craftsman style in mind. It has a twenty-first century edge that gives it just enough luxury to make it both homely and wonderfully opulent for that perfect vacation.

Hudson Grandeur

Hudson Grandeur

  • 16 guests

  • 8 bedrooms

Firthcliffe, New York

This grand, old home in the Hudson Valley feels like a mix between a beautiful Midwest farmhouse and an English manor. A blue clapboard facade and white bannisters suggest country-chic while the pristine white columns at the entrance add the grandeur.


We selected the top 3% holiday homes in Maryland Homes

Explore the 746 most perfect homes in our collection

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Most popular homes in Maryland

Urban Spirit

Urban Spirit

  • 2 guests

  • 1 bedrooms

Hell's Kitchen, Manhattan

Manhattan Heart

Manhattan Heart

  • 4 guests

  • 2 bedrooms

Upper East Side, Manhattan

The Masterplan

The Masterplan

  • 10 guests

  • 4 bedrooms

Tunkhannock Township, Monroe County

Spotting Chessie

Spotting Chessie

  • 10 guests

  • 5 bedrooms

Tilghman Island, Talbot County

A Country Call

A Country Call

  • 4 guests

  • 2 bedrooms

Bellport, Brookhaven

Bay Bliss

Bay Bliss

  • 6 guests

  • 4 bedrooms

Centerport, Huntington

To Hell's Kitchen and Back

To Hell's Kitchen and Back

  • 2 guests

  • 1 bedrooms

Hell's Kitchen, Manhattan

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Frequently asked questions

All Plum Guide homes 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 home in Maryland before approving it, so you can book with peace of mind.

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