Book Luxury Vacation Rentals in Maryland

Award-winning homes from £98

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Home spotlights in Maryland

Bay Bliss

Bay Bliss

  • 6 guests

  • 4 bedrooms

Centerport, Huntington

This characterful beach house is located in a quiet neighbourhood of Centerport, perfectly placed for you to explore Long Island. Perched on the headland, it boasts spectacular bay views.

Tudoresque

Tudoresque

  • 10 guests

  • 5 bedrooms

Ossining, Westchester County

In the town of Ossining on the banks of the Hudson River, this home is reminiscent of an English Tudor mansion on the outside. Inside, there’s plenty of social space for the group to spread out – playing a game of pool in the main living room, settling in to watch Netflix by the fire, in the dedicated media room upstairs or perhaps sipping an old fashioned at the wet bar in the “sky lounge” at the top of the house.

New York on My Mind

New York on My Mind

  • 4 guests

  • 2 bedrooms

Lenox Hill, Manhattan

This contemporary home in the Upper East Side places you in an ideal position to explore many of New York’s hotspots. With small windows in certain areas, it can lack a little natural light, but it’s a cosy home equipped with everything needed for a comfortable stay.

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.


We selected the top 3% holiday homes in Maryland Vacation Rentals

Explore the 746 most perfect homes in our collection

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Most popular homes in Maryland

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 Timeless Tale

A Timeless Tale

  • 6 guests

  • 3 bedrooms

Greenwood Lake, Warwick

Long Island Haven

Long Island Haven

  • 12 guests

  • 5 bedrooms

Brookhaven, The Hamptons

The Heart of Flatiron

The Heart of Flatiron

  • 2 guests

  • 0 bedrooms

Flatiron District, Manhattan

The Masterplan

The Masterplan

  • 10 guests

  • 4 bedrooms

Tunkhannock Township, Monroe County

The Rainbow Bird

The Rainbow Bird

  • 8 guests

  • 4 bedrooms

Woodbury, Litchfield County

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Frequently asked questions

Take a look at our collection of luxury Vacation Rentals in Maryland, United States. All of the homes you'll find on Plum Guide come fully furnished with all linen, the best-equipped kitchens, and essential bathroom toiletries included. Each home is systematically reviewed before becoming part of our collection, so you can book your stay with total confidence. And if you require any assistance in finding the perfect Maryland Vacation Rentals for you, get in touch with our team of friendly experts, on hand to help with whatever you need.

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