Book Luxury Short Stay Rentals in Maryland

We selected the 746 homes worth renting in this location

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Age 13+

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Age 1 to 12

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Home spotlights in Maryland

Upper East Side

Upper East Side

  • 6 guests

  • 3 bedrooms

Lenox Hill, Manhattan

Situated in the heart of the desirable Upper East Side in Manhattan, you’ll be surrounded by an array of boutiques, restaurants and bars. You can have a stroll along its tree-lined streets filled with brownstone homes or visit the Metropolitan Museum of Art and Central Park.

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 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 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.


We selected the top 3% holiday homes in Maryland Short Stay Rentals

Explore the 746 most perfect homes in our collection

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Most popular homes in Maryland

Bay Bliss

Bay Bliss

  • 6 guests

  • 4 bedrooms

Centerport, Huntington

Tudoresque

Tudoresque

  • 10 guests

  • 5 bedrooms

Ossining, Westchester County

Chic Loft Retreat

Chic Loft Retreat

  • 6 guests

  • 3 bedrooms

NoHo, Manhattan

Brooklyn Muse

Brooklyn Muse

  • 10 guests

  • 5 bedrooms

Bedford-Stuyvesant, Brooklyn

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

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Frequently asked questions

Browse our curated collection of Short Stay Rentals in Maryland, United States. From impeccable interior design and chef-worthy kitchens, to fully furnished bathrooms and the inclusion of all linens, the homes in our collection come complete with everything you need. Each of the Maryland luxury short stay apartments in our collection has been expertly reviewed to ensure the quality standards you can trust, so book today to enjoy a getaway to remember. And should you need any assistance, our friendly team of experts are here to help you find the perfect home.

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