Maryland Resorts

We selected the 746 homes worth renting in this location

Who's coming along?

Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

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Home spotlights in Maryland

Gramercy Goals

Gramercy Goals

  • 7 guests

  • 4 bedrooms

Gramercy Park, Manhattan

This luxurious home is a Gramercy Park gem. Step from the tree-lined block to a world of style and elegance, accessed via a grand staircase.

Through the Seasons

Through the Seasons

  • 12 guests

  • 5 bedrooms

Tobyhanna Township, Monroe County

Nature lovers, this one’s for you. Located in the heart of the majestic Poconos mountains, this family home offers an array of outdoor activities all year round, from hiking to cross country skiing.

Spotting Chessie

Spotting Chessie

  • 10 guests

  • 5 bedrooms

Tilghman Island, Talbot County

Located on the tip of Tilghman Island, this glorious home is sure to appeal to every type of holiday-maker. Nature-lovers will value the opportunity to spot deer, ospreys and bald eagles on the grounds.

City Silhouette

City Silhouette

  • 4 guests

  • 2 bedrooms

Downtown, Baltimore

This mezzanine apartment with a spiral staircase is a great base for small groups exploring Baltimore. The open-plan design gives it a sociable feel, and the breakfast bar against the big window is the perfect place for your morning coffee.

We selected the top 3% holiday homes in Maryland Resorts

Explore the 746 most perfect homes in our collection

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Most popular homes in Maryland

Pine's Reach

Pine's Reach

  • 10 guests

  • 3 bedrooms

Walton Park, Chester

The Great Harvest

The Great Harvest

  • 34 guests

  • 10 bedrooms

Coolbaugh Township, Monroe County

Manhattan Lights

Manhattan Lights

  • 10 guests

  • 5 bedrooms

Midtown South, Manhattan

New York Delight

New York Delight

  • 2 guests

  • 1 bedrooms

Sutton Place, Manhattan

Long Island Iced Tea

Long Island Iced Tea

  • 8 guests

  • 3 bedrooms

Remsenburg, Remsenburg-Speonk

The Shenandoah Prairie

The Shenandoah Prairie

  • 6 guests

  • 3 bedrooms

Fauquier County, Virginia

The Mesmerised Voyager

The Mesmerised Voyager

  • 6 guests

  • 3 bedrooms

Astoria, Queens

Tudoresque

Tudoresque

  • 10 guests

  • 5 bedrooms

Ossining, Westchester County

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Check upcoming rates & availability for Maryland Resorts

Frequently asked questions

Find homes in Maryland with all the luxuries of a resort. Each and every one of our vacation rentals is obsessively checked by our experts, and comes fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. A stay in one of our homes in Maryland that brings a resort vacation to mind is a stay that guarantees quality, so book your getaway today. And of course, feel free to reach out to our expert team, on hand to assist you 24/7.

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