Book Family Friendly Rentals in Maryland

We selected the 646 homes worth renting in this location

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Home spotlights in Maryland

Brooklyn Muse

Brooklyn Muse

  • 10 guests

  • 5 bedrooms

Bedford-Stuyvesant, Brooklyn

Step inside this home and you'll be welcomed by the owner’s creative spirit. From the original artworks, handcrafted elements and stylish furniture, every detail has been considered to provide the ultimate city sanctuary.

Long Island Haven

Long Island Haven

  • 12 guests

  • 5 bedrooms

Brookhaven, The Hamptons

This home once served as a farmhouse in the Long Island countryside, but today it provides a rustic escape just an hour away from the city. Originally built in 1815, you’ll see vestiges of its original features – multiple wood-burning fireplaces, grand staircases and herringbone brick floors give the home its traditional charm.

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.

Urban Elysium

Urban Elysium

  • 4 guests

  • 2 bedrooms

Downtown, Baltimore

Good morning, Baltimore. This central apartment with fantastic shared facilities is the perfect base for an action-packed city stay.


We selected the top 3% holiday homes in Maryland Family Friendly Rentals

Explore the 646 most perfect homes in our collection

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Most popular homes in Maryland

Hudson Grandeur

Hudson Grandeur

  • 16 guests

  • 8 bedrooms

Firthcliffe, New York

The Captain's House

The Captain's House

  • 10 guests

  • 4 bedrooms

Jamesport, North Fork

Soul in the City

Soul in the City

  • 2 guests

  • 1 bedrooms

Hell's Kitchen, Manhattan

Bauhaus

Bauhaus

  • 4 guests

  • 2 bedrooms

Penn Forest Township, Carbon County

Spotting Chessie

Spotting Chessie

  • 10 guests

  • 5 bedrooms

Tilghman Island, Talbot County

Horizon Haunt

Horizon Haunt

  • 4 guests

  • 2 bedrooms

Downtown, Baltimore

Bay Bliss

Bay Bliss

  • 6 guests

  • 4 bedrooms

Centerport, Huntington

Salty Kiss

Salty Kiss

  • 5 guests

  • 2 bedrooms

Riverhead, The Hamptons

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Frequently asked questions

Discover the ultimate collection of luxury Family Friendly Rentals in Maryland. Here at Plum Guide, we prioritise customer satisfaction over everything, which is why we are so meticulous in what we do. Every home in our collection has been put through a vigorous 150-step vetting process, so we promise consistent quality you can count on. Each rental also comes fully furnished will essential bathroom toiletries, an excellently-equipped kitchen, and all linen included. Rent Maryland Family Friendly Homes now and secure yourself a trip to remember for all the right reasons. And call on the help of our friendly team, on standby night and day to ensure that your decision process is made as straightforward as possible.

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