Book Family Friendly Rentals in Maryland

We selected the 646 homes worth renting in this location

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Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

An extra fee may apply

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Home spotlights in Maryland

Up & Up

Up & Up

  • 6 guests

  • 3 bedrooms

Lenox Hill, Manhattan

Get your trip to the Big Apple started from this stylish pet-friendly apartment. More than anything, we love its location – right in the coveted Upper East Side, close to the subway and within walking distance to the beautiful Central Park.

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.

Creative's Corner

Creative's Corner

  • 4 guests

  • 2 bedrooms

Annapolis, Maryland

Combining chic, laid-back living with an air of sophistication, this apartment in the heart of West Street, Annapolis, is a stylish base from which to discover the local Arts District. A bright open space finished with elegant furnishings and accessories throughout presents the perfect place to balance work with play and a spot of relaxation too.

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

The Great Harvest

The Great Harvest

  • 34 guests

  • 10 bedrooms

Coolbaugh Township, Monroe County

The Rainbow Bird

The Rainbow Bird

  • 8 guests

  • 4 bedrooms

Woodbury, Litchfield County

Eastside Elegance

Eastside Elegance

  • 4 guests

  • 2 bedrooms

Lenox Hill, Manhattan

Creek Farm

Creek Farm

  • 10 guests

  • 5 bedrooms

East Quogue, Southampton

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

The Masterplan

The Masterplan

  • 10 guests

  • 4 bedrooms

Tunkhannock Township, Monroe County

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Check upcoming rates & availability for Maryland Family Friendly Rentals


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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