Book Family Friendly Rentals in Maryland

We selected the 654 homes worth renting in this location

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Home spotlights in Maryland

A Port In The Storm

A Port In The Storm

  • 12 guests

  • 3 bedrooms

Midtown Manhattan, Manhattan

Located on a storybook street just a few blocks from Gramercy Park, this is an extremely popular neighbourhood amongst the rich and famous, for obvious reasons. It's easy to tell that the hosts have put a huge amount of effort into this stunning three-story townhouse.

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.

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.

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.


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

Explore the 654 most perfect homes in our collection

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Most popular homes in Maryland

Times Square Splendour

Times Square Splendour

  • 8 guests

  • 4 bedrooms

Midtown South, Manhattan

Bay Bliss

Bay Bliss

  • 6 guests

  • 4 bedrooms

Centerport, Huntington

Broadway Studio

Broadway Studio

  • 2 guests

  • 0 bedrooms

Theater District, Manhattan

Nine Boxes

Nine Boxes

  • 4 guests

  • 1 bedrooms

Greenpoint, Brooklyn

Pine's Reach

Pine's Reach

  • 10 guests

  • 3 bedrooms

Walton Park, Chester

Building Bridges

Building Bridges

  • 4 guests

  • 2 bedrooms

Astoria, Queens

Bright City Lights

Bright City Lights

  • 8 guests

  • 4 bedrooms

Midtown South, Manhattan

New York Delight

New York Delight

  • 2 guests

  • 1 bedrooms

Sutton Place, Manhattan

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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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