Maryland Large Homes

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

An extra fee may apply

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Home spotlights in Maryland

Madison Square South

Madison Square South

  • 4 guests

  • 2 bedrooms

West Village, Manhattan

This charming duplex lies in Manhattan's West Village. Spread over multiple levels with the kitchen up on the mezzanine, groups will have plenty of space here, though you'll need to climb a lot of stairs.

The Captain's House

The Captain's House

  • 10 guests

  • 4 bedrooms

Jamesport, North Fork

Mere steps from the beach, this four-bedroom farmhouse sleeps ten and is ideal for a large family getaway. Rustic it may be, but the interiors don’t skimp on style – white walls and pops of colour lend it a modern Scandinavian vibe.

The Masterplan

The Masterplan

  • 10 guests

  • 4 bedrooms

Tunkhannock Township, Monroe County

Just a two-hour drive from New York City, this home in the Poconos is more like a private resort, with an impressive list of amenities and all kinds of entertainment options for a large group. Set less than ten minutes away from scenic Lake Harmony by car, and close to various ski resorts like Jack Frost and Big Boulder Mountain, there are shops and restaurants within a few minutes drive, along with nearby golf courses and a water park.

Creek Farm

Creek Farm

  • 10 guests

  • 5 bedrooms

East Quogue, Southampton

Grab the whole family for a most delightful trip to the Hamptons when you stay at Creek Farm. This family-friendly home was built in the 1860s and while it has been updated since then, it is still very much an old home with all the joys that come with it.


We selected the top 3% holiday homes in Maryland Large Homes

Explore the 746 most perfect homes in our collection

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Most popular homes in Maryland

Racquet & Relax

Racquet & Relax

  • 12 guests

  • 5 bedrooms

Remsenburg, Remsenburg-Speonk

Sky-High Sanctuary

Sky-High Sanctuary

  • 4 guests

  • 2 bedrooms

Downtown, Baltimore

The Reading Corner

The Reading Corner

  • 7 guests

  • 2 bedrooms

White Oak, Maryland

A New Perspective

A New Perspective

  • 6 guests

  • 4 bedrooms

Orange County, Newburgh

The Rainbow Bird

The Rainbow Bird

  • 8 guests

  • 4 bedrooms

Woodbury, Litchfield County

Up & Up

Up & Up

  • 6 guests

  • 3 bedrooms

Lenox Hill, Manhattan

A Timeless Tale

A Timeless Tale

  • 6 guests

  • 3 bedrooms

Greenwood Lake, Warwick

Horizon Haunt

Horizon Haunt

  • 4 guests

  • 2 bedrooms

Downtown, Baltimore

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Frequently asked questions

Find large holiday homes in Maryland and book your next getaway. Our homes come fully furnished with the best-equipped kitchens, multiple bathrooms, and all linen included. Book today and enjoy a short or extended stay in one of our top large holiday homes in Maryland. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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