Book Luxury Monthly Rentals in Maryland

We selected the 754 homes worth renting in this location

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Home spotlights in Maryland

Long Island Iced Tea

Long Island Iced Tea

  • 8 guests

  • 3 bedrooms

Remsenburg, Remsenburg-Speonk

Not too far from the bright lights of New York City, this striking and stylish home sits near the beaches of Westhampton and among the protected marshlands of Long Island. The house itself is a modern twist on the traditional clapboard homes the area is famous for, with wraparound decks looking into the treetops to the rear and plenty of sliding doors allowing the indoors to seamlessly slip into the outdoor space.

Blue Ridge Heaven

Blue Ridge Heaven

  • 6 guests

  • 3 bedrooms

Page County, Virginia

Backdropped by the Blue Ridge Mountains, this cabin offers a picture-perfect stay. Luray Caverns, Skyline Drive, and Shenandoah National Park are less than thirty minutes by car and are all worth a visit – that's if you can pull yourself away from the views back home, of course.

Lost In The Mountains

Lost In The Mountains

  • 10 guests

  • 3 bedrooms

Pocono Pines, Tobyhanna Township

A waterfront home in the Pocono Pines – yes please. Huge windows make it feel like you’re in the middle of the forest, though you’ll be able to pay for access to a premium club nearby, where you can golf, swim and play tennis – you get the peace of the wilderness with the amenities of a resort.

Tudoresque

Tudoresque

  • 10 guests

  • 5 bedrooms

Ossining, Westchester County

In the town of Ossining on the banks of the Hudson River, this home is reminiscent of an English Tudor mansion on the outside. Inside, there’s plenty of social space for the group to spread out – playing a game of pool in the main living room, settling in to watch Netflix by the fire, in the dedicated media room upstairs or perhaps sipping an old fashioned at the wet bar in the “sky lounge” at the top of the house.


We selected the top 3% holiday homes in Maryland Monthly Rentals

Explore the 754 most perfect homes in our collection

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Most popular homes in Maryland

The Reading Corner

The Reading Corner

  • 7 guests

  • 2 bedrooms

White Oak, Montgomery County

New York Moment

New York Moment

  • 6 guests

  • 4 bedrooms

Financial District, Manhattan

The Captain's House

The Captain's House

  • 10 guests

  • 4 bedrooms

Jamesport, North Fork

Building Bridges

Building Bridges

  • 4 guests

  • 2 bedrooms

Astoria, Queens

A New Perspective

A New Perspective

  • 6 guests

  • 4 bedrooms

Orange County, Newburgh

A Country Call

A Country Call

  • 4 guests

  • 2 bedrooms

Bellport, Brookhaven

Creative's Corner

Creative's Corner

  • 4 guests

  • 2 bedrooms

Annapolis, Maryland

Worlds Away

Worlds Away

  • 6 guests

  • 2 bedrooms

Del Ray, Alexandria

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Frequently asked questions

Discover the ultimate collection of luxury Monthly Rentals in Maryland, and say goodbye to all your travel troubles. Here at Plum Guide, it is our promise that each and every home in our range is in the top 3% of homes in its location, so there is no doubting the consistent quality we are able to offer. Secure your extended or short stay today and enjoy the trip of a lifetime in your fully furnished home, with every property on our site including all linens, essential bathroom toiletries, and a perfectly-equipped kitchen. Our meticulous home critics test everything from Wifi speed to a home's design, so you really can trust our judgement. Rent your perfect Maryland Monthly Apartment today with the help of our team of experts, on standby 24/7 to assist you with absolutely anything.

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