Luxury Long Stay Rentals in Maryland

We selected the 764 homes worth renting in this location

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Home spotlights in Maryland

The Reading Corner

The Reading Corner

  • 7 guests

  • 2 bedrooms

White Oak, Montgomery County

In a countryside-like setting, this beautifully rustic cottage resides far enough away from the hustle and bustle yet close enough to be within easy reach of the town of Silver Spring itself. The home's structure dates back to the mid-1800s and retains original oak beam ceilings and a stunning fireplace at the heart of the living room.

Greenwich Bolthole

Greenwich Bolthole

  • 4 guests

  • 1 bedrooms

Greenwich Village, Manhattan

If you're architecturally-minded and like the idea of staying in an elegant home with original period features, sash windows and the like, and want to be in a super central, hip part of town, then the Greenwich Bolthole might be just the place. The bedroom might be on the snug side, but the living room has lovely, roomy proportions and is flooded with natural light.

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.

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.


We selected the top 3% holiday homes in Maryland Long Stay Rentals

Explore the 764 most perfect homes in our collection

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Most popular homes in Maryland

The Mesmerised Voyager

The Mesmerised Voyager

  • 6 guests

  • 3 bedrooms

Astoria, Queens

Times Square Splendour

Times Square Splendour

  • 8 guests

  • 4 bedrooms

Midtown South, Manhattan

Creative's Corner

Creative's Corner

  • 4 guests

  • 2 bedrooms

Annapolis, Maryland

River in the Sky

River in the Sky

  • 16 guests

  • 7 bedrooms

McLean, Fairfax County

Salty Kiss

Salty Kiss

  • 5 guests

  • 2 bedrooms

Riverhead, The Hamptons

Pine's Reach

Pine's Reach

  • 10 guests

  • 3 bedrooms

Walton Park, Chester

Lost In The Mountains

Lost In The Mountains

  • 10 guests

  • 3 bedrooms

Pocono Pines, Tobyhanna Township

Tudoresque

Tudoresque

  • 10 guests

  • 5 bedrooms

Ossining, Westchester County

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Frequently asked questions

Explore our collection of luxury Extended Stay Rentals available for you to rent in Maryland, United States. Each and every home you'll find has been through a meticulous, multi-stage vetting process to ensure quality our guests can always count on. The Long Stay Rentals in our Maryland, United States collection come fully furnished with well-equipped kitchens, all linens, and essential bathroom toiletries included. And if you need any assistance, our friendly team of experts is always on hand to help plan your perfect stay.

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