Rent Luxury Holiday Cottages in Montauk

We selected the 76 homes worth renting in this location

Who's coming along?

Adults

Age 13+

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Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

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Home spotlights in Montauk

Bay Bliss

Bay Bliss

  • 6 guests

  • 4 bedrooms

Centerport, Huntington

This characterful beach house is located in a quiet neighbourhood of Centerport, perfectly placed for you to explore Long Island. Perched on the headland, it boasts spectacular bay views.

Retreat to Nature

Retreat to Nature

  • 15 guests

  • 7 bedrooms

Jewett, New York

Nestled within 3 acres of peaceful grounds, this home opens its doors to the serene beauty of the Catskills. There’s a private terrace with a barbecue and a fire pit for magical evenings under the stars.

The Architect's Gallery

The Architect's Gallery

  • 10 guests

  • 5 bedrooms

Greene County, Cairo

This 150-year-old Hudson Valley farmhouse sits on 16 acres of land that includes an apple orchard. It’s an idyllic base for those seeking an escape to the peace of the Catskills – though the town of Windham is just a ten-minute drive.

Wander Inn

Wander Inn

  • 6 guests

  • 2 bedrooms

Southold, New York

Wander Inn is an architect-renovated ranch in a beautiful setting. Built in the sixties, this home is made for relaxation and indulgence.


We selected the top 3% holiday homes in Montauk Cottages

Explore the 76 most perfect homes in our collection

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Most popular homes in Montauk

Ahoy There

Ahoy There

  • 8 guests

  • 4 bedrooms

Shelter Island, The Hamptons

Mahogany

Mahogany

  • 6 guests

  • 3 bedrooms

Amenia, Dutchess County

Magic in The Hamptons

Magic in The Hamptons

  • 10 guests

  • 5 bedrooms

Springs, East Hampton

Where the Wind Blows

Where the Wind Blows

  • 8 guests

  • 4 bedrooms

Noyack, Southampton

Long Point

Long Point

  • 8 guests

  • 4 bedrooms

Noyack, Southampton

River Song

River Song

  • 10 guests

  • 5 bedrooms

Dalton, Berkshire County

The Striped Sea Bass

The Striped Sea Bass

  • 6 guests

  • 3 bedrooms

Bay Point, Noyack

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Frequently asked questions

Discover our curated collection of luxury holiday Cottages in Montauk. We painstakingly review all homes available in a destination and accept only the top 3% to ensure quality our guests can trust. Each of the Montauk Cottages in our collection comes fully furnished with essential bathroom toiletries, expertly-equipped kitchens and all linens included. Book your dream stay today and should you need some help, our friendly team of experts are on hand to help plan your perfect Cottage break.

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