Montauk Weekend House Rentals

We selected the 912 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 Montauk

Ahoy There

Ahoy There

  • 8 guests

  • 4 bedrooms

Shelter Island, The Hamptons

This Hamptons home does island life the modern way. In the mornings, hit up the local farmers’ markets and seafood shops.

The Great Frontier

The Great Frontier

  • 4 guests

  • 1 bedrooms

Chatham, New York

Reminiscent of something from a Laura Ingalls Wilder novel, this picturesque cabin is a haven surrounded by peace and quiet and lush woodland. Although you can count on a serene stay here, you’re also just a five-minute drive from the quaint town of Old Chatham where you can find some local amenities, or a ten-minute drive from Chatham Town, which has several excellent restaurants and plenty of charming local shops.

On the Edge of Nature

On the Edge of Nature

  • 4 guests

  • 3 bedrooms

Gardiner, New York

It’s the end of the line. Beyond this chalet, there’s nothing but Minnewaska’s protected preserveland.

Country Escape

Country Escape

  • 5 guests

  • 2 bedrooms

Hunter, Greene County

Peacefully secluded amongst the Catskills forests of New York state, yet less than a ten-minute drive from skiing and snowboarding hotspots and the dining scene of Hunter and Windham, the location of this cabin is bang-on. Thoughtfully designed to be a home for all seasons, winter is for soaking up the nature views from beside the wood burner.


We selected the top 3% holiday homes in Montauk Weekend House Rentals

Explore the 912 most perfect homes in our collection

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Most popular homes in Montauk

The Rainbow Bird

The Rainbow Bird

  • 8 guests

  • 4 bedrooms

Woodbury, Litchfield County

Wander Inn

Wander Inn

  • 6 guests

  • 2 bedrooms

Southold, New York

The Ashokan

The Ashokan

  • 4 guests

  • 2 bedrooms

Glenford, West Hurley

A Country Call

A Country Call

  • 4 guests

  • 2 bedrooms

Bellport, Brookhaven

Painted Shadows

Painted Shadows

  • 6 guests

  • 3 bedrooms

Loudonville, Colonie

Divine Inspiration

Divine Inspiration

  • 10 guests

  • 4 bedrooms

Great Barrington, Lee

Summer Fridays

Summer Fridays

  • 10 guests

  • 5 bedrooms

Northwest Harbor, East Hampton

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Check upcoming rates & availability for Montauk Weekend House Rentals


Frequently asked questions

Looking to book a holiday rental for the weekend in Montauk? You've come to the right place: we’re the official selection of the world’s best homes. Our collection of weekend rentals in Montauk come fully furnished with well-equipped kitchens, toiletries in bathrooms & all linen included. We obsessively check each home for you, so you can book with peace of mind. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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