Winter Vacation Rentals & Cabin Rentals in Montauk, NY

Compare 4,334 available beachfront holiday vacation home properties, starts from $27

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ACCOMMODATION TYPES

Monthly & Short Term Winter Vacation Rentals in Montauk, NY: Top Deals

Born Free Suites by the Sea
Born Free Suites by the Sea
Born Free Suites by the Sea
Born Free Suites by the Sea
Born Free Suites by the Sea
Born Free Suites by the Sea
Born Free Suites by the Sea
4.2 (153 reviews)
Born Free Suites by the Sea
Hotel
$134 /night
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The Montauk Soundview
The Montauk Soundview
The Montauk Soundview
The Montauk Soundview
The Montauk Soundview
The Montauk Soundview
4.3 (143 reviews)
The Montauk Soundview
Hotel
$100 /night
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Montauk House with Lake View
Montauk House with Lake View
Montauk House with Lake View
Montauk House with Lake View
Montauk House with Lake View
Montauk House with Lake View
Montauk House with Lake View
Montauk House with Lake View
Montauk House with Lake View
Montauk House with Lake View
Montauk House with Lake View
Montauk House with Lake View
Montauk House with Lake View
Montauk House with Lake View
Montauk House with Lake View
Montauk House with Lake View
Montauk House with Lake View
Montauk House with Lake View
Montauk House with Lake View
Montauk House with Lake View
Montauk House with Lake View
Montauk House with Lake View
Montauk House with Lake View
Montauk House with Lake View
Montauk House with Lake View
Montauk House with Lake View
4.9 (73 reviews)
Montauk House with Lake View
House · 8 Guests · 4 Bedrooms
$450 /night*
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The Hermitage at Napeague
The Hermitage at Napeague
The Hermitage at Napeague
The Hermitage at Napeague
The Hermitage at Napeague
The Hermitage at Napeague
The Hermitage at Napeague
4.5 (48 reviews)
The Hermitage at Napeague
Hotel
$151 /night
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Montauk Blue Hotel
Montauk Blue Hotel
Montauk Blue Hotel
Montauk Blue Hotel
Montauk Blue Hotel
Montauk Blue Hotel
Montauk Blue Hotel
4.3 (847 reviews)
Montauk Blue Hotel
Hotel
$179 /night
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The Surf Club Resort
The Surf Club Resort
The Surf Club Resort
The Surf Club Resort
The Surf Club Resort
The Surf Club Resort
4.2 (231 reviews)
The Surf Club Resort
Resort
$215 /night
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Apartment in Royal Atlantic Beach Resort
Apartment in Royal Atlantic Beach Resort
Apartment in Royal Atlantic Beach Resort
Apartment in Royal Atlantic Beach Resort
Apartment in Royal Atlantic Beach Resort
Apartment in Royal Atlantic Beach Resort
Apartment in Royal Atlantic Beach Resort
Apartment in Royal Atlantic Beach Resort
Apartment in Royal Atlantic Beach Resort
Apartment in Royal Atlantic Beach Resort
4.0 (20 reviews)
Apartment in Royal Atlantic Beach Resort
Resort
$350 /night
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Beach Plum Resort
Beach Plum Resort
Beach Plum Resort
Beach Plum Resort
Beach Plum Resort
Beach Plum Resort
Beach Plum Resort
4.3 (122 reviews)
Beach Plum Resort
Resort
$174 /night
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Windward Shores
Windward Shores
Windward Shores
Windward Shores
Windward Shores
Windward Shores
4.3 (97 reviews)
Windward Shores
Hotel
$138 /night
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Similar Inspirational Vacation Rental Destinations

Which Price Range Is Considered As A Good Deal in Montauk, NY Area?
Vacation House & Cottage Rental Price Information in Montauk, NY
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The graph shows the percentages of vacation homes in each price bucket. Montauk has the largest percentage (59.66%) of homes in $500+ price range.
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What are some of the best activities, places, and communities for snowbirds in Montauk, NY?
Snowbirds Friendly Places in Montauk, NY
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Montauk, NY is an ideal destination for snowbirds looking to enjoy a winter getaway. With its beaches, lighthouses, and beautiful sunsets, it's a great place to spend time outdoors. The town has a variety of restaurants, shops, and attractions that cater to seniors, making it a perfect stop for snowbirds. There are plenty of healthcare facilities close by, so snowbirds can rest easy knowing they have access to quality medical care if needed. Additionally, there are several nearby golf courses, providing plenty of opportunities for fun and relaxation.

  • Montauk Point Lighthouse

    This majestic lighthouse is a popular destination for snowbirds due to its stunning views of the ocean and surrounding area. Visitors can also explore the on-site museum and learn more about the history of this iconic landmark.

  • Deep Hollow Ranch

    Deep Hollow Ranch is one of the oldest cattle ranches in the United States and offers visitors a unique opportunity to experience the cowboy life. Snowbirds can take part in horseback riding lessons, as well as guided tours of the ranch and its historic buildings.

  • Gurney's Montauk Resort & Seawater Spa

    Gurney's Montauk Resort & Seawater Spa is a luxurious resort located right on the beach. Snowbirds can relax and unwind with a massage or facial at the spa, or take advantage of the resort's many amenities including a pool, fitness center, and fine dining options.

How Many Accommodations Are Pets Allowed in Montauk, NY?
Percentage of Pet Friendly Rental Properties in Montauk, NY
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35.39% of vacation homes in Montauk are pet friendly. If you have pet allergies, make sure to check the home property and see whether it is a pet-friendly vacation home or not.
How Many Airports in Montauk, NY?
Airports Options in Montauk, NY
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2 airport(s) close to Montauk are:

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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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