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Vacation rentals in Montauk

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Top-rated vacation rentals in Montauk

Guests agree: these stays are highly rated for location, cleanliness, and more.

Pet Friendly Beachouse
SUPERHOST
Entire rental unit · 4 guests · 3 beds · 1 bath
Pet Friendly BeachouseEntire second story apartment with a stunning window-wall view of Napeague Harbor, front and back decks, and a short walk through the backyard and dunes to a semi-private ocean beach. There is a enclosed dog run along the entire side of the house, easily accessible from either deck entrance. We love dogs! All furniture is covered and cleaned after each visit. Owner lives on the first floor during the summer season in a completely separate ground floor apartment.
The Black and White Room.
SUPERHOST
Private room · 2 guests · 1 bed · 1 private bath
The Black and White Room.Located close to train station on secluded cul-du-sac. Parking in driveway available close to private entrance. Sequestered stone patio overlooking Koi pond, giant Japanese Maple and Copper Beech Trees. Pool available seasonally. Walking distance to the Montauket. Indoor amenities include central air-conditioning, heated floor boards and bathroom tile, 46" HDTV, king-size bed, Keurig K-cup coffee maker, microwave, mini-refrigerator/freezer, and fireplace.
Duffy's On Lake Montauk 3
SUPERHOST
Entire rental unit · 2 guests · 1 bed · 1 bath
Duffy's On Lake Montauk 3Recently renovated in soft grays and whites, these sleek units offer a full kitchen, washer/dryer, living area and large deck steps from Lake Montauk. Paddle boards and kayak available for rentals. All units have Bose players and Roku. The units sit at a 90 degree angle to the lake with partial lake views from the deck. The lake and beachfront are a 1 minute walk from the unit.Rental prices include Suffolk County Sales and Occupancy Tax.

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Other great vacation rentals in Montauk

SUPERHOST
  1. Entire cottage
  2. Montauk
Montauk Oceanview
$191 per night
SUPERHOST
  1. Entire condominium (condo)
  2. Montauk
Montauk Royal Atlantic Beach Resort North
$133 per night
SUPERHOST
  1. Private room
  2. Montauk
Montauk en suite Private Entrance Walk To Town
$175 per night
SUPERHOST
  1. Entire condominium (condo)
  2. Montauk
Montauk Waterfront Condo w/ Sunset Views
$208 per night
SUPERHOST
  1. Entire bungalow
  2. Montauk
Montauk Oceanview with Fireplace (2)
$182 per night
  1. Entire guest suite
  2. Montauk
Twin Pond Ocean View Studio 3
$204 per night
SUPERHOST
  1. Entire cottage
  2. Montauk
Waterfront Cottage, Montauk
$343 per night
  1. Entire residential home
  2. Montauk
The Getaway
$400 per night
PLUS
  1. Entire residential home
  2. Amagansett
Walk to Private Amagansett Beach From This Bright Home
$738 per night
  1. Entire residential home
  2. Montauk
Pet friendly-Think 2022 Getaways
$400 per night
SUPERHOST
  1. Entire condominium (condo)
  2. Montauk
Deluxe StudIo Apt@The Montauk Manor
$136 per night
SUPERHOST
  1. Private room
  2. Montauk
The Boat Suite.
$200 per night

Your guide to Montauk

All About Montauk

For more than 4,000 years, the Montaukett Native Americans lived on these lands — hunting, fishing, and farming cattle and sheep. They used what is now Ditch Plains Beach as a lookout point, since the surrounding moorlands kept the beach hidden until it’s seen at the edge of the cliff. It’s from the Montaukett name that the hamlet of Montauk got its name. These days, locals tend to refer to the area as “The End,” since there is no land point beyond its borders. But with 5,000 acres of beach and parklands, getting to Montauk is simply the beginning of endless outdoor adventures.


How do I get around Montauk?

Whether you prefer planes, trains, automobiles — or bus or ferry — getting to Montauk means simply heading as far east on Long Island as you can get from New York City. Drivers can make the 120-mile trip from Manhattan by taking 495 East to Exit 70 for Manorville Road. From there, it’s south to Sunrise Highway (also known as Route 27) for the final 50 miles, passing through Bridgehampton, East Hampton, and Amagansett along the way. (It’s also 20 miles from Sag Harbor and 27 miles from Shelter Island.) Pack your patience, as the single throughway can get crowded on popular weekends, particularly in the summer. A jitney bus and the Long Island Railroad also provide service from Manhattan. The private Montauk Airport (MTP) has flights to New England destinations, including Rhode Island’s Block Island, while the Long Island MacArthur Airport (ISP) in Ronkonkoma offers more options, but is 70 miles away. Car and passenger ferries also run from New London, Connecticut.


When is the best time to stay in a vacation rental in Montauk?

The warm summer days serve as a magnet for weekenders looking to don their chicest beachwear and bask in the comfortable temperatures in the 60s and 70s Fahrenheit. Winters hover in the upper 20s to mid-40s, so travelers generally stay away during the short days, since it isn’t just cold, but rainy and windy too. Fall and spring can range from the upper 30s to upper 60s, but it’s still no match for the peak outdoor season from mid-June to late September. As a peninsula surrounded by the Atlantic Ocean and Block Island Sound, the ocean breeze can be strong at times, so a windbreaker or light jacket is recommended, even on sunny days.


What are the top things to do in Montauk?

Ditch Plains Beach

The further east you go in Long Island, the bigger the waves get. As the easternmost point, Ditch Plains is best known for its incredible surfing conditions. But sunbathers, swimmers, and dog walkers also frequent the lifeguarded beach.

Hither Hills State Park

The 1,755-acre park has a two-mile ocean beach, a 190-site campground, and a 40-acre freshwater lake for fishing, as well as a trail through the walking dunes.

Montauk Lighthouse Museum

At the tip of the peninsula is New York state’s oldest lighthouse, authorized under George Washington in 1792 and completed in 1796 — and still in use today. There are 137 iron steps to the top of the 110-foot tower, and the lights, which flash every five seconds, can be seen up to 19 nautical miles away.