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Vacation rentals in Montauk

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.

Artists Apartment & Guest Cabin.
Entire apartment · 4 guests · 2 beds · 1 bath

Artists Apartment & Guest Cabin.Artists apartment and cabin located on quaint cul-de-sac just outside Sag Harbor Village, minutes from Long Beach. Centrally located for all areas of the Hamptons, easy access to Southampton, Bridgehampton, Sag Harbor and East Hampton. Minutes from most beaches. A shaded, fenced in dog run with %100 visibility of your pet through a large apartment window. The cabin is a separate sleeping space from the apartment, used if you bring more guests or if the two primary guests do not sleep together.

Ocean Front Resort Private decks Pool & Beach
Hotel room · 4 guests · 1 bed · 1 bath

Ocean Front Resort Private decks Pool & BeachThe sun, the sand, and the surf meet at the Wavecrest Resort to offer a magical holiday to our guests. Wake up to the sound of rolling surf and witness the spectacular sunrise. Head out for a morning walk on the beach, go beach combing or surf casting & Beach BonFires to end the day... the choice is all yours.

Private room in a Romantic Montauk Bed & Breakfast by the Sea
SUPERHOST
Private room · 2 guests · 1 bed · 1 private bath

Private room in a Romantic Montauk Bed & Breakfast by the SeaSunrise Guest House is an ocean view Bed & Breakfast within walking distance to the village of Montauk. We are steps from a beautiful beach that is all but secluded. All rooms have flat screen tv’s and wifi and a private bath stocked with bath amenities for your enjoyment. It is your “home away from home”. It is charming, comfortable, not pretentious, and above all friendly. A daily continental breakfast is included

Vacation rentals for every style

Get the amount of space that is right for you

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Popular amenities for Montauk vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Montauk

Modern & Bright Montauk Beach House Close to Town
SUPERHOSTEntire house
Modern & Bright Montauk Beach House Close to Town
Price:ﺩ.ﺇ2,388 / night
Romantic and unique treat in Historic Montauk.
SUPERHOSTEntire condominium
Romantic and unique treat in Historic Montauk.
Price:ﺩ.ﺇ694 / night
Footsteps to the Ocean
SUPERHOSTPrivate room
Footsteps to the Ocean
Price:ﺩ.ﺇ624 / night
Montauk Oceanview Cottage
SUPERHOSTEntire cottage
Montauk Oceanview Cottage
Price:ﺩ.ﺇ680 / night
Luxury 1 Bedroom Cottage Amagansett  Winter Rental
Entire apartment
Luxury 1 Bedroom Cottage Amagansett Winter Rental
Price:ﺩ.ﺇ220 / night
Private Ditch Plains Beach House
Entire house
Private Ditch Plains Beach House
Price:ﺩ.ﺇ1,065 / night
Renovated & Quiet Beach Retreat – 4BR
Entire house
Renovated & Quiet Beach Retreat – 4BR
Price:ﺩ.ﺇ1,837 / night
Sunny & Serene Private Cottage near Downtown EH
SUPERHOSTEntire house
Sunny & Serene Private Cottage near Downtown EH
Price:ﺩ.ﺇ731 / night
4 Season Design Forward beach house w/ sauna
SUPERHOSTEntire cottage
4 Season Design Forward beach house w/ sauna
Price:ﺩ.ﺇ3,306 / night
Montauk | Tiny Cottage in Private Hither Woods
SUPERHOSTEntire cabin
Montauk | Tiny Cottage in Private Hither Woods
Price:ﺩ.ﺇ805 / night
Montauk Serene Haven in Peaceful Hither Woods!
SUPERHOSTPrivate room
Montauk Serene Haven in Peaceful Hither Woods!
Price:ﺩ.ﺇ669 / night
Carriage House - Cottage in East Hampton Village
SUPERHOSTEntire cottage
Carriage House - Cottage in East Hampton Village
Price:ﺩ.ﺇ731 / night

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.

Getting There

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.

Weather

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.

Don't Miss

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.

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