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Montauk vacation rentals

Book unique homes, vacation rentals, and more on Airbnb

Top-rated vacation rentals in Montauk

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

Superhost
Cottage in Montauk
Laid-Back Surf Shack steps to beach & downtown!
Historic Montauk fisherman's cottage tastefully re-made into a stylish 2-bd beach getaway located within walking distance of the beach & downtown. Plywood accents, handmade furniture & eclectic finishes create a cool, laid-back vibe. Westward views across Fort Pond provide sunlight all day & beautiful sunsets. Fenced in yard with gas BBQ, table & string lights. Designed by Studio MTK, this is Montauk at its best! Find us on IG @studiomtk EH Rental Registry: 22-1360
$254 per night
Superhost
Cottage in Montauk
Waterfront Cottage, Fort Pond MTK
Really unique cottage perched above Fort Pond with epic views and relaxed bohemian vibes. The cottage is private with a private deck on shared grounds with a fire pit, hammocks, paddle boards, kayak, and lake access. The grounds are expertly landscaped and take full advantage of fort pond views. We do live on the property full time and enjoy making our space a safe and clean environment.
$350 per night
Superhost
Home in Montauk
DITCH PLAINS SURF HOUSE
Beach house on quiet street, 200 yards to Montauk's best surfing beach, Ditch Plains. The house is a simple all white home with 2 decks, BBQ, bikes, kayak, and easy open floorplan. You can hear the ocean all day long on this hidden Montauk street. Easily walk or bike to the beach, where you find waves, food trucks in the summer & miles of sand and ocean heading west to Montauk.
$220 per night

Stay near Montauk's top sights

Montauk Point Lighthouse257 locals recommend
Gurney's Montauk Resort & Seawater Spa56 locals recommend
Montauk Manor3 locals recommend
Navy Beach49 locals recommend
The Surf Lodge128 locals recommend
Gosman's67 locals recommend

Montauk beach vacation rentals

Superhost
Condo in Montauk
Montauk Waterfront Condo w/ Sunset Views
$149 per night
Superhost
Cabin in Montauk
Montauk | Tiny Cottage in Private Hither Woods
$234 per night
Superhost
Apartment in Montauk
MONTAUK OCEAN FRONT!
$228 per night
Superhost
Home in East Hampton
Silver House: 3BR Home with Private Beach Access
$167 per night
Superhost
Guest suite in Hampton Bays
CHARMING OCEAN BUNGALOW
$99 per night
Superhost
Guest suite in Sag Harbor
Artists Sag Harbor Village Retreat
$195 per night
Superhost
Home in Sag Harbor
Sag Harbor Cottage, Walk to the Beach!
$285 per night
Superhost
Guest suite in Sag Harbor
Old World Charm Private Suite with Own Entrance
$199 per night
Superhost
Home in East Hampton
House on bay with large property and private beach
$320 per night
Superhost
Home in Southampton
PICTURE PERFECT SOUTHAMPTON HOME-
$125 per night
Superhost
Apartment in Amagansett
Pet-friendly Beach Chalet
$235 per night
Superhost
Apartment in Southampton
Sunny Southampton Studio
$109 per night

Montauk fishing vacation rentals

Superhost
Apartment in Montauk
Duffy's on Lake Montauk
$232 per night
Superhost
Condo in Montauk
Deluxe StudIo Apt@The Montauk Manor
$132 per night
Superhost
Apartment in Montauk
Private paradise 3 min from town ice skating pond!
$189 per night
Superhost
Home in Stamford
Midcentury Modern ZenHouse Sculptor Studio
$251 per night
Superhost
Cottage in Southold
Comfortable Cottage on the Great Pond near beach.
$275 per night
Superhost
Apartment in New Haven
Fair Haven Heights Entire 1 Bedroom Apartment
$100 per night
Superhost
Home in New London
OASIS @ OCEAN BEACH PARK: 6 QUEEN BEDS
$239 per night
Superhost
Cottage in Pound Ridge
Adirondacks in Westchester
$225 per night
Superhost
Home in Bayport
Exquisite spacious waterfront all modern-sleeps 8
$576 per night
Superhost
Earthen home in Ossining
The Babbling Brook
$125 per night
Superhost
Guest suite in Greenport
GREENPORT RETREAT- PRIVATE 2 BR APT w/ PRIV BEACH
$206 per night
Superhost
Home in Sag Harbor
New! Sag Harbor Village Pool, Hot Tub &Beach House
$875 per night

Montauk house rentals

Superhost
Home in East Hampton
Designer East Hampton Farmhouse
$283 per night
Superhost
Home in East Hampton
East Hampton (walking distance to village)
$395 per night
Superhost
Home in East Hampton
Sunny & Serene Private Cottage near Downtown EH
$199 per night
Superhost
Home in Sag Harbor
Sag Harbor home away from home
$300 per night
Superhost
Home in East Hampton
Fantastic East Hampton Village home with Pool
$139 per night
Superhost
Home in East Hampton
1800 Historical East Hampton Home, 1 Mile to Town!
$350 per night
Superhost
Home in Southampton
Peaceful Hamptons Cottage
$239 per night
Superhost
Home in Greenport
The Sandpiper- Apt #1
$113 per night
Superhost
Home in Southampton
Contemporary house in the woods.
$389 per night
Superhost
Home in Greenport
Nofo Bungalow-In The Heart of Greenport Village
$320 per night
Superhost
Home in Sag Harbor
Relax into Coastal Life at a Sun-Drenched Sag Harbor Home
$312 per night
Superhost
Home in Southampton
Stunning 3 bed 2 bath home W Pool
$143 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.


The best time to stay in a vacation rental in Montauk

The warm summer days serve as a magnet for weekenders looking to book one of the area’s vacation rentals, 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.


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.

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