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Montauk vacation rentals

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Top-rated vacation rentals in Montauk

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

Bungalow · Montauk
Montauk Oceanview with Fireplace (2)
Enjoy Montauk throughout the seasons from this oceanview cottage with queen size bed, full kitchen, working fireplace, cable and wireless. Outside there are chairs and a grill. The beach is a short walk through the dunes.
Jan 24 – 31
$175 per night
Cottage · Montauk
Montauk Oceanview
This fully furnished oceanview 1bd cottage steps to the beach with hardwood floors, an open beam ceiling, and a working fireplace allows you to enjoy Montauk throughout all seasons. There is a fully equipped kitchen,cable,central air,wireless,and an outside grill.
Jul 9 – 16
$575 per night
Private room · Montauk
Montauk en suite Private Entrance Walk To Town
PLEASE NOTE: DUE TO CANCELLATION THERE ARE A FEW OPENINGS IN AUGUST. Large, sunny bedroom with separate entrance and attached private bathroom. Queen bed and a comfortable loveseat in room. Also, separate porch to watch the great sunsets (and deer and rabbits). Walk to town and restaurants 1/3 mi. Prices are as stated on the calendar. Thank you. Guests must be 25 years of age or older.
Dec 12 – 19
$158 per night

Vacation rentals for every style

Get the amount of space that is right for you

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Stay near Montauk's top sights

Photo of Montauk Lighthouse Museum
Montauk Lighthouse Museum111 locals recommend
Photo of Hither Hills State Park
Hither Hills State Park23 locals recommend
Photo of Inlet Seafood Restaurant
Inlet Seafood Restaurant25 locals recommend
Photo of Montauk Brewing Company
Montauk Brewing Company13 locals recommend
Photo of Naturally Good
Naturally Good15 locals recommend
Photo of Gurney's Montauk Resort & Seawater Spa
Gurney's Montauk Resort & Seawater Spa27 locals recommend

Montauk house rentals

Home · Montauk
Sea Roost
May 3 – 10
$795 per night
Home · East Hampton
NEW! Styled East Hampton: Private Clearwater Beach
Oct 27 – Nov 3
$170 per night
Home · East Hampton
Mar 22 – 29
$599 per night
Private room · Montauk
The Black and White Room.
Jan 24 – 31
$280 per night
Home · Montauk
Just Waves Ditch Beach House
Feb 26 – Mar 5
$720 per night
Home · Amagansett
Beachfront home in Amagansett
Apr 14 – 21
$713 per night
Home · East Hampton
Silver House: 3BR Home with Private Beach Access
Nov 29 – Dec 6
$328 per night
Home · Montauk
Cozy 3 bedroom in Ditch Plains - walk to the beach
Oct 25 – Nov 1
$199 per night
Home · Shelter Island
Huge Island Getaway Pool HotTub By Beach
Feb 24 – Mar 3
$576 per night
Home · Montauk
Montauk Summer Getaway - Steps to Private Beach
Dec 29 – Jan 5
$494 per night
Home · Montauk
Montauk House with Pool, Walk to Private Beach
Oct 18 – 25
$450 per night
Home · Montauk
Picture Perfect Montauk Retreat w Ocean Views
Dec 6 – 13
$595 per night

Montauk cabin rentals

Cabin · North Fork
Lovely Beachfront home Mattituck Southold North Fo
Sep 5 – 12
$600 per night
Cabin · North Fork
Cottage fields of Lavender by the Sea 5min Greenpo
Dec 20 – 27
$541 per night
Cabin · North Fork
Lagoon Lodge North Fork Charming 3Br Waterfront wi
Mar 21 – 28
$458 per night
Cabin · North Fork
2BR North Fork Southold Private Cottage Beach step
Jul 19 – 26
$675 per night

Montauk condo rentals

Condo · Montauk
Montauk Waterfront Condo w/ Sunset Views
May 30 – Jun 6
$1,000 per night
Condo · Montauk
Oct 16 – 23
$191 per night
Condo · Montauk
Montauk Royal Atlantic Beach Resort North
Mar 29 – Apr 5
$270 per night
Condo · Montauk
Deluxe StudIo Apt@The Montauk Manor
Aug 18 – 25
$421 per night
Condo · Montauk
Romantic and unique treat in Historic Montauk.
Nov 15 – 22
$183 per night
Condo · Montauk
Renovated Beachfront Condo With An Incredible View
Sep 21 – 28
$799 per night
Condo · Montauk
Coastline View Studio
Oct 14 – 21
$282 per night
Condo · East Hampton
12- NEW MODERN King bed apartment in East Hampton
Nov 5 – 12
$228 per night
Condo · Montauk
Beautiful Condo on the Ocean Bluffs
Aug 11 – 18
$411 per night
Condo · Montauk
Condo on the ocean in Montauk
Aug 29 – Sep 5
$568 per night
Condo · Montauk
1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!
Jan 7 – 14
$451 per night
Condo · Montauk
Newly Renovated One Bedroom One Bathroom Suite Just Outside Downtown Montauk
Oct 25 – Nov 1
$330 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.

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 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.

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.

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