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Destination guide

Beauty and culture near Montauk vacation home rentals

Montauk has often humorously been called “The Last Resort” due to its singular location at the very tip of Long Island. When travelers arrive, however, they quickly discover that this area offers enough stores, sights, and scenery to keep them coming back time and again. With 6 state parks in its vicinity, as well as crystalline waters and miles of sandy beaches, the town’s idyllic setting is perfect for anything from family vacations to college getaways. A range of Montauk vacation rentals, from beachfront cottages to central condos, are standing by, ready for you to start your vacation on just the right note.

Things to do

Attractions near Montauk vacation rentals

Construction on the Montauk Point Lighthouse was completed in 1796, making it New York’s oldest lighthouse and the 4th oldest active model in America. The Montauk Lighthouse Museum displays the congressional authorization for its construction, signed by Thomas Jefferson, as well as the land-purchase agreement signed by George Washington in 1792. The museum is located in the preserved 1860 keeper’s house and also houses a number of other artifacts and documents. The nearby E. Virgil and Elaine Wingate Conway Visitor Center has an open-air patio that offers stellar views over the bay.


Activities near Montauk vacation homes

The Montauk way of life has always been about mixing laid-back tranquility and refined glamour, so it’s the perfect place to treat yourself to a little pampering. Indulge in some retail therapy with stores designed to sell the Montauk lifestyle. You'll find quirky trinkets, one-of-a-kind jewelry, and funky fashions in boutiques throughout the city. You can also wind down with some spa pampering; halotherapy is a particular specialty in the region. This salt therapy is great for stress relief and relaxation, while Reiki and massages are just what you need to unwind in style.


Best time to travel to Montauk vacation homes

Summer is the most popular period to visit Long Island and is also the hardest time to find cheap Montauk vacation rentals. Temperatures average in the high 70s during the day, with water temperatures much the same, and southwesterly winds keeping things comfortable. The Atlantic Ocean has a moderating effect on the climate, so spring starts late and fall lasts through November. That makes these cheaper shoulder months an appealing time to snap up Montauk vacation rentals and make the most of smaller crowds and better availability. You can also book for the mild winter months if a festive break is more to your taste.

Natural features

Montauk, naturally

Spread over 99 acres, Shadmoor State Park is located a quarter of a mile from Montauk Village. The reservation is home to 2,400 feet of beach, as well as bluffs, freshwater wetlands, and hiking trails. A number of elevated platforms also dot the area, providing the perfect vantage points for admiring the coast or bird-watching. Black-cherry trees are also common, as well as clusters of endangered sand-plain gerardia plants. Dogs are allowed on leashes; if you’ve taken advantage of one of the many nearby pet-friendly Montauk vacation rentals then this is the best spot to walk them.


Top beaches near Montauk vacation rentals

Montauk has beautiful beaches for seaside relaxation and watersports. Vacation homes are available near places like Montauk Point State Park, a rocky shoreline popular for surf fishing, surfing, and sunset views, and Hither Hills State Park, a scenic beach area with a large campground, sand dunes, and nature trails. You'll also like Ditch Plains Beach, a popular beach for surfing and swimming.

How to get there

Traveling to and around Montauk

The nearest airport is in Montauk, NY (MTP), located 2.8 mi (4.6 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Fishers Island, NY (FID-Elizabeth Field), which is 15.8 mi (25.4 km) away.

If you prefer train travel, you can make your way to Montauk Station.

Good for couples

Romantic vacation rentals in Montauk

Couples in search of romance will love the tranquil locations in Montauk. Vacation rentals can be found near places like Camp Hero, a maritime forest with ocean vistas, beaches, wetlands, and trails for hiking and biking, and Shadmoor State Park, an oceanfront state park with beaches, cliffs, and hiking trails through wetlands. You could also visit Deep Hollow Ranch, a ranch with trail rides on horseback and other outdoor activities.

How many vacation rentals are available around Montauk, NY?

Our 2020 property listings offer a large selection of 1,213 vacation rentals around Montauk. From 1,061 house rentals to 68 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the most popular destinations to visit in Montauk?

There are many lovely places to stay for a holiday trip or just for a weekend in Montauk. From Vrbo travelers, the top most popular destinations to visit are:

  • Culloden Shores: 60 vacation rentals
  • Montauk Point: 676 vacation rentals
  • Ditch Plains Beach: 1,414 vacation rentals
  • Villas at Montauk Downs: 58 vacation rentals
  • Hither Hills State Park: 1,851 vacation rentals

And Vrbo offers you the chance to discover many other popular destinations in Montauk! Please use our search bar to access the selection of vacation rentals available in other popular destinations.

What are the main cities to discover in Montauk?

Whether you're traveling with family or friends, here are the cities with the largest selection of vacation rentals for a holiday trip or just for a weekend in Montauk:

  • East Hampton: 2,507 rentals
  • Sag Harbor: 2,365 rentals
  • Westerly: 473 rentals
  • Charlestown: 1,117 rentals
  • Block Island: 72 rentals

For other cities, please use our search bar to access the selection of vacation rentals available.

Can I find easy-access vacation rentals when traveling by plane to Montauk?

Yes of course. Our owners offer a large selection of vacation rentals near airports. The airports with a large selection of vacation rentals in Montauk are:

  • Montauk Airport (MTP): 1,598 vacation rentals
  • East Hampton, NY (HTO): 2,981 vacation rentals
  • Fishers Island, NY (FID-Elizabeth Field): 1,429 vacation rentals

For other airports, please use our search bar to access the selection of vacation rentals available.

Near which points of interest can I spend my holidays in Montauk?

Vrbo offers a large selection of rentals near lovely places in Montauk. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Montauk Point: 676 rentals
  • Ditch Plains Beach: 1,414 rentals
  • Hither Hills State Park: 1,851 rentals
  • Montauk Downs State Park Golf Course: 1,522 rentals
  • Montauk Marine Basin: 1,665 rentals

But there are many other points of interest around Montauk listed on Vrbo where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection.

Explore destinations around Montauk

East Hampton
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