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.

Can I find a vacation rental around Montauk?

Yes, our 2019 property listings offer a large selection of 1,418 vacation rentals near Montauk. From 1,237 Houses to 85 Cottages, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Montauk for a holiday or a weekend are on HomeAway.

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 HomeAway travelers, the most popular destinations to visit are:

  • Montauk Point: 803 vacation rentals
  • Culloden Shores: 66 vacation rentals
  • Hither Hills State Park: 2,245 vacation rentals
  • Ditch Plains Beach: 1,695 vacation rentals
  • Montauk Point Lighthouse: 1,589 vacation rentals

And HomeAway 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:

  • Block Island: 80 rentals
  • East Hampton: 3,065 rentals
  • Sag Harbor: 2,935 rentals
  • Mystic: 491 rentals
  • Westerly: 521 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): 1,881 vacation rentals
  • East Hampton, NY (HTO): 3,609 vacation rentals
  • Groton New London Airport (GON): 754 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?

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

  • Montauk Point: 803 rentals
  • Hither Hills State Park: 2,245 rentals
  • Ditch Plains Beach: 1,695 rentals
  • Montauk Point Lighthouse: 1,589 rentals
  • Montauk County Park: 1,680 rentals

But there are many other points of interest around Montauk listed on HomeAway 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

Block Island
80 vacation rentals
East Hampton
3,065 vacation rentals
Sag Harbor
2,935 vacation rentals
491 vacation rentals
521 vacation rentals
1,051 vacation rentals
Old Lyme
391 vacation rentals
Shelter Island
2,553 vacation rentals
1,885 vacation rentals
398 vacation rentals
New London
714 vacation rentals
2,387 vacation rentals
Water Mill
2,388 vacation rentals
New Shoreham
111 vacation rentals
550 vacation rentals
East Marion
383 vacation rentals
177 vacation rentals
3,102 vacation rentals
Fishers Island
381 vacation rentals
1,144 vacation rentals