Vacation Rentals in Montauk

Vacation Rentals in Montauk

Start comparing over 380 rentals in Montauk and book at the best price!

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Highlights Montauk

  • Camp Hero State Park and other wildlife areas
  • Cowboy skills at Deep Hollow Ranch
  • Surfing at Turtle Cove
  • Wildlife watching boat tours
  • The historic Montauk Point Lighthouse
  • Clam chowder at the Annual Montauk Fall Festival

Best Vacation Rentals in Montauk

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Rental for 2 Guests in Montauk, North Fork
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Montauk, North Fork
Vacation Rental • 398 ft² • 2 Bedrooms
9.6
(37 reviews)
Bring your Surf or Paddle Boards!!!! and walk down your semi-private path (shared with only 4 homes) to one of the most pristine white sandy beaches in Montauk. Imagine not having to deal with Ditch Plains parking! but Beach passes are included to explore other town beach both ocean and bay as permitted. Beautifully decorated it comes with TV and WiFi. Ideal for couples or small family and pet friendly. The property is part of a vintage motel called Twin Pond located on 2.5 acres located at 743 Old Montauk Highway. The studio is open living room and 180 degree views of the ocean (1) queen a...
from $271 / night
Vacation Rental for 4 Guests in Montauk, North Fork
Vacation Rental for 4 Guests in Montauk, North Fork, Picture 1
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Montauk, North Fork
Vacation Rental • 4 Guests • 1 Bedroom
9.8
(24 reviews)
This 1-Bedroom condo at Sun N Sound Resort overlooks tranquil Block Island Sound. It's nestled between Culloden Shores and Montauk Harbor in the desirable Soundview Estates area.After a fun-filled day, gaze upon the incredible Sunsets from our back patio sun deck as you take in the beautiful panoramic views of the Sound.If you're looking for rest and relaxation, or would rather get-up-and-go, this perfect hideaway is the vacation destination for you.Opening May 1, 2024– Summer fills up fast... don't wait!This child-friendly vacation condo features a kitchenette and full bath. With 1 queen b...
from $171 / night
Vacation Rental for 3 Guests in Montauk, North Fork
Vacation Rental for 3 Guests in Montauk, North Fork, Picture 1
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Montauk, North Fork
Vacation Rental • 420 ft² • 3 Bedrooms
9.9
(16 reviews)
A beautifully appointed 425 square-foot condo studio @ rough riders landing, montauk; offering a 180 degree view of fort pond bay - the best view in the complex, with sunsets that will take your breath away and 2 skylights with views of the moon- lit sky and stars while you lie in bed. sea gulls nest will be available for weekly summer rental.A brand new kitchen with white linen shaker style cabinets and granite counters, stainless steel appliances, including dishwasher & microwave. The main living space offers sleeping accommodations for 2, 3 will be max (a queen size murphy bed and a ...
from $241 / night

Other holiday ideas and property types in Montauk that might be interesting

Prices and availability

Current Vacation rental prices Montauk

$518for 20 Apr - 27 Apr
$676 annual average
May
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Average price per week

Current vacation rental availability Montauk

51%for 20 Apr - 27 Apr
39% annual average
May
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Jul
Aug
Sep
Oct
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Percentage of available rentals

Vacation Rentals in Montauk

Stay in a Montauk beach house

Every vacation rental in Montauk is close to the sea. With family-sized beach houses fronting the beach, seaside fun is only a few steps away. Beach houses range in design from character vintage cottages to architect-designed contemporary homes.

A vacation rental in Montauk

Montauk has quaint wood-clad cottages and beach houses that are perfect for romantic breaks and honeymoons. Every vacation rental is fully equipped to provide a comfortable home from home and many have balconies offering sea views along with extra touches like barbecues and hot-tubs.

Holiday in Montauk

Orientation

Montauk - a vacation destination

Known locally as 'The End', Montauk lies at the easterly tip of Long Island in New York State. In 1895 when the Long Island Railroad reached the town, there were plans to turn Montauk into the Miami Beach of the North. Much of the present town was laid out at this period, but the stock market crash of 1929 put paid to further development. Montauk really took off as a vacation resort in the 1960s when prefabricated leisure homes could be bought fully furnished. As well as being a tourist destination, Montauk has a large recreational fishing fleet and holds more saltwater fishing records than anywhere else in the world.

A Long Island town with a long history

The town gets its name from the Native American Montaukett tribe that hunted, fished and raised cattle on the land. The first white settler was granted land by King Charles I in 1639 and lived amicably alongside the Montaukett people. In 1792, President George Washington ordered the building of the lighthouse that still stands today while Deep Hollow Ranch became the first cattle ranch in the USA.

Getting there

Montauk is easily accessible from three airports, John F Kennedy and La Guardia Airports in Queens New York and MacArthur Airport in Islip. Only one road runs along Long Island as far as Montauk, this is the Sunrise Highway or Route 27 that starts in New York City.

Activities

A destination for beach activities and surfing

Montauk is a great destination for beach lovers. Children can have fun building sandcastles during the day while families and friends can share beach barbecues in the evening. Ditch Plains Beach is great for surfers while kayaks can be launched from Fort Pond Bay.

A destination for outdoor enthusiasts

With its coastal location and proximity to state parks, there are always plenty of outdoor activities to enjoy in and around Montauk. Former army and navy bases have been turned into the Camp Hero State Park with its hiking, cycling, and horseriding trails while Hither Hills State Park has a long beach frontage. Wetlands and ponds can be found at Amsterdam Beach State Park, a largely undeveloped area nicknamed the 'Montauk Moorlands'.

A family-friendly destination

As well as family fun on the beach, Montauk offers other activities for the whole family. Deep Hollow Ranch takes you back in time to the early days of cattle ranching while local stables offer beach and countryside pony and horse trekking. Montauk also has tennis clubs, a miniature golf course, and children's playgrounds.

The Camp Hero military base was built during the war and disguised so that it appeared as a New England fishing village from above.

Top 5 things to do in Montauk

1. Take a boat tour

Being surrounded by water makes Montauk the perfect base for enjoying boat tours. These include sunset cruises, eco-tours, stargazing voyages, and wildlife watching trips.

2. The Second House Museum

Montauk has been inhabited for many thousands of years with archaeological evidence showing large settlements at Fort Pond. The Second House Museum takes you on a journey through the lives and history of previous Montauk settlers.

3. Riding back into the past

Montauk was once the final departure point for huge herds of cattle that had been driven across the state and Deep Hollow Ranch remains the oldest working ranch in the USA. Take a trail ride or enjoy a Western-riding lesson at the ranch.

4. Riding the waves

If you are a surfing enthusiast head to Ditch Plains Beach where the waves are suitable for beginners as well as experts. Turtle Cove provides more wave excitement for experienced surfers.

5. Montauk Point Lighthouse

The Montauk Point Lighthouse has been standing for well over 200 years. Climb to the top of this historic building for panoramic views of Long Island and the Atlantic Ocean.

Useful Information

Tucking into clam chowder

Every Columbus Day weekend in October, the town celebrates the Annual Montauk Fall Festival. There is plenty of fun for the whole family that includes pumpkin decorating, historic trolley-bus rides, Oktoberfest beer tents, Long Island wine tasting, and live music along with plenty of delicious clam chowder made to local recipes.

FAQs: Vacation Rentals in Montauk

On average, how much do vacation rentals in Montauk cost?

Montauk is one of the most expensive cities in the USA. The costs for a vacation rental here amount to around $629 per night.

Which months allow you to save the most on vacation rentals?

If you would like to save the maximum during your visit to Montauk, go there in December ($529 per night on average), November ($542), or February ($562), to find the lowest prices for the whole year.

In which months is it more expensive to rent a vacation rental in Montauk?

When it comes to looking for a vacation rental in Montauk, the months that cost the most are, in order of highest to lowest, August, July and September, with average prices per night of $775, $737, and $728, respectively.

Should I plan a trip to Montauk well in advance?

If you decide to put Montauk on your bucket list, we suggest organizing your visit well in advance because it tends to be very high in demand, with an annual average of 80% of rentals booked the previous year.

Which months offer the highest availability?

February, December and November are, in order of highest to lowest, the months offering the largest number of properties available, with an average availability of 38%, 34%, and 33%. However, even during these periods of time, when rental availability is the highest, the average is only 35%. So we highly recommend you always book a little in advance to make sure you get the rental of your dreams.

How many rentals are there in Montauk?

In Montauk we collaborate with 2 different providers to give you a choice of 330 properties, so you will not be short of options!

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