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Vacation Rentals & House Rentals in Montauk

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81 house rentals

Large Beach Bungalow next to Fresh Water Pond - SUMMER 2017

Montauk house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$859

Montauk renovated beach house

Montauk house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 3 hours 55 minutes

Price per night from

$1,145

Montauk Ocean View Retreat-Rental Registry #16-950

Montauk house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,143

Price per night from

$1,799

A One Of A Kind Beach Vacation Rental

Montauk house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$1,489

Take an early morning walk to beautiful private beach in Hither Hills

Montauk house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$1,718

Renovated & Tranquil Montauk House Near Ocean, Bay, Sports - VERY WELL PRICED

Montauk house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$425

Gorgeous 5 bedroom beach house in Culloden

Montauk house

5 bedrooms / 3 bathrooms / sleeps 9

Price per night from

$859

Price per night from

$1,260

GORGEOUS DESIGNER RENOVATED-CHARMING HOME–PERFECT FOR FAMILY- WALK TO BEACH

Montauk house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$1,317

Fully Renovated Beautiful Montauk Waterfront Condo

Montauk condo

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$516

Hilltop Haven in Montauk

Montauk house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 23 minutes

Price per night from

$1,227

The Cozy Cottage by the Sea

Montauk cottage

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$516

Ditch Plains Beach - 250 feet away BR1

Montauk house

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$1,276

Ditch Plains Beach - 250 feet away

Montauk house

4 bedrooms / 5 bathrooms / sleeps 8

Price per night from

$1,276

Ditch Plains Beach - 250 feet away BR3

Montauk house

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$1,276

Ditch Plains Beach - 250 feet away BR2

Montauk house

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$1,276

Cottage by the Sea

Montauk cottage

2 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$1,142

Montauk Royal Atlantic Beach Resort

Montauk condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$573

Quite Hither Hills Beach House

Montauk house

3 bedrooms / 1 bathroom / sleeps 5

Price per night from

$859

Ocean Front Cottage Montauk for rent

Montauk cottage

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$1,144

Montauk Oceanfront Estate

Montauk manor house

5 bedrooms / 8 bathrooms / sleeps 10

Price per night from

$11,430

Great rentals within 20 miles that match your search

Perfect Hamptons Rental with Pool and Tennis

Bridgehampton house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$1,258

East Hampton shingle style home

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$858

Amagansett Estate 3 BR 60ft Pool

Amagansett house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$1,029

Amagansett Estate 4BR 60ft Pool

Amagansett manor house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,200

Amagansett House with Pool near Village & Beach

Amagansett house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,307

East Hampton Dream House 'Serendipity' - Great Buy

East Hampton house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$572

Hamptons Summer Getaway

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$686

Serene & Private East Hampton Summer Rental w/pool

East Hampton house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$816

East Hampton Village Classic , South of Highway

East Hampton house

7 bedrooms / 9 bathrooms / sleeps 12

Price per night from

$4,082

Dream house vacation on the Long Island Sound

Orient house

5 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 1 hour 52 minutes

Price per night from

$1,086

Elegance,Privacy, French Farm House

East Hampton farmhouse

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$1,088

The Seashell House

Sag Harbor house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$974

Live in Luxury in This English Manor Home.

East Hampton house

6 bedrooms / 7 bathrooms / sleeps 12

Price per night from

$3,722

Summer in a Hamptons Cottage

Bridgehampton house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$492

CHIC RETREAT!! Walk to Desirable Bay BEACH!!

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 50 minutes

Price per night from

$2,520

Relaxing East Hampton Summer Getaway

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$373

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rentals in Montauk

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About Montauk

Get away from the bustling crowds of New York City and head over to the relaxing town of Montauk. Why not start your search for the perfect property to stay in with FlipKey? From luxury mansions to beachfront cabins, you can choose from a huge range of vacation rentals. The perfect weekend getaway, this beautiful town has everything you need!

About Montauk, New York

Montauk has a history dating back thousands of years starting with the Native Americans. Montauk's name derives from the Montaukett tribe.

Found at the tip of Long Island, Montauk was once used as a base for the Army, Navy, Air Force and the Coast Guard. You'll be able to spot the first ever lighthouse in New York State here!

The Montauk we know today owes everything to Carl Graham Fisher who bought the land in 1926. With 10,000 acres, he started paving new roads and houses. This made way for a new Montauk that was no longer a small fishing village. Montauk is now the perfect spot for a relaxing respite from the busy city lights!

With lots to do, eat and see, Montauk is the beach town you never knew you were looking for!

What to do in Montauk

Why not start your day by climbing 137 steps to the top of Montauk Point Lighthouse? You'll be able to enjoy spectacular views of the Atlantic Ocean. It is the perfect spot for budding photographers or just to take some vacation snaps for the album.

For more breathtaking views of the Atlantic Ocean, visit Montauk Point State Park. You'll even be able to spot seals lazing around!

Not up for hiking first thing in the morning? Then be sure to take a leisurely stroll around Hither Hills State Park. There's plenty to do here including fishing, hunting, biking and even bird watching.

If you're looking to soak up some history, Shadmoor State Park is home to two WWII artillery bunkers and offers insight into the local area’s heritage.

Once you've worked up an appetite exploring, treat yourself at one of Montauk's many restaurants. You'll be able to eat fresh, local seafood all year round, as well as local produce and fruits.

Top travel tips for Montauk

Your best bet is to visit Montauk during the fall. Crowds will have thinned by this time but the weather is still beautiful!

Only 120 miles from New York City, it will only take you 3 hours to get to Montauk. If you’re not driving, opt for the Hampton Jitney bus or Long Island Rail Road.

Be aware that during the winter months, many restaurants and bars close or have limited hours.

Montauk is a charming town with glorious views and coastal location. It is perfect for families, solo travelers or groups of friends. Why not enjoy everything Montauk has to offer in your FlipKey property? From spacious mansions for group vacations to romantic beach retreats for two, you’re sure to find the perfect place for your needs.

Top Destination reviews

Montauk - 6 BR / 4 Bath House w/ Pool & Beach Pass
Yay Shane!

Thanks to Shane and his wife for letting us rent this great house- I can't speak highly enough of them or the house. They were extremely warm, professional, and courteous... Answered all of our emails right away...And when I got locked out of the place, Shane was even able to unlock the house remotely from the city- which was awesome. The house is great and so is Montauk. A+ vacation!!!see more
Ocean Front Cottage Montauk for rent
Cozy Cottage with Great Accomodations

Spent a little over a week at the cottage. It is about 1000 feet from the beach. We enjoyed the cottage and beach immensely. Also, had a beautiful in-ground pool. Communicated with the owner who exhibited extreme hospitality. Cottage was clean and well kept. Looking forward to next year to rent the cottage again. Was a very memorable experience. Highly recommend.see more

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