Vacation Rentals & House Rentals in Montauk

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54 house rentals

Large Beach Bungalow next to Fresh Water Pond

Montauk house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$745

Montauk renovated beach house

Montauk house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$1,145

Price per night from

$1,963

A One Of A Kind Beach Vacation Rental

Montauk house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$1,031

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

Montauk house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$859

Price per night from

$1,260

Price per night from

$1,317

Hilltop Haven in Montauk

Montauk house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Price per night from

$1,145

The Cozy Cottage by the Sea

Montauk cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$516

Montauk Royal Atlantic Beach Resort

Montauk condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$573

Montauk Oceanfront Estate

Montauk manor house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

Price per night from

$17,175

Great rentals within 20 miles that match your search

Amagansett Estate 3 BR 60ft Pool

Amagansett house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$1,145

Newly remodeled mid century modern

East Hampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$573

Amagansett Estate 5 Bedroom 60ft Pool

Amagansett villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$1,603

Amagansett Estate 4BR 60ft Pool

Amagansett manor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$1,374

Amagansett House with Pool near Village & Beach

Amagansett house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$1,309

Serene & Private East Hampton Summer Rental w/pool

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$982

East Hampton Village Classic , South of Highway

East Hampton house

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 12

Price per night from

$4,908

Dream house vacation on the Long Island Sound

Orient house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$1,088

Elegance,Privacy, French Farm House

East Hampton farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$1,088

Hampton Accommodations

Springs private room

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Price per night from

$344

The Seashell House

Sag Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$974

East Hampton Classic

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Price per night from

$1,374

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

Price per night from

$2,519

Airy, Woodsy, Walk to Beach, New Saltwater Pool!

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$1,064

Charmimg Beach cottage in Sagaponack

Southampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$655

Relax at our East Hampton home

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$900

East Hampton Summer Rental

East Hampton house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Price per night from

$1,145

Hip & Stylish East Hampton Getaway

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Airy & beautiful home!” We had a wonderful stay at this beautiful East Hampton home. The floor plan is open and makes for an easy flow between the airy living space and kitchen and dining area. The bedrooms are large and well appointed with comfortable beds and fresh linens. The setting of the house is on a wooded acre with incredible views out over the trees and the swimming pool below. The huge deck affords an outdoor dining area perfect for summer entertaining. We will definitely be back for another visit to this amazing get away.

Price per night from

$818

Perfect Hamptons Rental with Pool and Tennis

Bridgehampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$1,661

East Hampton shingle style home

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$859

Perfect vacation home minutes to bay and ocean beaches

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$1,432

Beach House on Private Treasure Island Drive

Amagansett house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$1,685

Village traditional on a quiet cul de sac

Sag Harbor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$1,276

East Hampton/Sag Harbor Village Fringe

Sag Harbor house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Price per night from

$3,435

Price per night from

$985

Vacation home in Artistic / Historic area of East Hampton, NY

Springs house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$1,527

Viewing 38 of 54
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.

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