Vacation Rentals & House Rentals in Montauk

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24 house rentals

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Hilltop Haven in Montauk with Heated Pool perfect for Families

Montauk house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Match: Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$687

Montauk Oceanfront Estate

Montauk manor house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

Match: Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$17,208

These homes match some but not all of your filters. Clear all filters

Montauk Summer rental

Montauk condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

1 of 2 match: Private outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$459

Montauk Royal Atlantic Beach Resort

Montauk condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$573

Great rentals within 20 miles that match your search

CHIC RETREAT!! Walk to Desirable Bay BEACH!!

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$2,524

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

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$1,066

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.

Match: Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$984

Perfect Hamptons Rental with Pool and Tennis

Bridgehampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$1,664

Amagansett Estate 3 BR 60ft Pool

Amagansett house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$1,148

Amagansett Estate 5 Bedroom 60ft Pool

Amagansett villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$1,606

Amagansett Estate 4BR 60ft Pool

Amagansett manor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$1,377

Amagansett House with Pool near Village & Beach

Amagansett house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$1,312

East Hampton Village Classic , South of Highway

East Hampton house

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 12

Match: Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$12,291

Elegance,Privacy, French Farm House

East Hampton farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$1,090

East Hampton Classic

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Match: Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$1,148

Village traditional on a quiet cul de sac

Sag Harbor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$1,278

Match: Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$987

Amagansett w/pool last two weeks of August

Amagansett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$1,606

East Hampton Charming Cottage South Of the Highway Near Ocean/ Further Lane

East Hampton house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$1,922

Family Vacation Home, heated pool

Amagansett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$1,090

Modern 3BR 2BA Home w/ Patio & Outdoor Salt Pool

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$343

Chic 3 Bed Cottage w/Modern Pool, 5 Mins from Town

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$658

Beachy Keen - East Hampton NY

East Hampton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$1,374

Beautiful Bridgehampton Home

Bridgehampton house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$1,717

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