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50 Best Hamptons House rentals on Holiday Lettings - Apartments

362 Vacation rentals

Cottage rental in Sag Harbor

Sag Harbor cottage

  • Beach/lakeside relaxation
  • •  Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from $1,031 / night

$6,870 / week

Vacation condo in Southampton

Southampton condo

  • Child friendly
  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from $655 / night

$4,580 - $5,725 / week

Vacation cottage in Montauk

Montauk cottage

  • Child friendly
  • •  Pet friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $382 / night

$2,672 / week

Vacation home in East Hampton

East Hampton house

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $1,472 / night

$10,305 / week

Vacation home in East Hampton

East Hampton house

  • Child friendly
  • •  Air conditioning
  • •  Pet friendly
  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from $1,145 / night

$8,015 / week

Vacation home in Montauk

Montauk house

  • Beach/lakeside relaxation
  • •  Child friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $687 / night

$4,809 / week

Vacation home in Westhampton

Westhampton house

  • Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $516 / night

$3,206 / week

Vacation home in Westhampton Beach

Westhampton Beach house

3

  • Beach/lakeside relaxation
  • •  Nearest beach 0 mi
  • •  Child friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $194 / night

$1,117 - $4,237 / week

Vacation home in Hampton Bays

Hampton Bays house

1

  • Child friendly
  • •  Air conditioning
  • •  Pet friendly
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from $315 / night

$2,205 / week

Montauk Vacation home rental

Montauk house

  • Child friendly
  • •  Air conditioning
  • •  Private garden
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $1,145 / night

$8,015 / week

Water Mill Vacation home rental

Water Mill house

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $955 / night

$6,680 / week

Amagansett Vacation home rental

Amagansett house

  • Beach/lakeside relaxation
  • •  Swimming pool
  • •  Air conditioning
  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $1,309 / night

$9,160 / week

Vacation home with golf nearby in Wainscott

Wainscott house

  • Beach/lakeside relaxation
  • •  Swimming pool
  • •  Child friendly
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $2,061 / night

$10,305 / week

East Hampton Vacation home rental

East Hampton house

1

  • Nearest beach 4 mi
  • •  Swimming pool
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $736 / night

$5,153 / week

Hampton Bays Vacation home rental

Hampton Bays house

  • Child friendly
  • •  Air conditioning
  • •  Private garden
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 4

from $516 / night

$3,206 / week

Vacation home rental

East Hampton house

1

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $401 / night

$1,718 - $7,443 / week

Vacation home in Bridgehampton

Bridgehampton house

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,374 / night

$9,618 / week

Vacation home with swimming pool in Sag Harbor

Sag Harbor house

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $602 / night

$4,208 / week

Home rental in East Quogue

East Quogue house

  • Beach/lakeside relaxation
  • •  Swimming pool
  • •  Child friendly
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from $573 / night

$4,008 / week

Montauk Vacation home rental

Montauk house

  • Child friendly
  • •  Private garden
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from $630 / night

$4,008 / week

East Hampton Vacation home rental

East Hampton house

1

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $647 / night

$4,529 / week

Hampton Bays Vacation home rental

Hampton Bays house

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 4 bathrooms
  • sleeps 12

from $665 / night

$4,649 / week

Hampton Bays Vacation home rental

Hampton Bays house

  • Beach/lakeside relaxation
  • •  Nearest beach 2 mi
  • •  Child friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $745 / night

$4,008 / week

Vacation home rental

Bridgehampton house

  • Beach/lakeside relaxation
  • •  Air conditioning
  • •  Private garden
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $655 / night

$4,580 / week

Vacation home in East Hampton

East Hampton house

  • Beach/lakeside relaxation
  • •  Child friendly
  • •  Ask about pets
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from $655 / night

$4,580 - $6,183 / week

Home rental in Amagansett

Amagansett house

  • Beach/lakeside relaxation
  • •  Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $900 / night

$6,298 / week

Vacation home rental

East Hampton house

  • Child friendly
  • •  Pet friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $573 / night

$4,008 / week

East Hampton Vacation home rental

East Hampton house

1

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $573 / night

$4,008 / week

Vacation home in Remsenburg

Remsenburg house

3

  • Beach/lakeside relaxation
  • •  Swimming pool
  • •  Child friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $475 / night

$3,321 / week

Home rental in East Hampton with swimming pool

East Hampton house

  • Swimming pool
  • •  Child friendly
  • •  Private garden
  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from $859 / night

$6,012 / week

Hampton Bays Vacation home rental

Hampton Bays house

  • Beach/lakeside relaxation
  • •  Swimming pool
  • •  Child friendly
  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

from $1,145 / night

$8,015 / week

Vacation home in Montauk

Montauk house

  • Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 5 bathrooms
  • sleeps 6

from $655 / night

$4,580 / week

Vacation cottage with swimming pool in Shelter Island Heights

Shelter Island Heights cottage

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

from $441 / night

$3,086 / week

Home rental in Quogue

Quogue house

3

  • Beach/lakeside relaxation
  • •  Nearest beach 4 mi
  • •  Swimming pool
  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $687 / night

$4,809 / week

Vacation home in Water Mill

Water Mill house

1

  • Beach/lakeside relaxation
  • •  Nearest beach 2 mi
  • •  Child friendly
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $779 / night

$5,725 / week

Sag Harbor Vacation home rental

Sag Harbor house

5

  • Beach/lakeside relaxation
  • •  Nearest beach 1 mi
  • •  Swimming pool
  • 5 bedrooms
  • 7 bathrooms
  • sleeps 12

from $1,432 / night

$10,019 - $22,900 / week

Vacation home in Bridgehampton

Bridgehampton house

  • Beach/lakeside relaxation
  • •  Nearest beach 3 mi
  • •  Swimming pool
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $1,260 / night

$8,817 / week

Vacation home with swimming pool in Westhampton Beach

Westhampton Beach house

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from $1,145 / night

$8,015 / week

East Hampton Vacation home rental

East Hampton house

1

  • Beach/lakeside relaxation
  • •  Nearest beach 5 mi
  • •  Child friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $401 / night

$2,519 / week

Vacation cottage in Springs

Springs cottage

  • Child friendly
  • •  Air conditioning
  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $373 / night

$2,605 / week

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