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Best Hamptons House rentals on Holiday Lettings - Apartments

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2,781 Vacation rentals

Home rental in Westhampton Beach

Westhampton Beach house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

from $2,000 / night

$14,000 / week

1 / 45

Vacation home in Westhampton Beach

Westhampton Beach house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

from $1,500 / night

$2,000 / week

1 / 50

Vacation villa in Amagansett

Amagansett villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,603 / night

$9,618 - $11,221 / week

1 / 38

Vacation home in East Hampton

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $659 / night

$4,609 / week

1 / 15

Vacation townhouse in Southampton

Southampton townhouse

  • 4 bedrooms
  • 10 bathrooms
  • sleeps 8

from $147 / night

$1,029 / week

1 / 24

Vacation home in Montauk

Montauk house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

from $687 / night

$8,588 - $17,862 / week

1 / 78

Vacation home in Bridgehampton

Bridgehampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $1,661 / night

$11,622 / week

1 / 13

Vacation villa in Water Mill

Water Mill villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 10

from $6,870 / night

$48,090 - $72,135 / week

1 / 20

Home rental in Hampton Bays

Hampton Bays house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

from $1,219 / night

$8,531 / week

1 / 24

Hampton Bays Vacation home rental

Hampton Bays house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $915 / night

$6,404 / week

1 / 14

Vacation home in East Hampton

East Hampton house

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 12

from $4,908 / night

$34,350 / week

1 / 38

Cottage rental in Sag Harbor

Sag Harbor cottage

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from $1,031 / night

$6,870 / week

1 / 17

Sag Harbor Vacation home rental

Sag Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $974 / night

$6,813 / week

1 / 39

Vacation home in Westhampton Beach

Westhampton Beach house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $2,290 / night

$16,030 / week

1 / 16

East Hampton Vacation home rental

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $982 / night

$6,870 / week

1 / 13

Vacation home in Water Mill

Water Mill house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $779 / night

$5,725 / week

1 / 10

Vacation home with swimming pool in Aquebogue

Aquebogue house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $382 / night

$2,306 - $6,286 / week

1 / 34

Vacation home in East Hampton

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $859 / night

$4,351 / week

1 / 10

Vacation home in Montauk

Montauk house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $745 / night

$5,210 / week

1 / 41

East Quogue Vacation home rental

East Quogue house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $401 / night

$2,806 / week

1 / 12

Vacation villa in Southampton

Southampton villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from $2,290 / night

$13,740 / week

1 / 11

Vacation home in Southampton

Southampton house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $1,374 / night

$9,618 / week

1 / 46

Vacation villa in Southampton

Southampton villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

from $1,390 / night

$9,727 / week

1 / 36

Vacation home in Water Mill

Water Mill house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 13

from $1,718 / night

$12,023 / week

1 / 14

Home rental in Hampton Bays

Hampton Bays house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from $573 / night

$2,863 / week

1 / 15

Vacation home rental

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $2,373 / night

$16,603 / week

1 / 8

East Hampton Vacation home rental

East Hampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $573 / night

$4,008 / week

1 / 18

Vacation home in East Quogue

East Quogue house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $1,432 / night

$4,008 - $14,313 / week

1 / 21

Vacation home with swimming pool in Hampton Bays

Hampton Bays house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

from $850 / night

$5,949 / week

1 / 30

Vacation home in Sag Harbor

Sag Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $1,374 / night

$9,618 / week

1 / 12

Home rental in Riverhead

Riverhead house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $298 / night

$2,086 / week

1 / 47

Vacation home in Amagansett

Amagansett house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $1,145 / night

$8,931 / week

1 / 23

Vacation farmhouse in East Hampton

East Hampton farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $1,088 / night

$7,615 / week

1 / 24

Vacation home in Southampton

Southampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $540 / night

$3,779 / week

1 / 17

Water Mill Vacation home rental

Water Mill house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

from $2,634 / night

$18,435 / week

1 / 19

Vacation home with swimming pool in Southampton

Southampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $455 / night

$3,179 - $10,448 / week

1 / 45

Vacation home in Hampton Bays

Hampton Bays house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $361 / night

$1,880 - $4,602 / week

1 / 30

Riverhead Vacation villa rental

Riverhead villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $239 / night

$1,673 / week

1 / 48

Vacation home in Montauk

Montauk house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $1,031 / night

$7,214 / week

1 / 19

Southampton Vacation home rental

Southampton house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

from $890 / night

$4,841 - $10,020 / week

1 / 45

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