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Great rentals within 20 miles that match your search

Vacation home in Southampton

Southampton house

  • 4 bedrooms
  • 11 bathrooms
  • sleeps 8

from $2,045 / night

$14,313 / week

1 / 18

Great rentals within 20 miles that match your search

Home rental in Westhampton Beach

Westhampton Beach house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

from $2,000 / night

$14,000 / week

1 / 45

Great rentals within 20 miles that match your search

Vacation home in Westhampton Beach

Westhampton Beach house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

from $1,500 / night

$2,000 / week

1 / 50

Great rentals within 20 miles that match your search

Vacation villa in Amagansett

Amagansett villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,603 / night

$9,618 - $11,221 / week

1 / 38

Great rentals within 20 miles that match your search

Southport Vacation cottage rental

Southport cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $229 / night

$1,718 / week

1 / 39

Great rentals within 20 miles that match your search

Southold Vacation home rental

Southold house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $831 / night

$5,725 - $6,126 / week

1 / 21

Great rentals within 20 miles that match your search

Montauk Vacation manor house rental

Montauk manor house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

from $17,175 / night

$120,225 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation townhouse in Southampton

Southampton townhouse

  • 4 bedrooms
  • 10 bathrooms
  • sleeps 8

from $147 / night

$1,029 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation home in Montauk

Montauk house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

from $687 / night

$8,588 - $17,862 / week

1 / 78

Great rentals within 20 miles that match your search

Vacation home in Bridgehampton

Bridgehampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $1,661 / night

$11,622 / week

1 / 13

Great rentals within 20 miles that match your search

Vacation cottage rental

Southampton cottage

  • 4 bedrooms
  • 10 bathrooms
  • sleeps 10

from $3,272 / night

$22,900 / week

1 / 15

Great rentals within 20 miles that match your search

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

Great rentals within 20 miles that match your search

Fire Island Vacation cottage rental

Fire Island cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $753 / night

$5,267 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation home in East Hampton

East Hampton house

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 12

from $4,908 / night

$34,350 / week

1 / 38

Great rentals within 20 miles that match your search

Vacation home rental

Massapequa house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

from $573 / night

$2,863 / week

1 / 13

Great rentals within 20 miles that match your search

Montauk Vacation home rental

Montauk house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $1,145 / night

$8,015 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation home in Ocean Bay Park

Ocean Bay Park house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from $2,519 / night

$14,313 / week

1 / 18

Great rentals within 20 miles that match your search

Home rental in Southold

Southold house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $300 / night

$2,100 / week

1 / 41

Great rentals within 20 miles that match your search

Sag Harbor Vacation home rental

Sag Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $974 / night

$6,813 / week

1 / 39

Great rentals within 20 miles that match your search

Vacation villa in Southampton

Southampton villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $1,023 / night

$7,157 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Baiting Hollow

Baiting Hollow house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $386 / night

$2,702 / week

1 / 35

Great rentals within 20 miles that match your search

Vacation home in Westhampton Beach

Westhampton Beach house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $2,290 / night

$16,030 / week

1 / 16

Great rentals within 20 miles that match your search

East Hampton Vacation home rental

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $982 / night

$6,870 / week

1 / 13

Great rentals within 20 miles that match your search

Vacation home in Wading River

Wading River house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $276 / night

$1,681 - $4,843 / week

1 / 53

Great rentals within 20 miles that match your search

Vacation home in Water Mill

Water Mill house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $779 / night

$5,725 / week

1 / 10

Great rentals within 20 miles that match your search

Amagansett Vacation home rental

Amagansett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $1,603 / night

$11,221 / week

1 / 15

Great rentals within 20 miles that match your search

Vacation home in Ridge

Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $341 / night

$2,071 - $5,563 / week

1 / 28

Great rentals within 20 miles that match your search

East Quogue Vacation home rental

East Quogue house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $401 / night

$2,806 / week

1 / 12

Great rentals within 20 miles that match your search

Vacation villa in Southampton

Southampton villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from $2,290 / night

$13,740 / week

1 / 11

Great rentals within 20 miles that match your search

Vacation home in Southampton

Southampton house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $1,374 / night

$9,618 / week

1 / 46

Great rentals within 20 miles that match your search

Vacation villa in Southampton

Southampton villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

from $1,390 / night

$9,727 / week

1 / 36

Great rentals within 20 miles that match your search

Vacation home in Mattituck

Mattituck house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

from $1,718 / night

$12,023 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation home in Southampton

Southampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $1,145 / night

$4,580 / week

1 / 5

Great rentals within 20 miles that match your search

Home rental in Wading River with swimming pool

Wading River house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

from $432 / night

$2,435 - $6,034 / week

1 / 43

Great rentals within 20 miles that match your search

Vacation home in Wading River

Wading River house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 2

from $120 / night

$840 / week

1 / 28

Great rentals within 20 miles that match your search

Vacation home in Wading River

Wading River house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from $370 / night

$2,046 - $6,310 / week

1 / 43

Great rentals within 20 miles that match your search

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

Great rentals within 20 miles that match your search

Home rental in Riverhead

Riverhead house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $298 / night

$2,086 / week

1 / 47

Great rentals within 20 miles that match your search

Vacation home rental

Mattituck house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $387 / night

$2,709 - $6,503 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation home in Amagansett

Amagansett house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $1,145 / night

$8,931 / week

1 / 23