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Best Hamptons House rentals on Holiday Lettings - Apartments

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1 Vacation rentals

Great rentals within 20 miles that match your search

Levittown Vacation home rental

Levittown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

from $343 / night

$2,290 / week

1 / 24

Great rentals within 20 miles that match your search

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Montauk Vacation cottage rental

Montauk cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Trampoline

from $516 / night

$3,607 / week

1 / 12

Great rentals within 20 miles that match your search

Vacation home in Southampton

Southampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Bicycles available

from $540 / night

$3,779 / week

1 / 17

Great rentals within 20 miles that match your search

Massapequa Vacation guest house rental

Massapequa guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Trampoline

from $149 / night

$1,042 / week

1 / 11

Great rentals within 20 miles that match your search

Vacation cottage in Sag Harbor

Sag Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Bicycles available

from $687 / night

$4,329 / week

1 / 15

Great rentals within 20 miles that match your search

Vacation home in Southampton

Southampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

1 filter does not match: Bicycles available

from $1,718 / night

$12,023 / week

1 / 83

Great rentals within 20 miles that match your search

Vacation villa in Southampton

Southampton villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

from $1,023 / night

$7,157 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation condo in Southampton

Southampton condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

from $491 / night

$3,435 / week

1 / 21

Great rentals within 20 miles that match your search

Sag Harbor Vacation home rental

Sag Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

from $974 / night

$6,813 / week

1 / 39

Great rentals within 20 miles that match your search

Apartment rental in Milford

Milford apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Trampoline

from $263 / night

$1,836 / week

1 / 11

Great rentals within 20 miles that match your search

Montauk Vacation home rental

Montauk house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

from $859 / night

$6,298 / week

1 / 21

Great rentals within 20 miles that match your search

Vacation home rental

Remsenburg house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Trampoline

from $572 / night

$4,000 / week

1 / 17

Great rentals within 20 miles that match your search

Vacation home in Sag Harbor

Sag Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

from $1,374 / night

$9,618 / week

1 / 12

Great rentals within 20 miles that match your search

Vacation home in Ocean Beach

Ocean Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

from $916 / night

$6,870 / week

1 / 23

Great rentals within 20 miles that match your search

Water Mill Vacation home rental

Water Mill house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

1 filter does not match: Trampoline

from $2,634 / night

$18,435 / week

1 / 19

Great rentals within 20 miles that match your search

Vacation home in Darien

Darien house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 14

1 filter does not match: Trampoline

from $299 / night

$1,883 - $11,542 / week

1 / 39

Great rentals within 20 miles that match your search

Westerly Vacation home rental

Westerly house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Trampoline

from $802 / night

$3,321 - $3,722 / week

1 / 17

Great rentals within 20 miles that match your search

Vacation home in New London

New London house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Trampoline

from $331 / night

$2,634 - $3,092 / week

1 / 28

Great rentals within 20 miles that match your search

Fair Harbor Vacation cottage rental

Fair Harbor cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

from $974 / night

$5,725 / week

1 / 21

Great rentals within 20 miles that match your search

Hampton Bays Vacation home rental

Hampton Bays house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

from $458 / night

$2,290 / week

1 / 17

Great rentals within 20 miles that match your search

Vacation home in South Kingstown

South Kingstown house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Trampoline

from $660 / night

$3,848 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation townhouse in Southampton

Southampton townhouse

  • 4 bedrooms
  • 10 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

from $147 / night

$1,029 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation home in Southold

Southold house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

from $915 / night

$4,809 / week

1 / 32

Great rentals within 20 miles that match your search

Fire Island Vacation cottage rental

Fire Island cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

from $753 / night

$5,267 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation home in Clinton

Clinton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 13

1 filter does not match: Trampoline

from $344 / night

$2,405 / week

1 / 19

Great rentals within 20 miles that match your search

Vacation home rental

Lyme house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

from $229 / night

$1,603 / week

1 / 15

Great rentals within 20 miles that match your search

Vacation home in Greenport

Greenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

from $802 / night

$5,153 - $6,756 / week

1 / 17

Great rentals within 20 miles that match your search

Hampton Bays Vacation home rental

Hampton Bays house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

from $745 / night

$4,008 / week

1 / 17

Great rentals within 20 miles that match your search

Vacation home in Mattituck

Mattituck house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

1 filter does not match: Trampoline

from $1,718 / night

$12,023 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation home in Ocean Beach

Ocean Beach house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

from $1,144 / night

$8,007 / week

1 / 22

Great rentals within 20 miles that match your search

Ocean Beach Vacation home rental

Ocean Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

from $974 / night

$6,813 / week

1 / 9

Great rentals within 20 miles that match your search

Home rental in Stamford

Stamford house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

1 filter does not match: Trampoline

from $796 / night

$5,180 - $16,554 / week

1 / 48

Great rentals within 20 miles that match your search

Vacation home in Westport

Westport house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 12

1 filter does not match: Trampoline

from $1,145 / night

$8,015 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation home in Southampton

Southampton house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

from $1,374 / night

$9,618 / week

1 / 46

Great rentals within 20 miles that match your search

Westbrook Vacation home rental

Westbrook house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

from $306 / night

$2,140 / week

1 / 46

Great rentals within 20 miles that match your search

Vacation home in Westhampton Beach

Westhampton Beach house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

from $2,290 / night

$16,030 / week

1 / 16

Great rentals within 20 miles that match your search

Montauk Vacation home rental

Montauk house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

from $1,260 / night

$8,817 / week

1 / 23

Great rentals within 20 miles that match your search

Southport Vacation cottage rental

Southport cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Trampoline

from $229 / night

$1,718 / week

1 / 39

Great rentals within 20 miles that match your search

Home rental in Darien

Darien house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 14

1 filter does not match: Trampoline

from $422 / night

$2,950 / week

1 / 47

Great rentals within 20 miles that match your search

Westhampton Beach Vacation home rental

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

from $1,374 / night

$9,618 / week

1 / 45

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