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Family Friendly Holidays in Long Island - Holiday Lettings

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4,476 family friendly properties

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Home rental in Westhampton Beach

Westhampton Beach house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

from £1,606 / night

£11,239 / week

1 / 45

Apartment accommodation in Long Island

Deer Park apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £322 / night

£1,839 / week

1 / 4

Holiday condo in Montauk

Montauk condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £460 / night

£3,218 / week

1 / 8

Home rental in Sag Harbor

Sag Harbor house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from £920 / night

£6,435 / week

1 / 7

Holiday home in Long Island

Water Mill house

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20

from £506 / night

£3,539 / week

1 / 22

Holiday home in Westhampton Beach

Westhampton Beach house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 16

from £1,149 / night

£3,218 - £11,490 / week

1 / 30

Glen Cove holiday home rental

Glen Cove house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 18

from £782 / night

£5,470 / week

1 / 25

Holiday home in Long Island

Westhampton Beach house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

from £1,205 / night

£1,606 / week

1 / 50

Long Island holiday hotel apartment rental

Southampton hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £193 / night

£1,345 / week

1 / 4

Holiday villa in Long Island

Amagansett villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £1,287 / night

£7,721 - £9,008 / week

1 / 38

Holiday home in Westhampton Beach

Westhampton Beach house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 1

from £18,384 / night

£128,685 / week

1 / 4

Mattituck holiday home rental

Mattituck house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

from £345 / night

£1,770 / week

1 / 21

Bellmore holiday home rental

Bellmore house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £363 / night

£2,542 / week

1 / 36

Home rental in Southold

Southold house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from £345 / night

£1,770 / week

1 / 21

Holiday home in Long Island

Noyack house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

from £1,379 / night

£9,652 / week

1 / 42

Mattituck holiday home rental

Mattituck house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

from £345 / night

£1,770 / week

1 / 36

Home rental in Water Mill

Water Mill house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £460 / night

£7,354 / week

1 / 34

Long Island holiday manor house rental

Montauk manor house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

from £13,788 / night

£96,514 / week

1 / 30

Holiday home in Amagansett

Amagansett house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £1,353 / night

£9,465 / week

1 / 18

Long Island holiday home rental

Montauk house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £1,576 / night

£11,031 / week

1 / 8

East Quogue holiday home rental

East Quogue house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £1,655 / night

£11,582 / week

1 / 30

Long Island holiday home rental

Sag Harbor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,025 / night

£7,170 / week

1 / 7

Long Island holiday home accommodation

Bridgehampton house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,379 / night

£13,328 / week

1 / 18

Holiday home with swimming pool in Long Island

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £920 / night

£5,056 / week

1 / 10

Holiday home rental

Hampton Bays house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £307 / night

£2,145 / week

1 / 35

Home accommodation in Orient

Orient house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

from £874 / night

£6,113 / week

1 / 31

Holiday home in Long Island

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £529 / night

£3,700 / week

1 / 15

Home letting in Long Island

Hampton Bays house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £552 / night

£3,677 / week

1 / 15

Greenport holiday home rental

Greenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £736 / night

£5,148 / week

1 / 22

Holiday apartment in Glen Head

Glen Head apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £258 / night

£1,655 / week

1 / 15

Long Island holiday home rental

Shelter Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £854 / night

£5,975 / week

1 / 19

Holiday home in East Moriches

East Moriches house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from £736 / night

£4,596 / week

1 / 6

Holiday home in Remsenburg

Remsenburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £207 / night

£2,896 / week

1 / 20

Holiday private room in Long Island

Medford private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £69 / night

£483 / week

1 / 6

Noyack holiday home rental

Noyack house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

from £1,226 / night

£8,579 / week

1 / 10

Holiday townhouse in Long Island

Southampton townhouse

  • 4 bedrooms
  • 10 bathrooms
  • sleeps 8

from £118 / night

£826 / week

1 / 24

Holiday apartment in Rocky Point

Rocky Point apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £184 / night

£1,287 / week

1 / 5

Holiday home with swimming pool in Long Island

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £307 / night

£2,145 / week

1 / 13

Holiday home in Long Island

Montauk house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

from £552 / night

£6,894 - £14,340 / week

1 / 78

Holiday home in Mattituck

Mattituck house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £1,103 / night

£4,137 / week

1 / 23

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