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Holiday houses for rent in Southold

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Holiday home in Southold

Southold house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from £724 / night

£3,805 / week

1 / 32

Holiday home letting

Southold house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £340 / night

£2,265 / week

1 / 17

Great rentals within 20 miles that match your search

Westhampton Beach holiday home rental

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from £1,087 / night

£7,610 / week

1 / 45

Holiday home rental

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £906 / night

£6,341 / week

1 / 20

Holiday home in East Hampton

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

from £906 / night

£6,341 / week

1 / 23

Holiday home with golf nearby in East Hampton

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £1,993 / night

£11,324 / week

1 / 26

Holiday private room with shared pool in Southampton

Southampton private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £281 / night

£1,966 / week

1 / 14

Holiday home in Southampton

Southampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

from £1,359 / night

£9,512 / week

1 / 83

Holiday villa in Southampton

Southampton villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from £1,812 / night

£10,871 / week

1 / 11

East Hampton holiday home rental

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £712 / night

£4,983 / week

1 / 17

Holiday home in Bridgehampton

Bridgehampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £1,314 / night

£9,195 / week

1 / 13

Holiday villa in Southampton

Southampton villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

from £1,100 / night

£7,696 / week

1 / 36

Hampton Bays holiday home rental

Hampton Bays house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £363 / night

£1,812 / week

1 / 17

Holiday home in Water Mill

Water Mill house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 13

from £1,359 / night

£9,512 / week

1 / 14

Holiday home in Water Mill

Water Mill house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £616 / night

£4,530 / week

1 / 10

Holiday home with swimming pool in Hampton Bays

Hampton Bays house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

from £673 / night

£4,706 / week

1 / 30

Holiday apartment in Greenport

Greenport apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £363 / night

£2,537 / week

1 / 14

Home rental in Quogue

Quogue house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,359 / night

£9,512 / week

1 / 32

Holiday home in East Hampton

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £680 / night

£3,443 / week

1 / 10

Holiday home with golf nearby in Baiting Hollow

Baiting Hollow house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from £227 / night

£1,450 / week

1 / 10

Holiday home in Amagansett

Amagansett house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £906 / night

£7,066 / week

1 / 23

East Hampton holiday home rental

East Hampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £453 / night

£3,171 / week

1 / 18

Holiday home in Hampton Bays

Hampton Bays house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £1,087 / night

£7,247 - £8,516 / week

1 / 71

Holiday villa in Water Mill

Water Mill villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 10

from £5,436 / night

£38,047 - £57,070 / week

1 / 20

Holiday townhouse in Southampton

Southampton townhouse

  • 4 bedrooms
  • 10 bathrooms
  • sleeps 8

from £117 / night

£814 / week

1 / 24

Home rental in Southampton

Southampton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from £2,589 / night

£18,118 / week

1 / 16

Holiday home in East Hampton

East Hampton house

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 12

from £3,883 / night

£27,176 / week

1 / 38

Home rental in Hampton Bays

Hampton Bays house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

from £965 / night

£6,749 / week

1 / 24

East Quogue holiday home rental

East Quogue house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £317 / night

£2,220 / week

1 / 12

Holiday home in Southampton

Southampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £427 / night

£2,990 / week

1 / 17

Holiday home in Greenport

Greenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £635 / night

£4,077 - £5,345 / week

1 / 17

Holiday home in East Hampton

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,133 / night

£7,927 / week

1 / 12

Holiday home in Sag Harbor

Sag Harbor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £779 / night

£5,454 / week

1 / 15

Holiday home rental

Springs house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,208 / night

£8,455 / week

1 / 24

Holiday home in Mattituck

Mattituck house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

from £1,359 / night

£9,512 / week

1 / 25

Holiday home letting

Southampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

from £816 / night

£5,707 / week

1 / 40

Holiday home in East Hampton

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £521 / night

£3,647 / week

1 / 15

Holiday home rental

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £1,877 / night

£13,135 / week

1 / 8

Water Mill holiday home rental

Water Mill house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

from £2,084 / night

£14,585 / week

1 / 19

Holiday home in East Hampton

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £612 / night

£2,990 / week

1 / 29

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