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Houses in Southold and Condos - Holiday Lettings - Holiday Rentals Southold

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63 Holiday homes

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Southold holiday home rental

Southold house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £658 / night

£4,535 - £4,853 / week

1 / 21

Home rental in Southold

Southold house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £238 / night

£1,664 / week

1 / 41

Holiday home in Southold

Southold house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £253 / night

£1,475 - £3,308 / week

1 / 49

Holiday home in Southold

Southold house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £279 / night

£1,657 - £4,485 / week

1 / 46

Holiday home in Southold

Southold house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £343 / night

£1,929 - £5,698 / week

1 / 33

Southold holiday home rental

Southold house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £217 / night

£1,517 - £5,590 / week

1 / 31

Southold ski home to rent.

Southold house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £272 / night

£1,902 / week

1 / 16

Ski home to rent in Southold

Southold house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £650 / night

£4,547 / week

1 / 30

Ski home to rent in Southold

Southold house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £624 / night

£4,364 / week

1 / 30

Southold holiday home rental

Southold house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from £991 / night

£6,932 / week

1 / 30

Holiday home in Southold

Southold house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £390 / night

£2,728 / week

1 / 30

Holiday home in Southold

Southold house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from £476 / night

£3,327 / week

1 / 20

Holiday home in Southold

Southold house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £357 / night

£2,496 / week

1 / 13

Holiday home rental

Southold house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £655 / night

£4,586 / week

1 / 30

Southold holiday home rental

Southold house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £713 / night

£4,991 / week

1 / 21

Holiday home in Southold

Southold house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £358 / night

£2,501 / week

1 / 26

Southold holiday home rental

Southold house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £278 / night

£1,941 / week

1 / 30

Southold holiday home rental

Southold house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £588 / night

£4,115 / week

1 / 24

Southold holiday home rental

Southold house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £416 / night

£2,911 / week

1 / 24

Southold holiday home rental

Southold house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £609 / night

£4,259 / week

1 / 25

Southold holiday home rental

Southold house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

from £438 / night

£3,061 / week

1 / 30

Holiday home in Southold

Southold house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 11

from £1,547 / night

£10,824 / week

1 / 30

Southold ski cottage to rent.

Southold cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £278 / night

£1,947 / week

1 / 22

Holiday home in Southold

Southold house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £187 / night

£1,309 / week

1 / 30

Holiday home in Southold

Southold house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from £567 / night

£3,965 / week

1 / 9

Holiday home rental

Southold house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £369 / night

£2,579 / week

1 / 30

Southold ski home to rent.

Southold house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

from £2,207 / night

£15,448 / week

1 / 30

Holiday home in Southold

Southold house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £407 / night

£2,845 / week

1 / 29

Holiday home in Southold

Southold house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £793 / night

£5,545 / week

1 / 24

Holiday home in Southold

Southold house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £283 / night

£1,980 / week

1 / 19

Southold holiday home rental

Southold house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

from £416 / night

£2,911 / week

1 / 29

Southold holiday home rental

Southold house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £419 / night

£2,934 / week

1 / 30

Holiday home in Southold

Southold house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £288 / night

£2,013 / week

1 / 30

Holiday home in Southold

Southold house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 8

from £257 / night

£1,797 / week

1 / 30

Holiday home in Southold

Southold house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 12

from £840 / night

£5,878 / week

1 / 30

Holiday home accommodation

Southold house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £212 / night

£1,481 / week

1 / 22

Holiday home in Southold

Southold house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £674 / night

£4,714 / week

1 / 30

Southold ski home to rent.

Southold house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £436 / night

£3,050 / week

1 / 30

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