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Houses in Shelter Island – Holiday Lettings - Holiday Rentals Shelter Island

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Shelter Island holiday home rental

Shelter Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £854 / night

£5,978 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday private room with shared pool in Southampton

Southampton private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £286 / night

£1,996 / week

1 / 14

Holiday home in East Hampton

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £854 / night

£5,978 / week

1 / 20

Home rental in Southampton

Southampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £526 / night

£3,679 / week

1 / 14

Holiday home with swimming pool in East Hampton

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £920 / night

£5,059 / week

1 / 10

Holiday home in East Hampton

East Hampton house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £920 / night

£6,438 / week

1 / 13

Holiday home in Greenport

Greenport house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £329 / night

£2,300 / week

1 / 18

Amagansett holiday home rental

Amagansett house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,051 / night

£7,358 / week

1 / 11

Home rental in Southampton

Southampton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from £2,628 / night

£18,394 / week

1 / 16

East Hampton holiday home rental

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £789 / night

£5,519 / week

1 / 13

Holiday home in East Hampton

East Hampton house

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 12

from £9,854 / night

£68,978 / week

1 / 38

Montauk holiday manor house rental

Montauk manor house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

from £13,796 / night

£96,568 / week

1 / 30

Home accommodation in Orient

Orient house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

from £874 / night

£6,116 / week

1 / 31

Home rental in Hampton Bays

Hampton Bays house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

from £979 / night

£6,852 / week

1 / 24

Holiday farmhouse in East Hampton

East Hampton farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £874 / night

£6,116 / week

1 / 24

Holiday home in Southold

Southold house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from £735 / night

£3,863 / week

1 / 32

Holiday private room rental

Springs private room

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £276 / night

£1,932 / week

1 / 10

Sag Harbor holiday home rental

Sag Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £782 / night

£5,473 / week

1 / 39

Holiday home in Greenport

Greenport house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £307 / night

£2,146 / week

1 / 16

Holiday villa in Southampton

Southampton villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £822 / night

£5,748 / week

1 / 22

Holiday home in Southampton

Southampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £920 / night

£3,679 / week

1 / 5

Holiday home rental

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £920 / night

£6,438 / week

1 / 20

Holiday condo in Southampton

Southampton condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £395 / night

£2,759 / week

1 / 21

Bridgehampton holiday home rental

Bridgehampton house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £395 / night

£2,759 / week

1 / 4

Holiday home with golf nearby in East Hampton

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £2,024 / night

£11,497 / week

1 / 26

Holiday home in Southampton

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £1,380 / night

£7,358 - £9,289 / week

1 / 26

Holiday home letting

Southold house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £345 / night

£2,300 / week

1 / 17

Holiday villa in Southampton

Southampton villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from £1,840 / night

£11,037 / week

1 / 11

East Hampton holiday home rental

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £789 / night

£5,519 / week

1 / 17

Holiday home in Bridgehampton

Bridgehampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £1,334 / night

£9,335 / week

1 / 13

Holiday villa in Southampton

Southampton villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

from £1,117 / night

£7,813 / week

1 / 36

Hampton Bays holiday home rental

Hampton Bays house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £368 / night

£1,840 / week

1 / 17

Holiday home in Water Mill

Water Mill house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 13

from £1,380 / night

£9,657 / week

1 / 14

Holiday home in Water Mill

Water Mill house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £626 / night

£4,599 / week

1 / 10

Holiday home with swimming pool in Hampton Bays

Hampton Bays house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

from £683 / night

£4,778 / week

1 / 30

Holiday apartment in Greenport

Greenport apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £368 / night

£2,576 / week

1 / 14

Holiday home in East Hampton

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £690 / night

£3,495 / week

1 / 10

Holiday home in Amagansett

Amagansett house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £920 / night

£7,174 / week

1 / 23

East Hampton holiday home rental

East Hampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £460 / night

£3,219 / week

1 / 18

Holiday home in Hampton Bays

Hampton Bays house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £1,104 / night

£7,358 - £8,646 / week

1 / 71

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