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

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North America Holidays
187053 properties
United States Holidays
142699 properties

Shelter Island

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302 Holiday homes

(2) Excellent 

30

Shelter Island holiday home rental

Hamptons / Shelter Island

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Air conditioning

from £224 / night

£981 - £3,787 / week

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Booked 3 times

from £224 / night

26

Shelter Island holiday home let

Hamptons / Shelter Island

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £375 / night

£2,625 / week

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Responds fast!
avg. 32 minutes

from £375 / night

(1) Excellent 

26

Holiday home in Shelter Island

Hamptons / Shelter Island

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning

from £378 / night

£2,641 / week

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Responds fast!
avg. 3 hours 54 minutes

from £378 / night

24

Holiday cottage in Shelter Island Heights

Shelter Island / Shelter Island Heights

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £292 / night

£2,042 / week

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Responds fast!
avg. 31 minutes

from £292 / night

49

Holiday villa in Shelter Island Heights

Shelter Island / Shelter Island Heights

6 12 15 nights min

  • 6 bedrooms
  • Sleeps 12
  • 15 nights min
  • Ask owner if suitable for children
  • Ask about pets

from £3,031 / night

£21,211 / week

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Responds fast!
avg. 2 minutes

from £3,031 / night

19

Shelter Island holiday home rental

Hamptons / Shelter Island

3 8 14 nights min

  • 3 bedrooms
  • Sleeps 8
  • 14 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £704 / night

£4,924 / week

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from £704 / night