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Search for vacation rental homes in Shelter Island

  1. Tranquil Island Refuge Nestled Among Towering Trees and Near Private Beach — Property 248802

    Vacation House rental in Shelter Island area
    • House
    • 2 bedrooms , sleeps 4
    • 2 bathrooms
    • beach, resort
    • garden
    Rates (shown in USD)
    $1500 - $2100 per property per week
  2. 'Island Living' Gorgeous Home in Beach Community — Property 115762

    Vacation House rental in Shelter Island area
    • House
    • 4 bedrooms , sleeps 8
    • 3 bathrooms
    • beach, lake
    • air-conditioning
    Rates (shown in USD)
  3. Shelter Island Beautiful Sunsets with Private Beach — Property 151962

    Vacation House rental in Shelter Island area
    • House
    • 5 bedrooms , sleeps 10
    • 3 bathrooms
    • beach, waterfront
    • air-conditioning
    Rates (shown in USD)
    $2000 - $6000 per property per week
  4. Peace and Quiet on Shelter Island — Property 189852

    Vacation House rental in Shelter Island area
    • House
    • 4 bedrooms , sleeps 8
    • 2 bathrooms
    • 1 half bathroom
    • beach, rural
    • jacuzzi
    Rates (shown in USD)
  5. •++ Shelter Island Hideaway
    +++Across from Waterfront 3+ Bedroom Beach Home and/or Romantic Cottage Sleeps 4 — Property 184172

    Vacation House rental in Shelter Island area
    • House
    • 4 bedrooms , sleeps 8
    • 4 bathrooms
    • 1 half bathroom
    • beach, near the ocean
    • pool
    Rates (shown in USD)
  6. Charming Water View Victorian ' Eden Roc ' in Park-like-Setting — Property 159174

    Vacation House rental in Shelter Island area
    • House
    • 5 bedrooms , sleeps 6
    • 4 bathrooms
    • 1 half bathroom
    • beach, resort
    • tennis court
    Rates (shown in USD)
    $7000 per property per week
  7. For the discerning-harbor view, harbor front, pool and tennis court — Property 248222

    Vacation House rental in Shelter Island area
    • House
    • 4 bedrooms , sleeps 13
    • 5 bathrooms
    • resort, waterfront
    Rates (shown in USD)
  8. No Need for New England Foliage--Enjoy Beautiful Shelter Island Autumn Retreat — Property 238094

    Vacation Cottage rental in Shelter Island area
    • Cottage
    • 3 bedrooms , sleeps 8
    • 1 bathroom
    • 1 half bathroom
    • beach
    • pool
    Rates (shown in USD)
  9. Shelter Island Sailing -land here and sail out of Coecle's Harbor — Property 238050

    Vacation Cottage rental in Shelter Island area
    • Cottage
    • 2 bedrooms , sleeps 4
    • 1 bathroom
    • beach, resort
    • air-conditioning
    Rates (shown in USD)
  10. Spectacular architects waterfront greek revival — Property 227764

    Vacation House rental in Shelter Island area
    • House
    • 5 bedrooms , sleeps 9
    • 4 bathrooms
    • lake, waterfront
    • pool
    Rates (shown in USD)

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