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Search for vacation rental homes in Shelter Island
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Tranquil Island Refuge Nestled Among Towering Trees and Near Private Beach — Property 248802
- House
- 2 bedrooms , sleeps 4
- 2 bathrooms
- beach, resort
- garden
- Rates (shown in USD)
- $1500 - $2100 per property per week
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'Island Living' Gorgeous Home in Beach Community — Property 115762
- House
- 4 bedrooms , sleeps 8
- 3 bathrooms
- beach, lake
- air-conditioning
- Rates (shown in USD)
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Shelter Island Beautiful Sunsets with Private Beach — Property 151962
- House
- 5 bedrooms , sleeps 10
- 3 bathrooms
- beach, waterfront
- air-conditioning
- Rates (shown in USD)
- $2000 - $6000 per property per week
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Peace and Quiet on Shelter Island — Property 189852
- House
- 4 bedrooms , sleeps 8
- 2 bathrooms
- 1 half bathroom
- beach, rural
- jacuzzi
- Rates (shown in USD)
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•++ Shelter Island Hideaway
+++Across from Waterfront 3+ Bedroom Beach Home and/or Romantic Cottage Sleeps 4 — Property 184172
- House
- 4 bedrooms , sleeps 8
- 4 bathrooms
- 1 half bathroom
- beach, near the ocean
- pool
- Rates (shown in USD)
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Charming Water View Victorian ' Eden Roc ' in Park-like-Setting — Property 159174
- House
- 5 bedrooms , sleeps 6
- 4 bathrooms
- 1 half bathroom
- beach, resort
- tennis court
- Rates (shown in USD)
- $7000 per property per week
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For the discerning-harbor view, harbor front, pool and tennis court — Property 248222
- House
- 4 bedrooms , sleeps 13
- 5 bathrooms
- resort, waterfront
- Rates (shown in USD)
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No Need for New England Foliage--Enjoy Beautiful Shelter Island Autumn Retreat — Property 238094
- Cottage
- 3 bedrooms , sleeps 8
- 1 bathroom
- 1 half bathroom
- beach
- pool
- Rates (shown in USD)
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Shelter Island Sailing -land here and sail out of Coecle's Harbor — Property 238050
- Cottage
- 2 bedrooms , sleeps 4
- 1 bathroom
- beach, resort
- air-conditioning
- Rates (shown in USD)
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Spectacular architects waterfront greek revival — Property 227764
- House
- 5 bedrooms , sleeps 9
- 4 bathrooms
- lake, waterfront
- pool
- Rates (shown in USD)
Refine Your Search
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- Shelter Island remove
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Bedrooms
- 2 bedrooms (2)
- 3 bedrooms (1)
- 4+ bedrooms (7)
Sleeps
- Sleeps 1-4 (2)
- Sleeps 5-8 (5)
- Sleeps 9-12 (2)
- Sleeps 13 or more (1)
Baths
- 1 bathroom (2)
- 2 bathrooms (2)
- 3 bathrooms (2)
- 4+ bathrooms (4)
Lodging Type
- cottage rentals (2)
- house rentals (8)
Amenities
- air conditioning (8)
- satellite or cable tv (7)
- pool (5)
- internet access (8)
- dishwasher (9)
- washing machine (9)
