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Browse Select Shelter Island Cabin Rentals

Country cottage overlooking horse farm
Cozy home with a front door, porch, and deck, surrounded by a well-manicured lawn and colorful flowers.

Country cottage overlooking horse farm

Country cottage overlooking horse farm
Water Mill Wooded Escape
House, Multiple Beds (Water Mill Wooded Escape) | Pool

Water Mill Wooded Escape

4.0 star property
Water Mill Wooded Escape
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Shelter Island Hotel Reviews

Sound View Greenport

Sound View Greenport

10/10 Excellent
"Thank you Adrian. She was wonderful and made my mother’s birthday special. Every interaction we had with the staff was positive. The halyard served a delicious lobster roll in a beautiful setting. We will be back. "
Joseph 1-night trip
Posted 1 day ago
Sound View Greenport