Luxury Properties for rent in Greenport, New York

2026 Rates: June $30,000; July $50,000; A1-ld $55,000: Escape to this exceptional seasonal rental, perfectly situated on the shores of the Long Island Sound. This beautifully...

Presented by William Walters | Daniel Gale Sotheby's International Realty

2026 Rates: May $26,000; June $29,000; July $36,000; September $27,000; October $24,000. Experience North Fork summer living in this newly constructed gem! Nestled in the...

Presented by William Walters | Daniel Gale Sotheby's International Realty

Refreshed log cabin on a large and private piece of property abutting a reserve. This rental is close to Greenport village, and also all the amazing vineyards and farm stands that...

Presented by Kristin Corwin | Sotheby's International Realty - East Hampton Brokerage

2026 Rates are as follows: Any 2 weeks from April 1-June 10 $10,000 June 30-July 30 $45,000; August 20-September 7 $20,000 w/ ability to extend to September 17 for additional...

Presented by William Walters | Daniel Gale Sotheby's International Realty

2026 Rates: April $7,500; May $12K; June $15K; July $25K; A1-ld $27,500; Sept $12,500; October $10K: This beautifully curated home away from home, blends modern design with warmth...

Presented by William Walters | Daniel Gale Sotheby's International Realty

**2026 Rates:** May 23 - June 30: $18,000; July: $20,000; August 1 - Labor Day: $22,000; Memorial Day - Labor Day: $49,500 Welcome to the 123 Sterling Boat Lofts! This exceptional...

Presented by William Walters | Daniel Gale Sotheby's International Realty

Welcome to coastal living. This fully furnished, expanded Cape sits on a quiet, shy acre, offering privacy and tranquility. Spend summer days relaxing around the in-ground pool,...

Presented by JoAnn Wind | Daniel Gale Sotheby's International Realty

Step back in time without sacrificing modern convenience in this stunning 2-bedroom, 1-bathroom apartment. Located in a beautifully preserved 1900s historic home, this...

Presented by Mackenzie Needham | Daniel Gale Sotheby's International Realty