Luxury Properties for rent in Greenport, New York

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

2026 Rates: $45,000 for Memorial Day Weekend-Labor Day: Welcome to 619 Bailey Avenue, a fully restored and turnkey farmhouse ideally located on the fringe of Greenport Village....

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

2026 Rates: August 1-15 $25,000: Escape to this exceptional seasonal rental, perfectly situated on the shores of the Long Island Sound. This beautifully appointed waterfront home...

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

2026 no longer available; 2027 rates coming soon This substantial post-modern residence offers the perfect North Fork retreat for those seeking space, comfort, and effortless...

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: 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

Ground floor one bedroom apartment in Driftwood Cove, steps outside of Greenport Village. Newly renovated with new floors throughout, refreshed kitchen with new stove &...

Presented by Janet Markarian | Daniel Gale Sotheby's International Realty