Greenport, NY Houses for Rent with Community Pool

Spend the summer on the Long Island Sound in this stylish 3 bedroom, 2 bath home with a waterside pool and panoramic views. An open floor plan, modern finishes, and seamless indoor-outdoor spaces make it ideal for relaxing weekends or extended stays. Minutes to local beaches, farm stands, wineries, shops, and Greenport Village dining. Flexible rental terms considered.

Shannon Oshea East End Luxury Ltd

Immaculate Greenport rental with saltwater pool! Conveniently located while also ideally set in a quiet enclave, this home is just a stone's throw to a sandy Bay side beach as well as a Sound beach and offers the best of both worlds. A spacious kitchen and family room create seamless everyday living and entertaining. There is also a first-floor bedroom and full bath which are perfect for separate

Connie Liappas Compass Greater NY LLC

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 and style. Experience elegant comfort in your private retreat with natural light, modern decor and thoughtful touches throughout. Nestled on a quiet, tree lined street, this special haven features a front porch, fully

William Walters Daniel Gale Sothebys Intl Rlty

Welcome to your very own pied-a-terre cottage nestled on the world renowned grounds of Harbor Knoll guesthouse. Bask in this waterfront, private and secluded oasis of calm, while still being within arms reach of everything Greenport Village has to offer. This quaint cottage boasts, hardwood floors, ductless air-conditioning, an eat in kitchen, primary suite and a pullout sofa bed in the living

Peter Halpin Douglas Elliman Real Estate