Greenport, NY Houses for Rent

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

August still available! Summer on the North Fork starts here. Welcome to 185 Inlet Lane, Greenport, a spacious 6-bedroom, 4.5-bath coastal retreat designed for entertaining and relaxing near the beach. Perfectly situated a block from sandy Norman Klipp Beach, this home offers casual beach living and effortless entertaining. Inside, there's room for everyone with expansive living and gathering

Melissa Principi Douglas Elliman Real Estate

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

Beautifully Renovated Greenport Village Farmhouse with Bay Beaches, NYC Transportation, Village Shops and A Marina Nearby. Summer 2026 - July $14,000; August to Labor Day $17,500. Permit#25-018.

Paul Loeb Douglas Elliman Real Estate

HAMPTONS-STYLE LUXURY WATERFRONT RENTAL - Experience summer on the North Fork in a rare, one-of-a-kind waterfront residence in coveted Stirling Cove-where every room is framed by shimmering bay views and the scenery feels like a private resort. Upstairs, two serene bedroom suites each feature a private full bathroom and open to a shared waterfront deck, creating the perfect backdrop for morning

Jesse Stein BH&G R E Realty Connect

Charming whole-house rental in Greenport Village’s coveted West Dublin neighborhood, with a classic bay beach just at the end of the block. The home features lovely furnishings, quality linens, and abundant natural light throughout. A large, sunny backyard offers ample space for outdoor dining and summer gatherings. Located just half a mile from Greenport’s vibrant commercial district, you’ll

Bridget Elkin Compass Greater NY LLC

Charming Greenport Village renovated 1935 Sears Kit House offering 3 bedrooms and 1.5 bathrooms. Ideally located less than half a mile from Greenport’s vibrant downtown, and less than half a mile from 5th Street Beach. The home features a bright and inviting living area, updated kitchen and dining space, and home office. Enjoy a peaceful, private backyard retreat complete with a relaxing hot tub

Bridget Elkin Compass Greater NY LLC

Escape To The Heart Of The North Fork In This Beautiful Rental Home Located In Sought-After Greenport. This Charming 3-Bedroom, 2-Bath 2600 Sq Ft Home Offers The Perfect Blend Of Comfort, Style, And Relaxation. Thoughtfully Designed With Inviting Indoor Living Spaces And A Spacious Outdoor Entertaining Area, This Property Is Ideal For Enjoying Everything Greenport Has To Offer. Step Outside Into

Crystal Bolling BH&G R E Realty Connect

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

Escape the ordinary this summer at 306 6th Street, a home that truly possesses the soul of an artist. Perfectly perched just blocks from everything that makes a getaway seamless—from tranquil bay beaches and lush parks to local transportation, boutique shops, award-winning restaurants, and sprawling vineyards—this property is the ultimate North Fork sanctuary. Step inside and you’ll find a space

Jennifer Benton Compass Greater NY LLC

This Completely Renovated One-Of-A-Kind Historic Religious Structure was built in 1879. Stylish And Close To Everything In Greenport. Soaring Cathedral Ceilings, Mesmerizing European Stained Glass Windows, Brand New Kitchen And Full Bath. Located In The Heart Of The Much Coveted Greenport Village. Moments Away From Top Restaurants, Trendy Stores, A Sugar Sand Local Beach, The LIRR Station, And

Peter Halpin Douglas Elliman Real Estate

* low-maintenance North Fork lifestyle,* weekend retreat,* turnkey without renovation headaches,* walkability,* lock-and-leave second home,* income potential,* simpler ownership vs larger estatesWEEKLY RENTAL 3500, monthly 12,000 “Freshly repositioned for the spring market, this beautifully renovated Village home offers exceptional value and immediate enjoyment.

Ron Moschetta Keller Williams Realty Greater

Charming, beach-inspired Greenport home offering easy single-level living just blocks from a beautiful Bay beach and a marina with two waterfront restaurants. Recently painted with warm, inviting décor, hardwood floors throughout, and a clean, functional kitchen. A screened-in porch adds extra hangout space, and a simple outdoor shower brings classic North Fork summer charm. The primary bedroom

Rita Rooney Douglas Elliman Real Estate

Advertised price $7000 for 14 nights plus $300/wk utility reimbursement. Private Soundfront Wooded Classic post and beam chalet Short walk to the bluff on the Sound. Adirondack chair with beverage of choice. Walk down a path to your stairs to your beach. If you stay the entire season you may see one other person. Everything is private. Inside you are surrounded by warmth and light. Walls in every

Kenneth Zahler Richmond Realty Corp

Discover the charm of this beautifully maintained 2-bedroom, 1-bath home located in the heart of Greenport, NY. Perfect for year-round living, this cozy residence offers comfort, style, and the peaceful charm of the North Fork. Nestled on a quiet street, this home is just minutes from Greenport Village’s boutique shops, restaurants, beaches, and the LIRR station. Enjoy everything the North Fork

Crystal Bolling BH&G R E Realty Connect