Greenport, NY Homes for Rent

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 Realty Connect USA L I Inc

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

Beautifully Renovated Greenport Village Farmhouse with Bay Beaches Nearby. Summer 2026 - June $12,000; July $16,000; August to Labor Day $20,000. Permit#25-018.

Paul Loeb Douglas Elliman Real Estate

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

Driftwood Cove 1 Bedroom 1 Bathroom Unit available. Clean and ready to be rented.

William Walters Daniel Gale Sothebys Intl Rlty

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

2026 Pricing: Jun - Aug $24k total for full season. Perched above the water with expansive views of Greenport Harbor and Stirling Basin, 123 Stirling offers modern luxury on one of Greenport Village's most beautiful streets. Four blocks from the center of the village commercial district with shops, restaurants, and galleries. Great proximity to Jitney and LIRR for easy access to NYC. Unit 1

Shane Hafer Compass Greater NY LLC

GREENPORT WATERFRONT CONDO . Enjoy your life in this well- appointed Bayfront 2 bedroom, 2 bath condo with stunning views of Shelter Island and Greenport Harbor. Amenities include a waterfront pool, tennis & pickle ball court, 200 Ft of private sandy bay beach, and your own boat slip in the private marina. Located just a short distance to shops and restaurants in Historic Greenport Village, ferry

Jeanmarie Bay William Raveis New York LLC

MINT farmhouse on beautiful sprawling property! There's plenty of room for family and friends in this spacious home with 4 large bedrooms, 3 full baths, aneat-in-kitchen perfect for gatherings, impressive primary ensuite, den/home office and laundry room. Additionally, the basement is fully finished with a large and fun recreation room, full bathroom and walkout staircase to an outdoor

Donald Bracken Thomas J McCarthy Real Estate

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

Enjoy a few months nestled in the heart of Greenport in a stunning, gated waterfront condo that offers a tranquil escape from the hustle and bustle. With 3 spacious bedrooms and 2 and a half bathrooms, this 2-story furnished abode will make you feel like you are on vacation everyday. Feel the strain of the day melt away as you take in the breathtaking water views of the Peconic Bay and Shelter

Barbara Poliwoda Douglas Elliman Real Estate

Available immediately, this beautifully renovated second-floor apartment offers the perfect opportunity to live the village lifestyle all year long. The bright and spacious layout features three comfortable bedrooms and two full bathrooms, including a generous primary suite with its own private en-suite bath. At the heart of the home is a gorgeous kitchen completely updated with brand-new

Mackenzie Needham Daniel Gale Sothebys Intl Rlty

GREENPORT YEAR-ROUND RENTAL AVAILABLE NOW! Newly updated, main level, 1-bedroom apartment in Greenport's Driftwood Cove co-op community. This unit has been freshly painted, has beautiful wide plank luxury vinyl flooring installed throughout and has a lovely updated full bath and 2 nice sized closets. Move right into this gem and make it your own. The wonderful thing about this unit is it's

Rita Rooney Douglas Elliman Real Estate

Charming, clean and tastefully decorated, 3 bedroom,1 bath (plus an outdoor shower) Greenport house. The enclosed sun-porch is a great extra space to relax on rainy days too. The location~ Just a couple of blocks from a beautiful Bay Beach with boat ramp and amenities. Just down the block from Portobello's Restaurant, Billy's By The Bay and Kontakosta Vineyard. Close to Village shops, vintage

Rita Rooney Douglas Elliman Real Estate

Escape to the ultimate North Fork retreat in this newly renovated, ground-floor apartment, perfectly styled with a sophisticated modern chic aesthetic. Featuring 3 spacious bedrooms and 2 full bathrooms, this pristine single-level home offers both effortless comfort and premium convenience, including an on-site electric car charger. Situated just blocks from the heart of vibrant Greenport

Mackenzie Needham Daniel Gale Sothebys Intl Rlty

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

SUMMER RENTAL! BOAT SLIP: Perched above the water with expansive views of Greenport Harbor and Stirling Basin, this unit offers modern luxury on one of Greenport Village's most beautiful streets. This unit includes a private boat slip, dedicated indoor and outdoor parking spaces, in-unit laundry. Four blocks from the center of the village commercial district with shops, restaurants, and

Lisa Gillooly Compass Greater NY LLC

Available year-round rental in Greenport Village. Beautifully updated second floor furnished apartment is ready for you to move in. Located in the heart of Greenport Village you will be so close to everything the village has to offer from shops and restaurants to beaches and public transportation. This apartment offers an updated kitchen with stainless steel appliances, oak hardwood flooring,

Barbara Poliwoda Douglas Elliman Real Estate

Ground floor one bedroom apartment in Driftwood Cove, steps outside of Greenport Village. Newly renovated with new floors throughout, refreshed kitchen with new stove & refrigerator, freshly painted. Living/dining room with coat closet, bedroom with walk-in closet, full bath, AC. Community laundry with new washing machines & dryers, parking lot. Close to Greenport Village shops, restaurants,

Janet Markarian Daniel Gale Sothebys Intl Rlty

Dramatic Views of the Greenport Harbor working waterfront. This second floor 1 bedroom unit is convenient to downtown Greenport.

Amanda Capobianco Richmond Realty Corp

Escape To The Heart Of The North Fork In This Beautifully Furnished Seasonal Rental Located In Sought-After Greenport. This Charming 3-Bedroom, 2-Bath Home Offers The Perfect Blend Of Comfort, Style, And Relaxation For Your Summer Getaway Or Extended Stay. Thoughtfully Designed With Inviting Indoor Living Spaces And A Spacious Outdoor Entertaining Area, This Property Is Ideal For Enjoying

Crystal Bolling Realty Connect USA LI Inc

Live the Best Life Year-Round with Incredible Views of Sterling Harbor in the Village of Greenport. Available for Year-Round Rental for $5000 Per Month or the Full Term of Memorial to Labor Day for $60,000. On a Year-Round Rental. The Utilities are Not Included. Security is 1 Month. On a Seasonal Rental from Memorial to Labor Day, Utilities are Included with a Cap. An Exit Cleaning Fee of $350 to

Scott Bennett Douglas Elliman Real Estate