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 BH&G R E Realty Connect

Super Charming One-Bedroom Cottage on a Desirable Corner Lot, Surrounded by Mature Landscaping and Lush Shrubbery. The Spacious Deck, Brick Patio, and Beautifully Landscaped Grounds Create a Private and Secluded Backyard Retreat—Perfect for Relaxing, Dining, and Entertaining.Ideally Located Just 3–4 Blocks from Beautiful Bay Beaches and Only 6 Blocks from the Heart of Greenport Village,

Paul Loeb Douglas Elliman Real Estate

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

Immaculate shingle-style home perched above the Long Island Sound. Enjoy endless water views and breathtaking sunsets from the heated pool and private beach. Open floor plan with EIK and fireplace, bedrooms across three floors, including first and second-floor primary suites with private waterside balconies. The large finished basement features a media/game room. The private office is ideal for

Eric Elkin Compass Greater NY LLC

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

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

Brand-new, beautifully designed home with an in-ground pool and finished basement. This exceptional lease opportunity, set within a private beach community, offers a newly constructed four-bedroom, three-and-a-half-bath home designed for effortless coastal living. Bright interiors flow through a sophisticated chef’s kitchen with ample cabinetry, stainless steel appliances, and a generous eat-in

Diane Mollica Compass Greater NY LLC

Your Fabulous Beach House Vacation! 2 Week Rentals or Monthly! Spacious summer house in the coveted Peconic Bay Estates private beach community on the Bay. A darling hidden path brings you to the sweetest surprise little wooden bridge to cross over to arrive on the sandy beach. Fun! No shirt, no shoes, lazy day, Yes! Very quiet water front cove, lots of area biking, kayaking, taking beach carts

Kate Carpluk William Raveis New York LLC

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

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

Welcome to 485 Sutton Place, Greenport – a newly renovated gem that effortlessly combines modern luxury with timeless charm. Every detail of this stunning home has been thoughtfully designed to create a harmonious blend of comfort, style, and sophistication. Step inside to discover two sunlit levels of living. The first floor features two generously sized bedrooms and a full bathroom with tub. A

Gloria Scrocco STOEBE & CO

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

Luxurious Modern Home with Heated Inground Pool in Private Community with a Memorable Community Only Bay Beach Just 3 Blocks Away. Short Distance to Golf and Greenport Village. Year-Round - $10,500 per month; SUMMER 2026 - Unavailable July or August; Labor Day thru September $10,000; October $10,000. Permit # 0634.

Paul Loeb 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

2026 Rates: August 1-15 $20,000, September $25,000, October $20,000: Escape to this exceptional seasonal rental, perfectly situated on the shores of the Long Island Sound. This beautifully appointed waterfront home offers the ultimate coastal living experience, featuring private stairs leading directly to the beach, an in-ground heated gunite pool, and panoramic water views from nearly every

William Walters Daniel Gale Sothebys Intl Rlty

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

Greenport-Immaculate and spacious home. A welcoming front porch leads to the sunny Living room and dining room. A fully equipped gourmet kitchen with Thermador appliances with sliding doors to back deck, family room with vaulted ceilings also has access to large back deck, there is another den/office, a full bathroom with shower and laundry all on the first floor. The second floor there are two

Amy Kirincic The Agency Northshore NY

Spectacular, contemporary seasonal rental home with pool and Jacuzzi on the Long Island Sound front. 150 feet of direct waterfront and beach, with incredible view. Meticulously renovated and professionally designed. 6 bedrooms, 5.5 bathrooms. Hamptons luxury in North Fork. Home situated on 1 acre, 6,600 square feet. One master bedroom has jacuzzi and steam room and two extra bedrooms with full

Zepur Diktas Compass Greater NY LLC

Introducing Maple Lane — an elegant summer retreat for refined coastal living. Ideally position just moments from the beach enjoy sun-filled days with views across to Shelter Island, followed by relaxed evenings at home. Close the charm of everything Greenport Village has to offer. This beautifully appointed four-bedroom, three-and-a-half-bath residence offers generous space and privacy. An

Kieran Collings 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

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

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