$16,560
Available: Right Now
Listed: 02/05/2024
Town of Southold, NY, 11944
Cozy Greenport CottageOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Maple Street Manor, managed by Vacasa. This house is located in Greenport...
$10,140
Available: Right Now
Listed: 01/05/2024
Town of Southold, NY, 11944
Charming 2-bedroom cottage located on a family-owned waterfront estate that was converted from a circa 1920s chicken coop. This retreat has inspiring views of Shelter Island and is only steps away from the peaceful waters of the Peconic bay. Describe...
$12,000
Available: Right Now
Listed: 03/05/2024
165 Sterling Street, Village of Greenport, Southold, NY 11944, USA
Tucked Away Along Sterling Harbor in Greenport's Historic District On the Village's Most Desired Street. This Lovely3 BR, 2 BACottage Is Only A Block From the Maritime Village With Its Many Restaurants, Cafes, Shops, Mitchell Park and Carousel. Enjoy...
$10,770
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
The 19th-century historic and centrally located Stirling Square in Greenport Village has been reimagined into the modern and tasteful American Beech Boutique Hotel, Restaurant & Bar. During your stay, you can explore the vibrant village, natural scen...
$20,000
Available: Right Now
Listed: 03/05/2024
131 Sixth Street, Village of Greenport, Southold, NY 11944, USA
Bring your boat! The slip is included at this Luxurious Bayfront Condo with Deepwater Dock! Enjoy the stunning views of Shelter Island from your private deck and upstairs balcony. Fully furnished and equipped for all your vacation needs. A beautiful ...
$28,500
Available: Right Now
Listed: 01/05/2024
Town of Southold, NY, 11944
Discount for taking all of June - August! One of a kind Greenport Village rental! This 1926 renovated 4 bedroom 2.5 bath home in the heart of Greenport Village featuring a 10 x 36 heated salt water pool! Located on a quite village street this home is...
$9,000
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
bright & airy farmhouse apt with a loft-like feel. Recently renovated 2nd floor apt has a separate entrance, open kitchen and roof deck. Conveniently located in the heart of Greenport village; close to shops, restaurants, and the historic waterfront....
$18,540
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
Seaside Greenport Village HistoricDistrict, on Long Island’s North Fork, New York.“Rose Cottage” is within the Greenport Village Historic District with water views of Sterling Harbour’s busy mooring field of classic to modern sailboats, and p...
$35,000
Available: Right Now
Listed: 03/05/2024
338 Bridge Street, Village of Greenport, Southold, NY 11944, USA
Summer 2024 Rates: May24-June30 $20K, July2-Aug1 $30K, Aug2-Sept3 $35K, Sept4-Oct4 $15K: Rare new construction on a quiet side street in Greenport Village, this modern luxury home is the perfect base to explore the beaches, wineries, and farm-to-tabl...
$16,200
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
A quiet Cape home within walking distance to all Greenport Village has to offer - dining, shopping, the beach and transportation hub. A perfect getaway for families, couples or friends who want to explore the North Fork, including wineries, breweries...
$22,890
Available: Right Now
Listed: 01/05/2024
Town of Southold, NY, 11944
Fully Renovated Townhouse walking distance to town, beaches, parks, brewery and short bike to wineries. Brand new Kitchen, bathrooms & bedrooms. Enjoy all the North Fork has to offer: wineries, breweries, amazing restaurants, shops and beaches! 3 Bed...
$12,000
Available: Right Now
Listed: 30/04/2024
Town of Southold, NY, 11944
Discounts available for stays 14 days. Please inquire prior to booking for details.Completely updated, modern and light-filled Cape Cod-style home. You cannot beat this location overlooking the vineyard and only a short walk to the beach or a sho...
$22,000
Available: Right Now
Listed: 03/05/2024
27 Stirling Cove, Village of Greenport, Southold, NY 11944, USA
Beautifully appointed townhouse in coveted Stirling Cove Condominiums. Enter a light filled room with magnificent views of the cove and bay. Featuring newly renovated, spacious kitchen, dining room, elegant living room with wood burning fireplace, wa...
$13,470
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
Discover this marvelous 2-bedroom gem in Greenport. This cool apartment boasts a cozy living room with a phenomenal sofa bed, perfect for extra guests. The bedrooms offer a comfortable queen bed and a full bed, ensuring a restful night's sleep for al...
$6,000
Available: Right Now
Listed: 27/04/2024
385 Wood Lane, Greenport West, Southold, NY 11944, USA
Beautiful and completely renovated and tastefully furnished Greenport seasonal rental. 3 bedrooms, 1 bath home, on a large double lot, ideally located just around the corner from a beautiful bay beach and less than 2 miles to a nearby farm stand, win...
$3,500
Available: Right Now
Listed: 03/05/2024
516 Main Street, Village of Greenport, Southold, NY 11944, USA
Looking for a truly unique place to live and enjoy Historic Greenport Maritime Village? This is the place for you! Ideally located in the center of the Village, close to shops, restaurants, bars, galleries and more! The rental, an old Carraige House,...
$35,000
Available: Right Now
Listed: 03/05/2024
318 Fifth Street, Village of Greenport, Southold, NY 11944, USA
Greenport Village West Dublin architectural home is available for you to enjoy! This wonderful home includes 3 bedrooms, 2 full baths, formal dining room, beautifully designed open floor with impeccable detail. The backyard setting is fabulous with p...
$64,800
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
This brand new construction house is perfect for large groups. Gather with friends and family in the double height ceiling open concept living room/dining room/kitchen area. Soak up the sun lounging by the pool. Take a super short walk to town to enj...
$22,000
Available: Right Now
Listed: 03/05/2024
130 Johnson Place, Village of Greenport, Southold, NY 11944, USA
Greenport village 5 bedrooms, 2 baths with sweeping Water Views, adjacent to 6th St bay beach and park. Architect-designed and decorated interiors, chef's kitchen, 2nd floor sundeck and large yard with garden and outdoor dining area. Huge water-facin...
$9,000
Available: Right Now
Listed: 03/05/2024
47 Washington Avenue, Village of Greenport, Southold, NY 11944, USA
Experience serenity at this stylishly renovated and tastefully adorned cape in the heart of Greenport village. This expansive residence offers three bedrooms, including a master suite with a private bath, two additional bathrooms, and a convenient ho...
$21,000
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
Stay in our wonderful Greenport home on one of the quietest blocks in the area. Enjoy a short 10-minute walk into town. Stroll down Main Street where you can find great restaurants, coffee shops, bakeries, bike rentals, and artisanal shops. Norman E....
$9,750
Available: Right Now
Listed: 01/05/2024
Town of Southold, NY, 11944
Designed and built in 2003, this cozy house has water views of Peconic Bay, enormous glass skylights, fully equipped kitchen, two bedroom, two bath, washer, dryer, Wifi, flat screen tv, private rose garden, outdoor studio/bedroom, private parking, a ...