$48,000
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
Bring the whole family to this great place with lots of room for indoor and outdoor activities! Enjoy an entire Greenport home to yourselves. You have access to all rooms on the first and second floors, an enclosed back yard with a partially cove...
$19,800
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
Renovated house located in the heart of Greenport is perfect for family getaways. Blocks away from Main Street. With amazing restaurants and bars in town, and 3 min drive to the beach. Book your stays with us in Greenport New York.There are 3 bed...
$36,750
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
One of the nicest spots on the North Fork (that's a quote from a knowledgeable local!), beautifully designer-renovated beach house. 3 bedrooms, 2.5 baths, sleeps 6.Water views from 3 sides of the house, and all bedrooms have water views. Beautifu...
$12,000
Available: Right Now
Listed: 01/05/2024
Town of Southold, NY, 11944
Brand new gut renovation - 3br, 3 full bath unit in the heart of Greenport Village! Have it all - walk to the train and Jitney, town, beach, Shelter Island ferry and more! This second floor unit features large windows and great natural light, central...
$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...
$14,250
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
Enjoy all the best the North Fork has to offer. Newly renovated Cape Cod style home walkable to beaches, marinas, restaurants, shops, and close to the wineries and parks. Enjoy a peaceful getaway and the serene beauty of the North Fork.This home ...
$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...
$8,370
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
2024 availability !Looking to escape the city for a couple of weeks or even a month? The house is well set up for working remotely and we are pet friendly!We value inclusion and respect and happily welcome guests of all backgrounds....
$30,000
Available: Right Now
Listed: 01/05/2024
Town of Southold, NY, 11944
Welcome to Gull Harbor!The house size is deceiving. It is great for multiple families as part of it is a guest suite. Updated kitchen and perfect dining area, deck with a beautiful view and on an acre plus of land. Gull Harbor has an upstate feel...
$23,970
Available: Right Now
Listed: 30/04/2024
Town of Southold, NY, 11944
Please read full description ! Rental registry # 0952Private modern cabin near the bay situated on 3.8 acres on culdesac. The cabin is set 200 ft off a quiet culdesac that lies across the street from Gull Pond. Separated on three sides by ...
$6,450
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...
$30,390
Available: Right Now
Listed: 01/05/2024
Town of Southold, NY, 11944
Bachelorette, weddings and big party escape.Go fishing, boating, hiking, golfing, antique shopping etcwalk to town, walk to beach,walk to vineyard, walk to restaurantsEnjoy Greenport, named by Forbes magazine one of the 11 prettiest t...
$6,450
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
Surround yourself with seaside charm at this Greenport vacation rental. Perfect for couples and solo travelers, this 1-bedroom, 1-bath apartment has everything you need for a memorable New York retreat. Enjoy your morning coffee on your own little pr...
$10,620
Available: Right Now
Listed: 01/05/2024
Town of Southold, NY, 11944
Renovated cape-style home with central ACLiving room w55" Smart TV + sound systemSunny, large den with w65" Smart TV + sound systemOpen indoor dining area off full kitchenLarge, screened porch with comfortable seati...
$27,330
Available: Right Now
Listed: 02/05/2024
Town of Southold, NY, 11944
2024 Rates: MD-June $28k, June $25k July $35k , Weekly rental$8,500/week 2 week minimum. Luxurious living in Greenport's private Rock Cove Estates. A stone's throw away to the deed private beach on the Long Island Sound. Highly desirable area where y...
$12,000
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
Charming, in-town neighborhood. 10-minute walk to shops, beaches and fishing pier, the Hampton Jitney, LIRR and the Shelter Island ferry. In the heart of town you’ll find the supermarket, the best fresh oysters, excellent BBQ, and great ice cream. Th...
$22,500
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
*30 day minimum rental*Newly renovated modern farmhouse on a spacious property with a large heated saltwater pool and plenty of privacy in the large backyard. All new designer quality furniture throughout the entire house, new Sealy Posturpedic m...
$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...
$11,400
Available: Right Now
Listed: 30/04/2024
Town of Southold, NY, 11944
The PropertyCharming and newly updated second floor apartment, less than a 5 minute walk to downtown. Enjoy our incredible restaurants, shopping and more. Large living room with bay window, ample seating and flat screen TV, nicely equipped kitche...
$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...
$21,000
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
Greenport conkling pt creekfront mint 3br cottage w/prime views - This cottage on a half-acre lot fronts on the pristine creek inside Conkling Point with one of the finest estuarine views in the Peconic Bay system. Facing southwest, it is bath...
$5,970
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...