$15,000
Available: Right Now
Listed: 30/06/2024
Shelter Island Heights, NY
Beautiful renovated villa with water view on Shelter Island, NY. Sleeps 6. Screened-in porch. Cable TV & WiFi. Property has pool, fitness center, and tennis. Walking distance to shops, restaurants and ferry. Available year round. Families love the ba...
$40,000
Available: Right Now
Listed: 03/07/2024
2 Sylvan Pl, New York, 11965
Beautifully restored iconic Shelter Island Heights Victorian with lovely views of Dering Harbor, Chase Creek, rolling green lawns and a small treed park. Situated within convenient proximity to all that Shelter Island Heights offers with shops, resta...
$10,500
Available: Right Now
Listed: 05/07/2024
Town of Southold, NY, 11944
Newly renovated and charming home in the NorthFork, a short walk to the village of Greenport, vineyards, and the breathtaking 67 Steps beach, among other local attractions. Spend an afternoon or evening entertaining your friends at the home's outdoor...
$10,470
Available: Right Now
Listed: 04/07/2024
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...
$12,240
Available: Right Now
Listed: 04/07/2024
Town of Southold, NY, 11944
Greenport Village Vacationer's DelightOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape the hustle and bustle of everyday life at this lovely, newly-...
$25,500
Available: Right Now
Listed: 04/07/2024
Town of Southold, NY, 11944
Beautiful Greenport Village Farmhouse situated on .37 Acres. Built in 1822 and restored with modern amenities. This is the perfect home to host family and friends with 4 generous sized bedrooms all with their own ensuite full bath.Less than a hal...
$15,390
Available: Right Now
Listed: 05/07/2024
Town of Southold, NY, 11944
Tucked away along Sterling Harbor in Greenport’s Historic District -- on the village's most desired street -- sits this lovely, 3-bedroom 1780s “vernacular” home. Meticulous attention was paid when renovating the house to preserve its charm and archi...
$18,000
Available: Right Now
Listed: 04/07/2024
Shelter Island Heights, NY
This cedar-shingled ranch on a quiet street has an open floor plan and a large deck for lounging and BBQing, along with a large pool, a big yard, a hammock and great views of Ice Pond Park. It's just a half-mile walk to Crescent / Sunset Beach, the f...
$20,730
Available: Right Now
Listed: 01/07/2024
Shelter Island Heights, NY
Unwind and reconnect at this stunning, newly built (2024) beach getaway in Shelter Island! This 4-bedroom, 2.5-bathroom home offers a modern but soulful haven for families and friends. Imagine the crisp scent of ocean air as you take a refreshing out...
$18,000
Available: Right Now
Listed: 04/07/2024
Town of Southold, NY, 11944
WELCOMEGuests must add a note with their reservation request, and kindly indicate who is traveling. Welcome! The Captain’s Cottage is located in the seaport Village of Greenport on the North Fork of Long Island. George Graber was a Steamship ...
$8,460
Available: Right Now
Listed: 30/06/2024
Town of Southold, NY, 11944
Please read Please park in the street when arriving as many spots along the streets are available.Laundry + Dryer is only available for reservations over 7 days (1 week).Newly Renovated 2BR Apartment House - 1st FloorPrivate En...
$36,000
Available: Right Now
Listed: 01/07/2024
Shelter Island Heights, NY
The house has just been renovated from top to bottom. A 10/15minute walk from the North Ferry (you can take LIRR or the Jitney right to the ferry) and about another 10/15 minute walk the opposite direction down a dirt road to Sunset (Crescent) Beach....
$11,070
Available: Right Now
Listed: 05/07/2024
Town of Southold, NY, 11944
Enjoy this beautifully renovated first floor “Captains House” apartment in the heart of Greenport Village. Harbor Views! Walk to town.This 2 bedroom, 2 full bathroom home is bright with sunshine, has soaring ceilings and hard wood floors, easy to...
$9,840
Available: Right Now
Listed: 04/07/2024
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 ...
$24,300
Available: Right Now
Listed: 04/07/2024
Town of Southold, NY, 11944
Escape to our charming Greenport Village oasis! Nestled in a quiet neighborhood just a short stroll from the vibrant heart of downtown, our spacious 2,440 sq ft home is the perfect retreat for your next getaway.Inside, you'll discover:Open & ...
$17,700
Available: Right Now
Listed: 01/07/2024
Town of Southold, NY, 11944
Welcome to our most lovely Greenport Beach Home.....800feet to sixth street beach and playground. A true beach getaway, with beautiful outdoor patio, outdoor shower, covered front porch and covered balcony off the master bedroom. Spacious private yar...
$27,300
Available: Right Now
Listed: 30/06/2024
Town of Southold, NY, 11944
Newly renovated modern farmhouse with the perfect blend of style & comfort. Bask in the serenity of our fully equipped 600 sq ft deck and outdoor oasis (includes plenty of comfy seating, dining, Weber Genesis II grill, fire pit table, and so much mor...
$18,000
Available: Right Now
Listed: 04/07/2024
Town of Southold, NY, 11944
Beautiful updated historic home in the village of Greenport. Central AC, newly renovated kitchens and bathrooms, large fenced in yard, patio with bbq, outdoor shower, fire pit. Bike to nearby vineyards and beaches and walk to restaurants, stores and ...
$26,250
Available: Right Now
Listed: 04/07/2024
Shelter Island Heights, NY
Shelter Island Heights 1875 Large Historic Victorian Home For Rent,Sunny 4 bedrooms, 2 baths, Central AC, full dining room, large parlor, large kitchen with washing machine, large bright screened porch, large living room with fireplace, wraparoun...
$35,700
Available: Right Now
Listed: 04/07/2024
Shelter Island Heights, NY
As the Ferry from Greenport or Sag Harbor transports you across the light on the water in minutes - you can feel the magic of Shelter Island. Your modern barn home in Hilo Shores with a heated pool with natural stone waterfall on an acre of lush land...
$7,890
Available: Right Now
Listed: 04/07/2024
Town of Southold, NY, 11944
Travel to the North Fork of Long Island for a much-needed getaway and experience both modern luxury and historic desire at this 2-bedroom, 1-bathroom vacation rental! Situated in the heart of Greenport, this apartment provides an updated interior, hi...
$28,140
Available: Right Now
Listed: 30/06/2024
Town of Southold, NY, 11944
This condo is one of the nicest decorated in Cliffside. Gorgeous shiplap walls with navy accents. It has a beautiful fireplace, new deck and much more. This unit has the capabilities to be handicap accessible. The master bathroom has a queen size bed...