$11,670
Available: Right Now
Listed: 16/04/2024
Town of Southold, NY, 11944
Our house is an historic Dutch colonial, both cozy and spacious, with warm wood trim and wood floors throughout. The 20 x 20ft. Great Room, a perfect gathering space for family and friends is complete with a baby grand piano, cable TV, children's toy...
$11,940
Available: Right Now
Listed: 16/04/2024
Town of Southold, NY, 11944
Greenport is a charming seaside town with historic architecture with awesome restaurants and plenty to see and do! Travel and Leisure voted it “second best small beer, wine and spirits town in America. This cozy house is in walking distance to local ...
$19,800
Available: Right Now
Listed: 16/04/2024
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...
$13,080
Available: Right Now
Listed: 16/04/2024
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...
$22,350
Available: Right Now
Listed: 17/04/2024
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...
$10,020
Available: Right Now
Listed: 17/04/2024
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...
$7,050
Available: Right Now
Listed: 17/04/2024
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...
$11,820
Available: Right Now
Listed: 17/04/2024
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: 16/04/2024
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...
$12,840
Available: Right Now
Listed: 19/04/2024
Town of Southold, NY, 11944
Charming, private, sun filled 3 bedroom Designer country home with fireplace, spacious living area including den/library, 1.5 baths, modern eat in kitchen and large garden with outdoor dining patio and grill. Less than a stone's throw from 67 Steps B...
$30,000
Available: Right Now
Listed: 16/04/2024
Town of Southold, NY, 11944
Fully furnished monthly, summer or year round rental on Sterling Harbor with spectacular views out to Bay. A five minute walk to downtown Greenport. This stunning 3 bedroom, 4 bath home boasts hardwood floors, lots of windows and a gourmet chef's kit...
$15,000
Available: Right Now
Listed: 16/04/2024
Town of Southold, NY, 11944
Three bedrooms, 2 bathrooms completely renovated home. Sleeps 6. One full bath, one half bath. Outdoor shower. Fully renovated. All bedding freshly washed and beds made, towels, 6 beach chairs and 6 plush beach towels are included. A large air condit...
$7,860
Available: Right Now
Listed: 18/04/2024
Town of Southold, NY, 11944
We welcome you to our cottage away from it all but still close to all activities that make the North Fork a magical place to visit. Within5 - 15minutes you can walk to all that the Greenport town has to offer and to 2 beaches. No need to have a car a...
$12,990
Available: Right Now
Listed: 17/04/2024
Town of Southold, NY, 11944
Luxury 2 bedroom, first floor apartment located across the street from Townsend Manor Marina in the heart of Greenport Village . Walk to town and enjoy the amazing restaurants and shopping that Greenport has offer. This custom Victorian Farmhouse has...
$34,500
Available: Right Now
Listed: 16/04/2024
Town of Southold, NY, 11944
The uniqueness of this wonderful home is the backyard which is lavishly landscaped with both beautiful flowers and lush greenery and includes a Hollywood style kidney shaped pool, lounge chairs, umbrellas, and a secret garden with a divine pergola fo...
$12,750
Available: Right Now
Listed: 16/04/2024
Town of Southold, NY, 11944
Cliffside Resort is located on a bluff overlooking the Long Island sound with beautiful water vistas. The resort has an in ground heated pool and beautiful landscaped lawns. Direct beach access, bbqs, laundry facilities, and many other activities. Pa...
$26,100
Available: Right Now
Listed: 17/04/2024
Town of Southold, NY, 11944
Enchanted home with beautiful bay views. This house has it all. Modern updates with old-world charm. Gorgeous chefs kitchen, hardwood floors throughout, stone and marble baths. Located in the center of Greenport, Walk to town. Lovely renovations thro...
$6,840
Available: Right Now
Listed: 17/04/2024
Town of Southold, NY, 11944
Combine peace and quiet with bustling downtown action when you book this charming Greenport vacation rental! The 1-bedroom, 1-bath apartment sits on a peaceful side street right off of Main Rd., allowing you easy access to unique shops, restaurants, ...
$64,800
Available: Right Now
Listed: 16/04/2024
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...
$31,110
Available: Right Now
Listed: 17/04/2024
Town of Southold, NY, 11944
Beach front with a private beach. Ideal for sunbathing, swimming, fishing & kayaking. Enjoy daily gorgeous sunset views from the beach, the house and the spacious deck. Outdoor dinning BBQ area. One side of the deck has the firepit area and the other...
$11,400
Available: Right Now
Listed: 17/04/2024
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...
$67,500
Available: Right Now
Listed: 15/04/2024
Town of Southold, NY, 11944
This extraordinarily beautiful, one-of-a-kind beach house is located on 4+ acres with a private beach spanning 1,100' on either side of the Greenport Jetty. Nearly 270 degree views of the water. The property enjoys a spectacular view of Shelter Islan...