$16,560
Available: Right Now
Listed: 26/04/2024
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...
$11,280
Available: Right Now
Listed: 23/04/2024
Town of Southold, NY, 11944
Modern on 9th Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Originally an old-time candy and soda shop this 1957 home is truly a charmer. Recently updat...
$18,960
Available: Right Now
Listed: 27/04/2024
Town of Shelter Island, NY, 11964
Please note that a reservation for this property needs to be approved before it is confirmed.Shelter Island Modern RanchBeautiful Ranch Style Shelter Island Home with Private Pool, Close to Golf Courses, The Beach, Art Galleries3BR/2.5BA:...
$34,080
Available: Right Now
Listed: 26/04/2024
Town of Southold, NY, 11944
An outdoor oasis is one element of this extraordinary property. This one of a kind 5 bedroom, 3.5 bath residence is the perfect home to make special memories this season. The perfect rental with one of the most extraordinary pool and garden areas on ...
$23,010
Available: Right Now
Listed: 26/04/2024
Town of Shelter Island, NY, 11964
* Please Read House Rules And Policy's Before Booking*Perfect For Families!! New to the rental market in 2022! Located within close proximity to Sandy beach with sunsets galore and resort areas, this neat-as-a-pin home has all the ingredients for...
$7,170
Available: Right Now
Listed: 22/04/2024
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...
$5,970
Available: Right Now
Listed: 22/04/2024
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...
$30,747
Available: Right Now
Listed: 25/04/2024
62 Sudee Glen, Shelter Island Heights, Suffolk County, NY 11964, USA
Welcome to Sandpoint, a Rove Travel Home! Rove is a brand of luxuryproperty rentals designed for the modern traveler. Rove properties areprofessionally designed and furnished including modern workstations,premium amenities, and access to ...
$46,500
Available: Right Now
Listed: 23/04/2024
Town of Shelter Island, NY, 11964
Clean fresh and uncluttered ! Spacious home with focus on comfort and style, this property is perfect for your getaway. Property features a heated gunite pool with large travertine patio and chaise lounges, private dock (5 min walk down th...
$10,620
Available: Right Now
Listed: 26/04/2024
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...
$5,970
Available: Right Now
Listed: 22/04/2024
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...
$29,850
Available: Right Now
Listed: 22/04/2024
Town of Southold, NY, 11944
Winter Harbor House is a stylish Victorian walking distance from the best restaurants, bars and beaches in Greenport Village. Absolutely perfect location. Only a few hundred feet from the Mitchell Park and Marina Waterfront Boardwalk/Beach and the No...
$30,390
Available: Right Now
Listed: 25/04/2024
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...
$42,870
Available: Right Now
Listed: 22/04/2024
Town of Shelter Island, NY, 11964
Sunny and bright spacious home with 4 bedrooms, 2 living rms, laundry and office.Perfect home to enjoy any season6 min from ferrylocated on Menantic Creekbedroom 1 has king bedbedroom 2 and 3 have queensbedroom 4 has 2 twins...
$25,500
Available: Right Now
Listed: 22/04/2024
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...
$52,020
Available: Right Now
Listed: 26/04/2024
Town of Shelter Island, NY, 11964
This stunning waterfront Estate House is a quiet paradise nestled in 7 private acres of nature on the pristine Menantic Peninsula. Enjoy strolls along the water’s edge or bask in the sun on the large plank stairs, which lead to a private, sandy beach...
$26,010
Available: Right Now
Listed: 26/04/2024
Town of Shelter Island, NY, 11964
Fabulous open floor plan featuring soaring ceilings, striking stone fireplace, designer furnishings, and gourmet fully equipped kitchen for the discerning cook. This 4 bedroom/3.5 bath beautiful home is private, nestled among mature trees and set far...
$39,450
Available: Right Now
Listed: 26/04/2024
Shelter Island, NY
Please note that a reservation for this property needs to be approved before it is confirmed.Shelter Island Manor Luxurious 2-home estate completely secluded on 8 acres ; Professionally manicured gardens & Heated pool ( <...
$30,000
Available: Right Now
Listed: 26/04/2024
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...
$19,800
Available: Right Now
Listed: 22/04/2024
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...
$27,300
Available: Right Now
Listed: 26/04/2024
Town of Shelter Island, NY, 11964
Completely renovated and updated 1929 Sear's kit home with beautiful views to Peconic Bay. Swim, fish for dinner, windsurf, Kayak or just take in amazing view over a bottle of wine from your private beach. This spectacular and desirable Silver Beach ...
$45,000
Available: Right Now
Listed: 22/04/2024
Shelter Island, NY
You are sure to enjoy a delightful vacation in this sophisticated, fully furnished, three bedroom, two bathroom home with separate, detached studio office.The living room features a generous wood burning fireplace. The kitchen is well equipped wi...