$40,000
Available: Right Now
Listed: 27/06/2024
37 Grand Ave, New York, 11965
Rental Registration #2022-S-0002.Since the turn of the century, this Victorian has greeted visitors coming from the North Ferry onto Shelter Island. It has a new life with a full-scale, high end restoration that imbues the best of yesterday with the ...
$18,000
Available: Right Now
Listed: 28/06/2024
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 ...
$12,000
Available: Right Now
Listed: 23/06/2024
Shelter Island, NY
Sleeps 4 adults (max) or total of 6 with kids.Perfect family getaway.Shelter Island Rental License #: 2023-V-0018Weekly and Monthly Discounts for Winter Rentals!Stay at our newly renovated, light filled home! In the warmer months loun...
$30,000
Available: Right Now
Listed: 24/06/2024
Town of Southold, NY, 11944
Welcome to this stunning & newly renovated Greenport home. This magnificent home seamlessly blends comfort, style and luxury living. The home provides a bright & airy feel throughout amongst its two levels of living. The first floor provides two spac...
$8,000
Available: Right Now
Listed: 27/06/2024
9 Johnston Rd, Shelter Island, New York, 11964
Shelter Island 4 bedroom cottage. Fabulous mid-century cottage, beautifully restored, offering 4 bedrooms and 2 full baths. Outdoor shower, Jacuzzi, ping pong, media room, piano, large deck, washer/dryer, 3 bikes, huge front and back lawns. Very quie...
$30,840
Available: Right Now
Listed: 25/06/2024
Town of Shelter Island, NY, 11964
If you’re looking to escape bustling city life, book this 5-bedroom, 6.5-bath home in the Hamptons area! This Shelter Island vacation rental features an office and free WiFi, as well as amenities like a game room and pool to ensure a productive and r...
$3,200
Available: Right Now
Listed: 27/06/2024
300 Johnson Ct St, Greenport, New York, 11944
Year round 2 story unfurnished home in the village of Greenport for rent. There is an open floor plan with eat in kitchen and living room on the first floor. Two bedrooms and a bathroom on the second floor. Updated with new appliances, wood flooring,...
$8,670
Available: Right Now
Listed: 23/06/2024
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...
$35,000
Available: Right Now
Listed: 27/06/2024
3 Primrose Pl, Shelter Island, New York, 11964
Located near Coecles Harbor, Gardiners Bay Country Club golf course, and several island beaches, this new home on a wooded acre enjoys a spacious open design with vaulted ceilings. Featuring a living room with a stone fireplace, dining area, stylish ...
$32,010
Available: Right Now
Listed: 28/06/2024
Town of Southold, NY, 11944
The perfect getaway. Within walking distance to beach, town, Jitney, LIRR and ferries to the South Fork. This quiet and bright house is located in the heart of Greenport. Enjoy wineries, breweries, amazing restaurants, shops and beaches.Guests ha...
$39,990
Available: Right Now
Listed: 28/06/2024
Town of Southold, NY, 11944
Same location I have two 2 cottages that sleep 4 each . See VRBO search bar [Where To] with the ListingID 173361and the ListingID 167288.The centerpiece of this family owned waterfront estate, “The Main House” is a neo-victorian 5-bedroom, 3-bath...
$50,000
Available: Right Now
Listed: 29/06/2024
9 Salt Meadow Ln, Sag Harbor, New York, 11963
Experience unparalleled luxury and spectacular water vistas in this extraordinary home that effortlessly combines breathtaking water views, an enviable location, and sophisticated style. This expansive2, 700-square-foot residence features unique, 100...
$20,000
Available: Right Now
Listed: 27/06/2024
42 N Midway Rd, Shelter Island, New York, 11964
This pristine, recently renovated five bedroom Cape Cod is ready for summer! Conveniently located within close proximity to beach, fine dining, recreation areas, and bordering a preserve. Two story home with chef's kitchen, high end appliances, quart...
$14,130
Available: Right Now
Listed: 25/06/2024
Town of Shelter Island, NY, 11964
Great house in great location. 3 bedrooms (including one with bunk bed and additional bed) . Open floor plan with updated kitchen and bathrooms. In addition to large pool, great yard and outdoor shower. Short walk to nearby beach or bike to Sunset or...
$42,000
Available: Right Now
Listed: 27/06/2024
4 Peppermill Ln, Shelter Island, New York, 11964
This Victorian style home features a spacious living room, powder room, kitchen, breakfast and dining rooms on the main level and a great master bedroom suite including a bath with Jacuzzi plus 3 guest bedrooms and bath on the second floor. Covered p...
$84,000
Available: Right Now
Listed: 28/06/2024
Town of Shelter Island, NY, 11964
This luxury home includes 6 bedrooms with additional sleeping accomodations for 4 in the downstairs walkout recreational room. All bedrooms have ensuite baths, 300 count linens & mutiple pillows & plush towels. The gourmet kitchen is a cook's dream. ...
$3,500
Available: Right Now
Listed: 27/06/2024
516 Main St, Greenport, New York, 11944
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,...
$49,800
Available: Right Now
Listed: 28/06/2024
Town of Shelter Island, NY, 11964
Wake up smiling every morning in this sun-filled house. Spend days lounging and evenings grilling and dining around the 40 long pool. Relax inside on the comfortable museum quality modern furniture or warm yourself by the hanging, rotating fireplace....
$30,000
Available: Right Now
Listed: 27/06/2024
55 N Cartwright Rd, Shelter Island, New York, 11964
Original Farmhouse in great location, offering complete privacy on 3.4 acres. Beautiful private large property overlooking nature preserve. First floor has a living room with fireplace, family/TV room with french doors opening up to the back gardens,...
$45,000
Available: Right Now
Listed: 27/06/2024
2 Linda Rd, Shelter Island, New York, 11964
Summer on Shelter Island with Association Beach Modern and Pristine light filled 2200sf 5 bedroom Beach House in Shelter Island's South Ferry Hills. The open floor plan highlights the oversized marble center island kitchen with seating for 5 and fren...
$33,870
Available: Right Now
Listed: 23/06/2024
Town of Shelter Island, NY, 11964
This Shelter Island beach house has all the necessary ingredients for a fabulous year-round getaway. Located on a shy acre just outside the Village of Dering Harbor, this sun-filled and spacious waterfront home is on a slight elevation, with 150-foot...
$20,000
Available: Right Now
Listed: 29/06/2024
3327 Manhasset Ave, Greenport, New York, 11944
Serenity awaits you on this beautiful waterfront home on Gull Pond, minutes from Greenport village and Southold Beaches. This house offers 4 Bedrooms, 3 full Baths and gourmet kitchen on a park like setting. Relax in the hot tub over looking the magn...