$7,350
Available: Right Now
Listed: 30/06/2024
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...
$12,510
Available: Right Now
Listed: 30/06/2024
Town of Southold, NY, 11944
1896 Restored Victorian located within steps to a lovely Bay Beach. Village restaurants, shops, NYC Hampton Jitney Express Bus and Shelter Island Ferry are all within a short stroll. Fresh produce farms, vineyards, hills and fields surround this very...
$14,640
Available: Right Now
Listed: 30/06/2024
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...
$8,000
Available: Right Now
Listed: 27/06/2024
300 Fiddler Ln, Greenport, New York, 11944
Book your 2024 summer now! Vacation heaven just 4 minutes to downtown Greenport's waterfront park, fine dining, boutique shopping, galleries and soundfront winery. 2 minutes to sandy bay beach or gorgeous Sound beach. Like-new, tastefully appointed, ...
$12,000
Available: Right Now
Listed: 27/06/2024
165 Sterling St, Greenport, New York, 11944
Tucked Away Along Sterling Harbor in Greenport's Historic District On the Village's Most Desired Street. This Lovely3 BR, 2 BACottage Is Only A Block From the Maritime Village With Its Many Restaurants, Cafes, Shops, Mitchell Park and Carousel. Enjoy...
$39,000
Available: Right Now
Listed: 28/06/2024
Town of Southold, NY, 11944
This brand new modern home offers everything you could ask for from a summer retreat in Greenport. Two story height great room with gas fireplace, a seamless layout with bonus room that includes shuffleboard, ping pong and pool table. Large balcony w...
$50,000
Available: Right Now
Listed: 27/06/2024
151 N Ferry Rd, Shelter Island, New York, 11964
This stunning 5 bedroom, 4.5 bath home has 6 acres and easy access to Dering Harbor Marina, the Shelter Island Yacht Club, Town dock, ferry, tennis, shops and restaurants in picturesque Shelter Island Heights. The house has first and second floor ver...
$35,000
Available: Right Now
Listed: 27/06/2024
430 Snug Harbor Rd, Greenport, New York, 11944
Spend your summer enjoying all the North Fork has to offer at this Greenport waterfront home with dock and community bay beach. Completely updated with high end touches throughout including chef's custom kitchen with island, 3 bedrooms (2 are en-suit...
$24,000
Available: Right Now
Listed: 27/06/2024
1445 Green Hill Ln, Greenport, New York, 11944
Pleasantly Updated Open Floor Plan Ranch with Vaulted Ceiling and Separate Den with Fireplace. 3 Bedrooms, 2 Baths. Central Airconditioning. A Memorable Community Beach Nearby to Enjoy on The Warmer Days. Summer2024 - $4, 900Weekly with Two Week Mini...
$17,000
Available: Right Now
Listed: 27/06/2024
1750 Gillette Dr, East Marion, New York, 11939
Wonderful North Fork summer rental with in ground pool located on a quiet block with a private community sandy beach at the end of Gillette Drive. This spacious home features 3 bedrooms and 2 bathrooms with a fenced in back yard with beautiful views ...
$3,500
Available: Right Now
Listed: 27/06/2024
285 Middleton Rd, Greenport, New York, 11944
Winter/Off Season and Summer Furnished House Rental. 4 Bedroom/2 Bathroom Cape Close to Greenport Village. Formal Dining Room, Separate Den with TV, Screened Porch with Large Dining Table and Summer Kitchen Set Up. Nicely Manicured Lawn for Enjoyment...
$30,540
Available: Right Now
Listed: 30/06/2024
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...
$62,500
Available: Right Now
Listed: 27/06/2024
8 Chequit Ave, New York, 11965
Paradise Found. A waterfront splendor. Where modern meets magical. Stepping into this modern barn style home begins an experience of inspiration. Surrounded by water and actually built over water, this 3 bedroom retreat is an architectural treat. Mas...
$35,000
Available: Right Now
Listed: 27/06/2024
65 Rockcove Ct, Greenport, New York, 11944
2024 Rates: June $20K, July $30K and August - Labor Day $35K. 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 you can enjoy summer walks, ...
$55,000
Available: Right Now
Listed: 27/06/2024
1710 Gull Pond Ln, Greenport, New York, 11944
North Fork Lovers do not miss this opportunity to rent a renovated Contemporary Cabin. Inside this spacious 3 Bedroom - 2 Full Bathroom home that hold up to 8 people, you'll find an entertainer's paradise with a sun-soaked open concept kitchen, Grani...
$15,270
Available: Right Now
Listed: 28/06/2024
Town of Southold, NY, 11944
Set in the historic section of Greenport village, the Captain’s House, built in 1820, is an elegant and charming 3 bedroom, 2 bath home ready to enjoy, especially for a summer getaway or a cozy holiday retreat. It's a 3 block walk into town and a sho...
$2,500
Available: Right Now
Listed: 01/07/2024
395 Sunset Ln, Greenport, New York, 11944
Welcome to this charming North Fork rental! This 3-bedroom, 2-bathroom home features a second living room/den and a fully fenced backyard, perfect for versatile living and outdoor enjoyment. Situated in a vibrant neighborhood, you'll be very close to...
$35,000
Available: Right Now
Listed: 27/06/2024
318 5th St, Greenport, New York, 11944
Greenport Village West Dublin architectural home is available for you to enjoy! This wonderful home includes 3 bedrooms, 2 full baths, formal dining room, beautifully designed open floor with impeccable detail. The backyard setting is fabulous with p...
$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 ...
$37,500
Available: Right Now
Listed: 27/06/2024
155 Caiola Ct, Greenport, New York, 11944
2024 Rates: June $25K, July$35K, A1-LD $37, 500Welcome to 155 Caiola Ct, located in the desirable seaside community of Rock Cove Estates. This beautifully appointed home offers ideal amenities, beach access and location that one would desire from a S...
$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,...
$22,140
Available: Right Now
Listed: 28/06/2024
Town of Southold, NY, 11944
Coastal Vibes: Home with waterviews, short distance from a secluded beach on Pipes Cove overlooking Shelter Island. Beach/ water access is a 0.4mile walk. The bay is across the street for views. Home features 4 bedrooms and 2 full bathrooms (plus out...