$25,500
Available: Right Now
Listed: 16/05/2024
Southold, NY, 11971
No better place to enjoy the best of the north fork Due to the utmost care for your family and mine during the worst of the pandemic, we have not rented for almost three years. Don't let the inaction on the site fool you! Nestled in a ...
$28,530
Available: Right Now
Listed: 15/05/2024
Southold, NY, 11971
Enjoy the beauty of Long Island's North Fork right here at our vacation house in Southold. Enjoy fabulous water views, boating, beautiful beaches, hiking, bicycling, discover wine country and so much more! Summer stays go from Sunday to Sunday or you...
$36,000
Available: Right Now
Listed: 16/05/2024
Southold, NY, 11971
Our home sits on 3+ acres. The Great Room has a stone fireplace and magnificent vaulted ceilings. Sliding doors lead directly out to our patio, complete with outdoor dining table, lounge area overlooking the heated pool, hot tub, outdoor grill and fi...
$19,800
Available: Right Now
Listed: 19/05/2024
Southold, NY, 11971
Private Waterfront Home is a beautiful home located on the North Fork of Long Island, it has a Master bedroom with a queen and bath, a second bedroom with a double bed, and the third bedroom has 2 twin beds. This lovely home also features waterfront ...
$39,000
Available: Right Now
Listed: 17/05/2024
Southold, NY, 11971
A family-friendly home that covers all the bases. Everything your family needs (toys, cribs, bouncers, tub, playmats, high chairs - you name it), stocked kitchen and gorgeous outdoor space, complete with a fenced-in and kid-safe heated pool (pool fen...
$22,680
Available: Right Now
Listed: 16/05/2024
Town of Southold, NY, 11958
This property is a newly renovated historical Victorian House built in the late 1800's. Each room is furnished with hand-selected unique antiques to immerse you into the 19th century. Staying here feels like experiencing the past, but with all the be...
$24,000
Available: Right Now
Listed: 16/05/2024
Town of Southold, NY, 11958
Mediterranean style newly renovated home on a private waterfront property. Enjoy beautiful sunsets and views of the Long Island Sound. Take long walks, relax and unwind on a private beach. It's the perfect place to disconnect and enjoy quality time w...
$5,850
Available: Right Now
Listed: 16/05/2024
Southold, NY, 11971
This lovely stroll-to-the beach "farmhouse," built in 2019 on a woodsy acre, is bright, beach-walkable and centrally-located. The 3-bedroom, 2.5 bath home with an office and TV den, is a 1600-square-foot contemporary with an outdoor shower, pebbled p...
$26,100
Available: Right Now
Listed: 16/05/2024
Southold, NY, 11971
We bought our wonderful house five years ago and have made many important renovations. The newest is a hybird bocce court/putting green, next to our new gunite, inground, solar-heated, salt-water swimming pool with hot tub, slide and basketball hoop....
$58,890
Available: Right Now
Listed: 16/05/2024
Southold, NY, 11971
Town of Southold Rental Permit Number0816 Abeautiful brand new estate home with a heated pool, situated in the heart of picturesque North Fork. Minutes from wineries and Goose Creek Beach, steps from a small private creek beach. With 6000 sq feet, 8 ...
$13,050
Available: Right Now
Listed: 16/05/2024
Southold, NY, 11971
Beautifully appointed and ultra-comfortable home with sunny, sky-lit, open floor plan. 2+ Bed/2 Bath Southold getaway with extra-large bilevel deck. A short walk/bike ride or about a minute’s drive to Kenney's Beach, the sandiest sound beach on the N...
$18,000
Available: Right Now
Listed: 16/05/2024
Southold, NY, 11971
Two bedroomPERFECTbeach house located on a private beach. If you love the beach, fishing, swimming and sunsets in a quiet place, this is for YOU.This is NOT a bluff beach. Walk right out the FRONT sliding door and you are ON the beach. Walk out t...
$4,320
Available: Right Now
Listed: 19/05/2024
Southold, NY, 11971
Classic Southold Country CharmerOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Your next adventure awaits at this charming and well-equipped home for gue...
$45,000
Available: Right Now
Listed: 16/05/2024
Southold, NY, 11971
Beautiful Waterfront Home With Stunning Views of Hashamomuck Pond.Escape from it all for a memorable family vacation in the heart of the Sound and bay beaches, wine country, farm stands and great restaurants. Kayak, paddle board, fish and crab ri...
$28,500
Available: Right Now
Listed: 16/05/2024
Southold, NY, 11971
Newly updated home for your perfect friends and family North Fork getaway. The prime Southold location is minutes away from all the local wineries, beaches and restaurants. Enjoy activities in the spacious backyard with large heated pool, or grill an...
$14,880
Available: Right Now
Listed: 19/05/2024
Southold, NY, 11971
Private midcentury beach cottage walking distance to Croteaux Vineyard and South Harbor Beach. Completely updated three bedroom with eat-in kitchen and new appliances. Living room with vaulted ceiling, brick fireplace, and bookshelves. Large dining r...
$11,010
Available: Right Now
Listed: 16/05/2024
Southold, NY, 11971
Enjoy our tranquil home in a private beach community.Located on a half acre of private land, this home has all the amenities you will need for a relaxing vacation or getaway. Views of Peconic Bay from the home, a private beach .Take advantage of Hist...
$90,000
Available: Right Now
Listed: 16/05/2024
Southold, NY, 11971
Brand new heated gunite saltwater pool!!!!A sparkling clean and modern 6 bedroom, 4 bath waterfront home offering all the luxuries you'll want and more for your North Fork vacation. Private 6 acre property features gorgeous water views, long dock...
$17,220
Available: Right Now
Listed: 19/05/2024
Southold, NY, 11971
Southold SerenityOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Summer by the water awaits when you book this lovely, three-bedroom Southold home, with a...
$45,000
Available: Right Now
Listed: 16/05/2024
Southold, NY, 11971
This spacious and charming 4,500 square foot English Tudor is situated on 2.25 acres in Southold. It has 4 bedrooms, 3 bathrooms, laundry room, high-end kitchen, living room, den and full gym in the basement. The rustic entryway leads to a living roo...
$16,500
Available: Right Now
Listed: 16/05/2024
Southold, NY, 11971
Make yourself at home in this two bed, two bath home in the heart of North Fork Wine Country! One bedroom has a queen bed with walk-in closet and sliding glass doors that lead to the deck in the quiet and private backyard. The second bedroom has a fu...
$21,750
Available: Right Now
Listed: 16/05/2024
Southold, NY, 11971
Take in the extensive views from this lovely Goose Creek Front waterfront vacation home, with private deck and beach. Top rated Southold beach destination just across the street and close to the Southold Yacht Club on the bay. Explore the North Fork ...