House in Southold, NY
12 guests · 4 bedrooms · 3 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area
About this house rental
Make yourself at home in this spacious and beautiful North Fork Wine Country home in the heart of Southold! This 4,000 sq. ft. home comfortably sleeps eight adults in and boasts a chef's kitchen, 4 spacious bedrooms, 3.5 bathrooms, a gorgeous screened-in sunroom with big screen TV, large couch and chairs. This beautiful home has two master king suites each with ensuite baths and walk in closets. Ultra-high ceilings, large sunny windows and spacious open layouts throughout. Spectacular 40x20 heated pool with a slate patio, sun ledge, and waterfall. Full size deck with dining and sitting area. Resort living with a hot tub, steam shower, and jacuzzi. Perfect for large families, groups, and entertaining. Bike to the beach in less than 1.5 miles. Includes kayaks, paddle boards and bikes for families. Sleeps 8 adults in beds! Each room in the house is equipped with a mounted flat screen TV.
The kitchen and dining area have a view of the deck that overlooks the fully fenced-in backyard with the pool. Relax in the living room or family room or respond to some emails in the cozy home office. The deck has ample seating with dining table and lounge chairs to enjoy the pool while cooking up some burgers on the grill and winding down for the night on the patio or roasting marshmallows on the fire pit.
Featuring: large fenced in yard, pool, fire pit, grill. Fireplace, central climate control, Fisher and Pishkal stove top, 8+ smart tvs, dishwasher, washer & dryer. Nest/Ecobee climate control from smartphone
Private getaway that far exceeds other listings! Last minute listing, priced to move and won’t last. Available YEAR ROUND and pool remains above 80 through October!
The North Fork has plenty of beautiful sights and activities for you to enjoy. Walk down the road to The Old Field Vineyard for a wine tasting, hop in the car and head to the Village of Greenport (about 4 miles away) to enjoy their many restaurants and boutiques along the harbor. Plan a trip to Shelter Island, Sag Harbor, and the Hamptons via the North and South Ferries! There are plenty of nearby North Fork beaches along either the Long Island Sound or Peconic Bay to enjoy.his home is a perfect spot for a relaxing, dreamy, North Fork escape! Just a short drive away from some of the best vineyards on the North Fork, the famous Love Lane, Beaches on the Long Island Sound as well as Peconic Bay. You will never be bored. There is plenty of shopping in Southold, Mattituck, Greenport Town and Tanger Outlets in Riverhead with countless little shops filling the space between.
Rental ID: 78-1-38 / 1197
The kitchen and dining area have a view of the deck that overlooks the fully fenced-in backyard with the pool. Relax in the living room or family room or respond to some emails in the cozy home office. The deck has ample seating with dining table and lounge chairs to enjoy the pool while cooking up some burgers on the grill and winding down for the night on the patio or roasting marshmallows on the fire pit.
Featuring: large fenced in yard, pool, fire pit, grill. Fireplace, central climate control, Fisher and Pishkal stove top, 8+ smart tvs, dishwasher, washer & dryer. Nest/Ecobee climate control from smartphone
Private getaway that far exceeds other listings! Last minute listing, priced to move and won’t last. Available YEAR ROUND and pool remains above 80 through October!
The North Fork has plenty of beautiful sights and activities for you to enjoy. Walk down the road to The Old Field Vineyard for a wine tasting, hop in the car and head to the Village of Greenport (about 4 miles away) to enjoy their many restaurants and boutiques along the harbor. Plan a trip to Shelter Island, Sag Harbor, and the Hamptons via the North and South Ferries! There are plenty of nearby North Fork beaches along either the Long Island Sound or Peconic Bay to enjoy.his home is a perfect spot for a relaxing, dreamy, North Fork escape! Just a short drive away from some of the best vineyards on the North Fork, the famous Love Lane, Beaches on the Long Island Sound as well as Peconic Bay. You will never be bored. There is plenty of shopping in Southold, Mattituck, Greenport Town and Tanger Outlets in Riverhead with countless little shops filling the space between.
Rental ID: 78-1-38 / 1197
Amenities at NORTH FORK DREAM HOME, 4,000 Sq Ft, 1 Acre, Heated Pool!
Non-smoking
Pets allowed
Family friendly
Map of Southold, NY
Ratings and reviews
8 / 10Excellent·Sep 2025
A wonderful family (and friends) friendly rental property with plenty of amenities and spaces to spread out! Plenty of room, beds, baths and different spaces for our large group. Could definitely have stayed longer. Very clean and well appointed with extra throws to blenders to games to kitchen supplies. Pool was lovely, fully fenced yard was idyllic for our pups and lawn games, open kitchen to one of several lounge areas made for just the right group time. The outdoor fireplace screened porch room was perfect for cozy evening games and chats. Location was in a quiet wooded neighborhood, near many dining options and vineyards. Good communication with the owner who was quite responsive, especially when things werent quite as expected - he attempted to remedy immediately which was much appreciated. That said, this is definitely a rental property in need of some better management and maintenance - for example hottub wasn't ready upon arrival, several sink drains werent working, waterfall wasnt working, and many drywall patches throughout. Still would 100% recommend to anyone, just don't expect a luxury home away from home finishes.
10 / 10Outstanding·Sep 2025
Excellent stay!
10 / 10Outstanding·Aug 2025
Incredible house. Jonathan was so accommodating from the very start. Perfect indoor/outdoor set up and plenty of space for everyone
10 / 10Outstanding·Oct 2024
This home is beautiful, spacious and a wonderful gate away! Tucked into a quiet neighborhood with an incredible yard. It was perfect for our gathering with several families and young kids. The bedrooms are spacious and the house is sprawling with plenty of room to spread out. The cute touches like puzzle challenges and games to play made it lovely. The screened in porch with heaters was a favorite spot of adults and kids alike. We would highly recommend and stay again!
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Top rated by guests
10Outstanding
(7 Ratings)
"Excellent stay!"
Kelli L.Don't miss out! Price and availability may change
