NORTH FORK DREAM HOME, 4,000 Sq Ft, 1 Acre, Heated Pool!

Southold, New York
$2206 avg/night
Bed 4

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 12

Max Sleeps

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

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    3 Total Pets Pet Friendly Welcoming Cats And Dogs Only
  • BEACH

    Beach Sun Loungers Beach Towels
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided
  • GENERAL

    Double-glazed Windows Energy-saving Switches Uses Some LED Lighting
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Paper Towels Refrigerator Spices Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Barbecue Grill Firepit Garden Outdoor Furniture Patio
  • POOL/SPA

    Heated Pool Hot Tub Outdoor Pool Private Pool
  • BATHROOMS

    3.5 Bathrooms Bathtub Or Shower Hair Dryer Jetted Bathtub Shampoo Soap Toilet Paper Towels Provided
  • WORKSPACES

    Computer Monitor Desk Desk Chair Printer
  • LANGS SPOKEN

    English French Spanish
  • THINGS TO DO

    Bicycle On Site Kayak On Site
  • ENTERTAINMENT

    Smart TV
  • LIVING SPACES

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 12:00 PM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 12

Map Map

School District Rates & Availability

Review Review

  • Aubris P.

    Submitted Sep 19, 2025

    Stayed Sep 4, 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.

  • Kelli L.

    Submitted Sep 2, 2025

    Stayed Aug 23, 2025

    Excellent stay!

  • Elizabeth S.

    Submitted Aug 12, 2025

    Stayed Aug 8, 2025

    Incredible house. Jonathan was so accommodating from the very start. Perfect indoor/outdoor set up and plenty of space for everyone

  • Christine L. D.

    Submitted Oct 6, 2024

    Stayed Oct 3, 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!

  • Kristin B.

    Submitted Aug 26, 2024

    Stayed Aug 17, 2024

    We had a wonderful family vacation in this beautiful home. The host was super thoughtful about every detail to ensure a wonderful stay. We really appreciated the special touches. The house has plenty of space and the backyard and pool are amazing. We would definitely rent this house again and we highly recommend!!

  • Shannon M.

    Submitted Aug 2, 2024

    Stayed Jul 29, 2024

    This home is very special! This home is absolutely stunning! If you're seeking a spacious and private getaway, look no further. With four large bedrooms, including two master suites, it's perfect for multiple families traveling together. The beautifully decorated home office was a lifesaver for because we spent a day working remotely. The neighborhood is ideal for walks and bike rides, conveniently close to several vineyards and the brewery. Just a short drive away, Greenport and Mattituck. We took the ferries to Sag Harbor for dinner and also enjoyed the restaurants closer to the house. We enjoyed grilling dinners and gathering around the elegantly set dining table for 12 in the dining room. The screened porch with comfy couches was a favorite spot where we all relaxed and watched the Olympics together. There were awesome fireplaces which would be perfect for the winter!! The huge, resort-quality pool, hot tub, and fire pit were absolutely amazing. The meticulously maintained landscaping of the property added to the overall charm. Every room features large TVs, and there were bikes, stand-up paddle boards, and pool floats available for our use. Mornings were spent at the local beach, paddle boarding on the tranquil waters of the Peconic Bay. We will definitely be returning. The homeowner Jon was very helpful and responsive! . Highly recommend a stay here!

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Total

Includes taxes and fees
$2,206+
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