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

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Pool
Pool
Pool
Pool
Outdoor dining

Reviews

9.8 out of 10
Exceptional
4 bedrooms3+ bathroomsSleeps 12

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

Explore the area

View in a map
Southold, NY
  • Place, Custer Institute and Observatory
    ‪13 min walk‬
  • Place, Croteaux Vineyards
    ‪1 min drive‬
  • Place, Mattebella Vineyards
    ‪2 min drive‬
  • Airport, East Hampton, NY (HTO)
    ‪74 min drive‬

Rooms & beds

4 bedrooms (sleeps 12)

2nd Floor Double Room with Jack and Jill Bathroom

2 Double Beds

2nd Floor Master Bedroom with Ensuite Bath

1 King Bed

2nd Floor Queen Size Bedroom with Jack and Jill Bathroom

1 Queen Bed

First Floor Master Bedroom with Ensuite Bath, Tub and Steam Shower

1 King Bed

3 bathrooms, 1 half bathroom

2nd Floor Jack and Jill Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

2nd Floor Master Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

First Floor Master Bathroom with Large Jacuzzi and large four person steam shower

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Jetted bathtub · Shampoo · Hair dryer

First Floor Powder Room

Soap · Towels provided · Toilet

Spaces

Deck or patio
Kitchen
Separate dining area
Garden
Dining area

About this property

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

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

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 12:00 PM
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Children

Children allowed: ages 0–17
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Events

Events allowed: family gatherings, birthday parties, weddings
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Pets

Pets allowed: dogs and cats (limit 3 total)
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 20
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock

About the area

Southold

Southold is home to this holiday home. Horton Point Park and Greenport Carousel are local landmarks, and the area's natural beauty can be seen at The Hamptons Beaches and Hallock State Park Preserve. 8 Hands Farm and Railroad Museum of Long Island are also worth visiting.
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Map
Southold, NY

What's nearby

  • Custer Institute and Observatory - 13 min walk - 1.1 km
  • Croteaux Vineyards - 1 min drive - 1.4 km
  • Mattebella Vineyards - 2 min drive - 2.9 km
  • The Hamptons Beaches - 40 min drive - 49.9 km
  • Cooper's Beach - 55 min drive - 62.5 km

Getting around

  • Southold Station - 5 min drive
  • East Hampton, NY (HTO) - 79 min drive

Restaurants

  • ‪Dunkin' - ‬3 min drive
  • ‪Michelangelo's - ‬3 min drive
  • ‪North Fork Roasting Co. - ‬4 min drive
  • ‪Southold Social - ‬4 min drive
  • ‪Southold General - ‬3 min drive

Frequently asked questions

Does NORTH FORK DREAM HOME, 4,000 Sq Ft, 1 Acre, Heated Pool! have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at NORTH FORK DREAM HOME, 4,000 Sq Ft, 1 Acre, Heated Pool!?

As of 19 Apr, 2026, prices found for a 1-night stay for 2 adults at NORTH FORK DREAM HOME, 4,000 Sq Ft, 1 Acre, Heated Pool! on 10 Apr, 2026 start from S$2,035, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is NORTH FORK DREAM HOME, 4,000 Sq Ft, 1 Acre, Heated Pool! pet-friendly?

Yes, this property allows cats and dogs (limit 3 total).

How much is parking at NORTH FORK DREAM HOME, 4,000 Sq Ft, 1 Acre, Heated Pool!?

On-site parking is available at the property.

What time is check-in at NORTH FORK DREAM HOME, 4,000 Sq Ft, 1 Acre, Heated Pool!?

Check-in begins at 4:00 PM.

What time is check-out at NORTH FORK DREAM HOME, 4,000 Sq Ft, 1 Acre, Heated Pool!?

Checkout is at 12:00 PM.

Where is NORTH FORK DREAM HOME, 4,000 Sq Ft, 1 Acre, Heated Pool! located?

Situated in Southold, this holiday home is within 1 mile (2 km) of Croteaux Vineyards and Mattebella Vineyards. Corey Creek Winery and Sparkling Pointe are also within 2 miles (3 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 6 out of 7 reviews
Rating 8 - Good. 1 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Kelli L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent stay!
Stayed 10 nights in Aug 2025
Verified

10/10 Excellent

Elizabeth S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Incredible house. Jonathan was so accommodating from the very start. Perfect indoor/outdoor set up and plenty of space for everyone
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Kristin B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful North Fork Home

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!!
Stayed 7 nights in Aug 2024
Verified

10/10 Excellent

Christine L. D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Gathering Spot!

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!
Stayed 3 nights in Oct 2024
Verified

8/10 Good

Aubris P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 4 nights in Sep 2025
Verified

10/10 Excellent

Shannon M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spectacular Home!

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!
Stayed 4 nights in Jul 2024
Verified

10/10 Excellent

Thomas S.

Liked: Cleanliness, check-in
Stayed 4 nights in Jun 2025

About the host

Hosted by Jonathan Gilbert

Host profile image

Languages:

English, French, Spanish
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