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Romance, Couples, Friends,Vinyards Gourmet Kchn,

(64 Reviews)

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4500 sf estate 5 star living at your private resort..Master Bath w/Sauna, Steam


Last updated: 03/23/2017
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21 Unavailable
22 Today
23 Selected dates
  • Minimum stay:2-7 nights
  • Sleeps:12
  • Bedrooms:5
  • Bathrooms:5.5
  • Property type:House
  • Internet:Yes
  • Pets considered:Yes
  • Wheel chair accessible:Yes

About the Property

House, 5 Bedrooms + Other (See Description), 5.5 Baths, (Sleeps 10-12)

The best deal on the North Fork. Enjoy 5 star hotel living as a family, with friends, or both, All in the privacy of your own home. Please call for rates 203-512-8558 as this is our personal residence.

'Wow! Fit for a billionaire, but you don’t have to be one to experience what essentially is this private 100 acre resort.' As quoted in North Fork Weddings and South Fork Wedding website. There is no hotel or private home that can compare to what we have here for your stay.

This is perfect for people or families who want a vacation property or a special time away with style,elegance and extraordinary amenities.

Want something special? Consider having your friends celebrate your special day in this private sanctuary. Let the bride and groom, or families of theirs stay here before and after the wedding and relax. Have the rehearsal dinner and brunch around the pool with views of 100 acres and sunsets that will take your breath away. Relax with some local wine and enjoy this as if it were your own home. You won't be disappointed!

Our family also has a 30 acre Tree Farm where we have larger events. We rent Santa's Farm and store for special events, weddings and cocktail receptions. Please inquire about this.

Create a fun vacation with friends, family, religious or corporate retreat and get away from it all, Have a spa week and start with the exercise room, take a hike or run, do yoga or snow shoe on the surrounding 100 acres of nature preserves. The beauty of nature during the Winter and Spring seasons is like none you have ever seen before. Get a massage with your own personal masseuse out at the pool. Unwind in your heated jacuzzi tub or sauna followed by a steam shower in your Master Bathroom looking out to the water. Do you love to cook? Grab a cookbook or take private cooking lessons in this gourmet kitchen. The North Fork is known for it's Vineyards and most recently Breweries too. You can take a tour and visit some of the gorgeous tasting rooms while sampling the local wines and beer. Why not stay at home and have a wine tasting dinner catered by your own private chef? If the stress of work and the city is getting to you, take a bus or train out. We'll pick you up, deliver you to the house and have the house stocked with your favorite things. Thinking of getting away for the holidays? You can cut your own tree at Santa's Christmas Tree Farm a short drive away. Bring in the New Year in style. There is no better place to have your family together. Kick off your shoes and relax by one of three fireplaces and watch all the football games on any of the televisiona.Are you someone who can work from home? Why not do this in your own private office filled with antiques your own fireplace and surrounded by gorgeous views of the water and nature.

During the Spring, Summer and Fall enjoy the heated gunite pool which was engineered 15 feet in the air so you overlook 'heaven'. The decks have cable fencing to give the inside of the house an unobstructed view of the water and the 100 acres or nature preserves surrounding the property. When driving down your private road to the house you are greeted by a 3 HOLE PROFESSIONAL PUTTING GREEN. There is a path adjacent to the house where you can have a kayak delivered to you and row to the beach or row to your private boat mooring if you have your own boat or choose to rent one. Kayak in the gorgeous waters surrounding the house. The beach is a short bike ride away or again, a quick kayak or boat ride away. Clamming can be done off the house. Fishing is always great. Bring your bikes and tour around this beautiful area. Get on the North Ferry to Shelter Island with your bike and get lost in 'Wonderland'.

The house is an upside down house where the great room, dining, living and master soar 30 feet above the ground to maximizes the gorgeous landscape. The kitchen is also on the top floor where you are fortunate enough to be looking out to the gorgeous views while making your favorite recipes. We have three ovens (one convection) two dishwashers, Viking stove, two refrigerators and everything a professional a chef could ever need or want in this kitchen. The bottom floor with the Jr. Master, 3 more bedrooms, 4 baths, executive office, media room and workout facility all are above ground level with glass sliding doors to deck and pool. All but one room have water views, including the MASTER and the JR. MASTER baths which have windows in lieu of medicine cabinets to observe the beauty of nature. The work out room features an elliptical, weights, bicycle and treadmill. Relax and watch a movie in the media room on your leather lazy boy style chairs and overstuffed leather couch with a oversized flat screen tv. A covered two car space is under the house with an ELEVATOR up to the first and second floor for bringing in groceries, local cases of wine, luggage, children or a wheel chair for an aged or disabled person. There is plenty of room for cars on our private road and driveway. If you have your own boat, trailor or RV there is plenty of room to store these. We have another 50 pictures we can send you, so please don't hesitate to email us for more. Just send us an email from the site requesting them and we'll get them right out to you!

Wedding showers, rehearsal dinner, small parties, 'important' birthday parties,family reunions, religious retreats or corporate events all to be discussed in advance and negotiated on a case by case basis. Family pets are welcome if discussed in advance for an extra fee. Southold town has a law for a two week minimum to stay in any rental.

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Member since: 2009

Speaks: english
Response time: Within a few days
Response Rate: 100%
Calendar last updated: 03/23/2017

Property Type

  • House
  • 4500 sq. ft.

House Rules

  • Max. occupancy 12
  • Minimum Age Limit For Renters:

    30 ...moreless

  • Children Welcome:

    There are breakable things so please let us know in advance so we can put things away if necessary....moreless

  • Pets Considered:

    Call to discuss extra fee $150 per dog....moreless

  • Smoking Allowed:

    We prefer you smoke outside on the decks. Men love smoking their cigars outside by the pool at night....moreless

Accommodation Type

  • Vacation Rental


  • Guests Provide Their Own Meals

Onsite Services

  • Massage
  • Private Chef


  • Long-Term Renters Welcome
  • Alternative Lifestyle
  • Wheelchair Accessible:

    Elevator access from below and to all floors has wheelchair accessibility....moreless

Bedrooms: 5 Bedrooms, Sleeps 12, Beds for 10-12

  • Bedroom 1


  • Bedroom 2


  • Bedroom 3


  • Bedroom 4


  • Bedroom 5


  • Other (See Description)


  • King size beds (1) King bed in Master Bedroom with sitting area, fireplace, flat screen tv, entertainment system for music and dvd. Sliders to private deck looking to water. Private washing machine and dryer in the master closet. Master bath with porcelain Jacuzzi heated tub, sauna, glass and marble steam with 5 spray rain head shower and seat. Separate room for toilet, double sinks, Waterford Crystal Chandelier and linen closet with views to the water., Queen size Beds (1) Queen bed in Jr. Master. Jr Master bath with double sinks, glass with rain head shower, marble. Sliders to deck and pool. Adjoining door to 5th bedroom 'pool house' for a family to make a suite with young children or lock for privacy., Twin or Single Beds (2) Twin beds in bedroom on the water with sliders to deck and pool. Full bathroom across the hall with twin pedestal sinks, bath and rain head shower., Sleep Sofa or Futons (2) The only bedroom not on the water has a trundle bed. The two single beds can remain separate or put together for one large bed. The bathroom for this bedroom is a full bathroom with bath one door away shared with the twin bedroom across the hall. The 'pool house' or 5th bedroom has a queen pull out couch. This room has it's own full bath in marble and double doors that go out to the deck and pool. There is also a queen inflatable mattress for extra guests which will fit in the 'pool house'. There is also a full bath in this room with a glass rain head shower....moreless

Bathrooms: 5 Bathrooms, 1 Half Bathroom

Other Amenities

  • 3 hole professional putting green. 9 tv's, Professional Gym with Precor Elliptical, Reclining Stationary Bike, Pacemaster Treadmill and Parabody cm3 Multi Weigh Gym, media room and surround sound 1 washing machine and dryers one on second floor, full gourmet kitchen with two dishwashers Viking stove, chefs dream walk in pantry with every baking and cooking equipment need, second refrigerator with heated gunite pool Yamaha 2007 player piano, 3 gas fire places master, great room and executive office with fireplace and views of the water....moreless


  • Books:

    Full library. ...moreless

  • CD Player
  • DVD Player
  • Games
  • Music Library
  • Satellite / Cable


  • Away From It All
  • Budget
  • Family
  • Historic
  • Romantic
  • Spa
  • Sports & Activities
  • Tourist Attractions


  • Cinemas
  • Health/Beauty Spa
  • Live Theater
  • Nude Beach
  • Restaurants
  • Theme Parks
  • Zoo

Local Services & Businesses

  • ATM/Bank
  • Babysitter
  • Fitness Center
  • Groceries
  • Hospital
  • Laundromat
  • Massage Therapist
  • Medical Services

Leisure Activities

  • Antiquing
  • Bird Watching
  • Boating
  • Horseback Riding
  • Miniature Golf
  • Outlet Shopping
  • Scenic Drives
  • Shelling
  • Shopping
  • Sight Seeing
  • Walking
  • Wildlife Viewing

Location Type

  • Beach View:

    Beach located within walking distance and also beaches within mile and a half way from the house by car. Water also accessible from the house property for kayaking, swimming, mooring a boat and more!!...moreless

  • Beachfront:

    We are on the water with access for swimming, kayaking, mooring a boat and more!! ...moreless

  • Golf Course Front:

    We have a professional 3 hole putting green on the property for those of you who love to play and practice. Also, there are public courses near by....moreless

  • Golf Course View:

    We have a professional three hole putting green on the premises....moreless

  • Water View
  • Waterfront:

    Property has it's own boat basin and a mooring at the end of the basin for your boat that are available for rent locally. Swimmable water. Access to Peconic Bay. Kayaks are available for rent less than a mile away. House has room for RV, boat and trailor....moreless

Sports & Adventure Activities

  • Basketball Court
  • Cycling
  • Equestrian Events
  • Fishing
  • Golf
  • Hunting
  • Ice Skating
  • Jet Skiing
  • Kayaking
  • Pier Fishing
  • Sailing
  • Sound/Bay Fishing
  • Swimming
  • Tennis
  • Water Skiing
  • Water Tubing
  • Wind-Surfing


  • Dining Area


  • Air Conditioning:

    Central Air Conditioning and Casablanca ceiling fans in all bedrooms, executive office and other rooms totaling 8. There is also central vacuum cleaning on both levels of the house....moreless

  • Broadband Access
  • Clothes Dryer:

    (2) One on lower level and one on upper level in the master bedroom closet...moreless

  • Covered Parking:

    2 car with access to elevator for groceries, wine and luggage. There is a long gravel driveway leading to the house where other cars can park. The house with plenty of room to park. Room for RV, boat, trailor....moreless

  • Elevator
  • Fitness Room / Equipment:

    Full fitness center ...moreless

  • Garage:

    2 covered car port...moreless

  • Gas Fireplace:

    (3) Great room, master and executive office....moreless

  • Hair Dryer
  • Internet
  • Linens Provided:

    High quality linens for all beds provided. Bath and pool towels provided. Linen closet in master bath and an additional linen closet on the lower level for 4 other bedrooms. 3 linen closets for bath and pool towels....moreless

  • Living Room:

    One large room can sit 30 plus people if needed. Great room w 2 living areas bar and dining table. ...moreless

  • Washing Machine:

    In master closet. ...moreless

  • Wireless Internet:

    Available in all rooms of the house. Cable access too....moreless


  • Catering Available:

    This house was made for entertaining. The gourmet kitchen has everything a chef could ever want. We have had many parties here which have been catered by a local caterer Ken from 'Piping Plover'. The house easily can handle 150 people or more without ever feeling like it's over crowded....moreless

  • Coffee Maker:

    2 drip and French press. Also coffee bean grinder. ...moreless

  • Cooking Utensils:

    There is everything you would ever need to cater an event. Chef's who have worked here in the past love this kitchen. There is not one thing you would ever look for and not find. The walk in pantry is filled with cooking equipment. There are two kitchen aid stand mixers, cuisinarts, chef knives, mandolin, baking needs and much more. Party ware for the pool, glasses, plates, utensils and other outside for entertaining is also in the pantry...moreless

  • Dishes & Utensils:

    Compete for casual and formal dining. Plastic for pool....moreless

  • Dishwasher:

    (2) Two dishwashers for all your catering and entertaining needs....moreless

  • Ice Maker
  • Kitchen:

    Gourmet Chefs kitchen with top of the line appliances and all equipment needed for cooking or catering. Two dishwashers, three ovens, garbage disposal, two refrigorators and much more!...moreless

  • Microwave
  • Oven:

    Viking plus two others. ...moreless

  • Pantry Items:

    Walk in pantry with just about anything a gourmet chef would want or need. ...moreless

  • Refrigerator:

    (2) One refrigerator in kitchen and one refrigerator in walk in gourmet pantry....moreless

  • Stove:


  • Toaster


  • Deck / Patio:

    (3) Private deck off master bedroom. Large deck off great room. Wrap around the pool deck with access from downstairs bedrooms and media/exercise room....moreless

  • Golf:

    Professional putting green on premis. ...moreless

  • Outdoor Grill

Pool / Spa

  • Private Pool:

    Heated gunite pool engineered on pilings 15feet up in the air with the most spectacular views. Gas BBQ grill, outside dining with umbrella and plenty of seating for sun bathing....moreless

  • Sauna:

    The Private Sauna is in the Master bath....moreless

  • Jetted Tub:

    Heated porcelain jacuzzi tub in porcelain (not fiber glass) with gorgeous hand held shower spray faucet. Windows in front allow all views to the water. Privacy shades are there if needed but really not necessary....moreless



Write a review 5
from 64 traveler reviews
Rental basis: Per property
Dates Nightly Weekend Night Weekly Monthly * Event
Jan 23 - Mar 30, 2017
2 night min stay
Mar 31 - May 31, 2017
2 night min stay
Jun 2 - Jun 29, 2017
3 night min stay
Jun 30 - Jul 27, 2017
3 night min stay
Jul 28 - Aug 31, 2017
7 night min stay

Sep 1 - Sep 29, 2017
3 night min stay
My Standard Rate
2 night min stay
$1,500 $1,500
Sat, Sun

Changeover Day: Sunday

Rates are based on 10 guests; add $200 per night, per additional guest

Additional information about rental rates


  • Refundable Damage Deposit $89
  • Pet Fee $150
  • Cleaning fee $400
  • Clean security deposit $300
  • Pool Fee $250
  • Insur security Mandatory $89
  • Taxes Not included


We are happy to provide concierge style services. The refrigerator can be stocked, beverages and alcoholic supplied. Personal chef, masseuse, professional wine tastings, cooking classes, baby sitting, chauffeurs and, pick up and delivery from our home wine tours are all available. Quotes on individual requests will be supplied per your interests. Southold town has a two week minimum stay for all rentals.

POOL HEAT separate.

Owner's cancellation policy:

Policy available by contacting owner when booking

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Last updated: 03/23/2017
Check availability
23 Available
21 Unavailable
22 Today
23 Selected dates


90 Miles
Nearest Airport
2 Miles
Nearest Barpub
1 Miles
Nearest Train
Village of Southold
18 Miles
Nearest Motorway
495 lie
2 Miles
Nearest Restaurant
1 Miles
Nearest Beach
South harbor

Car: Necessary

Golf, Wine tasting at the local vineyards. Cooking classes. Cut your own Christmas tree along with the largest Christmas store on the east coast of the country at Santa's Christmas Tree Farm in Cutchogue.


Owner info

Year Purchased: 1941

About the owner: This property has been in our family since 1941. My grandmother bought 8 acres on the water (4 of them are now mine) with her inheritance from her mother for $15,000. My brother, sister and I grew up as little kids across the street where my grandparents had an old country club as a home. In the summer we would go down to the property and take their cabin cruiser out or just sit on the boat and have lunch. My dad seeded the creek and boat basin with mussels and clams when he was growing up, which are still there. In 1997 we started working on the permits to build here and in 2005 we finally received the last permit and our dream house was built. It is our intention to keep the house in the family for many years. I have nieces and nephews that I want to have similar memories as we had growing up. We decided to rent the house to defer the costs of maintaining it as well as let other people share in the experience of what has been called 'it's own nature preserve'. The 100 acres of nature preserves have the development rights sold off so no more homes can be built on that land. We have had some of our fondest memories here. There have been rehearsal dinners, birthday parties, Super Bowl parties as well as family reunions, holiday and Corporate events. I am an ordained minister and love to work with special couples to make their dreams come true. This has become a very important part of my life and it takes precedence over most things for me personally. Although the North Fork has been known to be a summer vacation destination, some of the prettiest times are in the fall, winter and spring. The house faces due South which gives the property some of the most gorgeous sunrises and sunsets ever to be seen. At night the sky is so clear you can see the stars from within the house. We welcome you to 'A World of Paradise at Bayview'. I'm told over and over again, 'Thank you for sharing this amazing gift with us Lisa'.

Why the Owner Chose Southold, NY, USA:
My family has been visiting or living in Southold since 1941. My grandparents had a summer house here commuting from Jackson Heights Queens where my grandparents owned, cooked and ran a local diner. Their photo in the diner is in the our kitchen. In the late 50's they finally opened up my grandfather's law practice and moved out here permanently with my dad . My dad retired from commercial real estate with Mc Donald's and opened up his own real estate office here with my mom. Our family grew and my brother and sister are 'True North Forker's' from birth. A birth right I can not say I share having been born in Syracuse NY. Although I started in kindergarten here, I don't hold the same title they do. When you see the bumper stickers 'I was born on the North Fork' you will remember this and hopefully smile in knowing what that means to the 'true locals'. They are very proud of their heritage here, as I am too. There is no better place or memories than the North Fork for our family.

The Unique Benefits at this House:
Having a cup of coffee or a glass of local wine and getting lost in the views. No matter what time of day or what time of year, good or bad weather it's always gorgeous! I love having the music playing in every room of the house, with the fire places on, lights dim and just taking it all in. Sitting at the butcher block island and talking to family and friends while cooking in the kitchen is one of my most favorite times. There are two wing back chairs in the kitchen along with a little table where people comfortably sit while I work away and they relax. The ceilings on the top floor where the great room and kitchen are vaulted with tounge and grove cedar planks. When you walk into this area and see the water and preserves draped behind it, everyone gasps for breath. It's impossible to describe the sunsets and the constellations that you can view from inside our home. There are many times we rush home from where ever we are to make it in time for a few of 'God's wonders he gave to us'! You truely have to see it to believe it. Everyone is amazed when they get here and say the pictures don't do it justice! There are few times that we get to use the house, as it rents all year long. When we are fortunate enough that the house is open we rush from Connecticut a short 2 hours away to remind us what we work so hard for. As I always say 'it's not about getting here that's difficult, it's leaving that's impossible!' There isn't one family that doesn't say 'How do you EVER leave here!' You will see what they mean when you get here. We can't wait to share it with you!!

Contact us

Speaks: english
Response time: Within a few days
Response Rate: 100%
Calendar last updated: 03/23/2017

Send email

Links to more information:

Guestbook comments from the owner

1 of 51


  • 4500 sf estate 5 star living at your private resort..Master Bath w/Sauna, Steam

    4500 sf estate 5 star living at your private resort..Master Bath w/Sauna, Steam

  • Gourmet kitchen with 2 dishwashers 3 ovens chef's walk-in and more!

    Gourmet kitchen with 2 dishwashers 3 ovens chef's walk-in and more!

  • Peace and tranquility at your own private estate...built for a billionaire!

    Peace and tranquility at your own private estate...built for a billionaire!

  • Views from kitchen to great room, dining and sitting area.  Yamaha player piano.

    Views from kitchen to great room, dining and sitting area. Yamaha player piano.

  • Master and Jr Master both have sliding doors out to deck and views of bay.

    Master and Jr Master both have sliding doors out to deck and views of bay.

VRBO #256774

This listing was first published here in 2009.

Date last modified - Sunday, March 26, 2017

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