Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!!

Wainscott, New York
$2304 avg/night
Minimum Stay 1 Nights
Bed 5

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 14

Max Sleeps

Night 1 nights

Min Stay

Welcome to Inis Fada Farm on Sayres Path in Wainscott, NY!

Two separate, self-contained homes on a single lot in magnificent South of the Highway Wainscott— one of the last true family multi-generational compounds in the Hamptons.

A fully independent main house and guest cottage on a single 1.5-acre estate — grandfathered-in, irreplaceable, and perfectly suited to families who want to be together without being on top of each other.

Once home to a founding Wainscott farmer, this historic shingle-style estate has been thoughtfully updated for modern living — reclaimed farm floorboards, a 2024 hot tub, heated lap pool, and designer finishes throughout — while retaining the soul of a true Hamptons retreat. 3,500 sq. ft. across both houses, sleeping up to 14.

Close to the beach. South of the highway. Unobstructed farmland views to the horizon.

The Property

Main House: 3 bedrooms, 3 bathrooms, gourmet kitchen, indoor fireplace, media room with pull-out couch, outdoor decks, brand new hot tub

Guest Cottage: 2 bedrooms, 1 bathroom, full kitchen, private lounge, independent deck

Grounds: 1.5 acres, heated lap pool, BBQ, s'mores pit, multiple outdoor dining areas, westerly sunset views and total peace.

Bug and tick treated throughout

For Families
Pool fence with safety latches, enclosed courtyard, crib and high chair on request, dog-friendly with approval. The cottage offers genuine independence for in-laws, older children, or staff — without anyone feeling separated from the heart of the house. Walk to Wainscott Beach (permit parking), a celebrated local farm stand, and a short drive to The Clubhouse — Padel, bowling, arcade, and mini golf.

Luxury Amenities
New Hot tub, indoor and outdoor fireplaces, extra large heated lap pool, Sonos surround sound throughout, high-speed Wi-Fi, reclaimed hardwood floors, keyless entry, monitored security system.

Practical Details:

Longer stay discounts available — enquire directly
Groups over 8 require prior approval ($200 additional cleaning fee)
Visa, Mastercard and Debit accepted — no AmEx
24/7 guest support throughout your stay

Summer 2027 opens in early 2027 please inquire before booking.

Read More Expand
  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    2 Total Pets Pet Friendly Service Animals Exempt From Fees Welcoming Cats And Dogs Only
  • BEACH

    Beach Sun Loungers Beach Towels Near The Beach
  • DINING

    Dining Table
  • SAFETY

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

    5 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Local Artist Showcase Locally-owned & Organized Tours & Activities Recycling Unit Size: 3500 Sq Ft (325 Sq M)
  • KITCHEN

    Coffee/tea Maker Dishwasher Kitchen Island Microwave Oven Paper Towels Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Fenced Yard Firepit Garden Outdoor Furniture
  • POOL/SPA

    Fence Around The Pool Heated Pool Hot Tub Outdoor Pool Private Pool
  • BATHROOMS

    3.5 Bathrooms Hair Dryer Outdoor Shower Shower Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk Desk Chair
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Bicycle On Site Cycling Nearby Farming Classes Fitness Facilities Nearby Golf Privileges Golfing On Site Hiking/biking Trails Nearby Horse Riding Nearby Scuba Diving Nearby Sledding Nearby Tennis On Site Water Skiing Nearby Water Tubing Nearby Wildlife And Game Walks Nearby Windsurfing Nearby
  • ENTERTAINMENT

    Arcade/game Room Books DVD Player Games Music Library Stereo Video Library Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Dinnerware Children's Games Highchair Playground Stair Gate Travel Crib
  • LOCATION HIGHLIGHTS

    In A Rural Location In A Village Near A Health Or Beauty Spa Near A Hospital Near Outlet Shopping Near The Bay Near The Sea Next To A Golf Course
  • SERVICES AND CONVENIENCES

    Housekeeping (on Request) Iron/ironing Board Phone
  • SUITABILITY/ACCESSIBILITY

    3 Stairs To Reach Property Area Rugs In Public Areas Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Smoke-free Property Upper Floors Accessible By Stairs Only Well-lit Path To Entrance Wheelchair-accessible Path Of Travel

CheckIn Check-in : 03:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 14

Map Map

School District Availability

Review Review

  • Kennedy G.

    Submitted Apr 22, 2026

    Stayed Apr 16, 2026

    Everything about this property is absolutely amazing! Me and my sister did a girls trip and stayed at this stunning Vrbo. It was incredibly clean, the location was amazing, the hot tub was fantastic, the kitchen has everything you need and more, the beach is a 2 minute drive, etc. (I could go on and on!). I felt at home staying in this gorgeous place. I’ll definitely be staying here anytime I go back to the Hamptons. Not only that.. but the host (Ben) was incredibly responsive from start to finish. He checked in with us to make sure we got in okay, etc. This is the most ideal place to stay if you’re visiting the Hamptons! It’s so close to everything. If you’re planning a trip to the Hamptons.. do yourself a favor and book this Vrbo.. you’ll absolutely love it!! Can’t wait to come back. Thank you for everything, Ben!!

  • Matthias K.

    Submitted Sep 17, 2025

    Stayed Sep 12, 2025

    This property is simply extraordinary—far beyond what we could have wished for. From the secluded house and expansive garden to the long pool and private hot tub, every detail feels thoughtful and refined. The tasteful interior, endless supply of fresh towels, and sweeping views in the heart of the Hamptons made our stay unforgettable. We cannot wait to return!

  • Seth H.

    Submitted Aug 14, 2025

    Stayed Aug 4, 2025

    The whole process was seamless. The owner was accessible and responsive. A tremendous property with a luxurious location. Highly recommend!!

  • Janet D.

    Submitted May 11, 2025

    Stayed May 7, 2025

    Very comfortable and lovely accomodations; wonderful property with amenities - close to beach and heart of Wainscott. Appreciated the host and property manager's responsiveness to small questions.

  • Leigh E.

    Submitted Apr 28, 2025

    Stayed Apr 20, 2025

    Thoroughly enjoyed our stay, property manager was incredibly helpful and responsive, highly recommend!

  • Scott S.

    Submitted Jul 22, 2024

    Stayed Jun 29, 2024

    Accurate photos. Great property and location

  • Weston F.

    Submitted Jul 15, 2024

    Stayed Jul 13, 2024

    Whole place is awesome.....nice piece of property with plenty of room for our toddler and dog to run around. Pool was great. House was super clean. Close to the beach....bikes were helpful. Also super convenient to seafood/steak shopping. Would def go back. Host was also super easy/responsive.

  • Gia T.

    Submitted Jun 21, 2023

    Stayed Jun 25, 2022

    Wonderful all the way around!

  • Hugh A.

    Submitted Oct 11, 2022

    Stayed Oct 4, 2022

    Great location. House was just as advertised. Response time from owner and property manager was excellent. Definitely will return.

  • Lisa W.

    Submitted Jun 29, 2022

    Stayed Jun 18, 2022

    If you are looking for a nicely renovated Hamptons house that is centrally located to East Hampton, South Hampton, and Sag Harbor, this will be perfect for you! It can comfortably fit 8-10 people, has a beautifully landscaped yard with a pool that overlooks a lovely farm, and is a doable walk to the beach. We thoroughly enjoyed our stay here and would definitely come back again! Thank you from The Houstonians!

Your dates are Available!

Total

Includes taxes and fees
$2,304+
View details