Entire home

!! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !

Photo gallery for !! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !

A kitchen with a central island, white cabinetry, and a brick accent wall. - !! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott ! (Wainscott)
A bedroom with a wooden ceiling, large windows, a bed, a chair, and a cactus. - !! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott ! (Wainscott)
An outdoor dining area with a brick fireplace, a table set for four, and a white door in the background. - !! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott ! (Wainscott)
A spacious living room with a white fireplace, a large mirror, and a view of the outdoors. - !! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott ! (Wainscott)
A spacious living room with a white sofa, a coffee table, and a dining area with a table and chairs. - !! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott ! (Wainscott)
At !! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !, you can look forward to an adjacent golf course, a firepit and a garden. For some rest and relaxation, visit the hot tub. Stay connected with free in-room WiFi, and guests can find other amenities, such as a playground and an arcade/games room.

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms4 bathroomsSleeps 14325 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
The current price is €1,984
includes taxes & fees
4 Oct - 5 Oct

Add dates for prices

About this property

!! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !

  • 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.

Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Pool/Spa

  • Heated pool
  • Hot tub
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Kitchen island
  • Kitchenette
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 3.5 bathrooms
  • Hair dryer
  • Outdoor shower
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Books
  • DVD player
  • Games
  • Music library
  • Smart TV with cable/satellite channels
  • Stereo
  • Video library

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard
  • Firepit
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming cats and dogs only
  • 2 pets total

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 3 steps to reach entrance
  • Area rugs in public areas
  • Hardwood flooring in public areas
  • Upper floors accessible by stairs only
  • Well-lit path to entrance
  • Wheelchair-accessible path of travel
  • Smoke-free property

Services and conveniences

  • Housekeeping on request
  • Iron/ironing board
  • Phone

Location highlights

  • In a rural location
  • In a village
  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping centre
  • Near the bay
  • Near the marina
  • Near the sea
  • Next to a golf course

Things to do

  • Arcade/game room
  • Bicycle parking
  • Bicycle storage
  • Bicycles
  • Farming classes
  • Golf
  • Heated pool
  • Optional golf privileges
  • Tennis
  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Scuba diving nearby
  • Sledding nearby
  • Snorkelling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Theme park nearby
  • Water skiing nearby
  • Water tubing nearby
  • Whale watching nearby
  • Wildlife walks nearby
  • Windsurfing nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycle parking
  • Bicycle storage
  • Bicycles
  • Cleaning products are eco-friendly
  • Farming classes
  • Garden
  • Housekeeping (on request)
  • Humane treatment of captive wild animals
  • Local artist showcase
  • Locally-owned and organised tours and activities
  • Recycling
  • Unit size: 3,500 square feet

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Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 11:00 AM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

Payment rules: Travelers name on their payment method must match the name on the VRBO booking, ID and lease agreement. Amex not accepted.
Bookings are one week minimum.

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs and cats only
2 total pets
Restrictions apply; for more information contact the property on the number on the booking confirmation
Note from host: $500 pet fee for one and $750 for two-three pets.

Children and extra beds

Children are welcome
Note from host: Child proofed house but extra supervision a must

Events

Events allowed: family gatherings and birthday parties
With written approval, extra fee and no loud noise

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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 and birthday parties) are allowed on site. Maximum attendees: 30
Note from host: With written approval, extra fee and no loud noise
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, a first aid kit and a deadlock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number 25-869
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

We should mention

This property does not have any lifts

About the area

Located in Wainscott, this holiday home is in a rural area and near the beach. The area's natural beauty can be seen at The Hamptons Beaches and Cooper's Beach. Travelling with kids? Consider The Clubhouse Hamptons and Madoo Conservancy. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and horse riding nearby. Visit our Wainscott travel guide
View more Holiday homes in Wainscott
Map
Wainscott, NY

What's nearby

  • A sandy beach with a lifeguard tower, waves, and a clear blue sky.
    The Hamptons Beaches
    3 min drive - 2.9 km
  • A wooden barrel with the text "CADUS - France - Sensoriel 2013 ACCESS 22mm-French oak-30 months air dried ML+Pur Process WOLFFER ESTATE VINEYARD".
    Wolffer Estates Vineyard
    4 min drive - 3.9 km
  • The Clubhouse Hamptons
    4 min drive - 3.5 km
  • The Jewish Center of the Hamptons
    6 min drive - 5.7 km
  • Guild Hall
    8 min drive - 6.8 km

Getting around

  • Bridgehampton Station
    7 min drive
  • East Hampton, NY (HTO)
    5 min drive

Restaurants

  • Java Nation
    6 min drive
  • Lucky’s
    5 min drive
  • Townline BBQ
    19 min walk
  • Starbucks
    6 min drive
  • La Capannina
    12 min walk

Frequently asked questions

Does !! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott ! have a pool?

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

How much does it cost to stay at !! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !?

As of 22 Sept 2026, prices found for a 1-night stay for 2 adults at !! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott ! on 4 Oct 2026 start from €1,984, 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 !! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott ! pet-friendly?

Yes, this property allows cats and dogs (limit 2 total). Some restrictions may apply, so please contact the property for more details.

How much is parking at !! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !?

On-site parking is available at the property.

What time is check-in at !! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !?

Check-in begins at 3:00 PM.

What time is check-out at !! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !?

Checkout is at 11:00 AM.

Where is !! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott ! located?

This family-friendly Wainscott holiday home is located by the sea, within 2 mi (3 km) of The Hamptons Beaches and The Clubhouse Hamptons. Madoo Conservancy and Wolffer Estates Vineyard are also within 3 miles (5 km).

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!! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott ! Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 33 out of 33 reviews
Rating 8 - Good. 0 out of 33 reviews
Rating 6 - Okay. 0 out of 33 reviews
Rating 4 - Poor. 0 out of 33 reviews
Rating 2 - Terrible. 0 out of 33 reviews

10

Cleanliness

10

Location

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We just wrapped up our stay, and this property is now our favorite in the area.The house was extremely clean and clearly very well maintained. The location is fantastic, with easy access to everything we needed, and my wife and son loved being able to walk right to the beach.The jacuzzi at night under the stars was our favorite part of the whole trip.The hosts were incredibly thoughtful, with all the little touches throughout the property that made the stay truly exceptional.We can't recommend this place enough and hope to come back soon. Thank you for everything!
Stayed 1 night in Jun 2026
Verified review

10/10 Excellent

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

As advertised

Accurate photos. Great property and location
Stayed 7 nights in Jun 2024
Verified review

10/10 Excellent

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

10/10 Excellent

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

Weekend getaway

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.
Stayed 2 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!!
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely rental with great location. Ben was very responsive. Looking forward to our next time there!
Stayed 4 nights in Jun 2026
Verified review

10/10 Excellent

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

Lovely property, excellent property manager

Thoroughly enjoyed our stay, property manager was incredibly helpful and responsive, highly recommend!
Stayed 5 nights in Apr 2025
Verified review

10/10 Excellent

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

Wainscott Family Visit

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.
Stayed 4 nights in May 2025
Verified review

10/10 Excellent

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

Hamptons escape

The whole process was seamless. The owner was accessible and responsive. A tremendous property with a luxurious location. Highly recommend!!
Stayed 7 nights in Aug 2025
Verified review

10/10 Excellent

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

Wonderful!

Wonderful all the way around!
Stayed 14 nights in Jun 2022
Verified review

10/10 Excellent

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

Amazing Home

Such a beautiful home tucked away in a quiet neighborhood. Ben was very flexible and responsive throughout our entire stay. The backyard is truly breathtaking. Just go!
Stayed 6 nights in May 2021
Verified review

10/10 Excellent

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

Fall in the Hamptons

Great location. House was just as advertised. Response time from owner and property manager was excellent. Definitely will return.
Stayed 7 nights in Oct 2022
Verified review

10/10 Excellent

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

Perfect Location Hamptons House

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!
Stayed 7 nights in Jun 2022
Verified review

10/10 Excellent

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

Beautiful central Hamptons getaway

The home was beautiful and appointed with everything we needed. 1.2 mile walk to the beach, though off-season, was gorgeous. We can’t wait to go back!
Stayed 5 nights in May 2022
Verified review

10/10 Excellent

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

Lovely home in great location

We had a nice relaxing stay at this house. It’s centrally located and close to the ocean. The downstairs bed was incredibly comfortable. Beautiful yard with plenty of room for my pup to run around. Owner and property manager were both very helpful and responsive. Would happily come back!
Stayed 6 nights in Apr 2022
Verified review

10/10 Excellent

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

Amazing residence

We had a phenomenal experience at this property! We brought two small dogs that enjoyed the large backyard area. While the weather outside was quite cold, the house was cozy the entire time. We also managed to use the outdoor hot tub. Would highly recommend!
Stayed 5 nights in Jan 2022
Verified review

10/10 Excellent

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

Peaceful and a Great Location

The stay worked perfectly for us. The property is quiet and on a beautiful street with an easy walk to the beach. The beach is lovely and on the quieter side. We filled the cottage and the main house and everyone was happy. The property is quiet and the outside areas and pool very relaxing. A highlight was late afternoon as the sun goes down over the deep backyard and pool. The kitchen is well equipped with plenty of fridge space and a nice gas cooktop. Local restaurants are varied and well above average. And truly the master bed on the main floor was the most comfortable bed I gave ever slept on.
Stayed 7 nights in Jul 2021
Verified review

10/10 Excellent

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

Cozy beach house in a great location

This house was the perfect place for our family to gather. It’s very conveniently located to the beach in town, and the property is beautiful!
Stayed 7 nights in Jun 2021
Verified review

10/10 Excellent

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

House in Wainscott

Lovely home in The Hamptons.
Stayed 6 nights in May 2021
Verified review

10/10 Excellent

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

Great Family Getaway!

We had an amazing Spring Break week at the house. It was great for our family - 2 adults, 2 kids, 2 grandparents and a dog. The main level bedroom was perfect for my parents, the layout of the house worked great with the extra tv room for the kids downstairs. Having the yard completely fenced in was an extra comfort for letting our old dog walk the property each morning and letting the kids roam, and the main living area/kitchen that led out to the deck was perfect for having a morning coffee, doing activities or an afternoon cocktail looking over the fields. Located on Sayres Path, it's close to town, walking distance to a great beach and on the farm side of the road which gives amazing views! We used the extra cottage as an office - but I'm sure when the pool is open it's a perfect extra living space. The owners were really helpful and check in/check out was easy. And we loved having the hot tub! Overall a fantastic place to get away - the kids can't wait to come back to use the pool!
Stayed 6 nights in Mar 2021
Verified review

10/10 Excellent

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

Amazing property and great hosts

This was a beautiful property. It had everything we needed. The furniture and beds and linens were lovely. The steam shower was incredible. We had an amazing time.
Stayed 4 nights in Feb 2021
Verified review

10/10 Excellent

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

Weekend getaway

We had such a wonderful long winter weekend in this beautiful home. We felt at ease bringing a 1 and 2 year old with all of the childproofing. The location was perfect, close to the beach and an easy drive to all of the Hampton’s hot spots. We look forward to renting this fantastic house again in the summer to utilize the pool and hit up the beach!
Stayed 4 nights in Nov 2020
Verified review

10/10 Excellent

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

Spectacular setting

Visited here in winter with our two children. Well appointed home, spacious lawn, beautiful sunsets. The neighborhood and location were great, we enjoyed walking to the beach and the local restaurants. Very comfortable and relaxing stay! Would visit again!
Stayed 6 nights in Dec 2020
Verified review

10/10 Excellent

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

Perfect location and a very cosy house.

Set on a perfect location, the house is very cosy and charming, perfect for a family relaxed gathering. The oven was perfect for my Turkey! Host was really helpful at all times.
Stayed 5 nights in Nov 2020
Verified review

10/10 Excellent

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

Fantastic Property

Incredible location, incredible yard, very charming, nice and well-equipped house. Owner very easy to work with.
Stayed 4 nights in Oct 2020