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South of Highway - Designer Perfection for Families - East Hampton/ Wainscott

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Dining table with seating for up to 10.
Pool
Outdoor dining
Heated salt water gunite pool.
Great room.

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5 bedrooms6+ bathroomsSleeps 10

Popular amenities

  • Private pool
  • Garage parking available
  • Dog-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning

Explore the area

View map
Wainscott, NY
  • Place, The Hamptons Beaches
    ‪4 min drive‬
  • Place, Wolffer Estates Vineyard
    ‪5 min drive‬
  • Place, The Jewish Center of the Hamptons
    ‪5 min drive‬
  • Airport, East Hampton, NY (HTO)
    ‪4 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

2 Single Beds

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 5

1 King Bed

Common area 1

1 Double Bed

Common area 1

1 King Bed

6 bathrooms, 1 half bathroom

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet

Bathroom 4

Bathtub or shower · Toilet

Bathroom 5

Toilet · Shower only · Jetted bathtub

Bathroom 6

Toilet · Shower only

Bathroom 7

Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Garden

About this property

South of Highway - Designer Perfection for Families - East Hampton/ Wainscott

We have been VRBO hosts for last 8 years -- with 14 “5-star exceptional” reviews (See VRBO listing 991932) and are now listing a second property in East Hampton area.

Located on ~1 acre South of the Highway with sprawling grassed backyard and pristine landscaping this 5 bedroom/ 7 bath (plus additional sleeping room) quintessential "hamptons" home is perfect for your summer vacation.

Situated on a quiet street off Route 27 in Wainscott we are conveniently located walking distance from Beach Lane (a favorite ocean beach) as well as Goldberg's Bagels, Levain Bakery, Barry's Bootcamp, and the Hampton's Jitney stop. Approximately 5 minutes from both Bridgehampton and East Hampton you have the best of the Hamptons at your fingertips at this no detail missing estate.

The property offers an oversized Gunite saltwater heated pool, large off kitchen outdoor deck, chaise lounges, umbrellas, built in outdoor propane grill/refrigerator, hammock, outdoor fire-pit, gazebo, outdoor cedar shower, central A/C and a fully screened in indoor/outdoor room with fan, and two car garage.

There are 5 above grade bedrooms (3 located on the main level and 2 located in their own guest wing) and the lower level also accommodates additional guests with a dedicated entrance, full size bed, full bath, and its own washer and dryer.

The lower level is also equipped as a full recreational space including playroom, pool table, television, Clearlight infrared sauna, and glass enclosed gym which peloton, and gym equipment.

Appliances are all top end and perfect for entertaining-- with a Thermador double oven and range, two dishwashers, a Subzero fridge, microwave, and a large wine fridge you will be fully equipped for all your dining needs.

This comfortable home is stylishly decorated with great socializing areas and each bedroom is appointed with down comforters and pillows and luxury linens making for true relaxation.

Perfect for families, the home is fully equipped with toys, beach gear, plasticware and pool floats for all ages, as well as a basketball hoop.

The property offers high speed Wifi, YouTubeTV, AppleTV, Sonos throughout the house, and keyless entry.

We look forward to hosting you!!
Rental registry: 22-400.

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 30
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 1 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
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Wainscott

Located in Wainscott, this holiday home is by the sea. The area's natural beauty can be seen at The Hamptons Beaches and Cooper's Beach. Madoo Conservancy and Guild Hall are also worth visiting.
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Map
Wainscott, NY

What's nearby

  • The Hamptons Beaches - 4 min drive - 3.6 km
  • Wolffer Estates Vineyard - 5 min drive - 4.3 km
  • The Jewish Center of the Hamptons - 5 min drive - 4.7 km
  • Home Sweet Home Museum - 6 min drive - 5.4 km
  • Guild Hall - 6 min drive - 5.7 km

Getting around

  • Bridgehampton Station - 7 min drive
  • East Hampton, NY (HTO) - 3 min drive

Restaurants

  • ‪Starbucks - ‬6 min drive
  • ‪Camp Rubirosa - ‬7 min drive
  • ‪Hampton Chutney Co. - ‬8 min drive
  • ‪Grindstone Coffee & Donuts - ‬7 min drive
  • ‪The Wine Stand - ‬3 min drive

Frequently asked questions

Does South of Highway - Designer Perfection for Families - East Hampton/ Wainscott have a pool?

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

How much does it cost to stay at South of Highway - Designer Perfection for Families - East Hampton/ Wainscott ?

As of 4 May 2026, prices found for a 1-night stay for 2 adults at South of Highway - Designer Perfection for Families - East Hampton/ Wainscott on 5 May 2026 start from NZ$8,477, 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 South of Highway - Designer Perfection for Families - East Hampton/ Wainscott pet-friendly?

Yes, this property allows dogs (limit 1 total).

What time is check-in at South of Highway - Designer Perfection for Families - East Hampton/ Wainscott ?

Check-in begins at 4:00 PM.

What time is check-out at South of Highway - Designer Perfection for Families - East Hampton/ Wainscott ?

Checkout is at 10:00 AM.

Where is South of Highway - Designer Perfection for Families - East Hampton/ Wainscott located?

Situated by the sea, this holiday home is within 3 miles (5 km) of The Hamptons Beaches, Wolffer Estates Vineyard and SagPond Vineyards. The Jewish Center of the Hamptons and Madoo Conservancy are also within 3 miles (5 km).

About the host

Hosted by Serena Rakhlin

Host profile image
We have hosted VRBO guests at for the past 7 years in East Hampton (see listing 991932 for all the wonderful five star reviews!), and are excited to be able to open the doors to our new home this summer.

With a passion for travel, real estate, and hospitality, we have made sure our home has everything you may need to enjoy the best of the Hamptons.

Our family (including our two girls and mini Bernadoodle) found the perfect spot to call home and we are excited to share it with you!!

Why they chose this property

The best of the best of the Hamptons!!! Walking distance from the beach, the farmstand, coffee shop, bagel shops, fish market with easy access to Bridgehampton and East Hampton villages.

What makes this property unique

We offer the luxury of South of the Highway living, while having all the bells and whistles for families too.

Languages:

English
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