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Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

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A spacious living room with a large white sofa, a wooden coffee table, and a patterned rug. There are two chairs, a large window, and a decorative wall piece.
A modern kitchen with stainless steel appliances, a dining area with red chairs, and a living room with a large window and a wall-mounted TV.
A spacious room with a round wooden coffee table, two white chairs, a large potted plant, a framed abstract art piece, and a view through a glass door.
A wooden deck with a table and chairs, a covered area, and a view of a yard with trees and a lawn.
A backyard with a swimming pool, lounge chairs, and a table with umbrellas.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Arcade/game room
    A rare find - fun for all ages with on-site arcade/game room.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
5 bedrooms3 bathroomsSleeps 12

Popular amenities

  • Private pool
  • Hot tub on site
  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washing machine

Explore the area

View in a map
Southampton, NY
  • Place, Southampton Golf Range
    ‪3 min drive‬
  • Place, Shinnecock Hills Golf Course
    ‪4 min drive‬
  • Place, Sebonack Golf Course
    ‪5 min drive‬
  • Airport, East Hampton, NY (HTO)
    ‪26 min drive‬

Rooms & beds

5 bedrooms (sleeps 12)

Baseball Room: Trundle Bed

2 Single Beds

Ground Floor: Beachy Queen Bed

1 Queen Bed

LifeSaver: 2 Trundle Beds

4 Single Beds

Living Room 1

1 Double Sofa Bed

Primary Bedroom

1 King Bed

Surfs Up: Top Floor Queen

1 Queen Bed

3 bathrooms

En-Suite Primary

Soap · Towels provided · Bathtub or shower · Toilet · Shower only · Shampoo

Lower Floor Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo

Upper Bathroom

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

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Number of living rooms
Outdoor play area
Garden
Dining area

About this property

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Welcome to Whisper in the Woods!

Enjoy this large cottage tucked away in the Tuckahoe woods. With 5 bedrooms and 3 bathrooms, this is the perfect getaway home for families or friends looking to spend time with nature, and be within a 10 minute drive to shopping, the best beaches, and the Southampton scene. The backyard is an outdoor paradise, with large seating areas on a sprawling deck, a fantastic Olympic-sized pool, brand new outdoor grill, a hot tub (or cold plunge!), an outdoor shower, lots of space to throw around a frisbee or baseball, and a firepit surrounded by magical solar lights. The house is recently fully renovated, with all of the amenities you need to enjoy your stay. With stunning hiking trails just a stone's throw from the house, you can truly experience the Hamptons lifestyle however you choose-- be it a woodsy retreat in nature, or a bougie trip to one of the most exciting towns in the Hamptons.

The shed is fully equipped with everything to help make your stay extraordinary: beach chairs, inflatable pool floats and toys, a pool volleyball set, a Bose Bluetooth stereo system, wiffleball, basketball, frisbee and Blitzball.

Enjoy a reading selection from our fully stocked library, or play a Board game in our fully-stocked games closet!

The house is great for business / team / writer retreats as well! We are longtime entrepreneurs, authors and members of EO and YPO and know what makes a great retreat location! (And we're committed to being responsive hosts!)

This is our dream vacation home and we are excited to share it with you. We are happy to provide recommendations for restaurants, activities, and private chefs, as well as order groceries for you for your arrival, or provide you with anything you need to make your stay enchanting.
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 3:30 PM
Minimum age to rent: 22
Check out before 10:30 AM
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Children

Children allowed: ages 0–17
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Events

Events allowed: family gatherings and birthday parties
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Pets

Pets allowed: less than 9 kg per pet (limit one pet total)
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 3819299vb
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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: 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

About the area

Southampton

Southampton is home to this holiday home. The area's natural beauty can be seen at The Hamptons Beaches and Cooper's Beach. Consider The Watermill Center for a night out or Shinnecock Nation Cultural Center and Museum if you're travelling with kids. Looking to get your feet wet? Kayaking, scuba diving and windsurfing adventures can be found near the property.
View more Holiday homes in SouthamptonOpens in a new window
Map
Southampton, NY

What's nearby

  • Southampton Golf Range - 3 min drive - 2.8 km
  • Shinnecock Hills Golf Course - 4 min drive - 4.6 km
  • Sebonack Golf Course - 5 min drive - 3.6 km
  • Shinnecock Nation Cultural Center and Museum - 6 min drive - 4.9 km
  • The Hamptons Beaches - 6 min drive - 5.6 km

Getting around

  • Southampton Station - 9 min drive
  • East Hampton, NY (HTO) - 35 min drive

Restaurants

  • ‪McDonald's - ‬5 min drive
  • ‪Citarella Gourmet Market - Southampton - ‬7 min drive
  • ‪Burger King - ‬5 min drive
  • ‪North Sea Tavern - ‬5 min drive
  • ‪75 Main - ‬7 min drive

Frequently asked questions

Does Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping have a pool?

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

How much does it cost to stay at Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping?

As of 22 Aug 2026, prices found for a 1-night stay for 2 adults at Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping on 19 Nov 2026 start from £1,467, 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 Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping pet-friendly?

Yes, this property allows pets (limit 1 total) with a maximum weight of up to 9 kg per pet.

How much is parking at Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping?

On-site parking is available at the property.

What time is check-in at Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping?

Check-in begins at 3:30 PM.

What time is check-out at Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping?

Checkout is at 10:30 AM.

Where is Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping located?

This family-friendly Southampton holiday home is within 3 mi (5 km) of Southampton Golf Range, Shinnecock Hills Golf Course and North Main Street Historic District. Sebonack Golf Course and National Golf Club are also within 3 miles (5 km).

About the host

Hosted by Dave Kerpen

Host profile image
We are longtime entrepreneurs and authors and a family of 5. This is our first rental property and we are thrilled to bring it to you. We have put our heart and soul into making your stay fabulous. We pride ourselves on being extremely responsive and accommodating to our guests, as the reviews demonstrate.

We look forward to hosting YOU! :)

Why they chose this property

We chose this neighborhood because you have the privacy of the woods and nature, while being minutes from all the beaches, shopping, and nightlife that the Hamptons have to offer. You are really tucked away at this property, and it's perfect for time spent with family and friends.

What makes this property unique

The property is beautifully maintained and updated, and it's located near a private trail that's perfect for hiking. It's like its own little enclave.

Premier Host

They consistently provide great experiences for their guests
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