See all properties
Entire home

Delightful Southampton Retreat, Heated Pool, Jacuzzi, Near Beach, Golf, Shopping

Family-friendly stay with outdoor pool in Southampton

Choose dates to view prices

Photo gallery for Delightful Southampton Retreat, Heated Pool, Jacuzzi, Near Beach, Golf, Shopping

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 backyard with a swimming pool, lounge chairs, and a table with umbrellas.
A wooden deck with a table and chairs, a covered area, and a view of a yard with trees and a lawn.
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 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.

Reviews

9.8 out of 10
Exceptional

Entire home

5 bedrooms3 bathroomsSleeps 12260 sq m

Popular amenities

  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly

Explore the area

View in a map
Southampton, NY
  • Place, Southampton Golf Range
    ‪4 min drive‬
  • Place, Shinnecock Hills Golf Course
    ‪4 min drive‬
  • Place, Sebonack Golf Course
    ‪5 min drive‬
  • Airport, Montauk, NY (MTP)
    ‪64 min drive‬

Room options

About the area

Southampton

In Southampton .You'll find Southampton Golf Range and Shinnecock Hills Golf Course within 3 miles (5 km) of this vacation home. North Main Street Historic District and Sebonack Golf Course are also within 3 miles (5 km).
View more Vacation homes in SouthamptonOpens in a new window

What's nearby

  • Southampton Golf Range - 4 min drive - 2.8 km
  • Shinnecock Hills Golf Course - 4 min drive - 4.6 km
  • Sebonack Golf Course - 5 min drive - 3.6 km
  • The Hamptons Beaches - 6 min drive - 5.6 km
  • North Main Street Historic District - 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
  • ‪Burger King - ‬5 min drive
  • ‪Suites On 1 - ‬7 min drive
  • ‪North Sea Tavern - ‬5 min drive
  • ‪Cumberland Farms - ‬5 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Delightful Southampton Retreat, Heated Pool, Jacuzzi, Near Beach, Golf, 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 golfers (close to two of the top golf courses in the world!), 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.

Similar properties

A spacious living room with a white sofa, a coffee table, and a fireplace. There are large windows offering a view of the outdoors.
Hamlet Inn
Southampton
  • Pool
  • Parking included
  • Free WiFi
  • Air conditioning
4.3 out of 5, Excellent, 518 reviews
The price is CA $151
CA $195 total
includes taxes & fees
Nov 12 - Nov 13
Hamlet Inn

Property amenities

Beach

  • Beach loungers
  • Beach towels

Pool/Spa

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

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Dining

  • Chef service
  • Dining table

Bedrooms

  • 5 bedrooms
  • Bed sheets provided

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels
  • Stereo

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • One pet total (up to 20 lbs per pet)

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 1 step to reach entrance
  • Front entrance ramp
  • No elevator (single-level property)
  • Well-lit path to entrance
  • Wheelchair-accessible pool
  • Smoking not allowed

Services and conveniences

  • Housekeeping (on request)
  • Iron/ironing board
  • Meal delivery service

Location highlights

  • Near a health/beauty spa

Things to do

  • Arcade/game room
  • Heated pool
  • Basketball nearby
  • Birdwatching nearby
  • Golfing nearby
  • Kayaking nearby
  • Sailing nearby
  • Scuba diving nearby
  • Swimming 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)
  • Fire extinguisher

General

  • Garden
  • Housekeeping (on request)
  • Local artist showcase
  • Locally-owned and organized tours and activities
  • Recycling
  • Unit size: 2,800 square feet

Policies

Check-in

Check-in time starts at 3:30 PM
Minimum check-in age: 22

Check-out

Check-out before 10:30 AM

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

Pets

  • Pets are welcome
  • Maximum 1 (weight limit: 20 lbs per pet)
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

Events allowed: family gatherings and birthday parties

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
Parties and events (including family gatherings and birthday parties) are allowed on site; maximum attendees: 20
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Parties and events (including family gatherings and birthday parties) are allowed on site. Maximum attendees: 20. Long-term renters welcome. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.

Frequently asked questions

How close is Delightful Southampton Retreat, Heated Pool, Jacuzzi, Near Beach, Golf, Shopping to the airport?

This vacation home is 16.5 mi (35-min drive) away from the East Hampton, NY (HTO) airport, the closest popular airport to the property.

Does Delightful Southampton Retreat, Heated Pool, Jacuzzi, Near Beach, Golf, Shopping have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Delightful Southampton Retreat, Heated Pool, Jacuzzi, Near Beach, Golf, Shopping to the beach?

This vacation home is 3.9 mi (8-min drive) from The Hamptons Beaches and 4.3 mi (14-min drive) from Cooper's Beach. Don't forget your sunscreen!

Does Delightful Southampton Retreat, Heated Pool, Jacuzzi, Near Beach, Golf, Shopping offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Delightful Southampton Retreat, Heated Pool, Jacuzzi, Near Beach, Golf, Shopping?

No, there is no casino at this vacation home.

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

Check-in begins at 3:30 PM.

Is there free parking at Delightful Southampton Retreat, Heated Pool, Jacuzzi, Near Beach, Golf, Shopping?

Free parking is not available at this vacation home.

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

This vacation home features an outdoor pool.

Does Delightful Southampton Retreat, Heated Pool, Jacuzzi, Near Beach, Golf, Shopping have a spa?

There are no spa services available at this vacation home.

How close is Delightful Southampton Retreat, Heated Pool, Jacuzzi, Near Beach, Golf, Shopping to downtown Southampton?

This vacation home is 1 mi away from Tuckahoe.

Delightful Southampton Retreat, Heated Pool, Jacuzzi, Near Beach, Golf, Shopping Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 41 out of 48 reviews
Rating 8 - Good. 5 out of 48 reviews
Rating 6 - Okay. 2 out of 48 reviews
Rating 4 - Poor. 0 out of 48 reviews
Rating 2 - Terrible. 0 out of 48 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing stay and great value for the price! The photos do not do it justice. Stayed here with 10 girls fit a girls trip and everything was superb. Dave was amazing and quick to respond with any questions as well.
Stayed 3 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house and amenities! Exactly as described and pictured. We had the best time!
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Stayed 6 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We thoroughly enjoyed our stay! We were in for a family wedding and the property was just perfect - easy to get to, private, had a great pool, grill, outdoor space, and lovely indoor spaces that allowed folks to visit on two different levels. It was perfect for reconnecting with family from all over the US. Dave was very responsive to any questions we had.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
A perfect house for our family getaway quiet, private and nestled in the woods while being minutes away from the town with shopping, restaurants etc. House was clean, well stocked and offers everything you would want/need. Host was beyond accommodating and communications regarding questions and requests were super fast and easy.
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place was so nice and so close to so many fun places!
Stayed 3 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was generous in sending snacks for me and my boys.House was clean, had everything stocked. Great location.We will be back.
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
My friends and I stayed at Dave's for 4 nights over the 4th of July weekend and had the best time! The space was even better than advertised. The pool looked like a resort with enough chairs for all 8 of us and floats and there was an outdoor fridge to hold our beers. Dave was very communicative even when the power went out in the middle of the night and even offered to pay for our spoiled food. The house was very private and a great location close enough to get into town easily. The beds were comfortable and the water pressure/temp was perfect. Will definitely be booking with Dave again!
Stayed 4 nights in Jul 2026
Verified review

10/10 Excellent

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

Perfect Summer Getaway

Our trip was amazing, the pool was in perfect condition and the house had everything we needed. Would definitely stay here again!!
Stayed 2 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful outdoor space and great pool. Host was responsive and property was close to all things needed and wanted! Great rental for families.
Stayed 6 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Had a great stay in Southampton! The house and amenities were exactly as described and the host was very responsive as questions popped up during the long weekend
Stayed 3 nights in Jul 2025
Verified review

10/10 Excellent

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

We had the best time!

The house was perfect, host was super communicative and available, property was beautiful. Would definitely book again!
Stayed 3 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stay was incredible, with all of the amenities exceeding our expectations! The pool was bigger and more well heated than expected, and the ample pool floatie options were a great touch. Dave was a fantastic, responsive, and accommodating host. Would definitely recommend a stay here.
Stayed 3 nights in Aug 2025
Verified review

10/10 Excellent

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

Hamptons Getaway

Dave (the host) was great at communicating - highly recommend staying for your next friends or family vacation. The backyard is beautiful, amazing pool, and a great location. Book for your next trip!
Stayed 4 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
Very cozy place. I was on business trip and my fellow workers and we had a great stay. Definitely will stay again in the future Great communication with the host.
Stayed 2 nights in Apr 2024
Verified review

10/10 Excellent

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

30th bday weekend

Amazing property! Had all the things we needed
Stayed 2 nights in May 2025
Verified review

10/10 Excellent

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

Great place to stay in Southampton

Perfect place to stay will friends or family. Conveniently located close to all things Southampton/ Water Mill. The backyard and pool are private and beautiful. Would love to book this rental again.
Stayed 3 nights in Sep 2024
Verified review

10/10 Excellent

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

Perfect girls weekend!

Perfect spot for a girls weekend! Property/house as advertised, and the house was fully stocked with all amenities. Thanks for a wonderful stay!!
Stayed 3 nights in Feb 2025
Verified review

10/10 Excellent

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

Golf trip

Terrific property with wonderful outdoor area including a great pool and hot tub.
Stayed 2 nights in Sep 2024
Verified review

10/10 Excellent

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

Perfect fall getaway!

Had the best girls weekend with old college roommates! The house is stunning and incredibly clean. Was well stocked with everything we needed for our stay. Great location as well for checking out downtown, the beach, wineries, etc.
Stayed 2 nights in Nov 2024
Verified review

10/10 Excellent

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

Perfect getaway

What a wonderful house this was! Everything was so clean and the owners are absolute sweethearts! They made sure everything was perfect , would love to book this house again
Stayed 4 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Dave was one of the best rental hosts I’ve ever experienced. His communication and kindness was top of the matter. We were able to check in early on Thursday ahead of my sisters arrival (the bride) to get decorations together and prep the house. The pool was even more amazing in photos and we brought floats but there was plenty already there to use. Garbage pick up is on Fridays so we arrived to some full garbage cans outside the house but Dave communicated that and it was no issue. The beds were comfy, plenty of bathrooms and showers for our group of 11. The house was low on paper towels so Dave had some delivered and sent us snacks and goodies as well. The house is close to Main Street and Ubers were super accessible. I would happily come back to this house.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

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

Bachelorette

We stayed here for my friend’s bachelorette party and it was perfect for what we needed! Dave even allowed us to check in a little early to decorate for her arrival! Would definitely stay again!
Stayed 3 nights in Apr 2025
Verified review

10/10 Excellent

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

Very Fun Stay

My fiancée and I took a trip here with other couples and friends of ours. The house was very spacious and offered many places to sleep. Everything was very clean and comfortable. The backyard was beautiful and spacious, we enjoyed swimming in the pool and using the hot tub.
Stayed 3 nights in Sep 2024
Verified review

10/10 Excellent

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

Beautiful home

We had a great time, and the host was very responsive. Hopefully, we will be able to rent it again at some point in the future.
Stayed 2 nights in Jun 2024