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

Family-friendly stay with outdoor pool in Southampton

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Outdoor pool, a heated pool
Smart TV, table tennis, books, stereo
Outdoor dining
Fridge, microwave, oven, stovetop
5 bedrooms, desk, iron/ironing board, travel crib

Reviews

9.8 out of 10
Exceptional

Entire home

5 bedrooms3 bathroomsSleeps 122800 sq ft

Popular amenities

  • Parking available
  • Pet friendly
  • Kitchen

Explore the area

View in a map
Southampton, NY
  • Place, Shinnecock Hills Golf Course
    ‪4 min drive‬
  • Place, Shinnecock Nation Cultural Center and Museum
    ‪6 min drive‬
  • Place, Cooper's Beach
    ‪10 min drive‬
  • Airport, East Hampton, NY (HTO)
    ‪26 min drive‬

Room options

About the neighborhood

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).
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What's nearby

  • Shinnecock Hills Golf Course - 4 min drive - 1.6 miles
  • Sebonack Golf Course - 4 min drive - 1.6 miles
  • Shinnecock Nation Cultural Center and Museum - 6 min drive - 2.6 miles
  • The Hamptons Beaches - 8 min drive - 3.7 miles
  • Cooper's Beach - 10 min drive - 3.9 miles

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
  • ‪Shinnecock Lobster Factory - ‬6 min drive
  • ‪Cumberland Farms - ‬5 min drive
  • ‪T Bar Southampton - ‬7 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 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.

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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
  • Bedsheets 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
  • Table tennis
  • 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)

General

  • At least 10% of profits reinvested in community and sustainability
  • Eco-friendly cleaning products used
  • Energy-saving switches in guestrooms
  • Garden
  • Housekeeping (on request)
  • Humane treatment of captive wild animals
  • 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

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
This property uses eco-friendly cleaning products
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
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. This property uses eco-friendly cleaning products. Long-term renters welcome. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation.

Frequently asked questions

How close is Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & 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 with Heated Pool & Jacuzzi, Near Beach & Shopping have an airport shuttle?

Airport shuttle services are not available at this vacation home.

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

This vacation home is 4.3 mi (14-min drive) from Cooper's Beach and 3.2 mi (10-min drive) from North Sea Bathing Beach. Don't forget your sunscreen!

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

This vacation home does not offer free breakfast.

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

No, there is no casino at this vacation home.

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

Check-in begins at 3:30 PM.

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

Free parking is not available at this vacation home.

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

This vacation home features an outdoor pool.

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

There are no spa services available at this vacation home.

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

This vacation home is 1 mi away from Tuckahoe.

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

Reviews

9.8

Exceptional

Rating 10 - Excellent. 29 out of 32 reviews
Rating 8 - Good. 2 out of 32 reviews
Rating 6 - Okay. 1 out of 32 reviews
Rating 4 - Poor. 0 out of 32 reviews
Rating 2 - Terrible. 0 out of 32 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

Reviews

10/10 Excellent

Cristina H.

Liked: Cleanliness
The perfect spot for our niece’s wedding weekend.The property is spacious and well appointed. Close to everything but still feels private. Comfortable beds and sitting areas. The pool was amazing and a great spot to relax between wedding events. We had 7 adults stay there was plenty of room for everyone. Dave is a great host. Questions were answered right away. Look forward to a return trip for the next Southampton wedding!
Stayed 3 nights in Sep 2025

6/10 Okay

Brian H., Mamaroneck

Liked: Cleanliness
We arrived with no code being shared to enter the house, trash cans overturned in the driveway and the trash can on the deck full. Talked to the owner and he was very nice and sent a DoorDash delivery to make up do the tough start. Then the hot tub did not work and was freezing cold. Was assured his handyman would come and fix and that never happened. In addition we found plates with food on them in the cabinets. He again sent a DoorDash delivery and was very nice. The location is not good. The neighbors in front have very loud roosters that are loud throughout the day as well as neighbors with loud dogs. The driveway into the property is aiming a one car path. While the owner was certainly very nice and tried to make things right. It was simply not up to the standards we are use to when visiting the Hamptons
Stayed 5 nights in Aug 2025

10/10 Excellent

Colleena P.

Liked: Cleanliness
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

10/10 Excellent

Daniella L.

Liked: Cleanliness
This place was so nice and so close to so many fun places!
Stayed 3 nights in Jun 2025

10/10 Excellent

Rachel C.

Liked: Cleanliness
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

8/10 Good

Dolores L.

Liked: Cleanliness
The property was great! Dave was incredibly responsive and even went the extra mile by ordering books for my granddaughter’s Sweet 16, which we were there celebrating — such a thoughtful touch.The only real issue we experienced was the buildup of garbage bags that had been left behind by previous guests. Animals were getting into them at night. While this wasn’t the owner’s fault, having more than two garbage cans would definitely make things easier for guests.Also, on our last night, we prepared a big dinner using the outdoor barbecue for her celebration, and the sprinklers unexpectedly came on. Everyone had to scramble to keep our belongings and food from getting soaked. Not a huge problem, but it might be worth looking into for future guests.Overall, we had a wonderful stay and really appreciated the special touches!
Stayed 3 nights in Jul 2025

10/10 Excellent

Patricia Fox M.

Liked: Cleanliness
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

10/10 Excellent

Marisol C.

Liked: Cleanliness

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

10/10 Excellent

Stephanie Z.

Liked: Cleanliness

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

10/10 Excellent

Hope R.

Liked: Cleanliness

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

10/10 Excellent

Amanda G.

Liked: Cleanliness

30th bday weekend

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

10/10 Excellent

David B.

Liked: Cleanliness

Wedding weekend

Nice large nicely appointed property located conveniently to Southhampton venues. Responsive owner to minor issues.
Stayed 3 nights in Apr 2025

10/10 Excellent

Julia T.

Liked: Cleanliness

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

10/10 Excellent

Isabella I.

Liked: Cleanliness

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

8/10 Good

William S., Brooklyn

Liked: Cleanliness

Wonderful New Years Retreat

My friends and I stayed at this house for a few days around New Year's. The house is very spacious, and the grounds are lovely. We had a group of 5 and had lots of room to congregate and disappear if we needed alone time. The hot tub was exactly what some of us needed, while the kitchen provided others with much comfort. The one bummer was when we arrived; it looked like someone had just had a party outside so that first made for a bit of cleanup. That little bump shouldn't stop you from checking this property out, but it does get a knockdown from our rating.
Stayed 4 nights in Dec 2024

10/10 Excellent

Emily W.

Liked: Cleanliness

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

10/10 Excellent

Chris L.

Liked: Cleanliness

Serene Southampton Oasis

Our group of friends stayed at this house for a long weekend in October 2024. The house is just as good or better than the pictures in the listing. Very clean and updated inside and out. Most importantly, the bathrooms and kitchen are clean and updated. And the huge backyard with pool, hot tub, and outdoor shower takes this house to the next level. The backyard space is great for families, small groups, or anyone looking for a quiet private space to relax. The owner/manager was very responsive for any small issues that came up and all were resolved quickly. You'll want to stay here for your next trip to the Hamptons
Stayed 3 nights in Oct 2024

10/10 Excellent

Jason A.

Liked: Cleanliness

Golf trip

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

10/10 Excellent

Nathane M.

Liked: Cleanliness

Stunning house

Stunning house!!! This Southampton house is an amazing getaway with 5 bedrooms, making it ideal for families or groups. The house is nice, clean and very well decorated. Everything about it is great. The house is equipped with everything you need, including washing machine, dryer and dishwasher. The outside area is beautiful and spacious. The pool is great and the temperature was just right, the jacuzzi is perfect for relaxing at night and the outside shower is literally the best shower ever. They also have an outside grill and bar, which was perfect for our barbecue! The deck is perfect for night gatherings and s’more’s (they have an amazing gas fire pit). The hosts were very helpful, had a great communication and that made our stay even better. I am definitely coming back soon!
Stayed 1 night in Sep 2024

10/10 Excellent

Rosario B.

Liked: Cleanliness

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

10/10 Excellent

Jacquelyn Z.

Liked: Cleanliness

Amazing weekend stay with friends!

Our stay at this property was amazing! Dave and his wife were responsive all weekend. The Vrbo was exactly as described and was equipped with everything we would have needed for the weekend including towels, beach supplies, and all house supplies! We could have spent our entire time outside by the pool and hot tub, it was beautifully set up! Thank you for hosting us, my friends and I had a great stay. We can’t wait to come back to the Hamptons!
Stayed 3 nights in Sep 2024

10/10 Excellent

Greyson B.

Liked: Cleanliness

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

10/10 Excellent

Susan A.

Liked: Cleanliness

Amazing house!!

Loved my stay here! Beautiful property and we absolutely loved the heated pool! The whole place is stunning and such a nice getaway. Would love to come back one day. Stunning! Super kind and responsive host. Thank you!!
Stayed 3 nights in Aug 2024

10/10 Excellent

Angelo D.

Liked: Cleanliness

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

10/10 Excellent

Carolyn C., Westchester county ny

Liked: Cleanliness

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