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

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Sprawling pool with outdoor kitchen
Front of house
Outdoor firepit- doggie not included :)
Your woodsy cabin awaits
Outdoor entertaining includes firepit, dining and seating area. Leads to pool

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area
5 bedrooms3 bathroomsSleeps 12260.1 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

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
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.

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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

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 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. North Main Street Historic District and Halsey House are local landmarks, and travellers looking to shop may want to visit Love Lane and Harbes Family Farm. Travelling with kids? Consider Shinnecock Nation Cultural Center and Museum and Southampton Cultural Center. With kayaking, scuba diving and windsurfing nearby, you'll find plenty of adventures in the water.
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Map
Southampton, NY

What's nearby

  • Shinnecock Hills Golf Course - 3 min drive - 2.5 km
  • Southampton Golf Range - 3 min drive - 2.1 km
  • Shinnecock Nation Cultural Center and Museum - 5 min drive - 4.2 km
  • The Hamptons Beaches - 6 min drive - 6.0 km
  • Cooper's Beach - 10 min drive - 7.7 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
  • ‪Tate's Bake Shop - ‬6 min drive
  • ‪T Bar Southampton - ‬7 min drive
  • ‪Shinnecock Lobster Factory - ‬6 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 16 March 2026, prices found for a 1-night stay for 2 adults at Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping on 19 April 2026 start from NZ$648, 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).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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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

Check-in

10/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Daniella L.

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

10/10 Excellent

Patricia Fox M.

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

10/10 Excellent

Stephanie Z.

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

10/10 Excellent

Rachel C.

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

10/10 Excellent

Colleena P.

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

10/10 Excellent

Marisol C.

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

10/10 Excellent

Cristina H.

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

10/10 Excellent

Amanda G.

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

10/10 Excellent

Isabella I.

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

10/10 Excellent

Julia T.

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

10/10 Excellent

Greyson B.

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

10/10 Excellent

Victor

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

10/10 Excellent

Emily W.

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

10/10 Excellent

Jason A.

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

10/10 Excellent

Carolyn C.

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

10/10 Excellent

David B.

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

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

Rosario B.

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

10/10 Excellent

Angelo D.

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

10/10 Excellent

Susan A.

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

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

Jacquelyn Z.

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

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

Erika B.

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

Five Star Residence

Stunning residence fully equipped for a perfect getaway with friends or family. You will not want to leave as the house was carefully designed to include a hot tub, firepit and outdoor bar in addition its large garden, oversized pool and spacious rooms. Sweet and responsive hosts. Highly recommended!
Stayed 4 nights in May 2024

10/10 Excellent

Brianna S.

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

Great Experience!

The house was great. Super comfortable and the backyard is wonderful with a gas fireplace, a fire pit, a hot tub, a pool, and an outdoor grill setup. There were 7 of us any it was very comfortable. Dave was great and very prompt and helpful if we needed anything. Would definitely come back.
Stayed 3 nights in Jun 2024

8/10 Good

William S.

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

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

Chris L.

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

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

Lewis W.

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

Bliss

We loved our stay here! The hosts were very helpful and communicative leading up to and during our short stay. The house was perfect for our family - the pool area is fantastic and being able to grill food at the outdoor kitchen is such a bonus. No back and forth to the house for snacks or drinks! We spent the evening around the fire pit and the extended deck meant that there was plenty of room for us to relax and our kids to play. We also explored the local area and nearby beaches. The property is beautifully furnished and we felt very comfortable and welcome there. We’ll definitely be returning next year!
Stayed 1 night in Apr 2024

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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