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Entire home

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

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

Outdoor pool, a heated pool
5 bedrooms, desk, iron/ironing board, travel cot
Fridge, microwave, oven, stovetop
Outdoor dining
Smart TV, ping pong, books, stereo
Escape to Whisper in the Woods, a charming retreat nestled in the Tuckahoe woods. Unwind on the sprawling deck or dive into adventure with an Olympic-sized pool, hot tub, and hiking trails nearby. With a fully-stocked library and games closet at your fingertips you can unwind or engage with friends.

Reviews

9.8 out of 10
Exceptional

Entire home

5 bedrooms3 bathroomsSleeps 12260 sq m

Popular amenities

  • Parking available
  • Pet-friendly
  • Dryer

Add dates for prices

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.

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 transport

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • 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
  • Up to 9 kg 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.
  • Front entrance ramp
  • No lift (single-level property)
  • Step to reach entrance
  • Well-lit path to entrance
  • Wheelchair-accessible pool
  • Smoke-free property

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 organised tours and activities
  • Recycling
  • Unit size: 2,800 square feet

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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 allowed
Service animals are welcome, and are exempt from fees
1 total (up to 9 kg per pet)

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 that there is a carbon monoxide detector on the property
Host has indicated that 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

About the area

Southampton is home to this holiday home. The area's natural beauty can be seen at The Hamptons Beaches and Cooper's Beach. Travelling with kids? Consider South Fork Natural History Museum and Nature Center and Children's Museum of The East End. Looking to get your feet wet? Kayaking, scuba diving and windsurfing adventures can be found near the property.
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Map
Southampton, NY

What's nearby

  • Shinnecock Hills Golf Course - 4 min drive - 2.5 km
  • Sebonack Golf Course - 4 min drive - 2.5 km
  • Shinnecock Nation Cultural Center and Museum - 6 min drive - 4.2 km
  • The Hamptons Beaches - 8 min drive - 6.0 km
  • Cooper's Beach - 10 min drive - 6.2 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
  • ‪Shinnecock Lobster Factory - ‬6 min drive
  • ‪Cumberland Farms - ‬5 min drive
  • ‪T Bar Southampton - ‬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.

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.

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).

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Reviews

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

9.8

Exceptional

9.8

Cleanliness

9.6

Location

10

Eco-friendliness

10

Property conditions & facilities
Rating 10 - Excellent. 28 out of 31 reviews
Rating 8 - Good. 2 out of 31 reviews
Rating 6 - Okay. 1 out of 31 reviews
Rating 4 - Poor. 0 out of 31 reviews
Rating 2 - Terrible. 0 out of 31 reviews

Reviews

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

Hope R.

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

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

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

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

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

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

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

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

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

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

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

10/10 Excellent

Nathane M.

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

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

Michelle G.

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

10/10 house for our girls trip!

My girlfriends and I had such a lovely stay at this Southampton home! It was my first time in the Hamptons (others in the group had been before) and I’m already ready to go back — particularly just to sit by this GORGEOUS pool. One of the highlights was getting a big bucket of seafood at nearby Clamman’s and doing a seafood boil in the backyard. Luckily, the house had tools to crack the shells on our lobsters! If you’re looking for a mix of at-home and out-and-about time, then this is the house for you. It is tucked away in a quiet neighborhood but close enough to lots of activity in town. Everyone was comfortable and had plenty of space. We’ll be back!
Stayed 1 night in Apr 2024

10/10 Excellent

Lauren R.

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

Perfect getaway!

Great house! This is the 2nd time I have stayed here. The 1st time I stayed with my boyfriend and we had such a great time that I booked it again for a mini getaway with my girlfriends. Both stays were incredible. The house is charming and very clean. There's a cozy feel to it, and the living space downstairs gets beautiful light with the best couch ever. Once you are hanging out in there, you will never want to leave. But you should, because you'll want to take advantage of the beautiful outdoor space. The pool was the perfect temperature, the outdoor grill and spacious deck were perfect for dinner, and the firepit was a great way to end the night with smores. The house is a short ride to amazing shopping and nice restaurants that we took advantage of the 2nd day/night. Beds were super comfortable, and the house had pretty much everything that we needed (coffee station, towels, alexa, speaker for music outside, etc). The keyless entry was simple, and when I contacted the host to ask where extra garbage bags were, she responded immediately. This was such a great find, and I will certainly be coming back again!
Stayed 1 night in Apr 2024

10/10 Excellent

Jenn B.

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

Nothing short of perfection!

Our girls' getaway to this Southampton house was nothing short of magical! Everything was a breeze: we had no problem checking in, and the house was spotless upon arrival. The location was ideal—we had easy access to fantastic restaurants, shopping, and the beach—making it perfect for a quick trip out of the city. It's also worth noting that Uber/Lyft had no problem navigating to the house to pick us up for dinner reservations in town. Let's talk about the heated pool! Despite it not being peak summer, we were worried about not being able to enjoy this amenity. We were so wrong, and wanted to be in the pool at all times. It felt like a luxury resort experience right in the backyard. One evening we did our own lobster boil using the well-equipped kitchen—it had everything we needed for our feast. Because we stayed during the work week, we took short "coffee walks" around the property in the mornings before settling into different corners for remote work. The wifi had great connection and allowed us to get tons of work done inside or while sitting on the deck or by the pool (shh, don't tell our bosses). I wholeheartedly recommend Carrie's house to anyone seeking a serene place away from the craziness of summer in the Hamptons. Our group is already plotting our return trip!
Stayed 1 night in Apr 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

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