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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

10 out of 10
Exceptional
5 bedrooms3 bathroomsSleeps 12260.1 sq m

Popular amenities

  • Parking available
  • Pet-friendly
  • Hot tub
  • Kitchen
  • Dryer

Explore the area

Map
Southampton, NY
  • Shinnecock Hills Golf Course
    ‪5 min drive‬
  • Shinnecock Nation Cultural Center and Museum
    ‪6 min drive‬
  • Cooper's Beach
    ‪14 min drive‬
  • East Hampton, NY (HTO)
    ‪35 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
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.

Property manager

Dave Kerpen
Premier Host

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washer
Dryer
Pet-friendly

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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

We should mention

This property does not have any lifts

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. Travelling with kids? Consider Victoria's Secret and Nancy + Co.. Looking to get your feet wet? Kayaking, scuba diving and windsurfing adventures can be found near the property.
Map
Southampton, NY

What's nearby

  • Shinnecock Hills Golf Course - 5 min drive - 4.1 km
  • Shinnecock Nation Cultural Center and Museum - 6 min drive - 4.7 km
  • Southampton Arts Center - 7 min drive - 5.2 km
  • The Hamptons Beaches - 8 min drive - 6.3 km
  • Cooper's Beach - 14 min drive - 7.0 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
  • ‪Tutto Il Giorno - ‬7 min drive
  • ‪Union Burger Bar - ‬6 min drive
  • ‪Tate's Bake Shop - ‬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.

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. Our Lady of Poland Catholic Church is 3.1 mi (5 km) away.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 18 out of 19 reviews
Rating 8 - Good. 1 out of 19 reviews
Rating 6 - Okay. 0 out of 19 reviews
Rating 4 - Poor. 0 out of 19 reviews
Rating 2 - Terrible. 0 out of 19 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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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