Wainscott Woods Retreat

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Library of Books

Board Games

Amazon Prime

Netflix

Sonos

Satellite / Cable TV

Entertainment

Bathtub

Rain Shower

Hair Dryer

Toiletries

Bathroom

Dishwasher

Microwave

Freezer

Espresso Machine

Fridge

Oven

Stove

Kitchen

Coffee Maker

Kitchen Utensils

Cooking Essentials

Kitchen & Dining

Washing Machine

Dryer

Black-Out Blinds

Hangers

Extra Pillows and Blankets

Bedroom & Laundry

Wi-fi

Internet & Office

Fireplace

Air Conditioning

Central Heating

Heating & Cooling

Multiple Sets of Keys

Parking Available

Free Parking On Street

Self Check-in / Check-out

Private Entrance

Parking & Access

Barbeque

Garden

Balcony / Patio

Outdoor

Smoke Detector

Carbon Monoxide Detector

Fire Extinguisher

Other

Dating back to the eighteenth century, it’s safe to say that The Whaler’s Cottage is steeped in history. It has a wonderful garden with lots of room for relaxing, and the interiors are stunning. It’s easy to see that Tom and Max have an eye for design. Light-filled, minimalist, and incredibly elegant, it’s the kind of place you look forward to coming home after perusing Sag Harbor or walking by the beach. Speaking of sandy stretches, you’re close to the village centre, giving you easy access to several beaches, along with lots of wonderful restaurants, shops, and bars.

The Whaler's Cottage

Sound System

Streaming Services

Baby Bath

Changing Table

Blender

Children's Dinnerware

High Chair

Kettle

Pod Coffee Machine

Rice Maker

Toaster

Baby Monitor

Cleaning Products

Cot / Crib

Drying Rack

Iron

Ironing Board

Laundry Supplies

Vacuum Cleaner

Bicycles

Hot Tub

Swimming Pool

Wellness & Fitness

Printer

Ceiling Fans

Free Parking On Premises

Bike Shed

EV Charger

Access to Beach

Balcony

Beach / Pool Towels

Beach Essentials

Fenced Garden

Fenced Property

Garden Games

Hammock

Herb Garden

Outdoor Audio

Outdoor Fireplace / Firepit

Outdoor Seating

Patio / Terrace

Sun Loungers / Beach Chairs

Sun Umbrellas

Umbrellas

Welcome Hamper

Nice to haves

Pet Bowls

Pets Allowed

Pets

Child Friendly

First Aid Kit

Set within an acre of lush green grounds, this seriously charming home is just a twenty-minute drive from the centre of Sag Harbour - undoubtedly one of New York State's best-kept secrets. This centuries-old seaside village may be known as one of the most family-friendly places in the Hamptons, but its strictly adults-only activities include a visit to the nearby Wölffer Estate vineyards to sample their famed rosé cider. If hitting the many vintage stores in Sag Harbour isn’t on the cards, head out to explore the bay on one of the paddleboards or kayaks provided, by virtue of your own exclusive boat dock. Should that sound a little too energetic, you can also just take a dip in your private pool or luxuriate in the jacuzzi. The home is fresh, cool and contemporary while staying welcoming with warm rattan, bohemian touches, colourful books and art, and a rustic beachy feel. An aperitif on the pretty terrace is a must on balmy nights, or spend an evening around the fire with a movie in the cosy living room.

Long Point

Games Console

Playground

Pool / Snooker Table

Exercise Equipment

Desk / Workplace

Laptop Friendly Workspace

Accessible Parking

Outdoor Kitchen

Outdoor Shower

Stair Gates

A haven of tranquillity, this serene home is perfect for recharging your batteries. Step inside and be soothed by the classic Hamptons style – think ample-sized living spaces designed for entertaining, calm colours inspired by the coast and oodles of windows flooding each room with natural light. It's the ideal family pad, especially with a lounge fit for kids (complete with a pool table) in the basement and a workout room (including a Peloton bike) that fitness buffs will appreciate. And there's no denying that there's plenty of space to spread out. Two main suites have parents and in-laws covered, the sunroom is an excellent spot to enjoy a cup of tea in the afternoons and the kitchen is a dream to cook in, with glossy tiles, high-end appliances and all the crockery you'll need.

Make your way outside and while away sunny days by the pool. Come evening, fire up the barbecue and tuck into an alfresco feast before gathering around the fire pit on the Adirondack chairs to watch the stars come out. The peaceful scenery is made even better by the excellent location. This home is tucked away on a tree-lined cul-de-sac that backs up to a nature preserve, with walking trails right on your doorstep. It's an easy seven-minute drive to the stores, restaurants and coffee shops in East Hampton, while Two Mile Hollow Beach and other stretches of sandy coastline are just eleven minutes away.

Summer Fridays

Smart TV

Single-Level Home

You don't even need to step out of this home to take in the view of Sam’s Creek and Mecox Bay, with the sea stretching out in the distance. At this cottage by the water, built up on stilts, you’ll be able to watch it all from the comfort of home. But why would you when you can step out onto the deck, wander down to your private dock or walk to the beach in just minutes. Inside, the home has more than a touch of Bauhaus about it. Designed by the late Peter Blake, it's mainly monochrome interior contrasts against the greenery framed by floor-to-ceiling windows. It's a peaceful spot, with an open layout and an air of calm – especially in the bedrooms. Its raised position makes it a unique place to stay, and allows it to really make the most of its surroundings. Spend time lazing on hammocks under the cherry tree or take to the water on the home's canoe. 

Swan's Nest

Home Cinema Setup

Luxury Toiletries

Wine Cooler

Luxury Bedding

Throws

Breakfast Included

Just steps away from a private community beach, Borne Back was designed by its architect owner to provide a comfortable contemporary home in a perfectly quiet spot in the Hamptons. On a full acre plot next to Gardiner's Bay, it's surrounded by tall trees. Inside, it's modern, bright and relaxing, with subtle nods to its coastal location. Cook in the state-of-the-art kitchen, barbecue outside on the terrace or screen a movie on the home cinema setup. There's ample outdoor seating and a delightful, heated private pool to enjoy, and in the evenings, you could always treat your loved ones to a performance on the home's drumkit. We love the huge, sociable sofa in the living room and the first-floor sun terrace in particular but nothing beats the location of this place. A matter of metres from the beach and surrounded by quiet streets perfect for walks and bike rides, it's also within easy reach of several shops and restaurants.

Borne Back

Safe

Look out for artists, poets and musicians in the area around this home – it’s located in Springs, arguably the coolest town in the Hamptons. In the past, it’s played host to visionaries like Jackson Pollock and Lee Krasner, Willem de Kooning, Kurt Vonnegut, and John Steinbeck. Luckily, the home’s bright, colourful design lives up to its surroundings, with patterned throws and bedspreads, quirky artwork and unique furniture. From the moment you step foot inside, you'll feel right at home. There are 1.5 acres of land to explore out the back, with plenty of options for alfresco dining, whether you choose to relax with a barbecue under the wisteria or socialise on the patio. On hot summer days, go for a swim in the crystal clear pool, or lie back with a book on a sun lounger nearby. As if this wasn't enough, it’s also perfectly located for making the most of Springs, with the sea just a five-minute cycle away, and coastal walks and surf beaches within easy reach. On Saturdays, amble over to the Farmer’s Market to purchase fresh produce to whip up a feast. All in all, this is a delightful stay for young families or a group of old friends coming together. 

Sunflower Summer

Record Player

Sea Aster sits in an ideal spot for exploring beach and town life. Sag Harbor Main Street, with its restaurants, boutiques and artisan bakeries, is less than fifteen minutes’ walk away, and you can get to Haven’s Beach – a perfect spot to watch the sun set – in ten. The home has great dining and lounging areas, and the kitchen island makes the communal space even more open and social. With an ample sized garden, you get the calm and privacy that comes with the village farmhouse vibe while being at a handy distance from everything you’ll need. 


Sea Aster

Minutes away from East Hampton Village, this beautiful Sag Harbor home is ideal for sun worshippers and golfers alike. The Sag Harbor Golf Course is a stone's throw, and Havens Beach, among others, is reachable by car in minutes. Or you can make the most of sunshine days from home, where the private pool, ample seating, grill and wraparound balcony awaits. The third bedroom hosts four guests on two double beds, but the room is large and comfortable, and there's plenty of space throughout to stretch out. It's a home the whole family will enjoy as you experience the best of The Hamptons. 

Harbor Hymn 

Heated Pool

With a swimming pool outside and a huge playroom inside, there's no chance of boredom at this Hamptons retreat. Set in luscious forest near Bridgehampton and Sag Harbor, you're a short drive from shops, restaurants, and activities, while being secluded in your own peaceful bubble. A calming medley of greys, blues, and whites flows throughout the interior. Sliding doors in the living room lead to the outside, letting in plenty of light and a refreshing forest breeze. Choose from a variety of places to relax; around the swimming pool, by the barbecue area, or in the basement where a large space for indoor hockey matches, skateboarding or soccer is separated by glass. 

Walcott

DVD Player

DVD Library

Cafetiere

This Hamptons home does island life the modern way. In the mornings, hit up the local farmers’ markets and seafood shops. Then, in the evenings, cook your fresh fish in the state-of-the-art open kitchen. From the inter-connected Sonos surround sound system to the marble fireplace, vibrant art-works and comfortable furnishings – it's the fine details that set this home apart from the rest.

We love how close this home is to the beaches but when you’ve had enough of salty water, take a dip in your private heated pool. The beautifully landscaped patio garden surrounded by the local greenary offers a peaceful spot to enjoy some much-needed vitamin D. Come rain or shine, this spot presents a quiet sanctuary away from city life – and one that you can enjoy by spending quality time together as a group. 

When you are ready to venture out, spend your days cycling around the island. With scenic spots all around, Shelter Island invites you to switch off and reconnect with nature through time in a new environment. Ahh, we can smell the fresh air already. 


Ahoy There

This quintessential clapboard home in Sag Harbor is sure to pique the interest of travellers looking for a relaxing stay in the Hamptons. With its close proximity to the coast, including Haven's beach, the home is conveniently located for exploring the area. Taking it easy at home is also a tempting option here with a private pool, garden and outdoor shower. Inside, the rooms have been thoughtfully curated for families and remote workers with a dedicated home office space and a sleek kitchen and dining area that opens out onto the patio. Note that the third bedroom is only suitable for one adult or two younger children. 

Cruising The Coast

Mini Bar

Bread Maker

Rooftop Terrace

A Faithful Friend is nearly a hundred years old, but in terms of its luxury and comfort, it might as well be brand new. Once you’ve had a flick through the photos, you won’t be surprised to find out that it’s been featured in many design magazines. The patio, pool, and garden alone are impressive enough, but there's also a climatised screened porch off the kitchen, and a private deck off the main bedroom. And once you go inside, the atmosphere is high end and elegant without feeling pompous or stuffy. If all of this weren’t enough, there’s a small dock on a creek leading to Mecox Bay, so you can kayak down to the beach.


A Faithful Friend

Private Pool

Pack your bags and gather your favourite friends or family members, it's high time for a trip to the Hamptons. Just A Minute is a comfortable and modern home with easy access to Southhampton, where you can find everything you need from retail therapy to white sandy beaches. The home has a lived-in, comfortable feel, meaning you can settle right in without having to worry about a thing. The kitchen is fully equipped and the saltwater pool is ready for you to dive into. There's a fabulous social space at the heart of the home, with a cosy corner sofa, fireplace and bold artworks on the wall, and sets of sliding doors open it and the dining area out to the large deck – perfect for evening drinks in warm weather. Whether you want to spend the entirety of your trip at the house or explore the beautiful surrounding area, there is plenty to do on this small strip of Long Island. 

Just A Minute

It may look Old World from the outside, but behind this home's traditional shingle exterior is a luxurious and playful home to call your own in The Hamptons. Packed with designer touches, we love the bright, double-height living space, with its character fireplace and huge windows. Parents can enjoy the privacy of the downstairs master suite, with the remaining three bedrooms upstairs. And perhaps while the little ones explore the play shed outside, you could pour a drink from the wet bar and grab a cosy spot on the patio. From here it's just a stroll into Bridgehampton Village when you're ready to explore – an area known for its great walks, cycle routes and water sports. Luckily, the host has provided a shed full of bikes, kayaks and outdoor gear (there's even an outdoor shower for afterwards). Cool off in the saltwater pool, then fire up the grill for a long, lazy meal on the patio or in the formal dining room – doors flung open to the pretty garden. It's just a five-minute drive to Water Mill, and a little further to Southampton and Sag Harbour.

Marble Muse

Exploring East Hampton is a breeze at this coastal cottage. Both downtown and the beach are easily accessible by bike, and a coffee shop and seafood restaurant are just down the street. How's that for being in the centre of the action? Back home, the heated seasonal pool is a highlight, as is the sprawling garden – trust us, they'll be plenty of space for little ones to let off some steam. Fast wi-fi makes remote working easy, while complimentary access to Netflix, Hulu and Disney+ is perfect for family movie nights. The fourth bedroom – which doubles as an office –  has a single sofa bed, which we think is best for children.

Hamptons Dreams

Arriving at this effortlessly chic seaside home from the city is a shockingly swift affair – you can be in Manhattan for breakfast and Sag Harbour for lunch. With its white-washed interiors and beachy accents, the home is ideal for a family of weekenders or those looking for a long-term change of scenery. Our favourite touches include the rustic dining table, the gorgeously manicured yard, the exercise bike and the twinkling pool, perfect for hot summer days. The hydrangea-lined patio with its Adirondack chairs is perfect for lounging with a drink while someone grills up dinner. One of the seriously special aspects of this home is its fabulous location within walking distance of Sag Harbour’s Main Street, with its restaurants, boutiques, and art galleries all a stone’s throw away. Sag Harbour is one of New York State’s best kept secrets and the family-friendly bohemian alternative to other nearby towns. Tucked away on a private road, you’re guaranteed a peaceful escape here. 


Whale Watching

Piano

Ping Pong Table

Mosquito Net

An idyllic escape for all the family, this waterfront home sits in the hamlet of North Sea, part of larger Southhampton, and within an easy drive of a wide selection of restaurants, boutique shops and beautiful beaches. Whether you're here for a weekend or a longer stay, you'll immediately feel relaxed in this quiet spot, surrounded by nature. There's a huge, private garden with direct access to the water and an illuminated dock, so lovers of the outdoors will be in their element. Hire a boat, or borrow the home's kayaks and paddleboard to make the most of its unique location. Inside, it's a bright and beautiful space with a truly loved and lived-in feel. Made up of two units, with a staircase joining them together, you'll find two kitchens, two living rooms, and a total of four bedrooms – plus a playroom which can act as a nursery. We loved the upper level's stunning dining area – large enough for you all to eat together, opening out to a large deck and offering panoramic views of the water (it's also where you'll find the piano if you're musically inclined). In the evenings, barbecue outdoors before lighting the fire pit and watching the stars come out one by one.  

Kennedies

Look out for artists, poets and musicians in the area around this home – it’s located in Springs, arguably the coolest town in the Hamptons. In the past, it’s played host to visionaries like Jackson Pollock and Lee Krasner, Willem de Kooning, Kurt Vonnegut, Nora Ephron and John Steinbeck. Luckily, the home’s bright, colourful design lives up to its surroundings, with patterned throws and bedspreads, quirky artwork and unique furniture. There are 1.5 acres of land to explore, with plenty of options for dining outside, whether you choose to relax with a barbecue under the wisteria or socialise on the patio. There’s also a separate barn in the garden, which can hold a further three people. On hot summer days, go for a swim in the pool, or lie back with a book on a sun lounger nearby. As if this weren’t enough, it’s also perfectly located for making the most of Springs, with the sea just a five-minute cycle away, and coastal walks and surf beaches within easy reach. On Saturdays, amble over to the Farmer’s Market to purchase fresh produce to whip up a feast.

Sunflowers & Wisteria

The Mortar & Pestle takes its name quite literally from the mortar and pestle collection in the dining room, a detail that represents the character and charm of this home. The many indoor and outdoor social spaces cater to groups of friends and families who love home-cooked meals and value one another's company. Large family meals are best enjoyed on the shaded terrace where you can delight in the views of the lush surroundings. The highlight of this home is without a doubt the saltwater swimming pool. Get to know the area by spending days out at the beach, exploring local villages or taking a walk in the Cedar Point County Park.

The Mortar & Pestle

This Hamptons house sits on seven acres of lush greenery, with plenty of space for both kids and adults to enjoy. Old meets new inside, with patterned rugs, antique furniture and an imposing fireplace, along with a slick kitchen complete with coffee grinder and juicer. When the weather is right, stretch out on the sun loungers on the deck before you take a refreshing dip in the pool. No detail has been forgotten here – there's a little kitchen garden where you can pick fresh herbs for your culinary creations, and two bikes are provided for you to get around. A ten minute cycle or five minute drive will take you into Southampton, with its bustling restaurants and boutiques, or down to the sands at Cooper's Beach. Golfers will also be delighted to know that there are several courses within swinging distance. 

When In Bloom

Nestled in East Hampton, Want For Nothing is a home that is perfectly emblematic of true Long Island glamour. Spend your time working out in the home gym and relaxing by the pool or head out for delicious brunches and walks along the seafront. With so much to do in the local area, you'll be glad to have wonderful, open living spaces to return home to- not to mention being able to relax around the firepit with drinks from the wine cellar! With its beautiful state-of-the-art design, which is net-zero and sustainable, Want For Nothing is a home you'll be talking about for months to come.

Want For Nothing

Get set to escape reality and embrace all things lavish and luxurious as you retreat to this sensational, mid–century East Hampton's home. Newly renovated and sat on 1.5 acres of private land, this stunning home is surrounded by mature trees and luscious vegetation, creating an idyllic spot that's perfect for relieving those everyday stresses.

The home itself is defined by large windows that welcome the sunlight to sweep through every room and super high ceilings, giving the place a sense of grandeur. The addition of not one, but two wood burning stoves promise to keep you suitably snug throughout your stay, meanwhile the chic eat-in kitchen is kitted out with a host of new appliances, allowing you to rustle up all your best-loved bites in style. 

Clean and contemporary but totally cosy, this place is brought to life by statement light fixtures, beautiful artwork and stylish accessories. We particularly love the choice of soft furnishings in this home – the olive–green sofa is just too sumptuous to resist! Grab yourself a steaming hot Americano from the coffee machine before sinking into the depths of the velvet couch for a taster of pure bliss.

All this being said, if you ask us, the ultimate showstopper sits on the outside of the home. How could we possibly forget to mention the large heated pool? Encompassed by luscious greenery, here you'll have the chance to enjoy an invigorating morning swim. The perfect way to start the day, give your body a full workout before retreating to the poolside chaise loungers for an ice–cold glass of water and a freshly–prepared fruit salad.
We're confident you'll never want to leave this plush, private bolthole, but The Hamptons really is the most stunning location, so be sure to pay a visit to East Hampton Village, just five–minutes away and for a relaxing sandy stroll, head to the glorious Bay Beaches. 

Tucked In The Trees

Underfloor Heating

If you’re looking for all the charm of a country cottage with the space and grandeur of a manor house, this is the spot for you. It’s a four-minute stroll to the vast stretch of sand at Long Beach and a six-minute drive sees you in the heart of the pretty village of Sag Harbor. Or, you could while away the days in the privacy of the leafy-green backyard. Out here, you’ve got a pristine swimming pool set in the wooden deck and a shower to wash sandy feet after a trip to the beach.

Inside, it’s a mix of crisp white walls and ink-black accents. Gabled, white-wash ceilings give that country cottage aesthetic and floor-to-ceiling windows fill the place with sunlight. Boho beanbag chairs and pot plants add a rustic touch to the living room and the sleek, modern kitchen is fit for gourmet meals. Underfloor heating in the plush bathrooms is another nice touch. 

The Striped Sea Bass

A luxurious harbour-front villa overlooking the serene Noyack Bay, this home's stylish interior boasts elegance and sophistication. Huge, panoramic windows display the beautiful surroundings while flooding the space with light. An exquisite kitchen seamlessly blends the modern fixtures and fittings with a rustic style, pairing sleek marble-top counters with traditional brick and log walls. The large bedrooms have plush beds and window-walls, creating rejuvenating spaces, only furthered by the luxurious en-suite bathrooms featuring ocean-tiled walk-in showers. There is a serene, heated outdoor pool surrounded by lazing lounge areas, perfect for soaking up the summer’s sun. Located at the harbour's edge, the villa is moments away from delicious restaurants and quaint shops to explore. On more exciting days, you can take a short walk to the Northampton Colony Yacht Club for a day of sailing. 

Seascape

This beautiful home is set within dense woodland on the northern East Hampton Coast, just two blocks from a private beach looking out over Gardiners Bay. Inside, there are beautiful hardwood floors, a cosy fireplace for cool evenings and cathedral-like ceilings over the dining area. The bedrooms have that softbox glow thanks to neutral tones and lightweight curtains that offer privacy without blocking the light (so you may want to pack an eye mask for lie-ins). Step outside onto the terrace, and you'll find a seating area centred around a fire pit and a separate dining table, plus a grill for alfresco cooking on long summer evenings. The well-maintained lawn is plenty big enough for the kids to play ball games and keep themselves entertained. If you can tear yourself away, you're just fifteen minutes' drive from an afternoon of wine tasting or twenty-five minutes to Montauk Brewing Company. For a more family-friendly day out, head over to the Hanks Pumpkintown or The Milk Pail for apple picking and corn mazes.

Magic in The Hamptons

Sauna

Live your best East Hampton life at this light-filled, mid-century architectural gem, just a seven-minute drive from the beach.

With its private pool and hot tub, grassy lawns backed by juniper trees for post-pool games (table tennis, anyone?), and a sauna for a spot of rejuvenation, this place has got it all going on.

Luxurious styled throughout with a pared-back palette, pops of blues and driftwood subtly hint at the nearby sea. Beneath its soaring ceilings, the layout is made for easy socializing. Perch up at the huge island of the made-for-action kitchen while others flex their culinary muscles. Or spill out into the high-style lounge space around the wood burner – you can keep the conversation flowing easily, whenever you choose to be. 

But on long summer nights, it's outside around the vast teak dining table that we think you'll want to be. With the firepit aglow and the festoon lights twinkling around the poolside deck, it's a magical place to spend an evening. 

When you're looking to head off property, Sammy's Beach is just a seven-minute drive away – or eleven minutes if you hop on the home's ready and waiting bikes. And you're nearly equidistant from East Hampton (twelve-minute drive) and Bridgehampton (seventeen-minute drive) when it's time to soak up the artsier scene and meet the locals.

Hampton Set

At the bottom of the garden, you’ve got direct access to the serene waters of Noyack Bay, with kayaks, paddleboards and bicycles provided by your host. It’s a fifteen to twenty-minute walk (or five-minute cycle) to the restaurants and grocery store of Noyack, just along the coast from Sag Harbour. Your host is a designer, and it’s evident in the big, light-filled spaces inside, especially the gourmet kitchen which you might recognise from several cooking shows on the Food Network. Apart from the grand lounge, there are family hideaways tucked away and a big games room and cinema for time together. We love the surf shack in the garden – a lofty summer house with a wood-burner for chilly evenings.  

Where the Wind Blows

This colourful Hamptons home has a laid back, friendly feel that would be perfect for a group of friends or family. In a quiet part of the Northwest Woods area of East Hampton, the house is surrounded by trees which guarantees peace, quiet and privacy to enjoy your trip. We love the playful features of this home, such as the sheep and cow skin rugs, Phillips Hue colour changing lights and floating staircase. The large deck provides plenty of room to stretch out on a sun lounger and top up your tan, before diving into the swimming pool or under the outdoor shower to cool off. When you want to feel the sand between your toes, Sammy's beach is just a stroll away, and it is a short car ride to the iconic Ocean Beaches. You'll also find the quaint villages of Amagansset and Sag Harbor just a ten minute drive away. 

Technicolour Dreamland

Bathrobes

Heated Towel Rail

Ice Machine

Juicer

Trash Compactor

Wine Cellar

Access to Gym / Spa

Jacuzzi

If you’re in search of a coastal adventure or a relaxing beachfront escape, this home delivers the perfect solution. Nestled in Stonington village, you’ll be spoiled by beautiful views, an expansive two acres of lush grounds, a private pool and a tennis court. And while there’s everything you could need to enjoy the great outdoors, the rooms are just as inviting with a home theatre, a sauna, a wine cellar and plenty of socialising space across the living and dining rooms. You might find it hard to leave this peaceful sanctuary, but it’s just a short stroll to the nearest restaurants and shops.


Coastal Rhapsody

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