North Fork

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Board Games

Sound System

Entertainment

Bathtub

Hair Dryer

Toiletries

Changing Table

Bathroom

High Chair

Fridge

Dishwasher

Oven

Stove

Toaster

Freezer

Kitchen

Coffee Maker

Kitchen Utensils

Cooking Essentials

Kettle

Kitchen & Dining

Washing Machine

Dryer

Iron

Black-Out Blinds

Hangers

Extra Pillows and Blankets

Cleaning Products

Drying Rack

Bedroom & Laundry

Wi-fi

Laptop Friendly Workspace

Internet & Office

Fireplace

Air Conditioning

Central Heating

Heating & Cooling

Parking Available

Free Parking On Premises

Private Entrance

EV Charger

Parking & Access

Barbeque

Balcony / Patio

Garden

Beach Essentials

Outdoor Seating

Outdoor Shower

Outdoor

Welcome Hamper

Nice to haves

Child Friendly

Smoke Detector

Carbon Monoxide Detector

Fire Extinguisher

Safe

Other

Mere steps from the beach, this four-bedroom farmhouse sleeps ten and is ideal for a large family getaway. Rustic it may be, but the interiors don’t skimp on style – white walls and pops of colour lend it a modern Scandinavian vibe. An open-plan kitchen with a Carrara marble island and KitchenAid mixer make meal prep a cinch – get everyone together to bake a cake. A travel crib, highchair and changing pad are provided for the littlest family members. 

The Captain's House

Pod Coffee Machine

Microwave

Self Check-in / Check-out

Single-Level Home

Balcony

Access to Beach

Pets Allowed

Pets

The summer retreat for Manhattan’s wealthy elite, the vibe of the Hamptons couldn’t be further from New York’s chaotic urban sprawl. And if you’re looking for the ultimate in serenity and tranquility, this idyllic beach house is for you. Every element of this cottage has been thoughtfully considered to make the most of its seafront location on Long Island’s North Fork. Inside, the whitewashed colour scheme extends to every room, creating a soft, calming atmosphere. In the open kitchen/living room, vast windows and glass sliding doors welcome in the dune-studded view and ocean breeze. In the bedrooms, pressed white linen lies on pale-wooden bed frames, with driftwood adorning the minimalist dressing tables. And as relaxed as you’ll feel inside, just wait until you step outside. Where the decked terrace ends, the beach begins, meaning you’re just a couple of barefoot steps from the gently rolling waves. Bliss.

Salty Kiss

DVD Player

Sonos

DVD Library

Rain Shower

Cafetiere

Ironing Board

Swimming Pool

Wellness & Fitness

Desk / Workplace

Outdoor Audio

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

Home Cinema Setup

Satellite / Cable TV

Playground

Baby Bath

Rice Maker

Blender

Cot / Crib

Bicycles

Private Pool

Ceiling Fans

First Aid Kit

Anyone with a subscription to HBO might recognise The Old Life-Saving Station. The home has featured in both Lena Dunham’s Girls, and more recently, The Undoing, starring Hugh Grant and Nicole Kidman. Staying here puts you in elite company, and it’s not hard to see why. It’s a unique house. Dating all the way back to the 1800s, when it was built as a coastguard station for the Long Island Sound, it’s been renovated since, but with lots of care put into maintaining the farmhouse atmosphere and the vintage furniture. The home is set on three acres of land on the North Fork, and from the veranda, you can hear the waves lapping against the shore of the private beach. It’s a magical setting, perfect for long summer afternoons (and if the water is too cold, there’s a 50ft pool as well). Colder evenings bring their own charm, as the vast kitchen and living room come into play. The large table seats fourteen easily, so every night feels like a dinner party, while the crackling fire in the other room sets the scene for an evening curled up on the sofa, with a hot drink in hand.

The Old Life-Saving Station

Netflix

Library of Books

Streaming Services

Children's Dinnerware

Espresso Machine

Baby Monitor

Laundry Supplies

Vacuum Cleaner

Hot Tub

Printer

Free Parking On Street

Bike Shed

Multiple Sets of Keys

Beach / Pool Towels

Fenced Garden

Fenced Property

Garden Games

Hammock

Herb Garden

Outdoor Fireplace / Firepit

Patio / Terrace

Sun Loungers / Beach Chairs

Sun Umbrellas

Umbrellas

Pet Bowls

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

Mini Bar

Throws

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

Record Player

Exercise Equipment

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

Amazon Prime

Piano

Ping Pong Table

Mosquito Net

Stair Gates

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

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

Resort Access

Set across seven private acres on Shelter Island’s Menantic Peninsula, this waterside property epitomises tranquillity. Wake up to views on one of the home's two private balconies, before whipping up breakfast in the state-of-the-art kitchen and sipping your morning coffee as you paddle in the sea. Days here can be spent sunbathing on the private sandy beach, getting out on the water kayaking or paddle boarding, and honing your fishing and clamming skills. Come the evening, relax in the open-air Jacuzzi or get comfy in the large lounge, before retiring to one of four generous bedrooms.

Villa Menantic

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 

Luxury Toiletries

Wine Cooler

Luxury Bedding

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

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

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

Wander Inn is an architect-renovated ranch in a beautiful setting. Built in the sixties, this home is made for relaxation and indulgence. The minimalist furniture has been carefully selected, merging with stone and wooden surfaces and creating a pleasant atmosphere. The ceilings are tall, the bedrooms are quiet, and there's lots of natural light, making the transition between indoors and outdoors seamless. A typical day in this home consists of lazy walks around the area, hanging out in the hammock, and curling up with a good book on the plush sofas. When you're ready to venture farther out, the beach is only a few steps away, so you can return home for a hearty lunch after a morning swimming and tanning session. There's lots to do in the area, from wine tastings to great independent restaurants, making it a great option for a foodie family.

Wander Inn

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

Pool / Snooker Table

Ice Machine

Juicer

Heated Pool

Outdoor Pool

Desk

Workplace

Temperature Control

Buzzer / Wireless Intercom

Fenced Pool

Security Cameras

Escape the frenetic pace of daily life and revel in an unmissable opportunity to relax and recharge at this stunning Shelter Island getaway. Set on a quiet tree-lined street and just a ten-minute walk from the pebble-strewn seashore, the home is perfectly set up for family holidays and weekend retreats with friends.

Stepping inside, you could be forgiven for thinking you've been transported to the south of France, or the rolling Tuscan countryside. A gorgeous terracotta floor ties the open-plan layout together. The space includes a couple of seating areas, a well-equipped marble-topped kitchen and a dining table with seating for six.

Interior sliding doors allow for the creation of a self-contained king-size suite complete with a sitting room, while numerous glass doors line the walls, peeling back to reveal direct access to the large garden. Out here, you'll find plenty of comfortable seating areas and lots of green space for children to run around and play endless games of table tennis.

Three further bedrooms are situated on the top floor – all are well illuminated thanks to overhead skylights and windows that afford garden and golf course views.

For days out, pack up the beach chairs and parasols from the garage and make your way to the nearest pebble beach, a quarter of a mile away. Alternatively, saddle up on the included bikes and cycle fifteen minutes into town for family-friendly restaurants, ice cream parlours, and even a couple of upmarket eateries.



Straight Down the Middle

Traditional on the outside, smart and modern inside, this home is a serene coastal haven. Every element here has been carefully considered to ensure you feel as welcome and relaxed as possible. The rooms are all soothingly decked out in white, with tasteful nods to its seaside location. But this is more than your average beach home. On the lower level you’ll find a cinema room – complete with mini fridge and popcorn machine, naturally – and there’s a Sonos sound system, a state-of-the-art fitness bike (if you really feel the need to train while you're away) and mini arcade machines in the games room. In it's a great spot, close to North Sea and the Tuckahoe Woods Preserve. A short drive or a bike ride will take you into Southampton village and its long stretch of sandy beaches.

Far Away Coast

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

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

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

Games Console

Outdoor Kitchen

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

Not too far from the bright lights of New York City, this striking and stylish home sits near the beaches of Westhampton and among the protected marshlands of Long Island. The house itself is a modern twist on the traditional clapboard homes the area is famous for, with wraparound decks looking into the treetops to the rear and plenty of sliding doors allowing the indoors to seamlessly slip into the outdoor space. Downstairs, the living space is all about its designer leather sofa and chairs, as well as a large glass dining table. There's an excellent kitchen, with everything you'll need to cook at home, and even a den upstairs, complete with a sofa and office desk for working remotely. Outdoors, the huge deck is the star of the show, with seating areas, an alfresco dining spot, a cabana and a swimming pool. It's just a ten-minute drive to Westhampton beach to paddle in the Atlantic Ocean or visit one of the many excellent bars or restaurants.

Long Island Iced Tea

Smart TV

Private Washing Machine

Private Dryer

Secured Parking

Private Parking

Early / Late Check-Out Available

Smart Home System

Alarm System

Security System

Radiating coastal luxury, this towering home with its streamlined kitchen, natural lighting and picture-perfect minimalist rooms stands on an acre of land in the affluent Hamptons. Location-wise, you're surrounded by art museums and trendy mom-and-pop shops, with the historic Shinnecock Hills Golf Club under five minutes away by car and Meschutt Beach not much further.  Not only is it well positioned with good looks, but the sleek terrace is also where you'll find a swimming pool and seating area overlooking the treeline and garden below.

The Little Sparrow

Games Room

If you need a base for a friendly get-together or a family reunion, then look no further than this abode in the heart of Westchester County. Thanks to the games room, gym and cinema room, there’s never a dull moment here – and that’s just what’s inside the home. Outside, guests have access to a private pool, basketball hoop, and terrace, ideal for drinks at sundown. In terms of location, you’re an hour’s drive from New York City. Should you need help with planning your itinerary, your host provides a handy digital guide. 

A Summer's Eve

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