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    Found 174 New York properties for vacation rental

    Apartment • 4 People • 2 2 pets pool wifi
    From
    $
    526 USD /night
    Min Stay 1 night


    Hamptons NY, USA

    $ 526 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Water Mill Charm
    Located in Water Mill – just a ten-minute drive from Southampton – this charming cottage offers a peaceful retreat set within beautifully manicured grounds, as well as easy access to the Hamptons’ awe-inspiring beaches. Step inside to be met with a light-filled living area, curated with a striking blend of contemporary and antique furnishings to create an immediately homey welcome. Make yourself comfortable on the sofa with a glass of wine while the fire roars, or gather around the dining table for a celebratory meal. The bright conservatory room is the ideal spot for an afternoon of reading, or better yet, take your book and a cold drink outside onto the lush green lawn where deck chairs beckon long hours basking in the sun. At night, fire up the barbecue for an alfresco feast under the stars, before retreating to the bedrooms for a peaceful night’s sleep. When it comes to activities, your host provides a canoe for fun afternoons o...More Details

    • Booked Available
    Apartment • 9 People • 4 2 pets pool wifi
    From
    $
    3,612 USD /night
    Min Stay 1 night


    Hamptons NY, USA

    $ 3,612 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Escape to a waterfront home with your own private dock and outdoor space at this great property located in Southampton Cove. This cozy beach house offers 5 bedrooms and 2 bathrooms, making it perfect for a summer escape with family or friends. The upper level features three bedrooms, a full bath, and a large eat-in kitchen with stunning views of the cove. The oversized wrap-around deck is ideal for entertaining or simply relaxing and enjoying the beautiful surroundings. Downstairs, you'll find two additional bedrooms, a living room, kitchenette, and Florida room with water views. The dock is spacious and lighted, providing the perfect spot to unwind while watching the sunset from the Adirondack chairs. This smart house is equipped with Google/Nest/Lutron technology, high-speed WiFi, and smart home speakers throughout. With its close proximity to Towd Point, Conscience Point Marina, and the village of Southampton, this waterfront retreat...More Details

    • Booked Available
    Apartment • 10 People • 4 3 pets pool wifi
    From
    $
    3,592 USD /night
    Min Stay 1 night


    Hamptons NY, USA

    $ 3,592 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Pearl of the Bay
    Picture this: a beautiful bohemian-style home nestled amidst tranquil countryside, moments from a sandy beach, and you, along with your favourite people, lounging around a glistening pool, sipping a cool drink. That’s pretty much what staying at this Hamptons gem will be like – relaxed, luxurious, and restful.It would take too long to list all of this home’s many high points – the stylish and comfy décor, the rustic details we love, including the wood beams on the high ceilings, the heated pool and hot tub, the generous space ?? those are just some of them. Arrive and feel yourself immediately embraced by the cosy and welcoming vibe which permeates this place. Lounge about in the impressive living room with its plush sofa and fireplace – later head downstairs to enjoy a cosy movie night in the company of your loved ones in the entertainment room. You can also dance around the house with your favourite tunes blasting out through the Blue...More Details

    • Booked Available
    House • 8 People • 3 3 pets pool wifi
    From
    $
    923 USD /night
    Min Stay 6 nights


    Hamptons NY, USA

    $ 923 USD /Night (minimum stay 6 nights)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Long Island Iced Tea
    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 resta...More Details

    • Booked Available
    Advertisement
    Apartment • 16 People • 8 5
    From
    $
    5,097 USD /night
    Min Stay 1 night


    Hamptons NY, USA

    $ 5,097 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Apple Picker's Perch
    Whether you're eight or eighty, this Colonial-style home has got something to keep you entertained. Gather the group together in the cream-toned downstairs living room – with an electric fireplace to keep warm – for debriefs of the day, before peeling off into the myriads of rooms. Big kids can organise competitions in the games room, with hours of fun on the pool table, air hockey table, retro arcade machines and more. And if you've still got energy to burn, hit up the home's gym to pump some iron. Rest and relaxation comes in equal measure – pour yourself a drink in the upstairs living room's bar, or head out to the decking to nab the double sun lounger. Nightfall doesn't mean the end of activity, with a seven-person hot tub and an outdoor firepit to keep you toasty as your gang congregates under the stars. Everything you need is here, but if you want to venture out, Southampton Village is nearby and a hive of upmarket boutiques and r...More Details

    • Booked Available
    Apartment • 6 People • 3 2
    From
    $
    2,804 USD /night
    Min Stay 1 night


    Hamptons NY, USA

    $ 2,804 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Wild Ginger
    Sitting on an acre of lush land, this is the ideal spot for a secluded retreat. While the outside of the home offers manicured greenery, sprawling decks and a heated swimming pool, the inside boasts high cathedral ceilings, and a sociable eat-in kitchen. Calm and comfortable, with pieces of carefully chosen antique furniture and wall art, it's a real home from home. Outside, screened by trees, there's ample space for entertaining or simply soaking up the sun. The outdoor shower will cool you down after a day of sunbathing, and get you ready for a sunset cocktail in one of the outdoor lounge areas. Light up the barbecue in the evening should you prefer to eat in – or just make a reservation in nearby Southampton, Bridgehampton, or Sag Harbor, all easily accessible by car. Being fully gated, this home will give you the perfect intimate vacation experience. *One additional guest can sleep on a sofa bed in the living room*Pets may be allow...More Details

    • Booked Available
    Apartment • 8 People • 4 3
    From
    $
    1,617 USD /night
    Min Stay 5 nights


    Hamptons NY, USA

    $ 1,617 USD /Night (minimum stay 5 nights)
  • Swimming Pool
    Air Conditioning
    WiFi

    Whale Watching
    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, yo...More Details

    • Booked Available
    Apartment • 6 People • 3 1
    From
    $
    866 USD /night
    Min Stay 1 night


    Hamptons NY, USA

    $ 866 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Surfside Sunset
    Envelope yourself in a forested oasis at this Montauk home – standing on an acre of woodland, this home is perfect for families seeking an escape from the city. The hot tub and tennis courts keep you occupied at home, while the cosy living room is perfect for when it gets colder – get that fireplace going and choose the evening's designated hot chocolate barista. While you're here, you'll also want to take advantage of the private ocean beach access – perfect for a scenic stroll. When mealtimes roll around, relax knowing the nearest restaurants in the village of Montauk are just 3 miles away. *The primary booker needs to be over 30 years old.*For those with reduced mobility, there's a ground floor bedroom and bathroom here.*The hot tub is only available between May 1st and October 31st.*The outdoor areas may not be available for use between early September and late May. Please contact the host if you are looking to visit outside these ...More Details

    • Booked Available
    House • 6 People • 3 3
    From
    $
    5,172 USD /night
    Min Stay 2 nights


    Hamptons NY, USA

    $ 5,172 USD /Night (minimum stay 2 nights)
  • Swimming Pool
    Air Conditioning
    WiFi

    Borne Back
    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. *If you'd li...More Details

    • Booked Available
    Apartment • 8 People • 4 3
    From
    $
    990 USD /night
    Min Stay 14 nights


    Hamptons NY, USA

    $ 990 USD /Night (minimum stay 14 nights)
  • Swimming Pool
    Air Conditioning
    WiFi

    Straight Down the Middle
    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...More Details

    • Booked Available
    Apartment • 6 People • 3 2
    From
    $
    626 USD /night
    Min Stay 1 night


    Hamptons NY, USA

    $ 626 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Dappled Light
    We believe that arriving at the very best holiday homes should feel like stepping into your own dream house, and this East Hamptons retreat gives us just that feeling. Brick fireplaces, bleached-wood benches and wide windows create a space filled with light and warmth, and the true charm of this home isn’t limited to the interiors. Apart from the proximity to the bays, beaches and bars that make the area such a coveted holiday spot, it’s also home to a garden straight from a landscaping magazine. Mix yourself a cocktail to enjoy on the patio while you admire the butterflies and birds fluttering in and out of the flowers, or take a little nap in the sunshine. In other words, make yourself at home. *There are three adult bikes for you to borrow*We think exploring would be easiest with a car, as public transport is limited*While pets are welcome, additional fees may apply*For stays longer than a week, a professional cleaning is compulsory...More Details

    • Booked Available
    Apartment • 8 People • 4 3
    From
    $
    7,386 USD /night
    Min Stay 1 night


    Hamptons NY, USA

    $ 7,386 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Art of the Bay
    Brightly lit by the sunlight pouring in through the large-scale windows, this home is a real treat to the eyes and soul. Surrounded by greenery inside and out, encompassed by sparkling water, you'll find yourself choosing to enjoy your morning cup of coffee by the harbor every day. The bedrooms and living room offer a gorgeous view of the outdoors – it'll be hard to resist not spending every minute out there. Feeling hungry? Browse the pantry to find the best ingredients for a delicious homecooked breakfast, perfect for tucking into on the patio.A three–minute drive will get you to Long Beach for a day of building sandcastles and relaxing with a refreshing beverage to quench your thirst. The closest golf course is within a ten–minute road trip, while history buffs can enjoy an afternoon at the Sag Harbor museum. Unwind after hours of fun at one of the dockside restaurants, followed by sumptuous baked goods at Sagtown Coffee for dessert....More Details

    • Booked Available
    Apartment • 10 People • 5 5
    From
    $
    4,925 USD /night
    Min Stay 1 night


    Hamptons NY, USA

    $ 4,925 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    The Star of the Pond
    Homes are like people – some just have that special style which cannot be defined but which never escapes notice. That’s what makes a star, and this gem of a house nestled on the shores of Georgica Pond is certainly that. There’s beauty and elegance in every nook and cranny here, and you better prepare yourself to be wowed at every turn. Built by the legendary Tina Fredericks, who had been known for decades as the ‘Realtor to the Stars’, this property exuded a sense of history, but it also feels like home from the moment you step through the front door. The living room is a vast space filled with streams of soft natural light flooding in through the windows overlooking the stunning views outside. Decorated in soft natural colours with wood accents and plush furnishings, this room invites you to relax in grand style. We love the statement-making central fireplace and the vibrant pops of green which come courtesy of the lovely plants. The...More Details

    • Booked Available
    Apartment • 6 People • 3 2
    From
    $
    1,899 USD /night
    Min Stay 1 night


    Hamptons NY, USA

    $ 1,899 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Redfox Retreat
    A beautiful, traditional East Coast style home located close to the idyllic Sag Harbor Village and sought-after East Hampton, this place offers a tranquil retreat amid lovely landscapes – which include forest as well as the picture-perfect Wainscott Beaches. The interior feels bright and expansive, whilst still housing loads of cosy corners in which to take some time to yourself. When you do feel like socialising, then the well-thought-out living areas provide the perfect place to do so. Step outside and make the most of the manicured lawn, barbecue and outdoor entertaining area, not to mention the stunning swimming pool. We think the whole place oozes an American summertime atmosphere that's hard to beat. *Please note that this home does not accept groups of unaccompanied young people, so the primary renter must be at least 28 years old*The swimming pool isn't fenced, so children will need to be supervised at all times*There are a cou...More Details

    • Booked Available
    Advertisement
    Apartment • 6 People • 3 2
    From
    $
    620 USD /night
    Min Stay 1 night


    Hamptons NY, USA

    $ 620 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Five String Serenade
    You’ll find this traditional shingle home 1 mile from downtown East Hampton and a short drive from Two Mile Hollow Beach. The fenced backyard with its saltwater swimming pool and firepit guarantees a good time when the weather’s fair but if rain threatens, there is table tennis and a collection of books to keep the whole brood occupied. The kitchen is fully equipped with everything you’ll need for meals in and while the bedrooms are basic, they’re certainly comfortable and well-maintained. Want to take your stay to the next level? Contact your host about the concierge services they offer. *We recommend hiring a car for ease of getting around*Parking for up to two cars is available on the premises*The pool is only in use from ??Memorial Day to Labor Day – please contact your host if you wish to use the pool and your booking falls outside of this timeframe*The lead tenant must be at least 25 years old Accessible ParkingAir ConditioningB...More Details

    • Booked Available
    Apartment • 6 People • 3 2
    From
    $
    1,172 USD /night
    Min Stay 1 night


    Hamptons NY, USA

    $ 1,172 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Shes a Blues
    Welcome to this stunning renovated beach cottage in Southampton. This contemporary 3-bedroom, 2-bathroom property offers a perfect blend of modern comforts and beach living. The open and bright interior features high ceilings, sliding doors, and plenty of natural light. Relax in the cozy living room with a wood fireplace and flat-screen TV. The well-equipped kitchen has stainless steel appliances and ample counter space. Enjoy breakfast at the three-stool breakfast area or have a meal at the six-person dining table. Stay entertained with the Bluetooth speaker system and do some self-guided yoga using the supplied mat before unwinding in the sauna.\n\nThe second-story deck offers water views over Peconic Bay, perfect for entertaining friends and family. Grill your favorite meals on the gas grill and dine al fresco at the outdoor dining table. Take a dip in the heated freshwater pool or head to the private bay beach around the corner for ...More Details

    • Booked Available
    Cottage • 12 People • 5 3
    From
    $
    1,560 USD /night
    Min Stay 2 nights


    Greene-County, USA

    $ 1,560 USD /Night (minimum stay 2 nights)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Road Not Taken
    Surrounded by twelve acres of towering pine trees, days at this Catskills cabin are best spent in the great outdoors. Start the morning with a coffee on the deck, followed by a stroll through the private trail in the forest. In the afternoons, enjoy an alfresco lunch as kids play on the treehouse, then gather around the fire pit come evening for stargazing under the night sky. End the day with a soak in the bubbling hot tub before bedtime.This home is positively bursting with rustic charm – think soaring A-frame ceilings, quirky antler chandeliers, a floor-to-ceiling stone hearth and all the wooden details and timber accents you'd expect in a log cabin – but it's got all the bells and whistles, too. The game room downstairs promises fun for the whole family – shake up a cocktail at the bar and play a round of pool or air hockey, tickle the ivories on the baby grand piano or settle down for a film and appreciate the cinema-style surround...More Details

    • Booked Available
    Apartment • 8 People • 4 3
    From
    $
    2,421 USD /night
    Min Stay 1 night


    Hamptons NY, USA

    $ 2,421 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Rosy by the Sea
    This stylish shingled home is conveniently located between the charming villages of Bridgehampton and Sag Harbor, offering the perfect balance of convenience and tranquility. Immerse yourself in the beauty of the Hamptons with wineries and horse farms just moments away.Step inside this inviting home and discover an open floor plan with vaulted ceilings, creating an airy and spacious ambiance. The kitchen features elegant marble countertops, perfect for culinary enthusiasts, while the fireplace adds a cozy touch to the living area. The first floor boasts a primary bedroom with an en-suite bathroom, complete with a luxurious tub and walk-in closet.Outside, enjoy ample privacy as you relax by the heated pool or unwind on the deck or front porch. It comes with high-end amenities including fully-stocked kitchens, Nespresso machines, high thread count linens, and Malin \u0026 Goetz soaps. Stay connected with remote-work setups that include er...More Details

    • Booked Available
    Apartment • 4 People • 2 3
    From
    $
    871 USD /night
    Min Stay 1 night


    New York City NY, USA

    $ 871 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Madison Square South
    This charming duplex lies in Manhattan's West Village. Spread over multiple levels with the kitchen up on the mezzanine, groups will have plenty of space here, though you'll need to climb a lot of stairs. If you're looking for a home base while working remotely, you'll find computer equipment and standing desks to maximise productivity. The private garden is spread over two tiers and is equipped for barbecues, with outdoor seating and sun loungers. While children and little ones aren't permitted, we think friend groups will love it here thanks to its proximity to bars, restaurants and shops. *Parking in New York can be tricky, so we recommend sticking to easily accessible public transport where possible. *This home is in an apartment building so there is a chance you might hear some noise from upstairs residents, and you might bump into other guests during your stay. Light sleepers might want to pack earplugs.*This home is spread over ...More Details

    • Booked Available
    Apartment • 16 People • 6 7
    From
    $
    3,187 USD /night
    Min Stay 1 night


    Hamptons NY, USA

    $ 3,187 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Picket Fence on Water Mill Towd
    The perfect catch for a family reunion or getaway that requires a lot of space. This Hamptons home doesn’t only have an impressive square footage to show off, but it comes complete with a billiards room, home cinema, gym, and wine cellar – and that’s only the inside covered. Wander onto the rooftop terrace to get a full appreciation for the manicured lawn, crystalline pool, and untamed tree line bordering the home. Up on the terrace, coincidentally, would make the perfect spot for stargazing by the way of a midnight picnic – and yes, you might not be able to cram sixteen people up there, but that’s what the balcony one story down is for. With so many things to do in and outdoors – who’s up for a round or two of shoulder wars in the pool? – you might not even make it off the property, but will put an even bigger smile on your face knowing that you’re pretty much surrounded by beaches, golf courses, vineyards, and restaurants here. *Due...More Details

    • Booked Available
    Apartment • 8 People • 4 2
    From
    $
    2,776 USD /night
    Min Stay 1 night


    Hamptons NY, USA

    $ 2,776 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    The Dock of the Bay
    Sitting right on the waterfront of Shinnecock Bay and providing you with your own private dock – large enough for a 36ft boat – this home is a skipper's dream. You can admire the views of the lake from the lounge and dining area through the floor-to-ceiling windows, as well as from every bedroom, so you can soak up every second of this dreamy location.Step onto the private patio and find the outdoor pool, ideal for cooling off in the heat, as well as a hot tub for warming up on summer evenings – or simply take a good book out to one of the lounge chairs and enjoy relaxing in peace. *The lead guest must be at least 30 years old to book this home*Although this home is based on the ground floor, it's not suitable for those with limited mobility*The swimming pool and the lake aren't fenced, so children will need to be supervised at all times*Though there isn't a dedicated desk here, the dining table doubles up as a laptop-friendly workspac...More Details

    • Booked Available
    Apartment • 6 People • 3 2
    From
    $
    994 USD /night
    Min Stay 1 night


    Hamptons NY, USA

    $ 994 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Charm Farm
    If character and timeless styling is your sort of thing, you've just found your dream Montauk farmhouse. Set on a typically leafy road, backing onto woodland but just a five-minute drive from the famous sandy beaches, it's a delightful, historic home built in the traditional style. Its wood-shingled exterior and wraparound porch are about as charming as they come, plus it comes with four acres of land to explore.Inside, it's been beautifully updated in keeping with its roots, with hardwood floors, comfortable furnishings and plenty of wall art. The high ceiling and fireplace in the living room give it an authentic period feel, and an eclectic mix of modern and vintage furniture keeps everything on-trend. We love the room's triple aspect, overlooking the lawns, the deck and the drive. There's a practical and homey kitchen and two quiet, calm main bedrooms – a third can be used as a bedroom, a study or an upstairs snug.The chances are you...More Details

    • Booked Available
    Apartment • 10 People • 5 3
    From
    $
    862 USD /night
    Min Stay 1 night


    Hamptons NY, USA

    $ 862 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning

    Road to Relaxation
    Located between Sag Harbour and Sagg main beach, this family home offers the quintessential Hamptons experience. Set on three acres of landscaped gardens, you’ll have plenty of space to stretch out and play with the kids, and there’s even a pool for those hot summer days. The home office is well-equipped and perfect for remote work if you’re staying for a while. When it comes to days out, you’ll have back road access to the bustling towns of Southampton, Bridgehampton and East Hampton, meaning you can avoid the crowds and cut down on travel time. *This home is spread out across two floors with no internal lift*There's free private parking available here, with space for four cars – we'd recommend renting a car to get the most out of your stay *You'll have your own private entrance here*The swimming pool isn't fenced, so children will need to be supervised at all times*For those with reduced mobility, there's a ground-floor bedroom and b...More Details

    • Booked Available
    House • 11 People • 5 4
    From
    $
    1,564 USD /night
    Min Stay 7 nights


    Hamptons NY, USA

    $ 1,564 USD /Night (minimum stay 7 nights)
  • Swimming Pool
    Air Conditioning
    WiFi

    Sunflowers - Wisteria
    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 ...More Details

    • Booked Available
    Apartment • 10 People • 5 3
    From
    $
    4,980 USD /night
    Min Stay 1 night


    Hamptons NY, USA

    $ 4,980 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Home by the Sea
    If you’re looking for a proper seaside escape with a group of your nearest and dearest, here it is. This home is so close to the sea, you can hear the waves rolling into the ocean as you sip your wine on the terrace. But let’s start by taking a look inside. The open living area is simultaneously enormous yet cosy, with the big corner sofa and armchairs creating a nice space for you to gather together around the fireplace in front of a film. The beach-house theme – white walls with pops of blue – works nicely with all that natural light coming in from the floor-to-ceiling windows. The kitchen has everything up to ten people could possibly need, including that all-important coffee machine. Back to that gorgeous terrace – here is where to come for connecting to nature. Sink into a lounger and listen as the trees sway around you to the sound of the sea. Or grab a towel and enjoy more of the same from the hot tub. The lawn is big enough for ...More Details

    • Booked Available
    Apartment • 8 People • 3 2
    From
    $
    1,467 USD /night
    Min Stay 1 night


    Hamptons NY, USA

    $ 1,467 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Nature's Spirit
    Surrounded by nature, while the inside of this home has a simple, rustic vibe, it’s well-equipped and comfortably sleeps up to eight – ideal for families with children, given the third bedroom has a couple of bunk beds. Outdoors, you can soak up the tranquillity in the heated pool or fire up the barbecue for an alfresco meal – there are even two adult bikes to allow for some two-wheeled exploring of the local area. With some of East Hampton’s best bits a short drive away, you’ll never be short of things to do. *Private parking is available for two cars on the driveway*The décor here is a little generic – those looking for a more luxurious stay may wish to look elsewhere*At full occupancy, four guests will be sleeping in two bunkbeds in the third bedroom – perfect for families with children*Eight guests will share two bathrooms here, one of which is an en-suite to the main bedroom*This home is single-storey, making it suitable for those...More Details

    • Booked Available
    Apartment • 8 People • 4 3
    From
    $
    4,398 USD /night
    Min Stay 1 night


    Hamptons NY, USA

    $ 4,398 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Quogue Club
    Escape the city at this hilltop Hamptons home, situated in the peaceful hamlet of East Quogue. Its impressive interior and 1.5 acres of landscaped grounds offer luxurious living both inside and out. And while its orange, teal and purple colour scheme is unlikely to appeal to everyone, it's hard to fault the fit, finish and facilities on offer here. The private saltwater pool, eight-person hot tub and basketball net will see a lot of use on sunny days, with a selection of large-format garden games to get everyone involved. East Quogue's bustling main street is lined with restaurants and locally owned shops, while there are several ocean-facing public and private beaches lining the Long Island coast. *Two of the bedrooms share a 'Jack \u0026 Jill' en-suite bathroom*Given the location, you'll need access to a car to fully explore the area – there's parking on the drive for up to three vehicles, with space for one in the garage*Access to t...More Details

    • Booked Available
    Apartment • 6 People • 4 3
    From
    $
    948 USD /night
    Min Stay 1 night


    Hamptons NY, USA

    $ 948 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Beaming Smiles
    A renovated barn complete with a heated outdoor pool, all within walking distance of Bridgehampton. This charming home ticks all the boxes, and you can even drive to the beach in a matter of minutes. Inside there's a classical theme, dripping with antiques and vintage paintings. The double height living space is flooded with sunlight, and musical types can tinkle on the ivories at the home's grand piano. Outside, in the one-and-a-half acre grounds, there’s a large pool to splash around in, generous lawn for family games, and a fire pit for those nights when you just can’t bear the day to end – some s’mores and a hot chocolate should do the trick. You’ll find plenty to keep you busy nearby too. Take your pick from the local beaches, go wine tasting at the nearby vineyard or do some high-end shopping. *While this home is walking distance to some attractions, we would still recommend a car*One of the bedrooms in this home is located on a ...More Details

    • Booked Available
    Apartment • 18 People • 9 10
    From
    $
    7,804 USD /night
    Min Stay 1 night


    Hamptons NY, USA

    $ 7,804 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    A Court of Forest Green
    Complete with a private tennis, volleyball, and basketball court, this Sag Harbor house might not need much more in terms of entertainment, and yet you'll also find a swimming pool, outdoor bar, fitness and games room available here. Made for outdoor summers, little ones can enjoy unravelling the mysteries of the lush garden whilst the grown-ups sip cocktails poolside. Though it's set over two brightly-lit floors, there are ground-floor bedrooms for those who find stairs daunting, and the king beds can also be split into singles, giving you flexibility when it comes to sleeping arrangements. When you're eager for a bite to eat or to browse the mom-and-pop chops, head into the village for plenty of small-town charm. *The swimming pool – only available for use from Memorial Day to Labor Day – isn't fenced, so children will need to be supervised at all times*There’s free parking for up to eight cars on the driveway*This home is spread ov...More Details

    • Booked Available
    Apartment • 9 People • 5 5
    From
    $
    1,612 USD /night
    Min Stay 1 night


    Hamptons NY, USA

    $ 1,612 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Coastal Chic
    This dreamy home provides the ideal getaway from hectic city life. Located in the prestigious 'south of the highway' area of Southampton, it's perfect for family trips or vacations with friends. The open-plan layout of the house means you can float effortlessly between the living spaces, admiring the classic interiors with a maritime twist. Budding chefs will love the smart kitchen, which is equipped with everything you need to whip up some delicious dishes – or, you can fire up the barbeque for an alfresco feast. The swimming pool provides a wonderful escape from the heat, and the kids can have fun playing on the lawn while you stretch out on a sun lounger. And, if you're feeling competitive, organise a table tennis tournament to determine the best player in the group. The golden shoreline of Little Plains Beach is just a twelve-minute walk away, or you can hop on one of the bikes provided and whizz down there in no time at all. Golf f...More Details

    • Booked Available
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