English Languages

USA  USA - Holiday Rentals in New York USA
USA Country: USA (4031) | Region: New York (349)
search | Pool: yes
dates Select Dates for more accurate results
location
clear

calendar
group
search Filters   
2

  • USA New York:













  • Price per night:

    location City
    fav

    Found 154 New York properties for vacation rental

    Apartment • 6 People • 4 4 pets pool wifi
    From
    $
    1,836 USD /night
    Min Stay 1 night


    Hamptons NY, USA 

    $ 1,836 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Red Fern Retreat


    This unique yet traditionally styled home is perfect for discovering the salubrious Hamptons on America's East Coast, a favourite hangout of the rich, famous, and simple sun worshippers alike. Located close to one of the area's best golf clubs, as we as Sag Harbor, this place is ideal for beach bunnies, golf enthusiasts, and anyone looking to slow down and soak up the laid-back atmosphere here. Make the most of the activities on offer within just a short walk, including kayaking, windsurfing, and paddle boarding, or simply take time out in the welcoming spaces of the home, which includes a library area, a home bar, and playroom complete with large TV perfect for movie night. *Please note that this home does not accept groups of unaccompanied young people, so the primary renter must be at least 25 years old*There is parking for up to three cars on the driveway of this home*There are a couple of workspaces here if you need to catch up on...More Details


    • Booked Available
    Apartment • 10 People • 5 4 pets pool wifi
    From
    $
    1,675 USD /night
    Min Stay 1 night


    Hamptons NY, USA 

    $ 1,675 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Call Me Queen Bee


    For a laid-back yet elegant escape in the Hamptons, you can’t do much better than this chic pad. The house is bright and welcoming, so you’ll feel right at home whether you’re sprawled on the terrace or swimming laps in the heated pool. It's perfectly situated just a ten-minute drive from Sag Harbor Cove – in the evening you might want to hop on the bicycles provided so you can enjoy a cocktail or two with your meal. During the day, if you’re not lazing by the pool, you might stroll six minutes to Short Beach to splash in the surf. Everything you need for a great holiday is right at your fingertips here – you can even book a private chef to cook for you. Sip wine on the deck while you await your feast, then round things off with a spot of stargazing. The home is bright and beautiful, with double-height ceilings and huge windows that keep it light and airy. The flow of the living and dining space makes it perfect for groups, with enough ...More Details


    • Booked Available
    Apartment • 8 People • 4 3 pets pool wifi
    From
    $
    1,455 USD /night
    Min Stay 1 night


    Hamptons NY, USA 

    $ 1,455 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Miss Montauk


    Sitting right on the shores of Lake Montauk, this waterfront home is perfect for those looking for a calm, comfortable base with plenty in the way of fun and activities. Featuring a large deck with unobstructed views of the lake and a vast lawn perfect for garden games, it’s a great place for families to spend time together. There's plenty of room inside the single-level home too, both in the open-plan living room with its scenic windows and across the four bedrooms, two of which have deck access. For days at the beach, your host provides deck chairs, a paddleboard and beach games, and nearby Montauk County Park offers ample opportunities for camping, fishing, hiking and canoeing. *While this home is laid out on a single level, there are steps leading up to its two entrances, so it may not be suitable for those with reduced mobility*Two of the bedrooms share a Jack and Jill en-suite bathroom*The lawn isn't fenced and there's direct acc...More Details


    • Booked Available
    Apartment • 8 People • 3 2 pets pool wifi
    From
    $
    2,089 USD /night
    Min Stay 1 night


    Hamptons NY, USA 

    $ 2,089 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Shining Light


    Travelling east along the Long Island Peninsula, you’ll pass the affluent suburbs of The Hamptons, the state’s most gorgeous coastlines, and tons of quirky museums and galleries en route. But after witnessing everything this land has to offer, all you really need is right at the tip. Montauk’s intriguing history of fishing, lakes, nature, and the oldest lighthouse in the state makes for a charming town – with your home sitting just a ten-minute drive from its maritime beacon.When you arrive at your perfectly landscaped, private grounds (nearly an acre in size), you’ll feel immediately ready to relax and recline. Enter the home via a huge wooden decking, where a fire pit, barbecue, and rustic seating awaits. We imagine you’re already pining to get back out here for grilled, local fish and a glass of pinot grigio, but first take a look at the interiors.Understated yet stylish, the vast living space has high, sloped ceilings which create a...More Details


    • Booked Available
    Advertisement
    Apartment • 5 People • 3 2
    From
    $
    786 USD /night
    Min Stay 1 night


    New York City NY, USA 

    $ 786 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Rooftop Bliss


    This New York apartment caught our eye for its rooftop garden with incredible views of the Manhattan skyline. A rare find in the city, you can relax on the comfy sofas or enjoy an alfresco meal while admiring the Hudson River and Brooklyn Bridge. Set over three floors, the home also boasts a sociable open-plan living area with a cosy snug, and large table for leisurely meals. With a bunk bed and a single daybed in the mix, the sleeping arrangements here won’t suit everyone but should work well for a family. Location-wise, you’re in the borough of Brooklyn surrounded by restaurants, coffee shops, and boutique stores, with the Big Apple’s famous landmarks just a subway or ferry journey away. *The single bed is a daybed. This and the bunk bed are best for children.*Parking in New York can be tricky, so we recommend sticking to easily accessible public transport where possible. York St Subway station is a ten-minute walk away. Air Conditi...More Details


    • Booked Available
    Apartment • 8 People • 4 2
    From
    $
    2,055 USD /night
    Min Stay 1 night


    Hamptons NY, USA 

    $ 2,055 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Spirited Serenity


    Nestled between Southhampton and Bridgehampton, the little hamlet of Water Mill is proof that the best things do, in fact, come in small packages. Here, a thriving arts community is woven into a patchwork quilt of rolling green pastures and, along the waterfront, an elegant string of mansions owned by star-studded locals. You'll find this home here, just an eleven-minute stroll from the Atlantic Golf Club and a five-minute drive from the beach. Set on an acre of landscaped grounds and fringed by foliage, this home impresses from the outset. Upon entry, you're embraced by an inviting and light-filled open-plan layout primed for relaxation. After a restful slumber in the well-appointed bedrooms, spend mornings roosted at the large dining table for breakfast, cooked in the fully-equipped kitchen, or step outside and sip your coffee on the sundeck.Outdoors, the expansive yard cocoons an array of amenities, beckoning you to unwind in the Ham...More Details


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


    Hamptons NY, USA 

    $ 836 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 • 12 People • 6 5
    From
    $
    5,578 USD /night
    Min Stay 1 night


    Hamptons NY, USA 

    $ 5,578 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Tales of the Hamptons


    Welcome to this storybook getaway in the Hamptons. This is a special one. The attention to detail with the interior is mesmerising, particularly in the showstopping kitchen. Bright whites and cool neutrals cloak this beautiful home, with the rattan chairs, woven details and beachy artwork bringing warmth and comfort. Large windows and patio doors invite in the light, which travels through the home. The interior is a strong contender, but the outdoors is where the fairytale comes alive. Trees surround the oasis-like pool area while vines twirl around the pergola. You'll feel like you've stepped into an enchanted garden. This home provides true holiday bliss. Spend your days lounging by the pool, cocktail in hand. The true Hamptons way. Switch from the sun loungers to the day bed when the mood strikes you. Come the afternoon, it's the perfect time to head to the beach. You have many beaches within a ten-minute drive away, including Main B...More Details


    • Booked Available
    Apartment • 6 People • 3 2
    From
    $
    1,854 USD /night
    Min Stay 1 night


    Hamptons NY, USA 

    $ 1,854 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
    Apartment • 6 People • 3 3
    From
    $
    1,813 USD /night
    Min Stay 1 night


    Hamptons NY, USA 

    $ 1,813 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Long Island Bliss


    Located at the eastern edge of Southampton on Long Island's south shore, this modern townhouse is perfect for relaxing with family or friends after a day at the beach. Ideally positioned within 3-5 kilometres of Southampton’s boutique shops and restaurants – and less than a ten-minute walk to the ocean, it’s a great spot for a taste of seaside luxury. An indoor sauna and fitness room makes a useful addition to the lavish interior – and while the outside patio isn’t the largest of spaces, you can head to the communal pool to catch some Southampton rays. *There's free parking for one car on the driveway and one car in the private garage*This home is spread over two floors – it may not be suitable for those with limited mobility*While children are welcome, this home isn't suitable for toddlers under four*The primary renter must be at least thirty years old*The communal swimming pool is only available for use between 29th May and 4th Septe...More Details


    • Booked Available
    Apartment • 6 People • 4 3
    From
    $
    2,491 USD /night
    Min Stay 1 night


    Hamptons NY, USA 

    $ 2,491 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Grand Optimist


    This home on historic Shelter Island is as vibrant as they come. Designed by noted NYC architects Paul Aferiat and Peter Stamberg – and featured in many a magazine and television show – the home blends the line between art and architecture in a glorious exploration of Newtonian colour theory. The colour is bold – from a lime green roof, to shocking pink and orange walls, to a canary yellow dining table – and translucent walls make the whole space glow. There’s a hanging, rotating fireplace to keep you cosy, a private swimming pool to cool off in, and a Bertazzoni range cooker to keep the culinary whizz of your group happy. The house is split into two parts, giving a balance of privacy and places to gather. And it’s likely that you’ll be gathering outside by the pool to grill a feast as you relax in the sunshine. When you head out, you’ll find the small private beach at Coecles Harbor a short walk away, and a five-minute drive will take ...More Details


    • Booked Available
    Apartment • 8 People • 5 5
    From
    $
    5,871 USD /night
    Min Stay 1 night


    Hamptons NY, USA 

    $ 5,871 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Dock House


    This fabulous home has everything the modern city slicker might need, all with that laid-back Hamptons spin. Floor-to-ceiling windows mix with lustrous steel and oak furnishings to give it a lux feel inside, while its location packs a real wow factor punch. Overlooking Noyack Bay, spend your days on the water – heading out from your private deep water dock by boat, paddle board, or kayak. Watch sunsets and swaying seagrass from the deck, splash around in your private pool and entertain friends and family in the stylish, open-plan living space. Opt for making pizza in the indoor Il Forno oven (topped with fresh herbs from the garden) or grill some fresh-caught local seafood outdoors. Here you'll be in the charming Pine Neck beach community, one of Sag Harbor’s best kept secrets, and just a stone’s throw from Downtown. * The pool is normally only available to use from Memorial Day to Labor Day but enquire if your stay falls outside of th...More Details


    • Booked Available
    Apartment • 7 People • 3 3
    From
    $
    1,374 USD /night
    Min Stay 1 night


    Hamptons NY, USA 

    $ 1,374 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Walk in the Woods


    Tucked away in a serene acre of woodlands, this home fosters a sense of intimacy and seclusion that's perfect for families looking for a Hamptons hideaway. A short drive will put you in the heart of the area's tantalising food scene and among a glorious selection of shopping, boutiques and buzzing nightlife. A short stroll through the enchanting woods will bring you to your own private pocket of sand, sweeping lake views and stunning sunsets – a paradisiacal spot facing out to Three Mile Harbor. Retreat to a comforting home and cosy up round the feature fireplace in the living room for a cup of cocoa. Enjoy alfresco dining on the porch, equipped with a gas grill for summer barbecues, and end an idyllic day cooling off in the swimming pool or bubbling away in the jacuzzi that looks out over dozens of old oak trees. *We'd recommend a bringing car as this home is quite remote *While this home can accommodate seven people, one guest will b...More Details


    • Booked Available
    House • 9 People • 4 1
    From
    $
    2,764 USD /night
    Min Stay 1 night


    Hamptons NY, USA 

    $ 2,764 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Paradise Cottage


    Perched on a hilltop in New York's Montauk, this modern villa enjoys a private pool and an expansive garden and terrace. There's space to dine under the sun and enjoy a family barbecue, and well-behaved pets are welcome to join you for an additional fee. Bikes and beach equipment are provided here, and we think you'll need a car for day trips to Shadmoor Estate Park Beach and Montauk Lighthouse. To ensure your stay is one to remember, your host can arrange an array of extra services from private chefs to massages. *There is space for up to three cars to park for free on the driveway. Due to its location, we recommend hiring a car to get the most out of your stay.*For those with reduced mobility, there's a ground-floor bedroom and bathroom here.*The double bed in one of the bedrooms is quite small, so it might be a bit of a squeeze for two adults.*The pool is unfenced, so children may need supervision when playing outside. Accessible P...More Details


    • Booked Available
    Advertisement
    Apartment • 9 People • 5 5
    From
    $
    1,574 USD /night
    Min Stay 1 night


    Hamptons NY, USA 

    $ 1,574 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
    Apartment • 8 People • 4 3
    From
    $
    3,658 USD /night
    Min Stay 2 nights


    Hamptons NY, USA 

    $ 3,658 USD /Night (minimum stay 2 nights)
  • Swimming Pool
    Air Conditioning
    WiFi

    Life As A Dream


    Whether it's alfresco dining, sun lounging or sitting around the fire pit at sunset, this beautiful house has seating for almost every occasion. And found only five minutes from the beach, it's calling on sun worshippers everywhere to come and enjoy the drop-your-bags-and-go proximity. The hot tub overlooks the crystalline private pool so parents can keep an eye on kids swimming, and there's a garden play set for little ones to enjoy. Modern and bright, the style is subtly beachy, and there's plenty of space for everyone to make the most of their holiday. We recommend nightcaps with a game of pool in the living area. *As there are stairs to climb, it might not be the best option for those with reduced mobility.*Though a car isn't essential, you'll find parking should you choose to hire one.*The swimming pool is only available for use between Memorial Day and 1st October. The hot tub is open between 16th April and 1st October.*Speak to ...More Details


    • Booked Available
    Apartment • 10 People • 5 4
    From
    $
    6,456 USD /night
    Min Stay 1 night


    Hamptons NY, USA 

    $ 6,456 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Ocean Zephyr


    You won’t forget your stay in this incredible home in a hurry. It’s a dreamy holiday home with heaps of space and an eclectic style. Soft shades are enhanced by an impressive art collection and bold splashes of colour – the effect is strikingly stylish. Ocean Road beach is just two blocks away – a five-minute walk. When you’re not building sandcastles or splashing in the surf, you might visit Bridgehampton to shop, sightsee, or dine out. It takes five minutes to drive, or you could hop on one of the bikes available at the house. There’s something extra-special about exploring the Hamptons by bicycle, with the sea air in your hair. Of course, you might not want to leave the property at all. You might spend your days swimming in the pool or playing ping pong, or grilling up fantastic seafood feasts to devour on the deck. Your evenings might be spent stargazing – of course there’s a telescope here – after having watched the sun set from th...More Details


    • Booked Available
    Apartment • 8 People • 7 6
    From
    $
    5,443 USD /night
    Min Stay 1 night


    Hamptons NY, USA 

    $ 5,443 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Fairest Of Them All


    This spectacular Hamptons home is a treasure trove of delights. At every turn, there’s something else to marvel at, whether it’s the incredible tree house or the 1000-bottle wine cellar. Landscaped gardens surround the home, and the patio sits beneath a wisteria-covered trellis. It’s the ultimate escape, with charm, style, and entertainment at its core. When you’re outside, you’ll be torn between swimming in the in-ground pool – with a cascading waterfall feature – and dining by the grill. There’s also a fire pit that’s ideal for romantic evenings. Inside, choose between high-ceilinged living spaces, a breakfast nook, or the formal dining room. There’s also the incredible games room, of course, which boasts foosball, ping pong, and a basketball court, in addition to a movie area – if you’re travelling with children, you’re likely to lose them to this space for hours at a time. Happily, that means more time for you to sip lemonade on the...More Details


    • Booked Available
    Apartment • 8 People • 4 3
    From
    $
    1,974 USD /night
    Min Stay 1 night


    Hamptons NY, USA 

    $ 1,974 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Barefoot Gentleman


    Step into a world of comfort and classical beauty the moment you cross the threshold of this gorgeous Hamptons home. Away from the heat of the sun, you’ll discover enormous open-plan rooms, designer furniture and antiques coming together beneath wooden-beamed ceilings to create a welcoming, calming atmosphere. Let the contemporary artworks and oil paintings catch your eye as you walk through the home, heading up to one of the shady bedrooms (we’d call dibs on the master suite with its high arched windows and decadent bathroom) to unpack and change for dinner. Whether you go to one of the gourmet neighbourhood restaurants or rustle up a simple supper to eat on the patio before a dip in the private pool, is entirely up to you. *The person making the booking must be at least thirty-five years old*For stays longer than a week, a professional cleaning must be booked for your own account*If your booking falls outside of the season (Memorial...More Details


    • Booked Available
    Apartment • 6 People • 4 3
    From
    $
    4,564 USD /night
    Min Stay 1 night


    Hamptons NY, USA 

    $ 4,564 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Meet Me In Montauk


    This stunning home on the banks of Lake Montauk is the perfect escape. With a private beach at the end of the garden, you won't need to travel far to feel the sand between your toes. You'll love relaxing in the Adirondack chairs, splashing in the lake or trying your hand at paddle boarding. Watching the sunset each evening is a must, and you'll have a front-row seat as the sun dips below the water. Inside is bright and welcoming, thanks to the open layout and whitewashed colour scheme. The sliding doors and windows show off the lakefront views, so even if you're lounging on the couch or preparing dinner in the glossy kitchen, you're not missing out. We also love the master suite, which looks towards the lake and has a private sitting area ideal for unwinding. A quaint cafe and beachside restaurant are a quick ten-minute walk, or hop in the car for a short drive to the other side of the lake where you'll find even more dining options. *...More Details


    • Booked Available
    Apartment • 14 People • 5 5
    From
    $
    8,260 USD /night
    Min Stay 1 night


    Hamptons NY, USA 

    $ 8,260 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Shinnecock Hills Seclusion


    Located on one acre of property, this modern Hamptons home will make the perfect base of operations for a family reunion or a big group of friends. Given the sheer size of land this home is built upon, it’s needless to say there won’t be a neighbour in sight, giving you the seclusion you need to switch off from the hustle and bustle of everyday life and just enjoy the simpler things. Things like a lie-in with a spy novel in one hand and a cup of sweet coffee in the other. Or maybe getting up early for a yoga flow is your idea of relaxation, in which case, head outside and claim your spot so you can reconnect with nature and yourself at the same time. The home is modern and efficient, which makes things like cooking and dining easy whilst also looking very – we repeat, very – pretty. Dine together at the solid wood dining table, or take your meals outside to eat alfresco, surrounded by the beautiful, native foliage. Spend the rest of the...More Details


    • Booked Available
    Apartment • 8 People • 4 3
    From
    $
    3,248 USD /night
    Min Stay 1 night


    Hamptons NY, USA 

    $ 3,248 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Scarlet Oaks


    With a classic cedar shingle facade, this beautiful home in North Sea delights from the moment you arrive. Decorated in classic Hamptons style with whitewashed walls and seaside blues, you’ll instantly unwind. Enjoy a meal overlooking the garden from the stylish dining room, then retire with an aperitif to the living room with its open fire. As you’d expect from a charming countryside estate, the grounds, surrounded by mature trees, are a slice of paradise. Relax on the lawn, swim some lengths in the heated pool or recline on the comfy sun loungers. On sunny summers days, why not cook up a freshly-caught seafood feast on the outdoors grill for lunch, or find a shady spot to read a book? This fabulous location is moments away from Marina and Bay Beach. Or join the host of celebrities who frequent Southampton’s chic restaurants and boutiques. *Pets aren't allowed unless prior approval is sought from the host – get in touch at the time of...More Details


    • Booked Available
    House • 8 People • 5 3
    From
    $
    785 USD /night
    Min Stay 4 nights


    Hamptons NY, USA 

    $ 785 USD /Night (minimum stay 4 nights)
  • Swimming Pool
    Air Conditioning
    WiFi

    An understated colonial-style home is the perfect setting for a Northeastern getaway. It's reminiscent of a family heirloom, with history seeping through the walls. Situated on a bluff with views of the Connecticut shoreline, the home sits atop sprawling private acres dotted with centuries-old trees. A typical day here will take you straight back to the carefree life of childhood – gather in the kitchen for pancakes before slipping on your sandals to walk down the lawns to your very own private beach, before spending the evening playing games around the fireplace in a cosy living room. Choose a new bedtime read from the home's library or brainstorm your own novel in the study – perfect for remote workers. Port Jefferson is only a short twelve-minute drive away, and you’d be remiss not to stop at the farmers market and bring back fresh produce to cook, reminding you of the pleasures of a simpler life. *Once you get into the traditional ...More Details


    • Booked Available
    Apartment • 6 People • 3 2
    From
    $
    1,401 USD /night
    Min Stay 1 night


    Hamptons NY, USA 

    $ 1,401 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Ocean of Blue


    This pet-friendly home provides a sweet backdrop to a classic Hamptons escape. You’ll be just a short stroll away from Lions Head Beach where you can set sail on a boat trip or gather for a picnic – your host has provided plenty of beach-friendly amenities. It’s also just a short drive to the local shops and restaurants of East Hampton. And for those looking to simply relax and unwind at home, the wrap-around deck is great for barbecue meals, while the living room sets the tone for cosy nights by the fire. *Due to the location of this home, we recommend having a car to get the most out of your stay.*Please note there are steps leading up to the entrance as well as leading down to the basement, so this home may not be suitable for those with limited mobility.*It's possible you might hear some noise from neighbours while you are here.*There's a dedicated desk here if you need to catch up on some work during your stay.*If your booking fal...More Details


    • Booked Available
    House • 4 People • 2 1
    From
    $
    1,269 USD /night
    Min Stay 14 nights


    Hamptons NY, USA 

    $ 1,269 USD /Night (minimum stay 14 nights)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Look Sharp


    Fix up, look sharp – the angles on this stylish beach house will make you double-take. Its modern design means that you won’t get lost finding it on the way back from the beach, even if it is just 200 yards away. This home is perfectly located on a quiet street just moments from the ocean. The only sounds you’ll hear during your stay is the crashing of waves. Ditch Plains is renowned for being the best surfing beach in Montauk and if this sport isn’t for you, enjoy access to bikes and a kayak. Head out for a day of adventure and stop to fuel up with a burger from a food truck. Return after a busy day to a no-fuss, clean and uncluttered home. This all-white beach house is simple and stylish. We especially love the red brick fireplace, ideal for cosying up in front of on a windy winter’s day. In summer, while away the hours on the deck, flipping steaks on the BBQ and catching up with family. *To make the most of the surrounding area, you...More Details


    • Booked Available
    House • 10 People • 6 6
    From
    $
    4,893 USD /night
    Min Stay 14 nights


    Hamptons NY, USA 

    $ 4,893 USD /Night (minimum stay 14 nights)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    A Faithful Friend


    A Faithful Friend is nearly a hundred years old, but in terms of the 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, and once you go inside, the atmosphere is high end, elegant without feeling pompous or stuffy. And 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. *The guest bedrooms upstairs are not that big, and they share a bathroom*Your host, Jack, provides bikes, but there are only two at the moment Air ConditioningAmazon PrimeBalconyBathtubBicyclesCarbon Monoxide DetectorCentral HeatingChild FriendlyDishwasherDryerEspresso MachineFireplaceFree Parking On PremisesGardenHot TubIronIroning BoardKitchenLibrary of BooksLuxury BeddingMicrowaveMini BarMultiple Sets of KeysNetflix...More Details


    • Booked Available
    Apartment • 13 People • 6 4
    From
    $
    3,329 USD /night
    Min Stay 3 nights


    Hamptons NY, USA 

    $ 3,329 USD /Night (minimum stay 3 nights)
  • Swimming Pool
    Air Conditioning
    WiFi

    Number Nineteen


    As one of the first high-end net-zero houses in the area, this dreamy Mauntauk home is sustainable, ideally located and looks pretty good, too. Modern and bright, it has plenty of space for a big group but leads out onto a sweeping garden, just in case you need a little extra. Kids will love the swimming pool and manicured lawn, while adults will likely appreciate the hot tub more. The deck is perfect for alfresco dining and barbecues, and with the cover of the towering trees, the space feels tranquil and private. You also have direct access to the private Hither Hills Beach, seven minutes away, in case you thought it couldn't get any better. *The swimming pool – available between 1st May and 30th September – isn't fenced. If you're bringing little ones, they'll need to be supervised. *As there are stairs to climb here, it might not be the best option for those with reduced mobility.*Though a car isn't essential, you'll find parking he...More Details


    • Booked Available
    Apartment • 6 People • 3 3
    From
    $
    1,332 USD /night
    Min Stay 5 nights


    Hamptons NY, USA 

    $ 1,332 USD /Night (minimum stay 5 nights)
  • Swimming Pool
    Air Conditioning
    WiFi

    The Little Sparrow


    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. *While all of the bedrooms and bathrooms aren’t photographed, expect the style and quality to be consistent with the rest of the home.*We suggest hiring a car for ease – there's private parking available here.*The swimming pool isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. *There are some stairs to climb here*Your host will provide essentials such as toiletr...More Details


    • Booked Available
    House • 8 People • 4 2
    From
    $
    1,416 USD /night
    Min Stay 7 nights


    Hamptons NY, USA 

    $ 1,416 USD /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Ahoy There


    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 ...More Details


    • Booked Available
    Apartment • 6 People • 5 5
    From
    $
    2,817 USD /night
    Min Stay 1 night


    Hamptons NY, USA 

    $ 2,817 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Seasons Of Love


    With its stately facade, cocooned by lush landscaped gardens, this home impresses from the outset. You'll find it in Southhampton, a thirty-minute stroll from the charming village centre, where a delightful cluster of boutiques, eateries and upscale real estate – cutting-edge and historic – orbit Main Street and Jobs Lane. Here, you're perfectly positioned to explore, just a ten-minute drive from miles of white sandy beaches and even closer to the famed Southhampton Golf Club. Inside, it's a timeless canvas of high ceilings, hardwood floors and heaps of natural light. Rooms are spacious and lavishly decorated, especially the bedrooms, all equipped with an en-suite bath and, in the master suite, a huge jetted soaking tub and a private balcony overlooking the beautiful back garden. The decor exudes classic elegance, echoed by the traditional layout of a formal dining room, kitchen, office and sitting room, where a majestic marble fireplac...More Details


    • Booked Available
    Advertisement
    Page 1 of 6
      New York Holiday rentals
    Advertise your property for Free.
    Our unique distribution network reaches millions of visitors each and every month.
    Create your Free account here!