We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Long Island Luxury Holiday Rentals

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Price
    per night
    £2,947 Average
    £0£1,000+
    Suitability
    More filters
    93 Matching Rentals in Long IslandView all 624 rentals
    Sort by:
    Price (High to low)
    Travellers to Long Island are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    5 Bedrooms, Sleeps 1Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    5 Bedrooms, Sleeps 10Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    10 Bedrooms, Sleeps 20Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    5 Bedrooms, Sleeps 10Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Waterfront
    • DVD Player
    • Ocean Views
    • Wi-Fi
    • Satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ​This magnificent oceanfront estate in Montauk on Long Island's eastern tip is truly one-of-a -kind. This 5 bedroom, 7 bath home has been cleverly designed to maximize the spectacular ocean views from every possible vantage point. The open floor plan includes a living room with cathedral...
    View all property information
    Location Information
    Montauk, Hamptons 11954
    Holiday Rental House - 5 Bedrooms, 8 Bathrooms, Sleeps 10
    Make Enquiry
    7 Bedrooms, Sleeps 10Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gorgeous estate in a completely secluded, wooded area of East Hampton. Owner lives in LA. Rooms are luxurious with modern decor. Great backyard swimming pool. New hot tub being installed. Home designed by famous architect Robert Strada. Artwork and furnishings extra. Great year round home.
    View all property information
    Location Information
    Wainscott, Hamptons 11937
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    7 Bedrooms, Sleeps 14Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Through a gated entry this 7 bedroom, 10.5 bath home features 4 fireplaces, 3 car garage, finished basement, gourmet kitchen, formal dining room with wet bar this home is perfect for entertaining. Exterior amenities include 2 acres of professionally landscaped yard, heated pool, tennis court, sap,...
    View all property information
    Location Information
    Water Mill, Hamptons 11976
    Holiday Rental House - 7 Bedrooms, 10 Bathrooms, Sleeps 14
    Make Enquiry
    8 Bedrooms, Sleeps 6Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Private Garden
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautifully appointed elegant home with the latest smart home technology is must see luxurious summer rental. Set on 1.5 manicured acres this 7400 sq ft home has 8 bedrooms 6.5 baths, formal living and dining, pool house pavilion, and state of the art media room. Filled with light in every...
    View all property information
    Location Information
    Southampton, Hamptons 11968
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 6
    Make Enquiry
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Grill
    • Central Heating
    • Hot Tub
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    13,000+/- sq. ft South of the Highway Estate in the Georgica Pond section of EH boasts 8 bedrooms- 6 En-Suite including 3 grand master suites, 3 family bedrooms & 2 staff bedrooms with separate living area. Formal Living room & Dining room, Library w wine room, large custom kitchen, Savant smart...
    View all property information
    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 18
    Make Enquiry
    8 Bedrooms, Sleeps 18Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 9,000 square feet property has 8 bedrooms with 3 levels of living space. You will be welcomed with a beautifully finished white oak floors into the great room with fireplace and an elegant living room. The eat-in kitchen will be the heart and soul of the house. A convenient first floor guest...
    View all property information
    Location Information
    Sagaponack, Hamptons 11962
    Holiday Rental House - 8 Bedrooms, 11 Bathrooms, Sleeps 18
    Make Enquiry
    5 Bedrooms, Sleeps 10Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    10,000 sq ft traditional home located on the Old Montauk Highway close to celebrities & designers. 5 bedroom, 7 bath, 4 fireplaces, movie theater (seats 10), library, gunite pool with spa that seats 10, separate pool house, outdoor shower, full wet bar (seats 8), The 1.5-acre property also features...
    View all property information
    Location Information
    Montauk, Hamptons 11954
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 10
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    8 Bedrooms, Sleeps 16Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautifully appointed elegant home with the latest smart home technology is must see luxurious summer rental. Set on 1.5 manicured acres this 7400 sq ft home has 8 bedrooms 6.5 baths, formal living and dining, pool house pavilion, and state of the art media room. Filled with light in every...
    View all property information
    Location Information
    Water Mill, Hamptons 11968
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 16
    Make Enquiry
    7 Bedrooms, Sleeps 14Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 10,000 + sq. cedar-shingled gambrel style home located on the most desired street in Bridgehampton sits across from a pristine reserve and incorporates all contemporary estate features. The private gated entry gives way to one acre of lush gardens offering privacy and tranquility for all to...
    View all property information
    Location Information
    Bridgehampton, Hamptons 11932
    Holiday Rental House - 7 Bedrooms, 11 Bathrooms, Sleeps 14
    Make Enquiry
    8 Bedrooms, Sleeps 20Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Satellite TV
    • Grill
    • Hot Tub
    • Air Conditioning
    • Patio
    • Washer
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A new construction estate in the exclusive Georgica Pond section of East Hampton brings the fabled tradition of Long Island country houses into the here and now. This gracefully proportioned gambrel home continues the proud lineage of East Hampton estates for the New construction 13,000 square...
    View all property information
    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 20
    Make Enquiry
    8 Bedrooms, Sleeps 16Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An elegant 8 bedroom, 7.5 bath with plenty of entertaining areas throughout. This property offers 1 acre that is beautifully landscaped, heated pool and tennis court which is close to ocean beaches and village. Newly...
    View all property information
    Location Information
    Southampton, Hamptons 11968
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 16
    Make Enquiry
    11 Bedrooms, Sleeps 22Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Sauna
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Wi-Fi
    • Washer
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A total of 15,000 sq.ft. encompasses 11 bedrooms and 11.5 bathrooms including the main house and a luxurious guest house both with three floors of superbly crafted living space. Amenities include all-weather tennis, an over sized 25' x 55' heated gunite pool, fully finished lower levels in both...
    View all property information
    Location Information
    Bridgehampton, Hamptons 11932
    Holiday Rental House - 11 Bedrooms, 9 Bathrooms, Sleeps 22
    Make Enquiry
    7 Bedrooms, Sleeps 14Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This stunning 13,000 sq. ft.,custom contemporary sits on 1.25 private acres in coveted Sagaponack. A unique estate includes floor-to-ceiling custom windows and glass doors, surrounding an infinity edge pool. Open the front door to a show stopping foyer that leads to a vast living room with stacked...
    View all property information
    Location Information
    Sagaponack, Hamptons 11962
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    Make Enquiry
    8 Bedrooms, Sleeps 16Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rarely does a home of such distinction and grandeur become available for a summer rental. This waterfront, South of the Highway gem overlooking Mecox Bay in Water Mill represents all that is desired in a true Hamptons estate. 8 bedrooms all professionally decorated with 9 full baths and 3 half...
    View all property information
    Location Information
    Water Mill, Hamptons 11976
    Holiday Rental House - 8 Bedrooms, 12 Bathrooms, Sleeps 16
    Make Enquiry
    6 Bedrooms, Sleeps 12Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This recently renovated traditional boasts 6 bedrooms of which 4 are en suites, 6.5 baths, two living rooms, formal dining room and professional kitchen. This home also includes a heated gunite pool, hot tub, two outside showers, pool house with half bath and kitchen,fully equipped gym, 2 car...
    View all property information
    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
    Make Enquiry
    6 Bedrooms, Sleeps 12Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spend your summer in this beautiful 6 bedroom, 7 bath home and enjoy endless views to the ocean and Mecox Bay. Featuring a light filled interior with a living room with fireplace, dining room with gorgeous views and an eat-in kitchen, this home is the perfect summer get-away. Water side heated...
    View all property information
    Location Information
    Bridgehampton, Hamptons 11976
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
    Make Enquiry
    5 Bedrooms, Sleeps 10Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Architectural legend Norman Jaffe designed this South of the Highway 7,000 sq. ft. contemporary.This home features 5 bedrooms, 5 baths, 3 fireplaces, gourmet kitchen, spacious living areas and master bedroom overlooking pond. Situated on 2.5 acres with heated pool with waterfall, private pond and...
    View all property information
    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    7 Bedrooms, Sleeps 14Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful and amazing 7 bedrooms, 8.5 baths, 6000 sq ft. home features a gourmet kitchen, spacious living room great for entertaining your friends and family. Exterior amenities include heated pool, tennis court and 2 lush acres right in the heart of the state section of Southampton Village. A...
    View all property information
    Location Information
    Southampton, Hamptons 11968
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 14
    Make Enquiry
    7 Bedrooms, Sleeps 14Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly renovated traditional house with 7 bedrooms, 7 full baths, and 1 half baths on a very private shy acre in central village location south of highway, within walking distance to village and beach. Main residence: Ground floor comprises new custom marble eat-in Kitchen with Wolf/Sub-zero and...
    View all property information
    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 14
    Make Enquiry
    8 Bedrooms, Sleeps 16Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious 7000 square feet home features 8 bedrooms, and 8.5 baths. The high-ceiling foyer leads to its spacious living room. It is located in a private gated community this home offers views of the lakes and a heated pool on 2.25 acres. Kellis pond is of Hamptons amazing water lakes with...
    View all property information
    Location Information
    Bridgehampton, Hamptons 11976
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
    Make Enquiry
    7 Bedrooms, Sleeps 14Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spend your summer in this stunning 7 bedroom, 8.5 bath home in a very private setting in the north of Southampton. Featuring 7 tastefully decorated bedrooms, 8.5 baths, a chef's eat-in kitchen and beautiful living and dining areas. Enjoy privacy on almost 10 acres or relax by the heated pool....
    View all property information
    Location Information
    Water Mill, Hamptons 11968
    Holiday Rental House - 7 Bedrooms, 9 Bathrooms, Sleeps 14
    Make Enquiry
    4 Bedrooms, Sleeps 8Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nicely renovated 4 BR, 3 BA home offers fine amenities, including marble baths, an upscale industrial-style kitchen, a spacious dining room, wood floors and wood-burning fireplace in a sun-filled living room. Its exterior features include a heated pool surrounded by a spacious mahogany deck in full...
    View all property information
    Location Information
    Hampton Bays, Hamptons 11946
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    4 Bedrooms, Sleeps 8Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in wooded surroundings in prestigious North Haven Point, this sublime Frank Lloyd Wright inspired home on Gleason's Point overlooks the bay with vistas of Shelter Island. Four bedrooms and four-and-one-half baths, spacious living room with walls of windows opening to large deck and water...
    View all property information
    Location Information
    Noyack, Long Island 11963
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Make Enquiry
    4 Bedrooms, Sleeps 8Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located south of the highway on a private street, is this elegant 4 bedroom 5 1/2 bath estate on 4 manicured acres. Previously featured in prominent publications, this Beautiful and professionally decorated traditional and spacious home boasts 8 fireplaces, a state of the art country kitchen,...
    View all property information
    Location Information
    Bridgehampton, Hamptons 11968
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
    Make Enquiry
    5 Bedrooms, Sleeps 10Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated on one of the most beautiful Streets in East Hampton this home is close to the ocean beaches, village and shops. Exterior amenities include 3.5 private acres, heated pool, tennis court, pond, and deck for outdoor...
    View all property information
    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 5 Bedrooms, 8 Bathrooms, Sleeps 10
    Make Enquiry
    7 Bedrooms, Sleeps 20Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Air Conditioning
    • Washer
    • Patio
    • Satellite TV
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Lauren Berger Collection is proud to be recognized as one of the best Vacation Rental companies in the world by the best, The Vacation Rental Guide. The idyllic setting of this spectacular, stately waterfront home in the picturesque village of West Hampton Beach makes it perfect for...
    View all property information
    Location Information
    Westhampton Beach, Long Island 11978
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 20
    Make Enquiry
    5 Bedrooms, Sleeps 10Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perched up high this spacious Montauk home has it all! Views, Pool, Pathway to ocean beach. Chefs Kitchen, open living with fireplace, five bedrooms and four baths. Spectacular views of the Atlantic from entire home. With an additional guest cottage, swimming pool. Private stairs to the Atlantic...
    View all property information
    Location Information
    Montauk, Hamptons 11954
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    7 Bedrooms, Sleeps 14Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spectacular Waterfront Elegance This gorgeous 9,000 sq. ft., 7-bedroom, 6.5 bath Sag Harbor home on 1 acre has 153'of waterfront and private beach on Noyac Bay with breath taking views of the bay and Long Beach. An open state-of-the-art kitchen and dining area are complimented by water views from...
    View all property information
    Location Information
    Sag Harbor, Hamptons 11963
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    Make Enquiry
    6 Bedrooms, Sleeps 12Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    South of the highway in Water Mill is this beautiful classical Hampton's 13,000 sq.ft. house on 3.5 acres, with everything you want for your Hampton's life. Pool, 2-story pool house w/kitchen, fireplace & bath, tennis, dock to get you into Mecox Bay, elevator, basement with wine cellar, sauna,...
    View all property information
    Location Information
    Water Mill, Hamptons 11976
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 12
    Make Enquiry
    6 Bedrooms, Sleeps 2Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Plus Utilities, Heated Pool, Tennis Court, Creek/Inlet View, Garage, 4 Fireplaces, Finished Bsmt, 6 Bedrooms, 8.5 Baths. Description: South of the highway in Water Mill is this beautiful classical Hamptons 13,000 sq.ft. house on 3.5 acres, with everything you want for your Hamptons life. Pool,...
    View all property information
    Location Information
    Water Mill, Hamptons 11976
    Holiday Rental House - 6 Bedrooms, 9 Bathrooms, Sleeps 2
    Make Enquiry
    6 Bedrooms, Sleeps 12Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    South of the highway in Water Mill is this beautiful classical Hamptons 13,000 sq.ft. house on 3.5 acres, with everything you want for your Hamptons life. Pool, 2-story pool house w/kitchen, fireplace & bath, tennis, dock to get you into Mecox Bay, elevator, basement with wine cellar, sauna, steam...
    View all property information
    Location Information
    Water Mill, Hamptons 11976
    Holiday Rental House - 6 Bedrooms, 9 Bathrooms, Sleeps 12
    Make Enquiry
    7 Bedrooms, Sleeps 14Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It has everything you want, plus proximity to beach and village. 7 bedrooms and 8 baths, 9000 sq.ft. of pure Hamptons luxury, all on 4 acres south of the highway, a short distance to Flying Point Beach and to Southampton Village. Please call for...
    View all property information
    Location Information
    Water Mill, Hamptons 11968
    Holiday Rental House - 7 Bedrooms, 9 Bathrooms, Sleeps 14
    Make Enquiry
    7 Bedrooms, Sleeps 14Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    7500 square feet of the Finest Craftmenship Throughout. Gourmet Eat-In-Kitchen with Sitting Room, Dining Room, Library, Living Room with Fireplace, Master Suite with Fireplace and Separate Sitting Room all on the First Floor with 11' Ceilings. Second Floor has Six Elegant En Suite Bedrooms. There...
    View all property information
    Location Information
    Bridgehampton, Hamptons 11976
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 14
    Make Enquiry
    7 Bedrooms, Sleeps 14Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    7500 square feet of the Finest Craftmenship Throughout. Gourmet Eat-In-Kitchen with Sitting Room, Dining Room, Library, Living Room with Fireplace, Master Suite with Fireplace and Separate Sitting Room all on the First Floor with 11' Ceilings. Second Floor has Six Elegant En Suite Bedrooms. There...
    View all property information
    Location Information
    Bridgehampton, Hamptons 11976
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 14
    Make Enquiry
    7 Bedrooms, Sleeps 14Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fully completed, this stunning home situation on a private acre in Southampton Village is close to village and beaches. With over 5300 sq. ft with an additional 2000 sq ft of lower level living space, this 7 bedroom, 7 bathroom home has everything you could possibly want. A double height entry...
    View all property information
    Location Information
    Southampton, Hamptons 11968
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    Make Enquiry
    6 Bedrooms, Sleeps 12Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The perfect rental property in the Estate section of Southampton Village Great getaway 3 blocks from the Famous Little Plains Beach and close to Village. Smartly decorated, clean, bright and spacious.. 6 bdrms, 4 baths, 2 half baths , staff quarters with 2 laundry areas. Great game room with photo...
    View all property information
    Location Information
    Water Mill, Hamptons 11968
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Make Enquiry
    6 Bedrooms, Sleeps 12Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled on an incredible tree lined street close to Gin Lane and Wyandanch Beach in Southampton Village. This traditional wood shingled home has 6 bedrooms and 5.5 Baths, including separate maid quarters. Heated pool and less than half a mile from the beautiful award winning beaches of...
    View all property information
    Location Information
    Water Mill, Hamptons 11968
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Make Enquiry
    5 Bedrooms, Sleeps 10Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just two blocks from the ocean this beautifully designed and decorated Traditional home is being offered for the first time this summer. It includes 5 bedrooms, 5 1/2 baths, a beautiful gourmet kitchen with adjacent breakfast room, a pool house with full bath, and a 20 X 40 heated pool...a great...
    View all property information
    Location Information
    Water Mill, Hamptons 11968
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    Make Enquiry
    7 Bedrooms, Sleeps 10Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Sauna
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Washer
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful estate home in Water Mill, New York borders the prestigious Matt Lauer's 40 acre horse farm with distant ocean views. This estate features 7 bedrooms with 7 en suite bathrooms, 2 1/2 baths, two master bedrooms. There are five full masonry fireplaces, pool room, wine room, cigar...
    View all property information
    Location Information
    Water Mill, Hamptons 11976
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 10
    Make Enquiry
    5 Bedrooms, Sleeps 10Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the summer in this beautiful post modern with dramatic views of ocean and bay. All the amenities, gourmet kitchen, 5 bedroom and 5.5 baths, great room, heated Gunite pool, spa and private walkway to ocean. The outdoor pool is more enjoyable with its overlooking view. It is a sure way to enjoy...
    View all property information
    Location Information
    Westhampton Beach, Long Island 11978
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    5 Bedrooms, Sleeps 10Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Post Modern built in 2009 with 5 bedrooms, 4.5 bathrooms, gourmet kitchen, spacious open interior with double height ceilings, stylish furniture, tennis , 18x50 gunite pool and pool house, large...
    View all property information
    Location Information
    Bridgehampton, Hamptons 11932
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    5 Bedrooms, Sleeps 10Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Traditional with stunning ocean views and private beach rights. Every possible amenity, including 3 fireplaces, ping pong table, hot tub and heated pool. There are 2 luxurious master suites, one with an adjoining office, 3 additional bedrooms, a gourmet kitchen and formal dining room with...
    View all property information
    Location Information
    Montauk, Hamptons 11954
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    5 Bedrooms, Sleeps 12Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Washer
    • Grill
    • Patio
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    East Hampton Village private, gated property with five bedrooms, five and a half baths, plus finished basement with full bath perfect for guests or a nanny. Located in the estate area near village ocean beaches and within close proximity to village shops, restaurants and movies. Immaculate and...
    View all property information
    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
    Make Enquiry
    10 Bedrooms, Sleeps 16Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • DVD Player
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spectacular 13,000 square foot estate, on 30 acres of open reserve with water views, boasts 11 bedrooms, 13 full bathroom, heated gunite pool, large outside patio area, Grill, perfect for entertaining, weddings, large family gatherings, etc. Located in Bridgehampton neighborhood in Sag Harbor....
    View all property information
    Location Information
    Sag Harbor, Hamptons 11963
    Holiday Rental House - 10 Bedrooms, 13 Bathrooms, Sleeps 16
    Make Enquiry
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Patio
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • Balcony
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amazing property on prestigious Further Lane, south-of-the-highway, in East Hampton. Only minutes from the Atlantic Ocean and the Maidstone Country Club. This custom designed 5,800 sf 2-story Traditional is the perfect blend of chic city design mixed with Hamptons comfort and charm. Featuring 4...
    View all property information
    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    5 Bedrooms, Sleeps 10Quick View
    other traveller has booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Satellite TV
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located east of the canal on the beautiful Peconic Bay, over 100 feet of sandy beach, walk down the shore to for food, drinks and entertainment! Beautiful, crystal clear water, 5000 sq ft custom Waterfront “GREEN” House, 5 bedrooms, 5 baths , CAC, hardwood floors, in-ground heated pool, Outdoor...
    View all property information
    Location Information
    Southampton, Hamptons 11946
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    5 Bedrooms, Sleeps 10Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this 5 Bedroom, 4.5 Bath Beautiful Waterfront Home with Private Beach, Pool and Waterfront Gazebo for your Outdoor enjoyment.This Home Boasts Living Room, Sunroom, Gourmet Chefs' Kitchen, Master Suite and...
    View all property information
    Location Information
    Noyack, Long Island 11963
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    Make Enquiry
    Previous
    List your property
    Owner log in