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.

Homes and Condos in Long Island, NY

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.
mm/dd/yyyy mm/dd/yyyy
    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}
    List your property
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Find a rental
    Price per night
    Min
    to
    Max
    Bedrooms
    Any
    Amenities
    Select
    Payment
    Select
    Go to map view
    More filters
    All 358 Rentals in Long Island
    loading...
    Travelers to Long Island are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    Sort by
    From
    $2,000
    / Week
    Payment Protection
    View Details
    1 / 24
    5 of 5 stars (9) Excellent
    East Hampton
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
    Overview Reviews (9) Make Inquiry
    From
    $450
    / Night
    Payment Protection
    View Details
    1 / 17
    4 of 5 stars (1) Very good
    Peconic
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    From
    $249
    / Night
    Payment Protection
    View Details
    1 / 14
    5 of 5 stars (2) Excellent
    Greenport
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
    Overview Reviews (2) Make Inquiry
    From
    $150
    / Night
    Payment Protection
    View Details
    1 / 9
    5 of 5 stars (1) Excellent
    Cutchogue
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Fishing...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Cozy Cutchogue Beach Cottage on the North Fork of Long Island. It has 2 bedrooms with queen sized beds and there is a sleeping loft appropriate for children over 9 years old (one queen sized bed and one twin). Deck and backyard with gas grill, outdoor picnic table, fire pit, and tire swing.... View all property information
    Make Inquiry
    Location Information
    Cutchogue, North Fork 11935
    5 of 5 stars Reviewed March 23, 2015
    So many great things to say about this little gem! The décor was beachy and relaxed, rooms were comfortable, supplies were perfect for our little families needs. The beach is a...
    See all reviews
    From
    $99
    / Night
    Payment Protection
    View Details
    1 / 15
    5 of 5 stars (17) Excellent
    Huntington
    1 Bedroom / 1 Bathroom / Sleeps 4
    travelers have booked this property
    Overview Reviews (17) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This private apartment comes equipped with all necessities (sheets, bath towels, kitchen equipment, etc). It is a loft one bedroom with a queen size bed and skylights. One full bath with bathtub and shower. This clean, bright and sunny space features a Living Room/Dining Room combo. Air... View all property information
    Make Inquiry
    Location Information
    Huntington, Long Island 11743
    5 of 5 stars Reviewed September 26, 2014
    This was our 3rd time at Bob and Dany's apartment and, once again, it was perfect. Quiet, comfortable, convenient, and trouble-free. Excellent sleeping bed. Excellent WiFi...
    4 of 5 stars Reviewed September 24, 2014
    Great location, great hosts. Very comfortable. The only draw back is a not real comfortable pull out couch. Upstairs bed is great. Steep stairs/ladder to get to bed.
    See all reviews
    From
    $1,001
    / Week
    Payment Protection
    View Details
    1 / 15
    East Hampton
    8 Bedrooms / 7 Bathrooms / Sleeps 16
    Overview Make Inquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Amazing - 8 bedrooms, 7 bathrooms, sleeps 23 people Great house in the Hamptons.... Large 8 bedrooms, 7 bathrooms, high ceilings, fireplace, c/a/c, free wireless Internet connection, 4 TVs, fully equipped kitchen with stainless steel appliances, blender, coffee maker, toaster, pots and pans, pool... View all property information
    Make Inquiry
    Location Information
    East Hampton, Hamptons 11942
    From
    $190
    / Night
    Payment Protection
    View Details
    1 / 18
    4.5 of 5 stars (2) Very good
    Bridgehampton
    1 Bedroom / 2 Bathrooms / Sleeps 2
    travelers have booked this property
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    MEMORIAL DAY WEEK, + NEXT WEEKEND AVAILABLE!! (we just had a cancellation for next weekend!) CLOSE to ART FAIRS & MUSIC EVENTS CENTRAL LOCATION , YET PEACEFUL 2 night min MAY 26 - JUNE 30, ONLY $190/night JULY $240/ night AUGUST 1-21 $280/night HAMPTON CLASSIC AUG 22-30 $1900 (... View all property information
    Make Inquiry
    Location Information
    Bridgehampton, Hamptons 11932
    From
    $500
    / Night
    Payment Protection
    View Details
    1 / 10
    5 of 5 stars (3) Excellent
    Sag Harbor
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Beech Tree Cottage is a charming two-bedroom, one-bath guest cottage conveniently located in the historic district of Sag Harbor, NY - a 5-minute walk along the waterfront to Main Street and the center of the village. The beach is a short drive or bike ride away. The owners are full-time residents... View all property information
    Make Inquiry
    Location Information
    Sag Harbor, Hamptons 11963
    From
    $333
    / Night
    Payment Protection
    View Details
    1 / 35
    5 of 5 stars (1) Excellent
    East Hampton
    5 Bedrooms / 4 Bathrooms / Sleeps 10
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Housekeeping...
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Enjoy privacy and peace on a beautiful Northwest Woods parcel with various outdoor entertaining spaces, including large deck with pool. Private 5 bedroom 2700sq foot house. Historic architecture, modern interior design mixed with the landscape's natural beauty provide living at its finest. This... View all property information
    Make Inquiry
    Location Information
    East Hampton, Hamptons 11937
    From
    $98
    / Night
    Payment Protection
    View Details
    1 / 24
    5 of 5 stars (2) Excellent
    Port Jefferson Station
    1 Bedroom / 1 Bathroom / Sleeps 4
    travelers have booked this property
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Waterfront
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    A very spacious 1 bedroom private Apartment like, Bedroom can be configured to accommodate 2, 3, 4 or 6 comfortably, Private full bathroom, Open Area consists of living area, kitchenette, Mid size refrigerator, counter top with sink and cabinets, Toaster oven, microwave, Coffee machine etc.. ,... View all property information
    Make Inquiry
    Location Information
    Port Jefferson Station, Long Island 11776
    5 of 5 stars Reviewed December 24, 2014
    We were born and raised on Long Island and go back every couple of years to visit. Most of the time we stay at a hotel or maybe an Inn / B&B. We came across this rental and it...
    5 of 5 stars Reviewed October 8, 2014
    Both owners were very personable and made us feel so comfortable. Attention to detail and making our visit feel like home was definitely accomplished beyond expectations.
    See all reviews
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    From
    $225
    / Night
    Payment Protection
    View Details
    1 / 24
    5 of 5 stars (2) Excellent
    Rocky Point
    3 Bedrooms / 1 Bathroom / Sleeps 5
    travelers have booked this property
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Quaint 3 bedroom, 1 bath home, with beautiful views of the long island sound and Connecticut from the kitchen, dining area, bedroom, and back yard. Central air conditioning, cable, internet, phone. electric stove, fireplace, lovely enclosed front porch, large backyard, big gas barbeque grill. 3... View all property information
    Make Inquiry
    Location Information
    Rocky Point, Long Island 11778
    5 of 5 stars Reviewed July 30, 2014
    First off the house was very clean, very cozy and the view was amazing. When I showed up and my friends showed up we were all amazed of how nice the place was. Everything we...
    5 of 5 stars Reviewed July 15, 2014
    Our first time on eastern Long Island - the trip out from the hectic pace of NYC slowly turns from urban to beautiful parkland, finally ending at quaint Rocky Point LI. The home...
    See all reviews
    From
    $450
    / Night
    Payment Protection
    View Details
    1 / 12
    5 of 5 stars (2) Excellent
    East Hampton
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveler have booked this property
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Grace cottage is a lovely 3-bedroom, 'shabby-chic' style house in a quiet residential neighborhood in the Springs section of East Hampton . It is 5 miles from the ocean and closer to the bay beaches, a fun bike ride. Convenient to the villages of East Hampton, Amagansett, Sag Harbor, all known... View all property information
    Make Inquiry
    Location Information
    East Hampton, Hamptons 11937
    From
    $3,500
    / Week
    Payment Protection
    View Details
    1 / 22
    5 of 5 stars (1) Excellent
    East Hampton
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Private Outdoor...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This one-level modern, stylish light-filled ranch home, 2450 square ft. interior offers an expansive open floor plan - indoor and outdoor spaces for summer living and entertaining. Features 4 well sized bedrooms including master bedroom and bath with oversized Jacuzzi bath-tub, 3 en-suite... View all property information
    Make Inquiry
    Location Information
    East Hampton, Hamptons 11937
    5 of 5 stars Reviewed April 16, 2015
    I had a wonderful experience staying at the East Hampton vacation home. It was very comfortable and accommodated my 7 friends. The furnishings were new and the entire house was...
    See all reviews
    From
    $2,700
    / Week
    Payment Protection
    View Details
    1 / 24
    5 of 5 stars (3) Excellent
    East Hampton
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Housekeeping...
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Located on a private road, set in 4 acres of woodland, this very smartly laid out contemporary makes for a perfect Summertime rental. The master bedrooms are on either side of the house, and are separated by a large, double height living, open kitchen, and dining area with sunlight streaming in... View all property information
    Make Inquiry
    Location Information
    East Hampton, Hamptons 11937
    5 of 5 stars Reviewed April 10, 2015
    We stayed there in September but it was still warm enough to go swimming everyday. The pool was our favorite part, especially the evening swims in the candlelight after a grilled...
    5 of 5 stars Reviewed April 9, 2015
    The house is in a great location north of Rt 27 in the Northwest Woods and is an easy drive to mulitiple beaches and the lovey town of East Hampton. The House had everything we...
    See all reviews
    From
    $500
    / Night
    Payment Protection
    View Details
    1 / 34
    East Hampton
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Spacious East Hampton vacation home features four large, furnished bedrooms with oversized master and walk-in closet, three full bathrooms with modern hotel finishes, large custom kitchen with stainless steel and paneled appliances, sunny family/living room with working fireplace, wireless... View all property information
    Make Inquiry
    Location Information
    East Hampton, Hamptons 11937
    From
    $500
    / Night
    Payment Protection
    View Details
    1 / 11
    3 of 5 stars (1) Average
    Orient
    3 Bedrooms / 2 Bathrooms / Sleeps 5
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Grill
    • Internet Access
    • Safe
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Pernchief Cottage Located In The Village Of Orient Is The Perfect Place To Summer With Family And Friends. Front Porch Offers Lovely Views Of The Bay. Wide Pine Floorboards, Great Architectural Detils Abound. Property Is Beautifully Set On 1/2 Acre With Lovely Gardens And A Tranquil Pond. Charming... View all property information
    Make Inquiry
    Location Information
    Orient, North Fork 11957
    3 of 5 stars Reviewed May 29, 2014
    Great area but home is in poor condition. Decorated very cute and clean but all uneven floors, very cold inside house, no tv (although it was promised), not worth the price...
    See all reviews
    From
    $295
    / Night
    Payment Protection
    View Details
    1 / 43
    East Hampton
    5 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Indoor Pool
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    5 bedroom house. Historic architecture, modern interior design mixed with the landscape's natural beauty provide living at its finest. This home is perfect for special family gatherings that you will long remember. It is just a short walk to a nice town beach. Whether you are a family looking to... View all property information
    Make Inquiry
    Location Information
    East Hampton, Hamptons 11937
    From
    $300
    / Night
    Payment Protection
    View Details
    1 / 29
    Greenport
    3 Bedrooms / 2 Bathrooms / Sleeps 9
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    The Space Located on a tree lined street this sun-filled two story house sleeps 8 people +. It features 3 bedrooms, 2 bathrooms, an eat in-kitchen and spacious living area with TV and wifi. There are 2 queen size beds, 2 full size beds and a queen size sleeper sofa. The private backyard offers... View all property information
    Make Inquiry
    Location Information
    Greenport, North Fork 11944
    From
    $310
    / Night
    Payment Protection
    View Details
    1 / 24
    East Hampton
    5 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    This 5 bedroom house is in idealic East Hamptons with pool, fireplace, WiFi, desktop computer, BBQ and more. Only 1 mile from the beach. The Space Year round 5 bedroom house with jacuzzi tub, in ground pool, laundry, off street parking, desktop computer, WiFi, fireplace, BBQ, skylights, patio... View all property information
    Make Inquiry
    Location Information
    East Hampton, Hamptons 11937
    From
    $10,000
    / Week
    Payment Protection
    View Details
    1 / 25
    5 of 5 stars (4) Excellent
    Sag Harbor
    5 Bedrooms / 8 Bathrooms / Sleeps 10
    travelers have booked this property
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    This property is only for the very discerning renter. It is a designer's own home. Please read rental rates before inquiring. Minimum rental is one month during High Season unless you see an availability between rentals. During the off season 2 week rentals may be possible. This elegant 6000... View all property information
    Make Inquiry
    Location Information
    Sag Harbor, Hamptons 11963
    Get the List
    From
    $275
    / Night
    Payment Protection
    View Details
    1 / 21
    North Fork
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    A renovated home in the heart of the North Fork near the beach and several wineries. Please inquire about weekends, weeks or monthly/summer rental for 2015. Sleeps 8 Enjoy a bright renovated home with 12 skylights, cathedral ceilings and entirely new furnishings only ¼ mile to Cutchogue harbor and... View all property information
    Make Inquiry
    Location Information
    North Fork, Long Island 11956
    From
    $2,000
    / Week
    Payment Protection
    View Details
    1 / 19
    Jamesport
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Spend your vacation time in this classic North Fork Farmhouse located central to fabulous bay beach and the quaint hamlet of Jamesport. Easy access via Hampton Jitney to/from NYC. Quietly nestled on an acre of farmland with fruit trees and vegetable/flower gardens, plus the back drop of distant... View all property information
    Make Inquiry
    Location Information
    Jamesport, North Fork 11947
    From
    $1,500
    / Night
    Payment Protection
    View Details
    1 / 16
    Fire Island Pines
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Welcome to the Fire Island Pines. A gay community that is friendly to all. Beautiful beaches, great clubs, serenity steps from the beach. A view of the ocean from every room. Great for entertaining, or a quiet repose. All amenities included. A seven minute walk to the harbor. Enjoy a place... View all property information
    Make Inquiry
    Location Information
    Fire Island Pines, Fire Island 11782
    From
    $350
    / Night
    Payment Protection
    View Details
    1 / 24
    Riverhead
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Newly Renovated Cottage on 9 Acre Gated Estate; 1 Ground Floor Master Bedroom with French Doors to the Outside Deck 1 Loft 2nd Level Guest Bedroom 1 Full Newly Renovated Bathroom Newly Renovated Kitchen Newly Fully Furnished Living Room with French Doors to Outside Deck New Full Linens, Pillows,... View all property information
    Make Inquiry
    Location Information
    Riverhead, Hamptons 11901
    From
    $8,400
    / Week
    Payment Protection
    View Details
    1 / 17
    Sag Harbor
    4 Bedrooms / 3 Bathrooms / Sleeps 6
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Walk in to the view of the sky and bay through the living room. The master suite is its own floor. the house is modern, there are three other bedrooms. Perfect home for a summer vacation. A short ride to Main Street, Sag Harbor, short walk to bay beach. View all property information
    Make Inquiry
    Location Information
    Sag Harbor, Hamptons 11963
    From
    $210
    / Night
    Payment Protection
    View Details
    1 / 7
    Southold
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Internet Access
    • Private Fishing...
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    This ranch house is beautifully located on a freshwater lake in the heart of Long Island's wine country, just minutes from the beach. Enjoy abundant bird life in a garden setting. The lake is perfect for swimming, fishing, kayaking or canoeing. Swimming in Long Island Sound is just six blocks away... View all property information
    Make Inquiry
    Location Information
    Southold, North Fork 11971
    From
    $50,000
    / Month
    Payment Protection
    View Details
    1 / 18
    Sag Harbor
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    The feeling of Zen surrounds you as you enter upon this European designer's hideaway..Custom appointments of quality and luxury fill this Hampton's home. Located 12 minutes walk to Main Street of the prestigious Sag Harbor Village....0.4 acres of beautifully manicured totally private lawns with... View all property information
    Make Inquiry
    Location Information
    Sag Harbor, Hamptons 11963
    From
    $2,400
    / Week
    Payment Protection
    View Details
    1 / 5
    Hampton Bays
    5 Bedrooms / 4 Bathrooms / Sleeps 7
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Ocean Views
    • Safe
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Traditional and cozy house on private beach in Hampton bays with the most gorgeous view of the bay and sunrise! Comfortable and furnished house with kitchen and all appliances. Short drive to the rail and mainstreet. Best relaxing weeks you will ever have. Covered porch and attached patio to take... View all property information
    Make Inquiry
    Location Information
    Hampton Bays, Hamptons 11946
    From
    $450
    / Night
    Payment Protection
    View Details
    1 / 13
    Wading River
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Ocean Views
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Most guest are regulars but we do have few dates available each year. This stunning beach home is magnificent, located right on the beach. Our Home was remodeled in 1997, and freshly painted this year 2012, 2 Full baths, Full kitchen/dining area and family room. Has 3 bedrooms but front ocean view... View all property information
    Make Inquiry
    Location Information
    Wading River, Long Island 11792
    From
    $500
    / Night
    Payment Protection
    View Details
    1 / 9
    East Hampton
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Private Fishing...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Bright and sunny 2 Private Rooms with ensuite Bath. Full size beds Rent whole Apartment or one bedroom - view pricing 1bdrm $ 250.00. / Whole house (2 bedrooms 2 Bath ) is $500.00 Wifi-CableTv-A/C Share Full Common Kitchen, Dining area & Patio. Parking on premises. Located in Springs Walking... View all property information
    Make Inquiry
    Location Information
    East Hampton, Hamptons 11937
    From
    $250
    / Night
    Payment Protection
    View Details
    1 / 6
    Fire Island Pines
    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Ocean Views
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Just 90 minutes from Manhattan, but worlds away from NYC! In the Fire Island Pines, an idyllic gay community (but friendly to all) on the beach with no cars, just the deer roaming wild. The cabana is small but very self contained. BBQ on the deck overlooking the ocean. 5 minutes walk to 'town'... View all property information
    Make Inquiry
    Location Information
    Fire Island Pines, Fire Island 11782
    From
    $150
    / Night
    Payment Protection
    View Details
    1 / 9
    Bellmore
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Private Fishing...
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Enjoy Long Island's pristine beaches, listen to an outdoor waterfront concert or relax in the back yard of this decorator furnished one bedroom/one full bath apartment on a canal. Spectacular sunsets, 45 min by train to NYC and 15 min from JFK or Islip airports. Transportation to and from airports... View all property information
    Make Inquiry
    Location Information
    Bellmore, Long Island 11710
    From
    $550
    / Night
    Payment Protection
    View Details
    1 / 25
    Westhampton Beach
    3 Bedrooms / 1 Bathroom / Sleeps 8
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Located in Westhampton Beach in the community of West Hampton Dunes- this beach bungalow on the Bay has direct access to the Bay and Ocean. 3 Bedrooms, 1 full bath and private double outdoor shower. 3 Bedrooms- 1 queen size bed, 1 full size bed and 2 bunk beds (4 single beds). Pull out sofa also... View all property information
    Make Inquiry
    Location Information
    Westhampton Beach, Long Island 11978
    From
    $95
    / Night
    Payment Protection
    View Details
    1 / 22
    Long Beach
    1 Bedroom / 1 Bathroom / Sleeps 4
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Waterfront
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This is a private, clean, quiet and beautiful apartment which allows for unwinding and relaxation in a completely private space one floor up. It is all inclusive which means no sharing common areas such as kitchen and bathroom. Kitchen: Fully equipped kitchen with new granite countertops with... View all property information
    Make Inquiry
    Location Information
    Long Beach, Long Island 11510
    From
    $2,857
    / Night
    Payment Protection
    View Details
    1 / 20
    Water Mill
    7 Bedrooms / 7 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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
    Make Inquiry
    Location Information
    Water Mill, Hamptons 11976
    From
    $3,500
    / Week
    Payment Protection
    View Details
    1 / 4
    Sag Harbor
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Private Outdoor...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Located in the quaint historic whaling Village of Sag Harbor, 12 minute walking distance to the center of town, with close proximity to the bay and ocean beaches. This European designer's home totals 5000 sq.ft., the lower level just shy of 1000, sq ft and is the designer's private lower level... View all property information
    Make Inquiry
    Location Information
    Sag Harbor, Hamptons 11963
    From
    $1,200
    / Night
    Payment Protection
    View Details
    1 / 17
    Sag Harbor
    3 Bedrooms / 4 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Safe
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    THE PERFECT HAMPTONS LOCATION, VILLAGE AND BEACHES Simply the best location in the Hamptons, this house is a short walk to the beautiful village of Sag Harbor, but hidden away in a forest of trees, and extremely quiet and private. This unique designer house is filled with natural light and... View all property information
    Make Inquiry
    Location Information
    Sag Harbor, Hamptons 11963
    From
    $500
    / Night
    Payment Protection
    View Details
    1 / 18
    East Quogue
    5 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Fishing...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This impeccable 5 bedroom/3.5 bath home is located in a private bay community on a beautifully landscaped 1 acre south of the highway. It is a short walk from private bay beach and a 5 minutes drive from the ocean beaches. Renovated in 2011 and tastefully decorated in a contemporary, comfortable... View all property information
    Make Inquiry
    Location Information
    East Quogue, Hamptons 11942
    From
    $295
    / Night
    Payment Protection
    View Details
    1 / 10
    East Quogue
    1 Bedroom / 1 Bathroom / Sleeps 2
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    The Space: Great location in the Hampton's, near the Ocean Beaches, Fishing and Boating in the Bay, Kayak the Ponds and River, Go to Wine Tastings at the Vineyards, Organic Farmers Markets and Pick Organic Foods at the Farms, Close to many Hampton's Towns on the North and South Forks and... View all property information
    Make Inquiry
    Location Information
    East Quogue, Hamptons 11942
    From
    $1,941
    / Night
    Payment Protection
    View Details
    1 / 18
    Sag Harbor
    5 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Fireplace
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Designer's own home completely renovated. Boasts 5 bedrooms, master en suite and all marble bathrooms. Cook's kitchen with butler's pantry, dual dishwashers, dual sinks, professional oven and its own wine room! Separate dining room. Living room with fireplace. Outrageous 'Man Cave'... View all property information
    Make Inquiry
    Location Information
    Sag Harbor, Hamptons 11963
    From
    $500
    / Night
    Payment Protection
    View Details
    1 / 11
    East Quogue
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    This 4 bedroom, 2 bathroom contemporary is just steps away from a private beach and marina. Some amenities include: New granite kitchen Cathedral great room with flat screen tv Hardwood floors Multi level decking In ground heated pool Patio furniture and gas grill Linens One car garage View all property information
    Make Inquiry
    Location Information
    East Quogue, Hamptons 11942
    From
    $600
    / Night
    Payment Protection
    View Details
    1 / 20
    East Quogue
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Centrally located and completely renovated! Lovely two story Victorian home - 3 bedrooms, 2 full baths, sleeps 8. Central air. The perfect place to rejuvenate and indulge. Unwind in the hot tub among hydrangeas and roses. Breakfast on the sun porch. Dine at one of many Zagat rated restaurants. Walk... View all property information
    Make Inquiry
    Location Information
    East Quogue, Hamptons 11942
    From
    $3,500
    / Week
    Payment Protection
    View Details
    1 / 7
    Bridgehampton
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Beautiful contemporary home set on 1.6 private idyllic acres. Perfect for families with children as well as entertaining. Beautiful Bluestone deck and patio. Walk to town, near beaches. Easy drive to Sag Harbor, Southampton and East Hampton. Right by Hampton Classic and Polo grounds. New... View all property information
    Make Inquiry
    Location Information
    Bridgehampton, Hamptons 11932
    From
    $645
    / Night
    Payment Protection
    View Details
    1 / 10
    Water Mill
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Beautifully furnished 3 bedroom contemporary on one private acre. 2 ½ baths, Living Room with fireplace, dining area, sun room, swimming pool and two decks. Near beach and shops, walking distance to Water Mill village and Jitney. View all property information
    Make Inquiry
    Location Information
    Water Mill, Hamptons 11976
    From
    $300
    / Night
    Payment Protection
    View Details
    1 / 16
    Greenport
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    The Space The Old Schoolhouse tells a family story, dating back to the 1880's. This charming farmhouse, built by the Burt family in the 1880's, was first used as a schoolhouse, then transformed into a farmhouse. The Burt family updated the house in 2005 with the most energy efficient systems, so... View all property information
    Make Inquiry
    Location Information
    Greenport, North Fork 11944
    From
    $195
    / Night
    Payment Protection
    View Details
    1 / 17
    East Hampton
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Private Outdoor...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    When we vacation we want spotless remodeled accommodations near everything interesting. How about you? Our home is quiet, relaxing, and close to all. Best yet, you'll have your very own 20'x40' salt water pool to enjoy, and you're a 5 minute walk to a private beach. This is a pristine home with... View all property information
    Make Inquiry
    Location Information
    East Hampton, Hamptons 11937
    From
    $1,200
    / Night
    Payment Protection
    View Details
    1 / 9
    East Hampton
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Thank you for your interest in our newly renovated modern loft vacation home. Come be neighbors with designer Donna Karen and now our newest celebrity neighbor, Hugh Jackman in the NW Woods of East Hampton. Limited availability left for Spring/Summer. Please see calendar. AVAILABILITY Labor... View all property information
    Make Inquiry
    Location Information
    East Hampton, Hamptons 11937
    From
    $2,000
    / Week
    Payment Protection
    View Details
    1 / 6
    Southampton
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    4 Bedroom, 2 Bath House in Southampton Located on a Semi private lot south of the highway. Interior of the house has hardwood floors throughout and main living area has an open design with double high ceilings and large skylight. First floor living area includes 3 bedrooms, bathroom, kitchen area... View all property information
    Make Inquiry
    Location Information
    Southampton, Hamptons 11968
    From
    $9,100
    / Week
    Payment Protection
    View Details
    1 / 16
    Amagansett
    5 Bedrooms / 4 Bathrooms / Sleeps 9
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This beach house has the relaxed beach vibe. Stroll into town or bike ride to the beach only minutes away. This home has 3000sf of living space, 5 bedrooms, 4 bathrooms, gorgeous open eat in kitchen flows to a living room or onto a covered patio terrace over looking blue stone pool. Only minutes... View all property information
    Make Inquiry
    Location Information
    Amagansett, Hamptons 11930
    From
    $1,250
    / Night
    Payment Protection
    View Details
    1 / 52
    Southampton
    6 Bedrooms / 7 Bathrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    25 year age limit...please don't inquire if you do not meet the age requirements, you will be wasting your time and ours. This luxurious Southampton estate is set on a large private plot of land. With close proximity to Southampton village and world famous Coopers beach, the location of this... View all property information
    Make Inquiry
    Location Information
    Southampton, Hamptons 11968