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Holiday Rentals in Long Island, NY

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    All 341 Rentals in Long Island
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    €174
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    1 / 20
    5 of 5 stars (1) Excellent
    Baiting Hollow
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    €156
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    1 / 21
    5 of 5 stars (1) Excellent
    Southold
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    €608
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    1 / 10
    4 of 5 stars (1) Very good
    Water Mill
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    €52
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    1 / 15
    4 of 5 stars (1) Very good
    Remsenburg
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    DISCOUNTS AVAILABLE FOR REMAINING WEEKS: June 16th - 30th, July 7th - 14th Easy summer living at this bright contemporary ranch located steps from Moriches bay in Westhampton/Remsenburg. Open kitchen- dining area, living room with fireplace, 3 bedrooms, 2 baths, central air conditioning, and a... View all property information
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    4 of 5 stars Reviewed 14 June 2014
    We have rented the house for a long week. The contact with Christine was excellent. The info and the keys were all where they should be. The house is clean even for German...
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    €134
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    1 / 9
    5 of 5 stars (1) Excellent
    Cutchogue
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
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    • Private Fishing...
    • Washer
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • 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
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    5 of 5 stars Reviewed 23 March 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...
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    €365
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    1 / 11
    4.5 of 5 stars (24) Very good
    Greenport
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (24) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • ?
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    About this property
    Beautiful 2 Bedroom 2 Bathroom Poolside Unit. All that Cliffside Resort and the Sound have to offer are just steps away. Additional amenities include: close to town, in-room entertainment system, kitchenette, private walkway to the sound, refrigerated wine cooler, on sound, washer & dryer... View all property information
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    5 of 5 stars Reviewed 2 September 2014
    6 Girlfriends with children wanted a quick easy trip with no traffic to end the summer. We got exactly that! The Cliffside Resort was perfect. I honestly can't say what I liked...
    5 of 5 stars Reviewed 10 June 2014
    My son got married this past weekend at a Vineyard near Cliffside and my family, the bride's family and some guests spent the weekend there. In total, we rented about 23 units...
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    €156
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    1 / 21
    5 of 5 stars (1) Excellent
    Southold
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Come listen to the bands while tasting the local wines (See local vineyards and events). Walk to Southold Village or Beautiful Bay Beaches or just relax on your own patio while overlooking green lawns and mature trees. On the sought after 'Bayside' of the North Fork In the heart of the North Fork... View all property information
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    5 of 5 stars Reviewed 15 October 2014
    Mark & Mona's historic apartment was a delight. It was small but cozy and clean. Our only surprise was that we didn't realize the bathroom was located inside one of the bedrooms...
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    €168
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    1 / 8
    4.5 of 5 stars (2) Very good
    East Hampton
    1 Bedroom / 2 Bathrooms / Sleeps 2
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Housekeeping...
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
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    About this property
    Cozy -Clean- sunny Queen Size Bed - AC. Cable Tv with Premium Channels- WiFi Full bath - Bath Bath - OutDoor Shower. Complimentary Breakfast Each Morning / Self-Serve Coffee Free In-House Bicycles for your enjoyment. One Mile to Beach - Ten Min to East Hampton Village Close to Great Harbor Front... View all property information
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    5 of 5 stars Reviewed 16 September 2014
    Great choice for a stay in the East Hampton Area! Clean Comfortable room with queen size bed that will give you a good nite sleep! Italan tiled full bath also clean and...
    4 of 5 stars Reviewed 7 July 2014
    If your looking for a CLEAN beautiful place to stay in a peaceful part of the Hampton's (NOT party city) at a great rate. Then look no more. I was so worried booking but was...
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    €437
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    1 / 8
    5 of 5 stars (20) Excellent
    Greenport
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (20) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    As featured by New York Magazine, the Cliffside Resort entertains the perfect vacation! This 68 unit complex, located directly on the Long Island Sound with incredible sunset views, offers brand new 2 bedroom 2 bathroom luxurious accommodations. Cliffside Resort Waterfront Condominiums at... View all property information
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    5 of 5 stars Reviewed 6 August 2014
    Enjoyed four night stay .condo unit &entire complex was clean and well maintained.Location was perfect for touring vineyards ,Shelter Island and Greenport attractions.Pool with...
    5 of 5 stars Reviewed 25 April 2014
    Great Visit to the Wine Country again....It like going home...Very Clean ...always updated....Great Water Views riight on the Ocean...Great Food & Shopping..
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    €8,934
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    1 / 25
    5 of 5 stars (4) Excellent
    Sag Harbor
    5 Bedrooms / 8 Bathrooms / Sleeps 10
    travellers have booked this property
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    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
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    €192
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    1 / 15
    5 of 5 stars (1) Excellent
    Lindenhurst
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Note: I currently have tenants in this home and they may be leaving as early as the Spring of 2015 or as late as the end of 2016 (due to a contract job). Therefore, I can not guarantee any bookings just yet, but please still message me PRIVATELY if interested (NOT via this site). Do a web search... View all property information
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    €3,574
    / Week
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    1 / 26
    5 of 5 stars (1) Excellent
    East Hampton
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
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    About this property
    Come and relax at this peaceful and private home on an inlet of Three Mile Harbor, East Hampton, NY. Great for families and nature lovers.Watch the gorgeous sunsets from benches by the waterside firepit or from the deck while sipping cocktails. Dock (could accommodate up to 24' boat) and kayaks for... View all property information
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    5 of 5 stars Reviewed 20 September 2014
    We rented this property for 10 days the last week of August through Labor Day weekend. It was so much more then we expected. The pictures don't do this place enough justice. The...
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    €88
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    1 / 24
    5 of 5 stars (2) Excellent
    Port Jefferson Station
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    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
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    5 of 5 stars Reviewed 24 December 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 8 October 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.
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    €268
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    1 / 8
    5 of 5 stars (1) Excellent
    Fire Island Pines
    1 Bedroom / 1 Bathroom / Sleeps 2
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Hot Tub
    • Internet Access
    • Private Fishing...
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
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    About this property
    (email: hidden) Pines Paradise B. is a gay guesthouse in Fire Island Pines, a gay community off the coast of Long Island. We offer spectacular views of the ocean and the bay for both sunset vistas and moonlit nights. The guest house features plenty of private and public space. Whether your idea of... View all property information
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    5 of 5 stars Reviewed 15 August 2014
    So comfortable and peaceful! Living a NYC you can get amped up by the tiniest thing... And believe me, I tried to keep working when I got there, but Joe and the other guests got...
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    €134
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    1 / 6
    Sag Harbor
    1 Bedroom / 2 Bathrooms / Sleeps 3
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Read the article in Newsday about one of my houses, by Alex Mc Cord of the Real Housewives of NY ,She has been renting from me every time she is out here. THIS home was also written up in the NY Post Earlier this year in an article on June 24th 2010 called 'Be My Guest' as new great places to stay!... View all property information
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    €581
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    1 / 18
    5 of 5 stars (1) Excellent
    East Hampton
    6 Bedrooms / 4 Bathrooms / Sleeps 16
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    A massive, fully furnished house and landscaped yard all to yourselves... Rate: Starts at $650/night in the off-season (usually $989 on wknds) and from $6k/wknd in the summer. (We're happy to discuss discounts for longer stays). Detailed summer rates are as follows: $6k for Memorial Day wknd; $24k... View all property information
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    5 of 5 stars Reviewed 14 January 2015
    The Hamptons definitely met all our expectation, and this house was perfect for our needs and felt secluded/private but close to the beaches. We had 16 people total in our family...
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    €357
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    1 / 13
    5 of 5 stars (3) Excellent
    Fire Island Pines
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Fishing...
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    (email: hidden) Pines Paradise B. is a gay guesthouse in Fire Island Pines, a gay community off the coast of Long Island. We offer spectacular views of the ocean and the bay for both sunset vistas and moonlit nights. The guest house features plenty of private and public space. Whether your idea of... View all property information
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    5 of 5 stars Reviewed 18 September 2014
    As fall rapidly descends upon us urban dwellers, my heart is drawn back to the last glorious summer weekend we spent at Joe's home. The amenities, people, and proximity to that...
    5 of 5 stars Reviewed 20 August 2014
    Even more wonderful than last time, if that's even possible! Beautiful home with positive energy throughout. So many amenities that you'll need to come back a 2nd or 3rd time to...
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    €264
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    5 of 5 stars (11) Excellent
    Southold
    3 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Private Fishing...
    • Safe
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Bright private sunny renovated three bedroom waterfront house on private street adjoining Arshamamague Pond. The sun is out and all we need is you to complete the picture. Join us at our three bedroom one bath renovated house. Private waterfront. Central AC. Beautiful hardwood floors and... View all property information
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    5 of 5 stars Reviewed 28 August 2014
    We had such a wonderful time in Maureen and Alan's cottage. First and foremost, it's on Arshamomaque Pond, which looks like a lake but is actually an inlet of Peconic Bay. It's...
    5 of 5 stars Reviewed 14 July 2014
    My family was very pleased with these accommodations. We were all very comfortable. The place was very clean and well equipped for our 5 day stay. The location is absolutely...
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    €1,072
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    1 / 6
    5 of 5 stars (1) Excellent
    Fire Island
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Contemporary furn. beach house steps to ocean, 5 mins to bay. Ideal for two families, Accomodates 8 persons inc. children. No groups! Hose features oudtoor shower, gas grill, two decks, gas grill, flat screen tv,dvd,vcr. fully equipped kitchen, washer, dryer, wireless internet avail. Tranquil... View all property information
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    €983
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    1 / 20
    Southampton
    4 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Make Enquiry
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    • Air Conditioning
    • Children's Pool
    • Grill
    • Safe
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    Southampton House Rental Photos and Description 4 Bedrooms, 3 Bathrooms, Sleeps 10 Newly acquired first time offering, completely renovated designer's home. Minutes to all Southampton's ocean beaches, . Backing onto a preserve, it is 3 miles to the ocean beaches and a mile from the village of... View all property information
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    €625
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    1 / 28
    5 of 5 stars (3) Excellent
    Hampton Bays
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Completely renovated 4 bedroom home on quiet street in Hampton Bays. In town location. Walk to shops and dining. 3.5 miles to Atlantic Ocean and 1.0 miles to Shinnecock Bay. Large property with lovely deck and furniture. Handicap accessible with bedroom and wet room on first floor. Deck... View all property information
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    5 of 5 stars Reviewed 1 August 2014
    Great house to rent, they have everything you would need for a weekend away and its close to Ponquogue beach. About 2 mins from Hampton Bays town which has restaurants, take out...
    5 of 5 stars Reviewed 28 July 2014
    We come to the area every year for a family reunion and were ecstatic to find this house. We rented for a long weekend. They had everything we could possibly have imagined and...
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    €177
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    1 / 34
    5 of 5 stars (1) Excellent
    Southampton
    Studio / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Grill
    • Housekeeping...
    • Internet Access
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    ***THIS PROPERTY IS AVAILABLE FOR A WINTER RENTAL STARTING OCT. 1 2014 TO APRIL 30 2015 PLEASE INQUIRE. Cute well decorated cottage in the North Sea area of Southampton. North Sea is a historic area of Southampton, NY. The cottage is located just behind one of Long Island's largest bodies of... View all property information
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    5 of 5 stars Reviewed 16 July 2014
    Wonderful cottage in a great location. Short trip to town, the beach and restaurants all around. I can't wait to come back. Property was very easy to book and the overall...
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    €268
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    5 of 5 stars (2) Excellent
    Fire Island Pines
    1 Bedroom / 1 Bathroom / Sleeps 2
    traveller have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Fishing...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    (email: hidden) Pines Paradise B. is a gay guesthouse in Fire Island Pines, a gay community off the coast of Long Island. We offer spectacular views of the ocean and the bay for both sunset vistas and moonlit nights. The guest house features plenty of private and public space. Whether your idea of... View all property information
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    5 of 5 stars Reviewed 6 September 2014
    I loved all the amenities that they offered. The food was like dining in a four-star restaurant every night. Only a few houses away from the beach so I could hear the ocean waves...
    5 of 5 stars Reviewed 20 August 2014
    Absolutely the finest rental I've ever found on Fire Island. Joe, the host, makes you feel so welcome with the most spacious and upgraded accommodations and a fantastic food...
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    €438
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    1 / 31
    4.5 of 5 stars (2) Very good
    Sayville
    3 Bedrooms / 2 Bathrooms / Sleeps 9
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
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    About this property
    (30 minutes from the Hamptons. 60 min from NYC) House, 3 Bedrooms + Convertible bed(s), 2 Baths (Sleeps 6-9) 3 Br 2 full bath 2 story home. Vaulted 16 foot ceilings with 5 large skylights. One bathroom has an amazing steam shower and over sized heated whirlpool bathtub with jets for spa-like... View all property information
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    4 of 5 stars Reviewed 8 July 2014
    My friends and I loved the house! It is simply stunning and quite roomy. I went with a group of 11. I would recommend a smaller group (so that everyone can sleep on a comfortable...
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    €447
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    1 / 21
    Southampton
    3 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Make Enquiry
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    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This 3 bedroom, 2.5 bath beach house is tucked away in an seclusive private lot with large security-enabled gates for total privacy. The house is spacious with lots of windows to let in the sun. The bedrooms are large and spacious. Nice backyard with plenty of room for activities. BBQ cooking area... View all property information
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    €170
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    1 / 17
    4.5 of 5 stars (2) Very good
    Bridgehampton
    1 Bedroom / 2 Bathrooms / Sleeps 2
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    • Air Conditioning
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    • Pets allowed
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    • x
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    About this property
    CONVENIENT to ART FAIRS & MUSIC EVENTS CENTRAL BRIDGEHAMPTON LOCATION MAY 15 - JUNE 30 ONLY $190/night JULY $240/ night / 2 night min / July 4th weekend, 4 night minimum AUGUST 1-21 $280/night HAMPTON CLASSIC AUG 22-30 $1900 +utilities ( see details below) 1 BEDROOM + PRIVATE BATH... View all property information
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    5 of 5 stars (1) Excellent
    Center Moriches
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Hot Tub
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    • Pets allowed
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    • Suitable for children
    • ?
    • x
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    About this property
    THERE ARe NO Prom parties or people under age 25 allowed to rent ~ Sorry!! The neighbors are very close and this is a very peacful neighborhood. PLEASE READ ENTIRE LISTING FOR PRICING ! SEND ME AN MESSAGE AND I WILL RESPOND WITH A PRICE QUOTE. DO NOT SEND A RESERVATION REQUEST. THANK YOU!... View all property information
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    5 of 5 stars Reviewed 7 July 2014
    The pictures certainly do not do this house justice, it is far more impressive and larger in person. The pool table is a great crowd pleaser and the marble table is delightful as...
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    5 of 5 stars (2) Excellent
    East Hampton
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pets allowed
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    • Suitable for children
    • x
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    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
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    1 / 34
    5 of 5 stars (1) Excellent
    East Hampton
    5 Bedrooms / 3 Bathrooms / Sleeps 11
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    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • x
    About this property
    This beautiful summer home sits on an acre property only 3 years old and newly painted and furnished by Perter Andrews. It has a salt water heated pool, new cedar children's jungle gym with swing set, elevated ceder deck, dining room that seats 10, Eat-in kitchen that seats 8, fireplace with... View all property information
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    5 of 5 stars Reviewed 11 July 2014
    I stayed last year with my husband, two kids and nanny for two weeks. We had not seen the house before we booked it and we were pleasantly surprised at how beautiful it was with...
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    Southampton
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    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
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    4.5 of 5 stars (2) Very good
    Greenport
    3 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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    • Dishwasher
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    • Safe
    • Satellite TV
    • Waterfront
    • Water Views
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • x
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    About this property
    Our one bedroom,kitchenette/ dining room & foldout queen size couch in living downstairs sleeps four comfortable . Backyard garden. Just forty yard walk to our block pier. 150 yard walk into town. The heart of Greenport Village on the best block in our Village no need for your once you arrive... View all property information
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    4 of 5 stars Reviewed 4 December 2014
    The place is in a great location - a short walk to downtown Greenport but far enough to have some peace and quiet. The apartment itself is nicely furnished and is charming. Keep...
    5 of 5 stars Reviewed 29 August 2014
    I hate to let anyone know about this place since my family (husband and two teenagers) had such a wonderful time and want to return next year and worry that if people discover...
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    1 / 16
    5 of 5 stars (1) Excellent
    East Hampton
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    About this property
    Very stylishly renovated on .60 acre, this East Hampton property features central air, 3 bedrooms and 2 baths. Great room with fireplace and lots of sunlight. Skylights in kitchen and living room. Top of the line Sub-zero refrigerator and wine storage. A chef's dream kitchen with two ovens and... View all property information
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    5 of 5 stars Reviewed 18 August 2014
    We stayed here with our two daughters who are ages 20 and 18, and all of us enjoyed this home! The location is quiet, and is close to the beaches and the main town. As seen in...
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    1 / 24
    5 of 5 stars (3) Excellent
    East Hampton
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
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    • Internet Access
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    Beautiful, 2300 sq ft single storey, modern, three bedrooms (3 bathrooms) house in Northwest Woods is set in 4 acres of woodland with large heated pool (44' x 16'). Features include 20 foot vaulted ceilings with oversize windows and skylight, 3 spacious bedrooms with 2 en suite bathrooms and a... View all property information
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    5 of 5 stars Reviewed 11 April 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 9 April 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...
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    5 of 5 stars (1) Excellent
    Southampton
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • x
    About this property
    LOCATED IN THE VILLAGE OF SOUTHAMPTON PROPER- VERY WALKABLE LOCATION- ******LUXURY AT A BUDGET*****1.5 MILE TO COOPERS BEACH Season pass is possible with a signed lease agreement. A NICE SIZE RUSTIC COTTAGE - YOU WILL NOT FEEL CRAMPED!!!! No short stays at this time for Summer Stays View all property information
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    5 of 5 stars Reviewed 29 June 2014
    The house is in a beautiful area that is convenient to everything. I felt safe and comfortable, had a very relaxing experience staying there- and the home owner couldn't be...
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    3 of 5 stars (1) Average
    Orient
    3 Bedrooms / 2 Bathrooms / Sleeps 5
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    • Air Conditioning
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    • Water Views
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • 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
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    3 of 5 stars Reviewed 29 May 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...
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    4 of 5 stars (1) Very good
    Fair Harbor
    4 Bedrooms / 1 Bathroom / Sleeps 7
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    • Dishwasher
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Elder access
    • x
    • x
    About this property
    Fair Harbor is on Fire Island in Suffolk county ny.. Imagine a barefoot community with wooden walkways great sandy beaches, great sunsets, wooden walkways... no cars... Sounds like paradise.. less than 2 hours from New york.. so close yet so far away. Our house by the bay is available for... View all property information
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    4 of 5 stars Reviewed 4 July 2012
    I've been renting in Fair Harbor for over 20 years. What you need in a Fire Island rental is to be near the ferry, the store but still have and quiet and privacy. You need beach...
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    5 of 5 stars (3) Excellent
    Sag Harbor
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    • ?
    About this property
    From its commanding position on Main Street in the heart of Sag Harbor village, this spectacular vintage Victorian is an authentic testament to the history of Sag Harbor. With distinctive architecture and classic styling, the impressive house features the Upstairs Apartment with five rooms,... View all property information
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    1 / 24
    5 of 5 stars (9) Excellent
    East Hampton
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • x
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    About this property
    This well-designed contemporary beach house with three bedrooms and two baths sits on an acre of blissful privacy. This vacation rental is located in East Hampton NW woods, 4 miles from East Hampton Village and 1.5 miles from Sammy's Beach. Close enough to it all, yet removed enough to feel like... View all property information
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    5 of 5 stars Reviewed 26 August 2014
    A fab house and fabulous pool and deck area, in a lovely location. This is the perfect base for a family or friends wishing to explore The Hamptons. We were visiting from the UK...
    5 of 5 stars Reviewed 13 August 2014
    I recently stayed here with a group of friends, and we all loved it. The house is well-kept, clean, and exactly like the pictures. We had everything we needed, and Patricia was...
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    1 / 22
    5 of 5 stars (1) Excellent
    East Hampton
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Private Outdoor...
    • Washer
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
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    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
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    5 of 5 stars Reviewed 16 April 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...
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    Sag Harbor
    3 Bedrooms / 3 Bathrooms / Sleeps 13
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    Excellent central location in the heart of it all. Two minutes to the village from this handsome two-story light and bright contemporary home situated on a beautifully landscaped half acre property with a free-form heated pool and waterfall, bridge, sauna, bocce ball court, horse shoe pit, and... View all property information
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    5 of 5 stars (3) Excellent
    Sag Harbor
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Air Conditioning
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    • Satellite TV
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    • Pets allowed
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    • Suitable for children
    • x
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    • x
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    • x
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    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
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    1 / 15
    5 of 5 stars (2) Excellent
    Bellport
    6 Bedrooms / 5 Bathrooms / Sleeps 14
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • x
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    About this property
    We are pleased to offer 'Bellport Landing', a gracious 1880's home located in the heart of Bellport Village. Bellport Landing offers all the beauty and charm that you would expect to find in a historic/antique home, plus modern conveniences, such as wifi and flatscreen TV's. Featuring six... View all property information
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    5 of 5 stars Reviewed 7 August 2014
    Absolutely wonderful place to have our family get-together. The house is gorgeous, comfortably furnished, and thoughtfully appointed. The kitchen is amazing! Sue and Steve are...
    5 of 5 stars Reviewed 23 June 2014
    Bellport is an absolutely magical place - a real find. As visitors from the UK we were utterly spellbound by its old world and understated charms - such a perfect respite from the...
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    5 of 5 stars (4) Excellent
    Fire Island Pines
    1 Bedroom / 4 Bathrooms / Sleeps 2
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    • Air Conditioning
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    • Gym
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    • Private Fishing...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
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    • ?
    • ?
    About this property
    Welcome to Fire Island Pines Retreat. We are a gay guesthouse on Fire Island Pines, a gay community off the coast of Long Island. We pride ourselves on offering extremely comfortable accommodations at reasonable prices, and look forward to welcoming you to Fire Island Pines. Our home is very... View all property information
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    5 of 5 stars Reviewed 17 August 2014
    I booked the Fire Island Pines retreat at the last minute as I was looking for a nice private room on a busy holiday weekend in the Pines, and wanted nice accommodations, some...
    5 of 5 stars Reviewed 3 August 2014
    Stunning Fire Island hideaway that is steps from the beach. Beautiful landscaping throughout the property, 360 degree views from the spacious roof deck, and a super friendly owner...
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    5 of 5 stars (2) Excellent
    Quogue
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Hot Tub
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • x
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    About this property
    Quogue Village Modernist 4BR, 3BR recently renovated in rustic modern style. Huge chef's kitchen boasts 6 burner range, Gaggia espresso, Shun cutlery. Expansive 800sf pool, 8 person hot tub, 1.3 acres on quiet wooded cul de sac, and Quogue Village beach rights. View all property information
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    5 of 5 stars Reviewed 4 August 2014
    I recently stayed at the Luxury Hamptons Quogue Village 4BR Modernist Retreat with my girlfriend, her sister's and brother in law, and had the best time. The house is new and...
    5 of 5 stars Reviewed 31 July 2014
    Ben and Kelcey's home was the perfect escape for our group. It's quiet, very spacious, modern, and has lots of open space and light. The backyard has a large pool, fire pit, two...
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    Montauk
    5 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    This cozy Tudor will make you feel at home as soon as you drive through the hedges, as if entering in to a fairy tale. Just far enough(1 mile) from the hustle as bustle of town but close enough to ride your bike to the beach. It offers 3 large bedrooms(two have queen sized beds, one has two twin... View all property information
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    5 of 5 stars (2) Excellent
    Greenport
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Private Fishing...
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • x
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    About this property
    Overview: Waterfront Water's Edge suite, Suite C-204, accommodates up to 6 guests (see below) with two bedrooms and two bathrooms located on the North Fork of Long Island at The Cliffside Resort Condominiums in Greenport, New York. Quoted rental rates include all taxes. Details: Offered by Tocaro... View all property information
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    5 of 5 stars Reviewed 17 September 2014
    My friends and I really enjoyed our stay here. VERY clean, comfortable and the location was perfect for our visits to the local wineries. The private beach was very clean and we...
    5 of 5 stars Reviewed 9 August 2014
    Terrific Two bedroom condo on the water. Was there for July 4th, tons to do. Minutes from shelter island and views to die for.
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    5 of 5 stars (2) Excellent
    East Marion
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
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    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • x
    • x
    About this property
    Contemporary 4 bedroom 3 bath house with private Long Island Sound beach access and community tennis and bocce courts in East Marion. Secluded lot with swing set. 2 adult bikes and 2 kids bikes, beach chairs and toys included. Cook's kitchen, large deck. 10 rooms total, including master bedroom... View all property information
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    5 of 5 stars Reviewed 21 October 2014
    I stayed here with my wife, young daughter (15 months) and parents for three nights. The house was amazing. It really is a home - as Jane (the owner) had told me, and a big home...
    5 of 5 stars Reviewed 11 September 2014
    The house is warm, cheerful, spacious and bright. It was wonderful to have breakfast, moon-lit dinners on the deck. Indeed the bunnies and deers visited us in the garden as Jane...
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    5 of 5 stars (1) Excellent
    Kismet
    4 Bedrooms / 1 Bathroom / Sleeps 8
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    Our wonderful cottage comes with all the expected amenities for the total vacation experience. It has two decks, a large private rear deck and fun smaller front deck for people watchers . Fire Island boasts no private cars in the summer until Sept 15 so the kids have freedom to wander safely after... View all property information
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    5 of 5 stars Reviewed 12 August 2014
    Great cottage in Kismet - good, convenient location - easy walk to bay/shops, water taxi/ferry & and beach. Property is clean, updated and open. Nice floors and paint colors...
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    4 of 5 stars (1) Very good
    Peconic
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Dishwasher
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
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    About this property
    A 4 bedroom home, located in Peconic, steps from a private, white sand Bay beach. Relax with long walks on serene beach, fish, bike, tour wineries, enjoy the bounty of land and sea, and unwind in your quiet surroundings. Our house is a large, comfortable, family-equipped 4 bedroom, 3 bath ranch... View all property information
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    4 of 5 stars Reviewed 20 November 2014
    Rented the house for the weekend. Miles from wineries and near by towns. House was very spacious, one hallway of 3 bedrooms. It was nice that the bedrooms were away from the...
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    East Hampton
    1 Bedroom / 3 Bathrooms / Sleeps 2
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
    • Elder access
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    About this property
    Sunny First floor bedroom with a Real comfortable King Size Bed. Refrigerator/Microwave - Closet Space Use of New Back Deck w/private outdoor shower and half bath. Full Bath on Second Floor. Complimentary continental self-serve breakfast included. Free use of in-house bicycles. Flat screen tv... View all property information
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    Apartment holiday in Long Island

    New York welcomes huge numbers of visitors every year who are attracted to this iconic American city for its shopping, Broadway musicals, cuisine and breadth of visitor attractions. Long Island is situated to the south east of the city and includes the well known metropolitan boroughs of Queens and Brookyln. However, it also contains the more rural counties of Suffolk and Nassau which offer stunning beaches and an insight into the lives of the super rich. You can experience a Long Island holiday without paying through the teeth by hiring an apartment.

    Greenport – wine, boats and carousel rides

    Greenport is a little harbour village in Suffolk County and exudes charm with its bustling marina, tall ships, and 1920s carousel. Kids will love checking out all the boats at Mitchell Park, as well as taking a spin on the historic carousel, and you can also hop onto a ferry for a quick trip across to Shelter Island, which is a safe haven for wildlife due to its large wetlands.

    Back in Greenport, make sure you check out the Railroad and Maritime museums which give an insight into the region’s historic past as a centre of whaling and ship building. Suffolk County is also famed for its wineries and there are several within close proximity to Greenport that offer wine tasting and tours. You can also sample the county’s fine wines in one of the local eateries which will be a perfect way to end the day as the sun sets over the harbour.

    Beaches along the Hamptons

    The area known as The Hamptons is one of the most wealthy in the United States and is comprised of a series of picturesque seaside villages. It’s renowned for its popularity with A-list celebrities and the attraction of the area will become apparent when you see those blue skies and golden beaches and consider its convenient proximity to the Big Apple. If sunbathing and other beach-related activities are your thing, then you’ll be in paradise and, as you’d expect, there’s plenty of great restaurants and drinking establishments to choose from.

    Historic parks and stately homes

    Across in Nassau County you’ll find the spacious and hugely impressive Planting Fields Arboretum State Historic Park, which covers over 400 acres and features a stunning collection of greenhouses, gardens, and offers guaranteed colour and pleasant walks.

    Also within the boundaries of Nassau you’ll also find Sagamore Hill, which was the home of Theodore Roosevelt the 26th President of the United States. Built in 1884, it’s now listed on the National Register of Historic Places and tours are open to the public. Included within the premises is the Theodore Roosevelt Museum.