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Holiday Rentals in Long Island, NY

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    €162
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    1 / 21
    5 of 5 stars (1) Excellent
    Southold
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    5 of 5 stars (1) Excellent
    Southold
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    €348
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    1 / 9
    5 of 5 stars (1) Excellent
    Kismet
    4 Bedrooms / 1 Bathroom / Sleeps 8
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    €371
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    1 / 28
    5 of 5 stars (3) Excellent
    Hampton Bays
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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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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    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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    €2,089
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    1 / 27
    5 of 5 stars (4) Excellent
    Sag Harbor
    5 Bedrooms / 8 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Balcony
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    • x
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    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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    €557
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    1 / 15
    5 of 5 stars (1) Excellent
    Quogue
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Grill
    • Hot Tub
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    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    About this property
    Family moments and memories are made in peace and solitude, away from the heat and noise. Live softly. The Village of Quogue is just one hour and forty minutes from the Midtown Tunnel, one town east of Westhampton. Quogue is known for a family atmosphere both in the quaint village and on the... View all property information
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    5 of 5 stars Reviewed 2 June 2014
    Our stay at Vince's place was wonderful! Vince was responsive via email and phone and very accommodating regarding our arrival and departure times. The place is located a short...
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    €139
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    1 / 6
    Sag Harbor
    1 Bedroom / 2 Bathrooms / Sleeps 3
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    • Balcony
    • Dryer
    • Grill
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    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
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    • 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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    €1,625
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    1 / 20
    Oyster Bay
    3 Bedrooms / 3 Bathrooms / Sleeps 7
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    • Pets allowed
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    • x
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    About this property
    Westover is a one story stucco home with walls of floor to ceiling windows overlooking the Great Meadow Creek. It has a modern kitchen with granite countertops, subzero refrigerator and stainless steel appliances. There is a large, 600 sf living room with fireplace and wet bar and a separate small... View all property information
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    €2,599
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    1 / 36
    Hampton Bays
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    About this property
    Beautiful fully-furnished 4 bedroom 3 full bath Summer Vacation House located in the heart of the Hamptons. Built in 2000, home features Central Air Conditioning/Heating, ceiling fan in every room, and 2 fireplaces. Located on Red Creek/Squiretown Road just over a mile from all the Hampton Bay... View all property information
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    €200
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    1 / 6
    Water Mill
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Safe
    • Satellite TV
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    • Pets allowed
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    • Suitable for children
    • ?
    • ?
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    About this property
    Enjoy the peaceful zen of this Hamptons vacation cottage for Thanksgiving. This very private and charming cottage has 2 bedrooms and 2 baths. View all property information
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    €390
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    1 / 27
    Hempstead
    4 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Dryer
    • Fireplace
    • Grill
    • Pool Table
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    About this property
    Located within walking distance of The Garden City Hotel. The property is 15 Miles from Manhattan & just 25 Minutes from LaGuardia & JFK Whether you're in town for business or pleasure, This house allows you to enjoy our upscale accommodations at an exceptional value. Located just minutes from... View all property information
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    €371
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    1 / 17
    Cherry Grove
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    About this property
    Come join us in our fabulous get-a-way from the hustle and bustle of everyday life. This incredible 'gay' oceanfront property is nestled in Cherry Grove, Long Island which hosts beautiful white sandy beaches. Sleep to the ocean waves by night and swim in our heated pool by day. Oversized modern... View all property information
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    €227
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    1 / 14
    Montauk
    1 Bedroom / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
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    • Internet Access
    • Private Fishing...
    • Private Indoor Pool
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    It is a 1000 sq foot cottage which is private, surrounded by hedges with the master suite, kitchen, main room and decks all over looking the ocean. Very warm and cozy, with wood beam ceilings, modern kitchen with all new appliances including dish washer, and washer and dryer. View all property information
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    €2,785
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    1 / 13
    Amagansett
    5 Bedrooms / 6 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Balcony
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    • Fireplace
    • Grill
    • Gym
    • Internet Access
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Enjoy privacy in the perfect setting. Next to hundreds of acres of reserve in a breathtaking American Beech forest, this house is ideal for entertaining indoors and out. Features eat in kitchen, formal dining, screened in porch, four en suite bedrooms, den, bonus room and walkout basement with full... View all property information
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    €464
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    1 / 12
    Fair Harbor
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Dishwasher
    • Dryer
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    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Bright, charming 3-bedroom house (one room with queen, two rooms with two twins and futon in living room) with roof-top deck, 2 full bathrooms, outdoor shower, gas grill, flat screen TV w/ DISH, wifi internet, all the usual amenities. we are 1/2 way between the beach and bay. Weeks go from Friday -... View all property information
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    €1,068
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    1 / 19
    Water Mill
    4 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Grill
    • Internet Access
    • Private Outdoor...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Lofty beach barn! Very unique & tastefully decorated property with brand new furnishings and pool. Authentic Post and Beam Barn House located in the picturesque town of Water Mill in Southampton, NY. Southampton is home to the world famous Coopers Beach, Duck Walk Vineyard and the Parrish... View all property information
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    €3,249
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    1 / 12
    Bridgehampton
    7 Bedrooms / 7 Bathrooms / Sleeps 16
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    • Air Conditioning
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    • Fireplace
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    The property is located in the hills of Bridgehampton nestled on six wooded acres between the village of Bridgehampton and the town of Sag Harbor. The house is secluded down a private winding driveway about 800 ft from the main road. The house is a 7,200 sq. ft. classically planned farmhouse... View all property information
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    €1,160
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    1 / 23
    Southampton
    7 Bedrooms / 7 Bathrooms / Sleeps 14
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    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 estate has 7 bedrooms and 6.5 bathrooms, all bathrooms are marble with high-end fixtures. All bedrooms have 32 inch HDTV's. Boasting 2 living rooms - 1 on the main floor... View all property information
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    €729
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    1 / 23
    5 of 5 stars (2) Excellent
    Hampton Bays
    7 Bedrooms / 5 Bathrooms / Sleeps 16
    Overview Reviews (2) Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Hot Tub
    • Internet Access
    • Pool Table
    • Private Fishing...
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Only 600 feet from one of the most beautiful (private) Hampton's beach. Enjoy poolside living in this stunning contemporary home complete with lots of skylights and cathedral ceiling. Bike along the Peconic Bay or enjoy miles of sandy beach just steps away. This spacious home has a large heated... View all property information
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    €4,823
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    1 / 25
    4.5 of 5 stars (3) Very good
    Hampton Bays
    9 Bedrooms / 3 Bathrooms / Sleeps 18
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    • Air Conditioning
    • Dryer
    • Grill
    • Hot Tub
    • Ping Pong Table
    • Pool Table
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Walk to beach. Enjoy sunsets over the bay in this beautifully designed contemporary central hall Colonial on 1.6 acres. Extremely large 9 bedrooms, 3.5 baths with state-of-the-art kitchen, formal dining room, large living room with fireplace and billiard room , ping pong room and full exercise gym.... View all property information
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    €692
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    1 / 33
    5 of 5 stars (4) Excellent
    Hampton Bays
    7 Bedrooms / 5 Bathrooms / Sleeps 18
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Ping Pong Table
    • Pool Table
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Huge 7 bedroom contemporary with 4 1/2 baths, huge deck, in-ground pool, outdoor bar, 7 person hot tub, gas BBQ. Spectacular recreation room, wonderful for entertaining. Fully loaded kitchen, 10 minute drive to ocean beach, near restaurants, clubs and all. This luxury home is available for... View all property information
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    5 of 5 stars Reviewed 23 February 2015
    We had a group of nine women stay here for a sisters getaway. The house is perfect and looks just like the photos. The owner couldn't have been nicer or more helpful. It is...
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    €1,128
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    1 / 55
    5 of 5 stars (7) Excellent
    Southampton
    7 Bedrooms / 5 Bathrooms / Sleeps 18
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Hot Tub
    • Internet Access
    • Private Fishing...
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    This is extravagant living at its best. Picture yourself enjoying expansive water views and majestic sunsets. The park like setting lends itself to an idyllic outdoor paradise. This home has 7 huge bedrooms and 5 palatial bathrooms. The house boasts a wide-open floor plan with soaring cathedral... View all property information
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    5 of 5 stars Reviewed 15 January 2015
    This is a great location for families. Kayaks are available to rent nearby so you can explore the bay shore. You can fish from nearby docks or directly from the backyard and...
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    €23,207
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    1 / 9
    1 of 5 stars (1) Terrible
    East Quogue
    8 Bedrooms / 7 Bathrooms / Sleeps 23
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Beautiful house, 8 bedrooms 7 bathrooms, beautiful residential area. pool, hot tub, Tennis Court, basketball, beach Volley Ball court, C/A/C, whireless Internet connection, BBQ and much more. about 4-5 miles to the beach, winerries, cafes and galleries. View all property information
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    1 of 5 stars Reviewed 15 June 2012
    Beware of this company, Hampton and Sons, do not stay at this here: *The house is a wreck *mold is everywhere *the cleaning deposit obviously doesn't go to cleaning the...
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    €504
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    1 / 56
    Lido Beach
    5 Bedrooms / 3 Bathrooms / Sleeps 11
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    • Air Conditioning
    • Balcony
    • Children's Pool
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Ping Pong Table
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    About this property
    PLEASE SEE HOMEAWAY (LISTING # 323667) AND VRBO FOR OUR 18 5STAR REVIEWS!!! We allow up to 1 more visitor for a total of '12' for additional rental charges. After an 8 year continuous, home renovation, a group of up to 12 can experience this remarkable 3,000 square foot perfectly situated... View all property information
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    €463
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    1 / 8
    Southold
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • 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
    Stunning views, master suite, deck, sunrooms, private lane and beaches Completely renovated and enlarged to double the footprint this winter with new kitchen, two and a half new bathrooms with tubs and showers and large master bedroom suite overlooking the Ashamomaque inlet in Southold, with... View all property information
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    €331
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    1 / 29
    Water Mill
    4 Bedrooms / 4 Bathrooms / Sleeps 9
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    • 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
    Why rent 12 Bob White Drive in Water Mill summer of 2015? Secluded location only 15 minutes from villages of Sag Harbor, Bridgehampton, closeness to Southampton beaches without the traffic [15 minutes] Architect designed house that maximizes light and useful 2500 square feet This house is... View all property information
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    1 / 13
    Westhampton
    6 Bedrooms / 4 Bathrooms / Sleeps 16
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    • Air Conditioning
    • Balcony
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    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    The Perfect Getaway Westhampton Waterfront Secluded Estate Drive along this Hamptons vacation rental properties private stonewalled 800 ft driveway and into what Hampton style living is all about. This home is located on three acres of beautiful waterfront property in Westhampton. With... View all property information
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    €139
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    1 / 4
    Long Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Incredible Ocean Front Condo w/Wrap Around Terrace, Pool & Parking for Summer!!!! Open & Inviting floor plan with 2 bedrooms, 2 baths, kitchen, living / dining room combo, hardwood floors thru out, w/d in unit. Steps to Beach.. Walk to all!!! Shopping, Restaurants, Lirr!!!! Beds: 1 King Bed, 1... View all property information
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    €464
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    1 / 37
    Hamptons
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    About this property
    This home is modern, clean and comfortable. It is located in the heart of the Hampton’s! The house is located just a few blocks from town and a few blocks from the most beautiful beaches in the world. It is in one of the most desirable neighborhoods in Southampton. The house Sleeps 10! The home has... View all property information
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    €1,671
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    1 / 7
    Southampton
    6 Bedrooms / 7 Bathrooms / Sleeps 14
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Hot Tub
    • Private Outdoor...
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • ?
    About this property
    waterfront villa estate with;everything!!!!! Beds: 3 King Beds, 2 Queen Beds, 1 Double Bed, 2 Sofa Beds, 1 Crib View all property information
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    €928
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    1 / 8
    East Quogue
    5 Bedrooms / 6 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    This lovely contemporary home has 5 comfortable bedrooms and 5.5 baths with Jacuzzi's. Living room has wood burning fireplace. Large kitchen with modern stainless steel appliances, breakfast nook and dining area. Home boast a large pool, hot tub, tennis court and half basket ball court. House is... View all property information
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    €274
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    1 / 10
    Southold
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • 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
    Newly renovated waterfront cottage with detached studio This property consists of two separate buildings, a two bedroom house and a detached studio cottage . From September through June only the studio (sleeps 2) is available for rent. In July and August both the 2 bedroom cottage and the studio... View all property information
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    From
    €464
    / Night
    View Details
    1 / 18
    Sag Harbor
    3 Bedrooms / 3 Bathrooms / Sleeps 13
    Overview Make Enquiry
    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
    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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