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Holiday Rentals in Long Island, NY

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    Travellers to Long Island are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 20
    5 of 5 stars (4) Excellent
    Baiting Hollow
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 21
    5 of 5 stars (4) Excellent
    Sag Harbor
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    1 / 11
    4.5 of 5 stars (2) Very good
    Greenport
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 24
    5 of 5 stars (6) Excellent
    Rocky Point
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Patio
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Waterfront
    • Secure Parking
    • Porch
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    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
    Location Information
    Rocky Point, Long Island 11778
    5 of 5 stars Reviewed 24 September 2015
    Patty is the nicest person you will ever meet. Her house is in pristine condition and is positioned at a short walk from the sparsely populated private beach. Very relaxing and...
    5 of 5 stars Reviewed 20 September 2015
    This beach house was perfect for us. Just a short stroll to a lovely private beach with safe swimming for the children. It's in a really quiet location, yet a short drive to shops...
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    1 / 7
    4.5 of 5 stars (3) Very good
    East Hampton
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • DVD Player
    • Porch
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    • Outdoor Dining Area
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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
    Location Information
    East Hampton, Hamptons 11937
    5 of 5 stars Reviewed 10 August 2015
    Cori's a lovely hostess and her place is immaculate. The outside shower rocks and the deck is super relaxing . She's well versed in all that the east end has to offer from the...
    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...
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    1 / 15
    5 of 5 stars (1) Excellent
    Southold
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    3 bedrooms, 2 full bathrooms, sleeps 6 Pristine, year round, vacation getaway, within short walk to two white, sandy, Sound beaches. Nestled in the North Fork wine country, this home away from home is everything you need to make your stay memorable. A very comfortable, clean, smoke free home.... View all property information
    Location Information
    Southold, North Fork 11971
    5 of 5 stars Reviewed 24 September 2015
    We had a wonderful time at Hickory House. The location in Southold is perfect for visiting the beach, wineries and farmers markets as well as Greenport and Mattituck. The home...
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    1 / 6
    4 of 5 stars (1) Very good
    Great Neck
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Terrace
    • DVD Player
    • Washer
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    • Balcony
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    • Elder access
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    About this property
    Beautiful studio apartment, fully equipped, located in the heart of upscale town, Long Island, NY - with full size bed and queen size sleep sofa, bathroom, kitchen and balcony. Close to shopping, restaurant, movies, and train station ( LIRR). Traveling time by train to Manhattan is around 25... View all property information
    Location Information
    Great Neck, Long Island 11021
    4 of 5 stars Reviewed 4 October 2015
    The apartment was centrally located near to the center of the village and to the train to Penn station. It was comfortable for two people but more would be a squeeze as there was...
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    1 / 30
    5 of 5 stars (6) Excellent
    Kismet
    4 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Washer
    • DVD Player
    • Grill
    • Wi-Fi
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    • Satellite TV
    • Outdoor Dining Area
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    • Pet-friendly
    • Wheelchair access
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    • x
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    • x
    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
    Location Information
    Kismet, Fire Island 11706
    5 of 5 stars Reviewed 9 September 2015
    I had never been to FI before, and neither had a bunch of my friends. We rented this house with not many expectations in mind but some beach time and needless to say, all of our...
    5 of 5 stars Reviewed 22 June 2015
    Stayed at this house for a weekend in June and it was just what we were looking for! A 2 minute walk to the beach and SO easy to find from the ferry. The house was absolutely...
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    East Quogue
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Wi-Fi
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    • Elder access
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    About this property
    `ROOM RENTAL ONLY ...In a 3 bedroom Ranch Home...Cozy Zen Artist quite home ,Get away from all the noise or hectic life style want to try country living ...Romantic Nite sitting by the fireplace having drinks. (One bedroom) available with Firm Queen size bed use of main bathroom with storage... View all property information
    Location Information
    East Quogue, Hamptons 11942
    Greenport
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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    • Private Garden
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    About this property
    Walking distance to Greenport Village, Sound and Bay Beaches! 1200 sq ft Victorian cottage perfect for a retreat from the heat. Large patio, new kitchen and bath! 1840s historic poet's house, perfect for couples, small family or single seeking reprieve from Manhattan. Original hardwood floors, 2... View all property information
    Location Information
    Greenport, North Fork 11944
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    Long Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
    • Wi-Fi
    • Air Conditioning
    • Parking
    • Washer
    • Balcony
    • Satellite TV
    • Grill
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    • Pet-friendly
    • Wheelchair access
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    About this property
    Beach house 40 minutes to NYC. Close to Train. 3 bedroom, 2.5 bath. Ocean view deck. Stainless Steel appliances. Dining Area. Washer /Dryer. Parking Spot. Walk to restaurants, pubs and shops. Wireless internet and cable. Queen bed in large master suite with private half bath. Guest bedroom with... View all property information
    Location Information
    Long Beach, Long Island 11561
    1 / 71
    5 of 5 stars (5) Excellent
    Long Beach
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Ocean Views
    • Children's Pool
    • Washer
    • Waterfront
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    After an 8 year continuous, home renovation, a group of up to 10 can experience this remarkable 3,000 sqwE uare foot perfectly situated within 2 minutes drive between lPoint Lookout and Long Beach. Lido Beach is a small totally private and exclusive residential oasis for everyone which you can... View all property information
    Location Information
    Long Beach, Long Island 11102
    5 of 5 stars Reviewed 1 September 2015
    Donna was extremely responsive and helpful before, during, and after our stay. The house was exactly what we expected and it was so nice to have everything we needed for the beach...
    5 of 5 stars Reviewed 21 July 2015
    We were 8 adults, 2 children and 1 infant. The house is great for a 3 generational gathering as well as for mature adults, and families. It is well laid out and spacious. Very...
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    1 / 14
    5 of 5 stars (5) Excellent
    East Hampton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
    • Internet Access
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    • Pet-friendly
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    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
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    About this property
    'The Vacationer' is a lovely, bright, white, 3 bedroom, 2 bath vacation home with a beautiful heated swimming pool. This extremely charming and appealing property features a pristine natural cedar Swedish sauna, central air conditioning, flat screen TV and high speed wireless internet access and is... View all property information
    Location Information
    East Hampton, Hamptons 11937
    5 of 5 stars Reviewed 1 February 2015
    It was a delightful experience to stay at “The Vacationer” during my recent trip to East Hampton. The house is located in a very quiet neighborhood and is walking distance from...
    5 of 5 stars Reviewed 29 July 2013
    We loved the Vacationer! Michael is a very hands-on proactive owner who has been renting for years, so it was a wonderful experience renting from him. The house was in a great...
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    1 / 20
    5 of 5 stars (4) Excellent
    East Hampton
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Satellite TV
    • Washer
    • Porch
    • DVD Player
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    This striking custom-built Cape Cod design offers space and luxury in a pristine, immaculate vacation home. Virtually new, it features 4 expansive, luxurious bedrooms, 3 1/2 beautifully tiled baths, a designer kitchen with Corian counter tops, state-of-the-art appliances, Mexican tile, and wide oak... View all property information
    Location Information
    East Hampton, Hamptons 11937
    5 of 5 stars Reviewed 24 July 2013
    This is a new house in a quiet woody area. Rooms and kitchen are spacious and well fitted. The furniture is carefully selected and lends an elegant and authentic character. We...
    5 of 5 stars Reviewed 17 May 2010
    We spent our family vacation here and had a great time. The house was beautiful and very clean. The kitchen is fully equiped, all you need is the food. The area was very peaceful...
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    Mattituck
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Satellite TV
    • Patio
    • DVD Player
    • Washer
    • Internet Access
    • Air Conditioning
    • Grill
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Four bedroom/2 bathroom cozy cottage located in the heart of the North Fork. Offers 3 bedrooms and 1 bath in main house with separate guest quarters including guest room loft and private bath. Includes outdoor shower, firepit, large bbq with fridge and outdoor dining with fireplace area. Centrally... View all property information
    Location Information
    Mattituck, North Fork 11952
    1 / 16
    5 of 5 stars (1) Excellent
    Huntington
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Shared Outdoor Pool...
    • Shared Garden
    • Central Heating
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    About this property
    Ground floor of hi ranch includes large LR/kitchen combo and separate BR. Fully furnished with brand new queen sized bed with Simmons beauty rest 12' mattress! There is also a pullout couch, new flooring, etc. You will have key to house & separate apt. to come & go as you please. In season there is... View all property information
    Location Information
    Huntington, Long Island 11743
    5 of 5 stars Reviewed 3 weeks ago
    My friend and I went up for new years. Rob was very nice to us. He informed us where things were locally and how to get to the train station. He gave us our privacy. No problems...
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    1 / 22
    5 of 5 stars (1) Excellent
    Mill Neck
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • Terrace
    • Wi-Fi
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    • Patio
    • Washer
    • Parking
    • Hot Tub
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    About this property
    Nestling in the heart of the North Shore Gold Coast ,this spacious 2 bedrooms apartment is surrounded by beauty, very quiet, very private, this is your home away home. Spacious master bedroom has its own huge outdoor deck.and a Jacuzzi for you to relax after travel. crossing the living room,on the... View all property information
    Location Information
    Mill Neck, Long Island 11765
    5 of 5 stars Reviewed 20 November 2015
    Very pretty view, ultra modern decor. Also very quiet. We had two dogs with us and while it is on the top floor, it is designed so you can walk directly into the rental from the...
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    East Patchogue
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Gorgeous 2nd Floor Private entrance apartment with its own deck over looking the Great South Bay - Large bedroom - Bath & Living spaces , Kitchen w/washer dryer. All emendates, central heat & ac- w/internet , direct tv , private parking on 5 acres estate, 10 min to Village, train, 20 min Airport... View all property information
    Location Information
    East Patchogue, Long Island 11772
    1 / 10
    4 of 5 stars (2) Very good
    Montauk
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
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    • Grill
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    • Balcony
    • Porch
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    • Pet-friendly
    • Wheelchair access
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    About this property
    This newly renovated cottage in the heart of Montauk is 1000 feet from the ocean beach. It is a free standing cottage with a large back yard for entertaining. It has been in our family for over 70 years. It has central heat and air, with hard wood floors and modern. It is located between the... View all property information
    Location Information
    Montauk, Hamptons 11954
    4 of 5 stars Reviewed 17 October 2015
    The cottage is just across the road from the beach which is absolutely beautiful. Montauk is great with loads of lovely places to eat. The cottage itself is clean and has...
    4 of 5 stars Reviewed 26 September 2015
    Simple from the outside, but interior renovated, fresh, a/c Despite all the talk of crazy partying in Montauk, all was nice and quiet Although you don't have a beach view...
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    Coram
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Ground floor private entry. Centralized location for Long Island Attractions. Great vaction spot close to New York City's famed sites, Long Island can hold its own when it comes to attractions. With sugar-fine beaches, the glamourous Hamptons, famed golf courses and much more, Long Island has much... View all property information
    Location Information
    Coram, Long Island 11727
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    1 / 14
    5 of 5 stars (4) Excellent
    Greenport
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Waterfront
    • Wi-Fi
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    • DVD Player
    • Washer
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    • Pet-friendly
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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, I do not charge resort fees... View all property information
    Location Information
    Greenport, North Fork 11944
    5 of 5 stars Reviewed 21 July 2015
    My family (husband, 8 month and 16 year old daughters) and I recently stayed at this condo/resort and were pleased with all aspects of the condo/resort. The condo was newly...
    5 of 5 stars Reviewed 18 June 2015
    Once again, we were not disappointed. A wonderful condo!!! Nothing to want for. Great sunsets, beautiful view, 2 bedrooms, 2 bathrooms, kitchen (has everything you will need), TV...
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    1 / 28
    5 of 5 stars (5) Excellent
    Hampton Bays
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Pet-friendly
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    • Elder access
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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
    Location Information
    Hampton Bays, Hamptons 11946
    5 of 5 stars Reviewed 31 August 2015
    I stayedhere forr 3 days with close friends including a 14 yr.old whose blind with significant medical problems. It was the perfect house for us, plenty of room, central air...
    5 of 5 stars Reviewed 27 May 2015
    everything was just perfect for two married couples. one more couple or kids could fit comfortably in 3rd BDr. Close enough for beachs and main streets where you can find nice...
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    East Hampton
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • Child-friendly
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    About this property
    Large Home which is walking distance to a gated beach (pass included with rental). Home is a 10 minute drive to all the Hampton Beaches and beautiful East Hampton stores. Great place to visit galleries, catch a show at the famous Guild Hall. Sag Harbor is a short drive away. Close to many Long... View all property information
    Location Information
    East Hampton, Hamptons 11937
    Mount Sinai
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Walk to the Shore, Great vacation spot, near beach. Driving distance to New York City. Quiet, short drive to Wine County. Tree-Lined Property Just A Stone's Throw From Mt Sinai Harbor And The Li Sound. Diamond Condition, Recently Renovated Three-Bedroom And Two-Bath Cape. This property is located... View all property information
    Location Information
    Mount Sinai, Long Island 11766
    1 / 6
    5 of 5 stars (1) Excellent
    East Marion
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Balcony
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    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    Welcome to the Victorian Seasons guest cottages, nestled between wildlife preserves and protected land. Victorian Seasons is a significantly important historic site that dates back to 1855. It is on the historic corridor in the heart of East Marion on the beautiful North Fork of Long Island.... View all property information
    Location Information
    East Marion, North Fork 11939
    5 of 5 stars Reviewed 2 September 2015
    My family and I stayed for two nights at Victorian Seasons and don't have enough good things to say--- both about the property and the location. The cottage itself was wonderful...
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    1 / 24
    5 of 5 stars (12) Excellent
    East Hampton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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
    Location Information
    East Hampton, Hamptons 11937
    5 of 5 stars Reviewed 14 September 2015
    We stayed at Patricia's Home at the end of August with our Daughter and another Family and their Daughter. I left the house once the entire week. It was that relaxing. The...
    5 of 5 stars Reviewed 13 August 2015
    We have vacationed in this cozy yet spacious home on two occasions. We now find ourselves excited to go back in September.The interior is so comfortable to live in. Every room in...
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    Shelter Island
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Large Shelter Island Farmhouse Beautiful Shelter Island is the most enjoyable, preserved, natural beauty on the North Fork and is yours to explore. Relaxing is mandatory... The farmhouse is close to all - steps from the golf course and beach 46 West Neck Road - overlooks Town Golf Course+ 1 Block... View all property information
    Location Information
    Shelter Island, Hamptons 11965
    Montauk
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Indoor Pool
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    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. This cottage has been in our family for... View all property information
    Location Information
    Montauk, Hamptons 11954
    1 / 18
    5 of 5 stars (7) Excellent
    Cutchogue
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
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    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
    Location Information
    Cutchogue, North Fork 11935
    5 of 5 stars Reviewed 5 October 2015
    Booking a place on line without actually seeing it was a bit daunting, but our worries were for nothing! The cottage was cozy,comfortable and located in the perfect spot for us...
    5 of 5 stars Reviewed 15 August 2015
    Beautiful house. Very convenient, you just have to pack clothing. Beach is a block down the road and the view of Peconic Bay was beautiful. Beach has a lifeguard and bathroom...
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    1 / 15
    5 of 5 stars (17) Excellent
    Huntington
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    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
    Location Information
    Huntington, Long Island 11743
    5 of 5 stars Reviewed 26 September 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 24 September 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.
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    1 / 24
    Snyder Square
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Enjoy amazing views of Broadway and Midtown in this spacious and furnished two bedroom apartment in Brooklyn. It is nicely equipped with lovely furniture and amenities you will love. Features and Amenities • 2 Bedrooms • 2 Bathrooms • Kitchen • TV • Air Conditioning • Heating •... View all property information
    Location Information
    Snyder Square, Long Island
    1 / 19
    5 of 5 stars (3) Excellent
    East Hampton
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    • x
    About this property
    Booking for Summer 2016 has begun early (in Fall 2015). Please book early for desired weeks. Note on required length of stay (if you are new to renting in the Hamptons, this is per town regulations and to be recorded by the new rental registry system). Most stays need to be a minimum of 2 weeks,... View all property information
    Location Information
    East Hampton, Hamptons 11937
    5 of 5 stars Reviewed 16 August 2015
    July 2015 we stayed one week in this beautiful East Hampton house. The house is very complete, clean and comfortable. It is everything but a standard rental house. You are...
    5 of 5 stars Reviewed 26 June 2015
    This beautiful house in East Hampton was absolutely ideal for our family. We traveled with our 2 sons, (14 and 10) and our dogs! This house was pristine and cozy and very...
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    Uniondale
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    • x
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    • x
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    About this property
    This apartment is an add-on to my house. It has it's own separate entrance through the back yard through French doors. It has 3 windows that face the front of the house. Two queen sized beds so it can sleep 4 comfortably. It also has it's own small bathroom with a stand-up shower. An ironing... View all property information
    Location Information
    Uniondale, Long Island 11553
    1 / 10
    3.5 of 5 stars (3) Average
    Baiting Hollow
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • ?
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    About this property
    Charming cottage in the woods just steps from the peaceful Long Island Sound. This cottage has two bedrooms and sleeps 5. One of the twin beds is on a our porch in a common area but it is indoors. See photo. New Kitchen counters and cabinets. Built in 1950, this cottage has been passed though two... View all property information
    Location Information
    Baiting Hollow, Long Island 11933
    3 of 5 stars Reviewed 15 October 2015
    We were looking for a quiet place to stay that accepted pets. The cottage was comfortable and had room for our grandchildren to stay with us. I loved that the beach was so close...
    5 of 5 stars Reviewed 4 September 2015
    We were looking for a nice, quiet, comfortable place with most of the thing you find in a house. That was it. Enjoyed our stay, our food, beach 5 minutes walk, weather was...
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    Southampton
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    • x
    About this property
    Enjoy the Hamptons! in this mint condition beautifully decorated and full equipped beach house. Located in Southampton, close to the Village and Beaches, this 4 BR open floor plan cedar shingle home is on almost 1 gorgeous acre on the border of a preserve with total privacy. Enjoy a first floor... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 34
    5 of 5 stars (1) Excellent
    East Hampton
    5 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    • Pet-friendly
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    • 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
    Location Information
    East Hampton, Hamptons 11937
    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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    1 / 15
    5 of 5 stars (2) Excellent
    Bellport
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
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    • x
    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
    Location Information
    Bellport, Long Island 11713
    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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    Uniondale
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    About this property
    Spacious room on a quiet tree lined block in Uniondale. Close to a great shopping area, Roosevelt Field Mall, Source Mall, and every high end designer shops in Long Island. A great change from the hustle and bustle of shopping in Manhattan. Serenaded by a big eat-in kitchen and bathroom. There is... View all property information
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    Uniondale, Long Island 11553
    1 / 23
    4.5 of 5 stars (3) Very good
    Greenport
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    Our house is an historic Dutch colonial, both cozy and spacious, with warm wood trim and wood floors throughout. The 20 x 20ft. Great Room, a perfect gathering space for family and friends is complete with a baby grand piano, cable TV, children's toys and books, classic novels and wood burning... View all property information
    Location Information
    Greenport, North Fork 11944
    5 of 5 stars Reviewed 23 September 2014
    The pictures of this house do not do it justice. It is spacious although an older home, with wide floorboards, a great room with fireplace, toys for kids, deck for eating or just...
    4 of 5 stars Reviewed 14 October 2013
    We just returned from renting for Columbus weekend. Very happy with the house. We needed a ground floor room & shower for my 88yr old Mother & this worked out perfect. A few steep...
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    1 / 37
    5 of 5 stars (7) Excellent
    Rocky Point
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Ocean Views
    • Satellite TV
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    • Pet-friendly
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    • ?
    • ?
    About this property
    This breath taking seaside cottage neighbors a 50 acre preserve with trails that lead to scenic views along the bluffs. This house was originally a boathouse that was pulled up from the beach and put onto a lot that was carved out of a huge sand dune. It has been completely renovated with an open... View all property information
    Location Information
    Rocky Point, Long Island 11778
    5 of 5 stars Reviewed 20 April 2015
    Thirteen of us stayed at this spectacular house to celebrate my 50th Birthday. Virginia and Debbie could not have been nicer! The house was amazing! Fully stocked kitchen...
    4 of 5 stars Reviewed 13 July 2014
    The house was great, had almost everything, everything easy to use. Enjoyed the Jacuzzi, fire pit, and kayaks. Right in the middle of the island so nothing too far away. The house...
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    Sagaponack
    6 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • x
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    • x
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    About this property
    With the ultimate prime Hamptons location, and the comforts of home, this vacation rental is an excellent value for all types of friends and family retreats. The outdoor areas are newly designed and rebuilt with 3,100 square feet of mahogany decking. Right outside the great room there is a new... View all property information
    Location Information
    Sagaponack, Hamptons 11962
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    About this property
    Being one of our beach homes, this beautiful one bedroom is located directly on the beach. With a brand new kitchen and out door hot and cold shower! This home sleeps 5 people with sofa bed and cot. Everything is fully furnished with towels, linens and everything you would need. The only thing you... View all property information
    Location Information
    Wading River, Long Island 11792
    Bridgehampton
    7 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    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
    Location Information
    Bridgehampton, Hamptons 11932
    1 / 22
    5 of 5 stars (1) Excellent
    Hampton Bays
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    If you are flexible with dates please inquire here with your details. Quiet residential area, no traffic to get in and out Hampton Bays spend more time at pool or the beach,close to everything,non smoking house on 2 floors,4 bdr,all beds are Queen size,feathers pillows,Egyptian cotton towels,2... View all property information
    Location Information
    Hampton Bays, Hamptons 11946
    5 of 5 stars Reviewed 2 May 2015
    We spend a week in the house, fast acces to beach,highway and regular stores.Rapport quality/ price is excellent.Real feel of a vacation home.Will return soon.Thank you Dan!
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    Wading River
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • ?
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    About this property
    This is a 4 Bedroom Beach House sleeps 10 comfortable in beds. There are 2 living room areas. This beach house has amazing views and 2 screened in porches with outside dinning table on the beach porch and amazing views from the stationed hammock. Wake up in the morning and sit outside with a cup of... View all property information
    Location Information
    Wading River, Long Island 11792
    Hamptons
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    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
    Location Information
    Hamptons, Long Island 11968
    Sag Harbor
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • Child-friendly
    • x
    • x
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    • Smoking allowed
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    • x
    • x
    About this property
    This whaling captain's house has been in my family six generations. We the original wing of house for weekend rental in the spring and fall. Each bedroom has a water view, and they share a dressing room and office. Enjoy the spacious porch, that includes an eating area and porch swing. if you... View all property information
    Location Information
    Sag Harbor, Hamptons 11963
    East Hampton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
    • x
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    About this property
    Secluded East Hampton village. 5 minute walk to shops and restaurants. Maybeck inspired turn of the century arts and crafts home on pastoral 3/4 acre. Adjacent to property are horse pastures and protected wooded areas. Former residence of two celebrated abstract expressionist painters, the home... View all property information
    Location Information
    East Hampton, Hamptons 11937
    Southampton
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    'This home is perfectly located in Southampton. It is a 4 Bedroom and it sleeps 10 people. The house is perfectly located in the heart of the Hamptons and has a large yard that is private and just beautiful. There is a nice HUGE built in Jacuzzi in the yard for you to enjoy as well as a BBQ on a... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 33
    5 of 5 stars (4) Excellent
    Southampton
    6 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
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    About this property
    SUCH A BEAUTIFUL LOCATION ! Come stay at our Beautiful Southampton Home. Visit Southampton town village and shops Great restaurants only 3 min away. Centrally located!THE BEACH IS 1 mile away & Coopers beach is 6 min away . Available for weekly stays in season and 2 night min off season. The house... View all property information
    Location Information
    Southampton, Hamptons 11968
    5 of 5 stars Reviewed 21 September 2014
    Everything about renting this property was easy and everything was as expected. The house is beautiful, clean and very well maintained. The layout is great and all the rooms are...
    5 of 5 stars Reviewed 5 July 2013
    The home is absolutely beautiful and conveniently located. Recently stayed here to celebrate my best friend getting married and the setup of the house was perfect. The living room...
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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.