Long Island Holiday Lodging

Located just east of Manhattan, Long Island stretches into the Atlantic Ocean, containing four counties and the boroughs of Queens and Brooklyn. Known as the longest and largest island near mainland United States, this area provides a unique vacation experience. Condo rentals and vacation rentals and accommodations are available throughout the island, many of which are in close proximity to the water.

Much like the rest of the state of New York, Long Island is endowed with a rich cultural background and artistic flare that is seldom seen in the modern, civilized world. Art museums and galleries in the area include theNassau County Museum of Art and the Heckscher Museum. For a close look at airplane history check out the American Airpower Museum at the Republic Airport and for a glance at one of the oldest houses on American soil, take a look at the Brewster house, which is reputed to have been constructed in the seventeenth century. With such a wide array of destinations, a condo rental accommodation on the island will give you plenty of opportunity to become immersed in American culture.

Take some time away from your vacation rental lodging and experience the nearby bustling metropolis that is New York. Home to an assortment of famous landmarks including the Statue of Liberty, the city is renowned a dozen times over for being a favored stage for American cinema and television. The list of classic titles shot in New York numbers well into the hundreds, with some of the more prominent titles including Ghostbusters in 1984 and Spider-Man in 2002. But a slice of Hollywood is not all the city has to offer; an enormous selection of restaurants offering fine dining awaits you on every corner. Many parts of the city are home to a plethora of small, charming shops and family run businesses offering interesting and often unique goods and services. Spend a day just exploring the nooks and crannies of the city, then when the sun goes down, watch the streets come to life with dazzling lights and vivacious nightlife. With a vacation rental accommodation in the area you will not go wanting for entertainment.

Hiking and bicycle trails are available further inland for those wanting to spend time with nature and enjoy some scenery. Out on the water romantic boat tours and cruises are a great option for couples.

Owner Direct offers a wide selection of vacation rentals and accommodations for great prices, so check out what we have to offer today!

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Long Island Vacation Activities

6 Vacation Rentals

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  • Hampton Bays near Poquogue Bridge Weekly Rental

    Hampton Bays near Poquogue

    Hamptons: House
    • 4 BDR
    • 3 BA
    • Sleeps 7
    • #213812
    $414 to $414 USD/night Pet Friendly
    One of a kind beach house built in 1919 with upgrades, rustic and modern comforts for families and friends. 1 mile from ocean. Large kitchen with 6 burner viking stove. 2 bathrooms and 3 bedrooms downstairs one full with glass shower between 2 bedrooms. Other full with bath and shower in master . 1/2 bath in upstairs loft/attic bedroom large space to sleep 3 people comfortably plus tv den area and outdoor rooftop deck.
  • Location. This Home is

    Location. This Home is

    Southampton: Vacation Rental
    • 6 BDR
    • 3 BA
    • Sleeps 12
    • #230340
    $900 to $2,500 USD/night Credit Card Pet Friendly
    Location. This home is centrally located and is close to everything: beaches, shopping, night life, vineyards, golfing and farm stands. Jacuzzi and pool. View Calendar. This home is perfectly located in the town of Southampton. The house is nestled in a quiet park-like setting with a private tree-lined yard. You will have all the privacy you want. Enjoy a beautiful built in pool with jacuzzi. The home is clean, stylishly decorated, and is next to a gorgeous nature preserve. This home is centrally located near vineyards and just 6 minutes away from the famous Cooper's Beach, which is rated one of the best beaches in America. We also have other Southampton homes located nearby for those of you with several groups in your party. Along with the pool & jacuzzi outside, you’ll have a large outdoor hot & cold shower, large deck, grill and fireplace. Inside, the large dining room table easily seats 12. All bedrooms have new beds and the home has 3 full size bathrooms. Included are free wifi and cable TV. Plenty of fabulous restaurants, movie theater, and high-end shops. This is also a great place to curl up on the chaise and read all day.
  • Location. Close to Beaches

    Location. Close to Beaches

    Southampton: Vacation Rental
    • 3 BDR
    • 2 BA
    • Sleeps 8
    • #230343
    $695 to $1,500 USD/night Credit Card Pet Friendly
    Location. Close to beaches, town, night life, vineyards and the 2018 US Open. Comes with everything you bring food & clothes. Free wifi and free parking. View Calendar. This home is in the most desirable neighborhood in Southampton. Close to everything the Hamptons have to offer. You'll be near the beaches and the Village of Southampton - where you have many exciting restaurants, shops, movie theater, and night celebrities. When it's time to relax, walk back in time along a wood bridge lined with roses to your very own secluded swimming pool. Or, simply enjoy a soak in the jacuzzi. Barbecue on the grill and dine under the stars. Outdoor dining tables with umbrellas are provided for your enjoyment. If you prefer eating indoors, the spacious kitchen includes a stove, oven, refrigerator, microwave, dishes, cutlery, cookware, and filtered drinking water. Also included in the home is a washer/dryer. Surrounded by nature, you'll experience breathtaking views of flowers & trees even while inside thanks to the modern glass enclosed dining room. Equally relaxing is the beautifully decorated living room with wood burning fireplace. Fully equipped with free wifi and cable TV, DVD, CD, and 2 flat screen TVs. While you’re here travel 15 minutes to the award winning vineyards and farm stands. Shop and dine in one of the many great restaurants while sitting next to celebrities. After dinner, dance at the famous nightclubs!
  • Location. Close to Beaches

    Location. Close to Beaches

    Southampton: Vacation Rental
    • 4 BDR
    • 3 BA
    • Sleeps 14
    • #230334
    $900 to $2,500 USD/night Credit Card Pet Friendly
    Location. Close to beaches, town, night life, shopping, and award winning vineyards. Fully furnished with everything you bring food & clothes. View Calendar. Beautiful Southampton home located in the heart of the Hamptons. Very private with a large pool and jacuzzi. Just a three minute drive to the village with all the wonderful restaurants, clubs and small beaches and award winning vineyards. The home is clean, stylishly decorated, and steps away from a gorgeous nature reserve. Free wifi and cable TV. Free parking. This home has everything you could possibly want.
  • This Beach House Sits

    This Beach House Sits

    Mattituck: Vacation Rental
    • 2 BDR
    • 1 BA
    • Sleeps 7
    • #230347
    $350 to $1,100 USD/night Credit Card Pet Friendly
    This beach house sits on the newly sanded beach and only 5 min to the long stretch of vineyards & farmstands. Near the Hamptons. Enjoy kayaks, stand up paddle board, floats, & BBQ. View Calendar. This home sits on the newly sanded beach in the heart of the North Fork right by all the vineyards and farm stands. This is a true simple beach house. This home has 2 bedrooms and sleeps up to 8 people. Beautiful panoramic views and a large wrap around deck. Kitchen, bathroom and outdoor shower. Nearby is the Tanger Outlet Mall, Atlantis Marine World, Splish Splash Water Park and Long Island Skydive. Pamper yourself at the nearby spa that’s perfect for massages or facials. It's only 1 1/2 hours from NYC and you’re close to the Hamptons. Enjoy a relaxing beach getaway. We also have a limo service for vineyard tours. There is free wifi, cable TV, bikes, paddle boards, games, books and free parking.
  • Location. Close to Beaches

    Location. Close to Beaches

    Southampton: Vacation Rental
    • 4 BDR
    • 2 BA
    • Sleeps 9
    • #230341
    $800 to $2,000 USD/night Credit Card Pet Friendly
    Location. Close to beaches, town, night life & vineyards. Comes with everything you'll linen, BBQ, jacuzzi, pool, and fire bring food & clothes. View Calendar Beautiful large yard that provides a private and peaceful environment. There is a nice HUGE built-in jacuzzi and heated pool. There’s also a BBQ grill, fire pit and cozy outdoor seating. The home is clean, stylishly decorated, and steps away from a gorgeous nature preserve. Free wifi and cable TV. Nearby are the vineyards, the North Sea beach, Southampton Village and Coopers Beach. We also have other Southampton homes located nearby if you’re needing more accommodations.

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