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Long Island

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Vacation Rentals in Long Island, NY

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Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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.

 
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Traveller Rating | Price / nt | Price / wk | Bedrooms | # of photos | # of reviews | Just Added
New York, Long Island, Kings Park Holiday Rentals
We Think it's Better Than the Hamptons
Slideshow
4 of 5 stars 2 reviews
  • Holiday Rental House
  • 4 Bedrooms, sleeps 8
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Night:
411 AUD
Week:
2,053 AUD
Month:
6,158 AUD
Minimum rental - 3 nights
Check availability
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East Hampton Retreat, East Hampton
Long Island, Hamptons, East Hampton Holiday Rentals
East Hampton Retreat
Slideshow
4.5 of 5 stars 5 reviews
  • Holiday Rental House
  • 6 Bedrooms, sleeps 14
  • 4 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
1,283 AUD
Week:
7,697 AUD
Minimum rental - 6 nights
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Long Island, North Fork, Southold Holiday Rentals
Sunny 4 Bed/2 Bath Summer Home Steps from Beach
Slideshow
4 of 5 stars 1 review
  • Holiday Rental House
  • 4 Bedrooms, sleeps 8
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Night:
359 AUD
Week:
2,463 AUD - 2,925 AUD
Minimum rental - 1 week
Check availability
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Also consider
3 BEDROOM HOME...
236 AUD - 328 AUD / night
4 Bedrooms, sleeps 7
2 Bathrooms
Artist-Writer...
1,950 AUD / week
1 Bedroom, sleeps 2
1 Bathroom
EH Home Rental...
441 AUD / night
3 Bedrooms, sleeps 8
2 Bathrooms
Wine Country...
234 AUD - 359 AUD / night
3 Bedrooms, sleeps 7
2 Bathrooms
Secluded...
35,920 AUD / month
5 Bedrooms, sleeps 8
4 Bathrooms
Southampton house, Southampton
Long Island, Hamptons, Southampton Holiday Rentals
Southampton  house
Slideshow
4 of 5 stars 1 review
  • Holiday Rental House
  • 4 Bedrooms, sleeps 10
  • 4 Bathrooms
  • Owner
EMAIL OWNER
Night:
718 AUD
Minimum rental - 30 nights
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Map unavailable
Long Island, North Fork, Orient Holiday Rentals
Waterfront Apartment Suite
Slideshow
4 of 5 stars 1 review
  • Condo/Apartment
  • 1 Bedroom, sleeps 3
  • 1 Bathroom
  • Verified owner
EMAIL OWNER
Night:
180 AUD - 210 AUD
Week:
1,155 AUD - 1,308 AUD
Month:
4,310 AUD - 4,926 AUD
Minimum rental - 2 nights
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Long Island, North Fork, Greenport Holiday Rentals
New North Fork Beach Condo, Pool, Resort, Heart of the Wineries
4 of 5 stars 9 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
348 AUD - 436 AUD
Week:
1,293 AUD - 1,909 AUD
Month:
10,126 AUD - 10,698 AUD
Minimum rental - 1 night
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Long Island, Hamptons, Water Mill Holiday Rentals
Water Mill/Southampton Luxury Home ~ Dogs Welcome!
Slideshow
4 of 5 stars 1 review
  • Holiday Rental House
  • 4 Bedrooms, sleeps 8
  • 3 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
1,026 AUD
Week:
4,310 AUD - 8,826 AUD
Month:
15,394 AUD - 35,920 AUD
Minimum rental - 1 week
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COZY 2 BEDROOM COTTAGE ON THE BAY, Greenport - JUST ADDED
Long Island, North Fork, Greenport Holiday Rentals
COZY 2 BEDROOM COTTAGE ON THE BAY
4 of 5 stars 1 review
  • Holiday Rental House
  • 2 Bedrooms, sleeps 6
  • 1 Bathroom
  • Verified owner
EMAIL OWNER
Night:
257 AUD - 385 AUD
Week:
1,847 AUD
Month:
5,131 AUD
Minimum rental - 3 nights
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Long Island, Hamptons, East Hampton Holiday Rentals
The Graybarn Cottage in the Heart of East Hampton
Slideshow
4 of 5 stars 1 review
  • Holiday Rental House
  • 4 Bedrooms, sleeps 12
  • 4 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
1,796 AUD - 6,158 AUD
Minimum rental - 2 nights
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New York, Long Island, Huntington Holiday Rentals
Sunny Cozy One Bedroom Apartment in Huntington, NY
Slideshow
4.5 of 5 stars 6 reviews
  • Condo/Apartment
  • 1 Bedroom, sleeps 4
  • 1 Bathroom
  • Verified owner
EMAIL OWNER
Night:
97 AUD
Week:
682 AUD
Month:
2,925 AUD
Minimum rental - 1 night
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Long Island, Hamptons, East Hampton Holiday Rentals
Stunning and Spacious. Walk to Harbor and Sunsets!
Slideshow
4 of 5 stars 3 reviews
  • Holiday Rental House
  • 4 Bedrooms, sleeps 8
  • 4 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
11 AUD
Week:
3,541 AUD - 9,698 AUD
Minimum rental - 15 nights
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Long Island, Fire Island, Ocean Beach Holiday Rentals
The Flip Flop Inn, Ocean Beach, Fire Island, NY
Slideshow
4 of 5 stars 4 reviews
  • Holiday Rental House
  • 4 Bedrooms, sleeps 12
  • 3 Bathrooms
  • Verified owner
EMAIL OWNER
Week:
3,592 AUD - 5,131 AUD
Minimum rental - 6 nights
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Long Island, North Fork, Southold Holiday Rentals
Charming 2BR in Heart of North Fork, Walk to Beach
Slideshow
4 of 5 stars 1 review
  • Holiday Rental House
  • 2 Bedrooms, sleeps 6
  • 1 Bathroom
  • Verified owner
EMAIL OWNER
Night:
257 AUD - 308 AUD
Week:
1,847 AUD - 2,232 AUD
Minimum rental - 2 nights
Check availability
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Long Island, Hamptons, Southampton Holiday Rentals
Majestic Southampton Estate
Slideshow
4.5 of 5 stars 3 reviews
  • Holiday Rental House
  • 7 Bedrooms, sleeps 18
  • 5 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
1,099 AUD
Month:
30,788 AUD
Minimum rental - 1 week
Check availability
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Burns Cottage, Shelter Island
Long Island, Hamptons, Shelter Island Holiday Rentals
Burns Cottage
Slideshow
4 of 5 stars 3 reviews
  • Holiday Rental House
  • 5 Bedrooms, sleeps 9
  • 4 Bathrooms
  • Owner
EMAIL OWNER
Night:
616 AUD
Week:
3,849 AUD - 4,105 AUD
Month:
11,802 AUD - 22,578 AUD
Minimum rental - 1 night
Check availability
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Long Island, North Fork, Greenport Holiday Rentals
Historic Vineyard Farmhouse, private sandy beach
Slideshow
4 of 5 stars 1 review
  • Condo/Apartment
  • 4 Bedrooms, sleeps 6
  • 4 Bathrooms
  • Professional
EMAIL AGENT
Night:
308 AUD
Week:
1,642 AUD - 4,310 AUD
Minimum rental - 3 nights
Check availability
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Long Island Holiday Rental Advice

Need some great advice for a family trip- Help.
Posted by thedawnof31, 11 Apr 2012
... at Jones and Lido Beach. The Long Island Children's museum isn't too far. There are plenty of family-friendly resturants thoughout the south shore of Nassau County. Unfortunally there aren't many choices for hotels on the Beach in Nassau County, but you could try a vacation rental ... more
first time visitor questions
Posted by JoBo24601, 10 Jul 2011
... are able to get a vacation rental in the Wading River area in North Fork. We can either get mid-August (14th) time or a few days towards the end of September (22nd). What is the area like for both the August timeframe and the September timeframe. I would expect ... more
Need help planning vacation/Road Trip
Posted by Tracy19288, 10 Mar 2011
... week so we won't be able to do a vacation rental. Is Jones beach nice too ? Would it probably be better for us to stay in Port Jeff or Stony Brook and then drive to the beach ? Thats another option. Sorry for so many questions. I appreciate any help ... more
Shelter Island Hideaway - Absolutely Beautiful- Peaceful
Posted by loveallmyvacations, 11 Sep 2009
... online I found that this vacation rental property on Shelter Island to be very highly rated. All the pictures online and the description made it look and absolutely beautiful and tranquil. I stayed there a few weeks ago and can absolutely say I was not disappointed at all. The place ... more
Posted by smith20Ny, 22 Nov 2009
Thanks for sharing your experience ..it will be helpful ..i also found Vacation Rentals at Hamptons Shelter Island LI NY...you can just visit at http://www.shelterislandhideaway.com/ ... more
Posted by loveallmyvacations, 23 Nov 2009
... too stayed at the Hamptons vacation rental. It was in a perfect quiet spot with a private beach just across the street. In 2 weeks stay at Shelter Island Hideaway we never saw more than a handful of people on the beach. The water was so calm, not like the ... more
Hamptons Vacations rental properties
Posted by Carole75, 14 May 2008
... stayed in one of these vacation rentals? They ... ... East Hampton Village B&B, which doesn't get good reviews from tripadvisor members, so I'm a bit worried... Any comments very welcome. Or any other recommendations for a vacation rental (3 bed & pool) in East Hampton for September gratefully received ... more
Long Island for Thanksgiving
Posted by stephiedreams, 19 Sep 2010
My parents are coming out for 10 days over Thanksgiving and I thought we could escape my tiny apartment to Long Island for a few days. Where to go???????? We are all pretty laid back. ... more
Posted by nywhiz, 19 Sep 2010
Where is your tiny apartment and what did you have in mind? Are you thinking a day trip? An overnight? A few days? Are you off from work? Why LI in particular vs. say Westchester or upstate etc.? The obvious answer on LI is the North Fork for vineyards or ... more
Has anyone stayed at Bay House on Ocean Beach
Posted by nyc1975, 8 Aug 2007
Considering reserving the 3BR Apartment at Bay House on Ocean Beach Fire Island. It's run by the same group that owns Seasons Bed & Breakfast, but there are no pictures of the hotel. If anyone has stayed at the Bay House before would appreciate any feedback. Thanks ... more