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Vacation Rentals in Orient Point, New York

about Orient Point

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Orient Point vacation rentals

Featuring vast greenery with some of the world’s most famous golf courses, Orient Point in Suffolk County, New York, is the ideal golf vacation.  With Maidstone Golf Club, Island’s End Golf and Country Club, and the Leisure Village Golf Course, you can spend your entire getaway improving your game.  Take a day off and visit the Robert Mosses State Park to see the many exotic flowers, and then picnic with your family under the trees. There are many things to do, so why not make your stay even more comfortable with Orient Point vacation rentals? Orient Point vacation rentals offer private apartments, houses and cottages to rent. Get the best Orient Point deals and start saving with Orient Point savings.  Orient Point last minute deals are available too, so why wait?  Book today!

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Orient Point things to do


Cross Sound Ferry

I live in Boston but travel on Long Island for work purposes. Sometimes it's a pain in the ass to travel by car from the most Eastern parts of the Island, more


Orient Beach State Park

For what this is, this is a phenomenal beach. And what it is: a quiet pristine beach that family friendly and has beautiful scenery. We enjoyed an more


Cedar Point County Park

Camping ranked very high on the list of things I had absolutely no interest in doing, ever. Here's why: - Setup and break down is too much damn more


Kontokosta Winery

The location is spectacular. I believe it's the further most winery on the N Fork. The green vineyard runs along the long road leading into the winery more


Mashomack Preserve

About 1/3 of shelter island, this preserve is a great place to get out and see nature. Take one of several nature trails to that vary in length. Closes more


The White Weathered Barn

Always a visual sensation! If you are looking for tasteful and clever home accessories for yourself or a gift, place this shop on your to-do list. more


Rocky Neck State Park

Decent beach to relax. You can't play with a football or anything, but it's not like there is any room more


Dan's Bike Rental

Dan, you are my dream come true. We texted him the night before, he replied with questions, a helpful map of the area in North Fork, and a drop more


Florence Griswold Museum

Big news at Cafe Flo this year: they've decamped from the Landscape Center Barn to the long swath of terrace smack on the banks of the Lieutenant more


Shelter Island Kayak Tours

Jay, your guide, operates out of an unassuming sleepy little shack adjacent to a restaurant called Planet Bliss. He's been written about in so more


Harkness Memorial State Park

It is the greatest in the fall. This is also one of the most amazing places ever to do some mushrooms and spend an afternoon/evening in awe of some of more


Greenport Electric Launch Co

Fun little boat ride. Dave is a total character and makes it it entertaining. If it's nice out, grab a couple of beers to take on board and check it more


Whale's Tale

Great ice cream and service. Cute little place for miniature golf. Didn't have time for it but the kids did enjoy the Flintstone themed pay per ride more


Sea Sprite Sport Fishing

Highly recommended! I went on the Sea Sprite with friends today that have been fishing with Captain Pete for over twenty years. They go twice a year, more


Eagle's Neck Paddling Co

I wanted to introduce my girls to stand up paddle boarding. Unfortunately as we got here the wind kicked up. Knowledgable staff though laid out the pros more

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Dream house vacation on the Long Island Sound
Orient Point House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 12
  • baths 4
  • rates (USD) $650 - $1,500 /nt
    $3,000 - $7,500 /wk
    $10,500 /mth

2 reviews write a review

Spectacular Soundfront 5 Bedroom House With Pool and Amazing Views.
Orient Point House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 6
  • baths 3
  • rates (USD) $3,000 - $6,000 /wk
    $10,000 - $20,000 /mth

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Relaxing Sound Front Home with Private Beach and Pool
Orient Point House Rental Picture
  • bedrooms 5
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths 3
  • rates (USD) $314 - $1,071 /nt
    $7,195 - $27,995 /mth

6 reviews write a review