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Shelter Island Rentals(10)

10 Results
$12,500 - $25,000
per month
30 - 31 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
30 - 31 night minimum stay
(3)
$1,000 - $3,500
per week
7 - 31 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
7 - 31 night minimum stay
$2,275
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(3)
$500 - $600
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
(6)
$325 - $564
per night
2 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 7 night minimum stay
(5)
$1,300 - $2,050
per week
7 - 14 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
7 - 14 night minimum stay
2 Reviews
  • 2 BR,
  • 1 BA,
  • Sleeps 6
(16)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
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Recent Shelter Island Reviews

Amazing....

5 of 5
A 75' Koi Pond, rushing waterfalls, and Eastern influenced landscaping is just some of the wonderful surprises to be found at Shelter Island Hideaway. It’s a home away from home with a lot of extra perks thrown in.
  • Submitted: Mar 23, 2015
  • Stayed: Jan 2015

Beautiful home, perfect vacation

5 of 5
My wife and I were lucky enough to find this home and spend our July out there. Could not have been a more perfect stay. Home is meticulously designed and decorated, an open sunny home during the day and a warm retreat at night. The garden and pool is a perfect oasis and a great place to forget about day to day life and relax. Shelter Island itself is serene and has everything you could want from a summer vacation. Beaches and boating and barbecues or a short trip to the hamptons and the ocean. Hoping to make it back again next summer!
  • Submitted: Sep 9, 2014
  • Stayed: Jul 2014

Hidden Gem

5 of 5
  • Submitted: Sep 8, 2013
  • Stayed: Sep 2013