Dappled Sunlight
8 guests
4 bedrooms
Northwest Harbor, East Hampton
Make like a New Yorker and escape to the famous Hamptons. This home has everything you could need for an effortless, laidback break from the city.
Book Holiday Rentals for Spring in Shelter Island
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Home spotlights in Shelter Island
The Old Life-Saving Station
13 guests
6 bedrooms
East Marion, North Fork
Anyone with a subscription to HBO might recognise The Old Life-Saving Station. The home has featured in both Lena Dunham’s Girls, and more recently, The Undoing, starring Hugh Grant and Nicole Kidman.
Villa Menantic
8 guests
4 bedrooms
Shelter Island Heights, Shelter Island
Set across seven private acres on Shelter Island’s Menantic Peninsula, this waterside property epitomises tranquillity. Wake up to views on one of the home's two private balconies, before whipping up breakfast in the state-of-the-art kitchen and sipping your morning coffee as you paddle in the sea.
A Summer's Eve
15 guests
7 bedrooms
Greenburgh, Westchester County
If you need a base for a friendly get-together or a family reunion, then look no further than this abode in the heart of Westchester County. Thanks to the games room, gym and cinema room, there’s never a dull moment here – and that’s just what’s inside the home.
We selected the top 3% holiday homes in Shelter Island Vacation Rentals for Spring
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There's no time for average stays, so rent one of the finest Vacation Rentals for Spring in Shelter Island. Each home in our range must pass 3 rounds of meticulous tests, so you can be certain that your high standards will be met. Only the top 3% of homes become Plum Award winners, and every single property in our selection comes fully furnished - expect a well-equipped kitchen, essential bathroom toiletries, and all linen to be included. Book a stay in a luxury Spring Holiday Rental in Shelter Island today, and make the most of the season. Reach out to our friendly experts too, who enjoy nothing more than helping you in the hunt for your ideal holiday home.
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