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Shelter Island beach rentals

We found 939 beach rentals — enter your dates for availability

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Frequently asked questions

Are there any beach holiday rentals in Shelter Island?
Check out our 939 beach holiday rentals and start making plans for your getaway to Shelter Island. Whether you want to stay in Menantic Creek, Coecles Harbour, The Heights or another popular neighbourhood, Stayz makes it simple to find the perfect house by the seaside.
How much does it cost to stay in a beach holiday rental in Shelter Island?
Things like the size of your beach holiday rental and the number of bedrooms will influence how much you have to pay. Another factor that affects the price is the types of amenities it has, like a hot tub or private pool. If you're planning to stick around a while, use our "Discounts" filter to look for properties in Shelter Island that offer savings for longer stays. Just decide when you want to spend your days chilling by the shoreline and let Stayz take care of the rest.
When is the best time to book a beach holiday rental in Shelter Island?
If you want to experience Shelter Island at its busiest, visit during a peak period. This is when you'll usually find the most things to do or when nearly all attractions are available. Prefer things a little more laid-back? Stay in a beach holiday rental in the low or shoulder season. Browse available options on Stayz to find the best time for your seaside break.
Where can I book a Shelter Island beach holiday rental with great views?
The only thing better than a beach holiday rental is one that comes with a view. Filter your search by "Recommended" or "Guest Rating" to find your ideal scenic escape in Shelter Island. Want to make your seaside getaway even more memorable? Look for beach holiday rentals that have decks or balconies from where you can admire the views.
What are the most popular beaches in Shelter Island?
Give your kids an awesome day out at East Hampton Main Beach. This coastal escape is one of the most popular beaches in Shelter Island. For some alone time with your partner, head for 67 Steps Beach. Organise a picnic or go for a nice walk along the waterfront.
What are the top things to do in Shelter Island?
After locking in your beach holiday rental, begin filling your agenda with family-friendly sights like East Hampton Main Beach and Orient Point County Park. If you can find time between all those leisurely seaside strolls, go to 67 Steps Beach as well.
Why should I book my beach holiday rental with Stayz?
Booking your beach holiday rental with Stayz means you'll have the entire place for your exclusive use — your own private retreat by the coast, without any interruptions from others. Also, our flexible payment and cancellation policies allow you to alter your plans if required.