Shelter Island Heights, NY, US holiday homes: holiday houses & more

Discover a selection of 351 holiday homes in Shelter Island Heights, NY, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Bookabach holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at NZ$ 856 per night, and holiday houses and cottages are popular options for a stay in Shelter Island Heights. Either way, you'll find accommodation for everyone's needs.

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Find the best place to stay — Shelter Island Heights

Search 351 holiday rentals

Stayed Apr 2022

Beautiful family getaway

Our family attended a wedding in Greenport and we needed a large house for us, our adult children, spouses and grandchildren. This home was perfect for us! Plenty of room, well cared for, wonderful amenities, great internet connection and easy, effic...

Stayed Dec 2021

Terrific winter stay!

We rented for a long weekend and could not have asked for a better experience. Nick was a wonderful host; responsive, accommodating and welcoming. The home was beautiful and inviting, with everything our family needed, from a fully stocked kitchen to...

Stayed Nov 2021

Beautiful home!

What a wonderful and comfortable home. Management stayed in touch with me throughout the process, provided updates and steps along the way and there was someone there to greet us and give us a tour of the house upon check-in. The property has beautif...

Stayed Aug 2021

A PREFECT GETAWAY AT SHELTER ISLAND

We had such an incredible time at this property! The house was sparkly clean and looked exactly like in the pictures, the pool is A-mazing! Jon was extremely helpful and responded within minutes to all our questions! Perfect house for a family, few m...

Stayed Aug 2021

Excellent property for a large group looking to relax!

The property matched the description and pictures accurately - a nice, spacious oasis in calm neighborhood! The host was excellent; she was very accessible and communication was seamless. We even had to deal with a hurricane interrupting our original...

Stayed Aug 2021

Perfect spot

Aimee is a great host and this is a wonderful, wonderful, beautifully decorated, extremely comfortable house. The views are gorgeous. We couldn’t figure how to access local TV and Aimee and her son I’m law spent a long time fixing the problem. We wou...

Stayed Jul 2021

Cozy and Clean! Loved it.

Had an amazing stay at this cozy property. It had all I needed for an enjoyable stay. I loved the bright kitchen area with modern window screens for fresh breezes minus the bugs. Shelter Island is a special place. Steve is awesome at communicating an...

Stayed Jul 2021

Amazing house and stay

We had an wonderful stay. Elizabeth was informative, responsive and welcoming. The home was beautifully appointed and the backyard/deck and pool were one of our favorite parts of the home. She had paid attention to every detail to make our stay relax...

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How many holiday homes are available around Shelter Island Heights, NY, US?

Our 2022 holiday accommodation listings offer a large selection of 351 holiday rentals around Shelter Island Heights. From 320 holiday houses to 24 cottages, find unique holiday house for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

Can I rent Houses in Shelter Island Heights?

Yes, of course. Bookabach.co.nz offers 320 Houses in Shelter Island Heights. Our other popular types of Shelter Island Heights holiday rentals include:

Cottages: 24 self catering accommodations
Cabins: 24 self catering accommodations
Condos/Apartments: 15 self catering accommodations

But you can also enjoy a great stay in one of our other holiday homes including Bungalows and more.

Can I find a holiday accommodation with pool in Shelter Island Heights?

Yes, you can select your preferred holiday accommodation with pool among our 132 holiday homes with pool available in Shelter Island Heights. Please use our search bar to access the selection of holiday rentals available.