Where to stay around Shelter Island, NY?

Our 2018 property listings offer a large selection of 2,170 vacation rentals near Shelter Island. From 1,873 houses to 140 cottages, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Shelter Island for a holiday or a weekend are on VRBO.

What is the best area to stay when traveling to Shelter Island?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Shelter Island:

  • Silver Beach: 47 vacation rentals
  • Niantic: 32 vacation rentals
  • Clearwater Beach: 100 vacation rentals
  • Westbrook Center: 51 vacation rentals
  • Amagansett Dunes: 69 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to Shelter Island?

VRBO offers a large selection of vacation rentals near lovely places in Shelter Island. From VRBO travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Menhadden Lane Beach: 3,048 vacation rentals
  • Railroad Museum of Long Island: 3,008 vacation rentals
  • Hither Hills State Park: 2,104 vacation rentals
  • East Hampton Main Beach: 3,024 vacation rentals
  • Foster Memorial Town Beach: 2,968 vacation rentals

But there are many other points of interest around Shelter Island listed on VRBO where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent houses in Shelter Island?

Yes, of course. VRBO has 1,873 houses in Shelter Island. Our other popular types of vacation rentals in Shelter Island include:

  • Cottages: 140 rentals available
  • Estates: 36 rentals available
  • Farmhouses: 36 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including apartments and more.

Can I rent golf rental rentals in Shelter Island?

Absolutely, VRBO has 1,078 golf rental rentals in Shelter Island. You have also many other possibilities in Shelter Island area, including:

  • Beachfront rentals: 244 rentals
  • Beach view rentals: 226 rentals
  • Ski rentals: 54 rentals

Please use our search bar to access the selection of vacation rentals.

Can I find a vacation rental with online bookable in Shelter Island?

Yes, you can select your prefered vacation rental with online bookable among our 2,110 vacation rentals with online bookable available in Shelter Island. Please use our search bar to access the selection of vacation rentals available.

    Explore the waterfront setting in Shelter Island

    The area's history and museums are just a few of the reasons to vacation in Shelter Island. This scenic city is known for its island views, kayaking and parks. A vacation rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

    Activities and attractions in and around Shelter Island

    Are you looking for things to do in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that Shelter Island has to offer. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

    • Gardiner's Bay Country Club (2.5 mi / 4 km)
    • Shelter Island Country Club (2.7 mi / 4.3 km)
    • Shelter Island Tennis Club (3.2 mi / 5.2 km)
    • Island's End Golf and Country Club (4.6 mi / 7.5 km)
    • Kontokosta Winery (4.7 mi / 7.6 km)
    • Sag Harbor State Golf Course (4.9 mi / 7.9 km)

    Exploring the natural features in Shelter Island

    Whether you're looking for adventure or just want to appreciate the scenery, Shelter Island is a great place to spend some time outside. Here are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

    • Mashomack Preserve (0.2 mi / 0.3 km)
    • Wades Beach (1.3 mi / 2 km)
    • Shell Beach (1.8 mi / 2.9 km)
    • Menhadden Lane Beach (2.3 mi / 3.7 km)
    • Sunset Beach (2.9 mi / 4.7 km)
    • Crescent Beach (3.1 mi / 5 km)