Discover a selection of 29 vacation rentals in The Heights, Shelter Island that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $143 per night, and houses are popular options for a stay in The Heights. Either way, you'll find a rental for everyone's needs.
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How many vacation rentals are available around The Heights, Shelter Island?

Our 2020 property listings offer a large selection of 29 vacation rentals around The Heights. From 29 house rentals to 28 , find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What is the best area to stay when traveling to The Heights?

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 The Heights:

  • Westbrook Center: 55 vacation rentals
  • Saybrook Manor: 33 vacation rentals
  • Madison Center: 29 vacation rentals
  • Old Saybrook Center: 16 vacation rentals
  • East Hampton North: 284 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 The Heights?

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

  • Shelter Island Country Club: 2,574 vacation rentals
  • Halsey House: 2,596 vacation rentals
  • Hammonasset Beach State Park: 753 vacation rentals
  • Railroad Museum of Long Island: 2,568 vacation rentals
  • Shinnecock Hills Golf Course: 1,751 vacation rentals

But there are many other points of interest around The Heights 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 The Heights?

Yes, of course. Vrbo has 29 Houses in The Heights. Our other popular types of vacation rentals in The Heights include:

  • House: 28 rentals available

Can I find a vacation rental with pool in The Heights?

Yes, you can select your preferred vacation rental with pool among our 14 vacation rentals with pool available in The Heights. Please use our search bar to access the selection of vacation rentals available.

    Explore destinations around The Heights

    East Hampton
    2,259 vacation rentals
    Southampton
    1,878 vacation rentals
    Old Lyme
    306 vacation rentals
    Sag Harbor
    1,913 vacation rentals
    Clinton
    208 vacation rentals
    Sagaponack
    766 vacation rentals
    Niantic
    140 vacation rentals
    Madison
    253 vacation rentals
    Old Saybrook
    264 vacation rentals
    Cutchogue
    712 vacation rentals
    Greenport
    719 vacation rentals
    New London
    595 vacation rentals
    Westhampton Beach
    778 vacation rentals
    Hampton Bays
    1,773 vacation rentals
    Peconic
    486 vacation rentals
    Guilford
    353 vacation rentals
    Waterford
    459 vacation rentals
    Amagansett
    1,324 vacation rentals
    Groton
    460 vacation rentals
    Southold
    650 vacation rentals