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Shelter Island Heights vacation rentals

We found 397 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 28 homes and other vacation rentals in Shelter Island Heights that are perfect for your trip. Whether you're traveling with family, friends, or just your furry companion, vacation homes have the best amenities for spending time at your vacation home, which might include a garden and pool. No matter what you're looking for, you're sure to find a rental that has what everyone needs, including a place that is accessible or non-smoking.

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The lively area of Shelter Island Heights awaits your stay

Come and experience Shelter Island Heights and its opera, entertainment and theater scene. Renowned for its island views, camping and beaches, this city welcomes all visitors. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Shelter Island Heights

Are you hoping to find attractions to visit in the city? Venture out of your vacation home and experience everything that makes Shelter Island Heights a fun place to get away. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Greenport Carousel (1.3 mi / 2 km)
  • Kontokosta Winery (2.2 mi / 3.6 km)
  • Raphael Winery (6.4 mi / 10.3 km)
  • Pindar Vineyards (6.7 mi / 10.8 km)
  • Bedell Cellars (7 mi / 11.2 km)
  • Peconic Bay Winery (7.9 mi / 12.7 km)

Exploring the natural landscape of Shelter Island Heights

Travelers enjoy Shelter Island Heights for its island views and beaches. Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Shelter Island Heights is a great place to get out in nature. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Sunset Beach (0.9 mi / 1.4 km)
  • 67 Steps Beach (2.6 mi / 4.2 km)
  • Orient Beach State Park (5.6 mi / 9.1 km)
  • Sag Harbor Marine Park (6.5 mi / 10.5 km)
  • Elizabeth A. Morton National Wildlife Refuge (6.7 mi / 10.7 km)
  • Orient Point County Park (8 mi / 12.8 km)

Seasonal weather averages in Shelter Island Heights

If you're planning a vacation around the weather, August, July, September and June are the hottest months to visit, when temperatures average 70°F.

Transportation to and around Shelter Island Heights

The nearest airport is in East Hampton, NY (HTO), located 10.2 mi (16.4 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Fishers Island, NY (FID-Elizabeth Field), which is 20.6 mi (33.2 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Shelter Island Heights?

According to our research, houses are considered the most popular vacation property type in Shelter Island Heights. But as you might expect, everyone's idea of an awesome trip is bound to be different. Vrbo has vacation homes in a variety of sizes and shapes, so you're sure to find the perfect fit for you.

How much does it cost to rent a vacation rental in Shelter Island Heights?

Season, length of stay and property type are some things that can influence the price of a vacation home. Simply add your travel dates to find your ideal escape. From quaint country cottages to sprawling luxury villas, all Vrbo vacation rentals offer unbeatable value.

How much does it cost to rent a beach house in Shelter Island Heights?

The average price for a vacation home near the beach in Shelter Island Heights will depend on when you're going and the type and size of property you're looking for. You can easily find prices on Vrbo by entering your travel dates and destination. Then use our filters to select the number of bedrooms and amenities that you require, like WiFi, a pool and air conditioning.

Are there pet-friendly vacation rentals in Shelter Island Heights?

Yes. There are. Take your pick of 67 vacation homes that welcome pets in Shelter Island Heights on Vrbo. Our furry companions deserve a getaway too, so simply use our search function for pet-friendly vacation rentals to book a property where your pooch can join the fun.

Can I rent a house with a pool in Shelter Island Heights?

Pack your swimming gear and pool noodle, because there are 41 houses with a private pool in Shelter Island Heights. Kick back at one of these sought-after vacation rentals and let every day be a pool day. Simply enter your dates into Vrbo, then check the "pool" filter to find a place to make a splash!

What are popular rental amenities in Shelter Island Heights?

A garden, an electric car charging station and a fireplace rank as the most popular rental amenities in Shelter Island Heights. Whether you're taking to the road by yourself, with your sweetheart or a group of friends, Vrbo can help you find a vacation home that suits your tastes with all the features you'll enjoy.

Are there large group vacation rentals in Shelter Island Heights?

With 16 vacation rentals that can host 10 or more guests in Shelter Island Heights, there's no need to hold back on your invites. From fun family vacations to special events like Thanksgiving or Christmas parties, Vrbo will help you find a large group rental to match the occasion.

Are there vacation rentals in Shelter Island Heights that welcome kids?

With 66 family-friendly vacation properties to select from in Shelter Island Heights, now is a fantastic time to introduce the kids to the wonders of travel. Just click on our "Properties good for families" filter to locate stays that come with conveniences perfect for traveling families, such as full kitchens, pools, bunk beds and entertainment areas.

What are the top attractions for families in Shelter Island Heights?

Keeping the kids occupied during your vacation in Shelter Island Heights is a snap with these fabulous family-friendly attractions:

  • 67 Steps Beach
  • Orient Beach State Park
  • Railroad Museum of Long Island

Are there one-bedroom vacation rentals in Shelter Island Heights?

Yes, there are two one-bedroom properties in Shelter Island Heights to pick from. A one-bedroom vacation property is a wonderful option if it's only you and your partner or if you're flying solo. Add in more space, privacy and convenience compared to a hotel, and you've got yourself a memorable getaway.

Can I find two-bedroom vacation rentals in Shelter Island Heights?

Choose from three two-bedroom vacation rentals in Shelter Island Heights. Give the kids the second room or maybe fill it with a couple of your best buddies. There's space for whoever's fortunate enough to be coming along for the ride.

Are there vacation rentals with WiFi in Shelter Island Heights?

Whether you'd like to stay in touch with world events, check emails or surf social networks, there are 31 vacation homes with WiFi in Shelter Island Heights. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.

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