Highland vacation rentals

We found 1,726 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 16 homes and other vacation rentals in Highland that are perfect for your trip. Whether you're traveling with your kids or with friends, vacation homes have the amenities you need and want for your stay, such as air conditioning and WiFi. No matter what you're looking for, you're sure to find a rental for everyone's needs, including a place that is accessible or non-smoking.

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The beautiful city of Highland awaits you

The riverfront, wildlife and mountains are a perfect backdrop to your vacation home in Highland. This scenic city allures visitors with its boating and hiking. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in Highland

Are you hoping to find attractions to visit while you're in town? Venture out of your cozy vacation rental and experience everything that makes Highland a one-of-a-kind vacation spot. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Benmarl Vineyards and Winery (8.9 mi / 14.4 km)
  • Mohonk Golf Course (9.9 mi / 15.9 km)
  • SplashDown Beach (12.3 mi / 19.8 km)
  • Ice Time Sports Complex (15.7 mi / 25.2 km)
  • Millbrook Vineyards and Winery (16.3 mi / 26.3 km)
  • Brotherhood Winery (22.5 mi / 36.2 km)

Exploring the natural features in Highland

Whether you're an active traveler or just want to take in the scenery, Highland is a great place to get out in nature. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Walkway Over the Hudson State Historic Park (0.9 mi / 1.4 km)
  • Vanderbilt Mansion National Historic Site (5.2 mi / 8.3 km)
  • Mohonk Lake (10.6 mi / 17.1 km)
  • Mohonk Preserve Visitor Center (11.7 mi / 18.9 km)
  • Shawangunk Mountains (13.4 mi / 21.6 km)
  • Lake Minnewaska Beach (14.3 mi / 23.1 km)

How to get to and around Highland

Fly into Stewart Intl. Airport (SWF), the closest airport, located 16.6 mi (26.7 km) from the city center.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Highland?

According to our research, houses are considered the most popular type of vacation property in Highland. But as you'd expect, everyone's idea of the perfect trip is bound to be different. Vrbo has vacation rentals in a variety of shapes and sizes, so you're sure to find the best fit for your needs.

How much does it cost to rent a vacation rental in Highland?

A range of things affect what you'll pay for a vacation rental in Highland, like the length of stay, season and type of property. But, all of our vacation homes have one thing in common — incredible value. Simply enter your travel dates to find your perfect match.

How much does it cost to rent a beach house in Highland?

Prices for beach houses in Highland may vary depending on the style and size of the property and when you're traveling. Simply enter your dates of travel into Vrbo and how many guests to see available options and prices. From there you can use our filters to refine your search by amenities, ratings, nearby activities and more.

Are there pet-friendly vacation rentals in Highland?

With five vacation rentals that welcome pets, your furry little friend can join you on your Highland vacation. Use our filter tool to search our pet-friendly vacation rentals and find a pad that'll set tails wagging on Vrbo.

What are popular rental amenities in Highland?

Mountain views, a fireplace and a garden are rated the most popular rental amenities in Highland. Whether you plan to travel as a party of one, with your other half or a group of family members, Vrbo will help you find a vacation home that suits your style with all the features you're looking for.

Are there large group vacation rentals in Highland?

There are four vacation rentals in Highland that can host a group of five or more people. From family reunions to special occasions, these stays have enough room to spend time with the people you love.

Are there vacation rentals in Highland that welcome kids?

Highland has five family-friendly vacation rentals to pick from. And discovering a stay that welcomes youngsters is simple with our "Properties good for families" filter. On top of having the entire place to yourselves, you'll also enjoy access to perks and conveniences such as bunk beds, full kitchens and private pools.

What are the top attractions for families in Highland?

There are loads of amazing things to do and see with the family in Highland, including:

  • Berean Park Beach
  • Franny Reese State Park
  • Franklin D Roosevelt Library & Museum

Are there vacation rentals with WiFi in Highland?

You'll find three vacation rentals with WiFi in Highland. If you want to disconnect from daily life during your escape, but still need to be connected to the web, these getaways have just what you need. Narrow your search by applying the WiFi filter on Vrbo.

How can I find vacation rentals with air conditioning in Highland?

There are five vacation homes with air conditioning in Highland giving you that cooling breeze and extra bit of comfort. Just enter your desired travel dates and then use our handy filter tool to find stays with air conditioning.

How old do you have to be to rent a vacation rental in Highland?

It's a good idea to check with the Highland vacation home you're looking at on Vrbo as the minimum age differs. However, it's normally 16, 18 or 21.

How long can I rent a vacation rental in Highland for?

It's up to the Highland property. To browse a list of options offering extended stays, just enter your travel dates and guest number into the Vrbo search page. You can enjoy having the entire property to yourself, as well as comforts such as air conditioning, a fully-equipped kitchen and a yard to run around in. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.

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