Photo by Karen Wirtz

Highland holiday rentals

We found 1,734 holiday rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of 18 homes and other holiday rentals in Highland that are perfect for your trip. Whether you're travelling with your children or with friends, holiday homes have the best amenities for spending time at your holiday home, which might include Wi-Fi and a washer and dryer. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

The scenic city of Highland awaits you

The riverfront, wildlife and mountains are the perfect backdrop to your holiday home in Highland. This scenic city attracts visitors thanks to its boating and hiking. If you're looking for accommodation options with space to entertain friends and family, HomeAway 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 discover attractions to see while you're in the area? Venture out of your cosy holiday rental and experience everything that makes Highland a one-of-a-kind holiday spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • 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 looking for exciting outdoor activities or just want to appreciate the scenery, Highland is a great place to get outside. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • 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 Newburgh, NY (SWF-Stewart Intl.), the closest airport, located 16.6 mi (26.7 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday home accommodation in Highland?

According to our research, houses are considered the most popular type of holiday property in Highland. But as you'd expect, everyone's idea of the perfect trip is bound to be different. Stayz has holiday homes 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 holiday home in Highland?

A range of things affect what you'll pay for a holiday home in Highland, like the length of stay, season and type of property. But, all of our holiday 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 travelling. Simply enter your dates of travel into Stayz 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 holiday homes in Highland?

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

What are popular home amenities in Highland?

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

Are there large group holiday homes in Highland?

There are four holiday homes 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 holiday homes in Highland that welcome kids?

Highland has five family-friendly holiday homes 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 holiday homes with WiFi in Highland?

You'll find three holiday homes 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 Stayz.

How can I find holiday homes with air conditioning in Highland?

There are five holiday 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 holiday home in Highland?

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

How long can I rent a holiday home 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 Stayz 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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