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Highland holiday rentals

We found 135 holiday rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of holiday rentals in Highland that are perfect for your trip. Holiday homes offer the best amenities for you and your friends, family or even pets, such as parking and a TV. At the end of the day, you'll be sure to find a property to rent for 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 charming city of Highland awaits you

Enjoy the churches and other features of Highland. Travellers to this romantic city praise the ice skating, basketball games and bird watching. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Highland

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

  • Albanese Candy Factory (11 mi / 17.8 km)
  • Deep River Water Park (13 mi / 21 km)
  • Turkey Creek Golf Course (6.5 mi / 10.4 km)
  • Lost Marsh Golf Course (7.9 mi / 12.7 km)
  • Ravisloe Country Club (11.3 mi / 18.1 km)
  • Harborside International Golf Center (12.2 mi / 19.6 km)

Exploring the natural landscape of Highland

Whether you're looking for exciting outdoor activities or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Highland. Here are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Indiana Dunes National Park (21.2 mi / 34.1 km)
  • Centennial Park (3.1 mi / 5 km)
  • Hammond Sportsplex & Community Center (3.1 mi / 5.1 km)
  • Whihala Beach (10.2 mi / 16.4 km)
  • Crown Point Sports Complex (10.9 mi / 17.5 km)
  • Marquette Park (11 mi / 17.7 km)

Transport to and around Highland

The nearest airport is in Chicago Midway Airport (MDW), located 22 mi (35.5 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Chicago O'Hare International Airport (ORD), which is 37.4 mi (60.2 km) away.

Frequently asked questions

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

According to our research, houses are the most in-demand type of holiday property in Highland. But as you'd expect, everyone's idea of an awesome stay will differ. Vrbo has holiday homes of all shapes and sizes, and we'll help you find the perfect match.

How much does it cost to rent a holiday home in Highland?

Length of stay, property type and time of year are some of the conditions that can influence the price of a holiday home. Simply add your travel dates to find the ultimate escape. From comfy cabins to sprawling villas, all Vrbo holiday homes provide incredible value.

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

The average price for a holiday home close to the beach in Highland depends on when you're visiting the area and the size and style of property you're searching for. You can quickly and easily find prices on Vrbo by entering the dates you'll be travelling. Then make use of the filter tool to select the number of bedrooms and amenities that you require, like a pool, WiFi and air conditioning.

Are there pet-friendly holiday homes in Highland?

With three properties that host four-legged guests, your furry friend can join in the fun on your Highland getaway. Use the filter tool to browse our pet-friendly holiday homes and find a holiday home that'll set tails wagging on Vrbo.

What are popular home amenities in Highland?

A garden, off-street parking options and an oven top the list of most popular home amenities in Highland. Whether you're planning to travel alone, with your sweetheart or a bunch of friends, Vrbo will help you find a holiday home that fits your style with all the extras you're looking for.

Are there holiday homes in Highland that welcome kids?

Highland has three family-friendly holiday homes to choose from. And securing a stay that welcomes little ones is simple with our "Properties good for families" filter. In addition to having the whole place to yourselves, you'll get perks and conveniences such as extra bedrooms, private pools and yards.

What are the top attractions for families in Highland?

Keep the kids happy at these fantastic family-friendly attractions in Highland:

  • Mascot Hall Of Fame
  • Hammond Sportsplex & Community Centre
  • Midwest Training & Ice Centre

Can I find two-bedroom holiday homes in Highland?

Pick from two two-bedroom holiday homes in Highland. Settle the kids into the second room or fill it with a couple of your besties. There's a spot for whoever's fortunate enough to be coming along for the ride.

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

You can choose from three Vrbo holiday homes with air conditioning in Highland providing that cool, cool breeze and extra element of comfort. Simply enter your preferred travel dates and then make use of our filter tool to help you find stays with air conditioning.

How old do you have to be to rent a holiday home in Highland?

The minimum required age is typically 16, 18 or 21. It can differ from one property to another on Vrbo, so check the rules of your preferred Highland holiday home before booking your stay.

How long can I rent a holiday home in Highland for?

The amount of time you can stay in a Highland holiday home for depends on the property. Just tap in your preferred travel dates to view options that offer extended stays. They have all you require to make your extended break more enjoyable such as air conditioning and laundries. Some properties may also offer weekly or monthly discounts, so you can stick around for longer for less.

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