Book Holiday Homes in Highland

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Featured Holiday Homes in Highland

Craftsman styled home in the heart of downtown Highland

Craftsman styled home in the heart of downtown Highland

Highland
Stay at this vacation home in Highland. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attraction Korte Recreation Center is located nearby.
Craftsman styled home in the heart of downtown Highland
Historic Lebanon, quiet 2 Bedroom 2 Bath home!

Historic Lebanon, quiet 2 Bedroom 2 Bath home!

Lebanon
Stay at this vacation home in Lebanon. Enjoy an in-room coffeemaker and air conditioning.
Historic Lebanon, quiet 2 Bedroom 2 Bath home!
Cozy Corner Mascoutah

Cozy Corner Mascoutah

Mascoutah
The price is NZ$333 per night from 5 Apr to 6 Apr
NZ$333
includes taxes & fees
5 Apr - 6 Apr
Stay at this vacation home in Mascoutah. Enjoy free WiFi, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Hazel Creek and Julius ...
Cozy Corner Mascoutah
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Downtown Midcentury Home- Walk to Everything!

Downtown Midcentury Home- Walk to Everything!

Edwardsville
Stay at this vacation home in Edwardsville. Enjoy free WiFi, a garden, and patios. Popular attractions St. Andrew's Episcopal Church and Edwardsville Watershed ...
Downtown Midcentury Home- Walk to Everything!
The Maple Cottage

The Maple Cottage

Caseyville
Stay at this vacation home in Caseyville. Enjoy free WiFi, a water park, and patios. Popular attractions Far Oaks Golf Course and Stonewolf Golf Course are located ...
The Maple Cottage
Charming Edwardsville Home: Walk to Downtown!

Charming Edwardsville Home: Walk to Downtown!

Edwardsville
Stay at this vacation home in Edwardsville. Enjoy an in-room coffeemaker and air conditioning. Popular attractions St. Andrew's Episcopal Church and Edwardsville ...
Charming Edwardsville Home: Walk to Downtown!
Skyline - Military/Family Friendly

Skyline - Military/Family Friendly

Shiloh
Stay at this vacation home in Shiloh. Enjoy free WiFi, Netflix, and in-room washers/dryers. Popular attractions O'Fallon Family Sports Park and St. Clair Bowl ...
Skyline - Military/Family Friendly
3 Bedroom Home - Lake Views on 3 Sides

3 Bedroom Home - Lake Views on 3 Sides

Caseyville
Book a stay at this family-friendly vacation home in Caseyville. Enjoy free WiFi, a water park, and a garden. Popular attractions World's Largest Catsup Bottle ...
3 Bedroom Home - Lake Views on 3 Sides
Private 4 Bedroom Home with a hot tub

Private 4 Bedroom Home with a hot tub

Caseyville
Book a stay at this family-friendly vacation home in Caseyville. Enjoy free WiFi, a garden, and a pool table. Popular attractions World's Largest Catsup Bottle ...
Private 4 Bedroom Home with a hot tub
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Highland Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Highland vacation homes are the perfect way for you to wing it.

Holiday houses in Highland let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Highland in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Highland adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Highland with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Highland vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Highland Holiday Homes essential information

Accommodation
24 Holiday Homes
Lowest Price
NZ$203
Highest Price
NZ$333
Popular accommodation
Craftsman styled home in the heart of downtown Highland, Historic Lebanon, quiet 2 Bedroom 2 Bath home!, Cozy Corner Mascoutah , Downtown Midcentury Home- Walk to Everything!, The Maple Cottage , Charming Edwardsville Home: Walk to Downtown!, Skyline - Military/Family Friendly, 3 Bedroom Home - Lake Views on 3 Sides, Private 4 Bedroom Home with a hot tub

Top trending hotels in Highland

Seasons Inn & Suites Highland

Seasons Inn & Suites Highland

2.5 out of 5
20 Central Blvd, Highland, IL
Fully refundableReserve now, pay when you stay
The price is NZ$203 per night from 17 Apr to 18 Apr
NZ$203
includes taxes & fees
17 Apr - 18 Apr
Book a stay at this business-friendly hotel in Highland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Seasons Inn & Suites Highland
Craftsman styled home in the heart of downtown Highland

Craftsman styled home in the heart of downtown Highland

Highland
Stay at this vacation home in Highland. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attraction Korte Recreation Center is located nearby.
Craftsman styled home in the heart of downtown Highland
The Swiss Post Apartment B

The Swiss Post Apartment B

2 out of 5
Highland
Stay at this apartment in Highland. Enjoy air conditioning. Popular attraction Korte Recreation Center is located nearby.
The Swiss Post Apartment B
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The Loft on the Square

The Loft on the Square

Highland
Stay at this apartment in Highland. Enjoy a fitness center, an in-room coffeemaker, and air conditioning. Popular attraction Korte Recreation Center is located ...
The Loft on the Square
Don't see what you're looking for?
See all available properties in Highland
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.