Book Holiday Homes in Southern Highlands

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Southern Highlands

Kendall’s Beach Cottage

Kendall’s Beach Cottage

Kiama
When you a stay at this vacation home in Kiama, you'll be near the beach, within a 5-minute walk of Kiama Coast Walk and Kendalls Beach.
Kendall’s Beach Cottage
Cosy country stay in beautiful Berrima.

Cosy country stay in beautiful Berrima.

Berrima
With a stay at this vacation home in Bowral (Berrima), you'll be within a 5-minute drive of Harper's Mansion and Berrima Courthouse.
Cosy country stay in beautiful Berrima.
Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!

Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!

Bundanoon
The price is AU$794 per night from 13 Aug to 14 Aug
AU$794
13 Aug - 14 Aug
includes taxes & fees
Located in Bundanoon, this vacation home is a 5-minute drive from Morton National Park and 8 minutes from Glow Worm Glen.
Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!
Save an average of 15% on thousands of hotels when you're signed in
Secret Garden – Stay 3, Pay 2!

Secret Garden – Stay 3, Pay 2!

Bowral
The price is AU$2,706 per night from 12 Aug to 13 Aug
AU$2,706
12 Aug - 13 Aug
includes taxes & fees
With a stay at this vacation home in Bowral, you'll be within a 15-minute walk of Bowral Golf Course and Corbett Gardens.
Secret Garden – Stay 3, Pay 2!
Casa Antica, 200m walk to Bowral Township, family and PET friendly UPON REQUEST

Casa Antica, 200m walk to Bowral Township, family and PET friendly UPON REQUEST

Bowral
A stay at this vacation home places you in the heart of Bowral, within a 10-minute walk of Corbett Gardens and International Cricket Hall of Fame.
Casa Antica, 200m walk to Bowral Township, family and PET friendly UPON REQUEST
The Boathouse/ Luxury Home/4mins walk Marina/Shops

The Boathouse/ Luxury Home/4mins walk Marina/Shops

Shell Cove
A stay at this vacation home places you in the heart of Wollongong, within a 5-minute drive of Shellharbour South Beach and Bushrangers Bay Aquatic Reserve.
The Boathouse/ Luxury Home/4mins walk Marina/Shops
Iona Park, Moss Vale, Southern Highlands

Iona Park, Moss Vale, Southern Highlands

Moss Vale
With a stay at this vacation home in Bowral (Moss Vale), you'll be within a 15-minute drive of Leighton Gardens and Moss Vale Golf Club.
Iona Park, Moss Vale, Southern Highlands
Luxury Heritage Cottage In The Heart Of Town

Luxury Heritage Cottage In The Heart Of Town

Mittagong
A stay at this vacation home places you in the heart of Mittagong, within a 5-minute drive of Destination Southern Highlands and Mount Gibraltar Reserve.
Luxury Heritage Cottage In The Heart Of Town
Aloha - Short Drive to Berry & The Beach - Fireplace and Firepit

Aloha - Short Drive to Berry & The Beach - Fireplace and Firepit

Shoalhaven Heads
The price is AU$621 per night from 12 Aug to 13 Aug
AU$621
12 Aug - 13 Aug
includes taxes & fees
Located in Shoalhaven Heads, this vacation home is by the sea, within a 5-minute drive of Comerong Island Nature Reserve and Mountain Ridge Wines.
Aloha - Short Drive to Berry & The Beach - Fireplace and Firepit
Don't see what you're looking for?
See all available properties in Southern Highlands
View all properties
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.

Southern Highlands 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 Southern Highlands vacation homes are the perfect way for you to wing it.

Holiday houses in Southern Highlands 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 Southern Highlands 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 Southern Highlands adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Southern Highlands 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 Southern Highlands 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.

Southern Highlands Holiday Homes essential information

Accommodation
849 Holiday Homes
Lowest Price
AU$170
Highest Price
AU$2,706
Popular accommodation
Kendall’s Beach Cottage , Cosy country stay in beautiful Berrima., Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!, Secret Garden – Stay 3, Pay 2!, Casa Antica, 200m walk to Bowral Township, family and PET friendly UPON REQUEST , The Boathouse/ Luxury Home/4mins walk Marina/Shops, Iona Park, Moss Vale, Southern Highlands, Luxury Heritage Cottage In The Heart Of Town, Aloha - Short Drive to Berry & The Beach - Fireplace and Firepit

Top trending hotels in Southern Highlands

Berrima Bakehouse Motel

Berrima Bakehouse Motel

3.5 out of 5
19 Old Hume Highway, (entrance via Wingecarribee St), Berrima, NSW
The price is AU$170 per night from 18 Aug to 19 Aug
AU$170
18 Aug - 19 Aug
includes taxes & fees
With a stay at Berrima Bakehouse Motel in Bowral (Berrima), you'll be steps from Berrima Gaol and 3 minutes by foot from Berrima Courthouse.
Berrima Bakehouse Motel
Park Proxi Gibraltar Bowral

Park Proxi Gibraltar Bowral

3.5 out of 5
Boronia Street (off Centennial Road), Bowral, NSW
Fully refundableReserve now, pay when you stay
The price is AU$224 per night from 3 Sept to 4 Sept
AU$224
3 Sept - 4 Sept
includes taxes & fees
Located in Bowral, Park Proxi Gibraltar Bowral is in the mountains, within a 5-minute drive of Corbett Gardens and Centennial Vineyards.
Park Proxi Gibraltar Bowral
Links House

Links House

4 out of 5
17 Links Road, Burradoo, NSW
Fully refundableReserve now, pay when you stay
The price is AU$216 per night from 25 Aug to 26 Aug
AU$216
25 Aug - 26 Aug
includes taxes & fees
Located in Bowral (Burradoo), Links House is within a 5-minute drive of Bowral Golf Course and Corbett Gardens.
Links House
Save an average of 15% on thousands of hotels when you're signed in
The Dormie House - On The Golf Course

The Dormie House - On The Golf Course

3.5 out of 5
Arthur Street, Moss Vale, NSW
Fully refundableReserve now, pay when you stay
The price is AU$170 per night from 20 Aug to 21 Aug
AU$170
20 Aug - 21 Aug
includes taxes & fees
With a stay at The Dormie House - On The Golf Course in Bowral (Moss Vale), you'll be a 1-minute drive from Moss Vale Golf Club and 5 minutes from Southern Highland ...
The Dormie House - On The Golf Course
Don't see what you're looking for?
See all available properties in Southern Highlands
View all properties
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.