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

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

Wave and Willow Retreat - Luxury Family Coastal Home-Fully heated & heated pool

Timbalah - a luxurious country retreat

Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima

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

Brand New 5 B/R Luxury Beach House - Fairy Meadow

Iona Park, Moss Vale, Southern Highlands

Kiama Beach House - Views, views and more views!!

Beachfront House with direct access to the Beach. Just bring your beach towel!
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$1,133 |
Popular accommodation | Casa Antica, 200m walk to Bowral Township, family and PET friendly UPON REQUEST , Wave and Willow Retreat - Luxury Family Coastal Home-Fully heated & heated pool, Timbalah - a luxurious country retreat, Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima, The Boathouse/ Luxury Home/4mins walk Marina/Shops, Brand New 5 B/R Luxury Beach House - Fairy Meadow, Iona Park, Moss Vale, Southern Highlands, Kiama Beach House - Views, views and more views!!, Beachfront House with direct access to the Beach. Just bring your beach towel! |
Top trending hotels in Southern Highlands

Berrima Bakehouse Motel

Park Proxi Gibraltar Bowral

The Dormie House - On The Golf Course

Peppers Craigieburn
More ways to explore Southern Highlands
Top picks
- Illawarra Pet Friendly Hotels
- South Coast Pet Friendly Hotels
- Hunter Valley Romantic Hotels
- Central Coast Pet Friendly Hotels
- Accommodation in South Coast
- Hunter Valley Winery Hotels
- Accommodation in Hunter Valley
- Accommodation in Illawarra
- Blue Mountains Luxury Hotels
- Blue Mountains Romantic Hotels
- Accommodation in Mudgee Wine Region
- Accommodation in Blue Mountains
- Hunter Valley Pet Friendly Hotels
- North Coast Pet Friendly Hotels
- Accommodation in Snowy Mountains
- Accommodation in Central Coast
- Accommodation in North Coast
- Accommodation in Greater Western Sydney
- South Coast Luxury Hotels
- Blue Mountains Spa Hotels
- Central Coast Luxury Hotels
- Central Coast Romantic Hotels
- Mudgee Wine Region Winery Hotels
- South Coast Romantic Hotels
- Accommodation in Northern Rivers
- Blue Mountains Pet Friendly Hotels
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.