Book Holiday Homes in Southern Highlands

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Featured Holiday Homes in Southern Highlands

Cosy country stay in beautiful Berrima.

Cosy country stay in beautiful Berrima.

Berrima NSW
With a stay at this vacation home in Bowral (Berrima), you'll be within a 5-minute drive of Harpers Mansion Maze and Harper's Mansion.
Opens in a new windowCosy country stay in beautiful Berrima.
Casa Antica, 200m walk to Bowral Township, family friendly and strictly NO PETS!

Casa Antica, 200m walk to Bowral Township, family friendly and strictly NO PETS!

Bowral NSW
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.
Opens in a new windowCasa Antica, 200m walk to Bowral Township, family friendly and strictly NO PETS!
Timbalah - A wonderful Southern Highlands retreat

Timbalah - A wonderful Southern Highlands retreat

Fitzroy Falls NSW
When you stay at this vacation home in Fitzroy Falls, you'll be next to a golf course, within a 5-minute drive of Fitzroy Falls & Visitor Centre and Morton National ...
Opens in a new windowTimbalah - A wonderful Southern Highlands retreat
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Lyra - Kangaroo Valley

Lyra - Kangaroo Valley

KANGAROO VALLEY NSW
Located in Kangaroo Valley, this vacation home is on a river, a 2-minute drive from Cambewarra Range Nature Reserve and 9 minutes from Kangaroo River Nature ...
Opens in a new windowLyra - Kangaroo Valley
Central Stay with Spa and Nature Views. 30 mins to Hyams beach or Berry

Central Stay with Spa and Nature Views. 30 mins to Hyams beach or Berry

Nowra NSW
The price is AU$389 per night from 14 June to 15 June
AU$389
14 June - 15 June
includes taxes & fees
Located in Nowra, this vacation home is in a rural location, within a 5-minute drive of Nowra Museum and Meroogal.
Opens in a new windowCentral Stay with Spa and Nature Views. 30 mins to Hyams beach or Berry
5 B/R Luxury Beach House - Fairy Meadow

5 B/R Luxury Beach House - Fairy Meadow

Fairy Meadow NSW
With a stay at this vacation home in Wollongong (Fairy Meadow), you'll be a 5-minute walk from Fairy Meadow Beach Park and 6 minutes by foot from Towradgi ...
Opens in a new window5 B/R Luxury Beach House - Fairy Meadow
150m to Werri Beach - Serendib

150m to Werri Beach - Serendib

GERRINGONG NSW 2534 NSW
With a stay at this vacation home in Werri Beach, you'll be within a 10-minute walk of Werri Beach and Kiama Coast Walk.
Opens in a new window150m to Werri Beach - Serendib
Entire Ocean View Shell Cove Mansion - Sleeps 16 guests 5 minute from the beach!

Entire Ocean View Shell Cove Mansion - Sleeps 16 guests 5 minute from the beach!

Shell Cove NSW
With a stay at this vacation home in Wollongong (Shell Cove), you'll be within a 15-minute walk of Shellharbour Marina and Shellharbour South Beach.
Opens in a new windowEntire Ocean View Shell Cove Mansion - Sleeps 16 guests 5 minute from the beach!
Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!

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

Bundanoon NSW
The price is AU$864 per night from 26 May to 27 May
AU$864
26 May - 27 May
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.
Opens in a new windowTranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!
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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.

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
843 Holiday Homes
Lowest Price
AU$168
Highest Price
AU$864
Popular accommodation
Cosy country stay in beautiful Berrima., Casa Antica, 200m walk to Bowral Township, family friendly and strictly NO PETS!, Timbalah - A wonderful Southern Highlands retreat, Lyra - Kangaroo Valley, Central Stay with Spa and Nature Views. 30 mins to Hyams beach or Berry, 5 B/R Luxury Beach House - Fairy Meadow, 150m to Werri Beach - Serendib, Entire Ocean View Shell Cove Mansion - Sleeps 16 guests 5 minute from the beach!, Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!

Top trending hotels in Southern Highlands

The Gibraltar

The Gibraltar

4 out of 5
Boronia Street (off Centennial Road) Bowral NSW
Fully refundableReserve now, pay when you stay
The price is AU$221 per night from 8 June to 9 June
AU$221
8 June - 9 June
includes taxes & fees
Located in Bowral, The Gibraltar is in the mountains, within a 5-minute drive of Corbett Gardens and Centennial Vineyards.
Opens in a new windowThe Gibraltar
Berrima Bakehouse Motel

Berrima Bakehouse Motel

3.5 out of 5
19 Old Hume Highway Berrima NSW
The price is AU$168 per night from 17 May to 18 May
AU$168
17 May - 18 May
includes taxes & fees
With a stay at Berrima Bakehouse Motel in Bowral (Berrima), you'll be steps from Berrima Gaol and Berrima Courthouse.
Opens in a new windowBerrima Bakehouse Motel
Berida Hotel

Berida Hotel

4 out of 5
6 David Street Bowral NSW
Fully refundableReserve now, pay when you stay
The price is AU$250 per night from 26 May to 27 May
AU$250
26 May - 27 May
includes taxes & fees
A stay at Berida Hotel places you in the heart of Bowral, steps from Bowral Golf Course and a 2-minute drive from Corbett Gardens.
Opens in a new windowBerida Hotel
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Links House

Links House

4 out of 5
17 Links Road Burradoo NSW
Fully refundableReserve now, pay when you stay
The price is AU$247 per night from 20 May to 21 May
AU$247
20 May - 21 May
includes taxes & fees
Located in Bowral (Burradoo), Links House is within a 5-minute drive of Bowral Golf Course and Corbett Gardens.
Opens in a new windowLinks House
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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.

Top Picks

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^Subject to availability and chosen travel dates.