Book Holiday Homes in Southern Highlands

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Featured Holiday Homes in Southern Highlands

Casa Antica, 200m walk to Bowral Township, family friendly

Casa Antica, 200m walk to Bowral Township, family friendly

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 friendly
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
Beachfront House with direct access to the Beach. Just bring your beach towel!

Beachfront House with direct access to the Beach. Just bring your beach towel!

Kiama Downs
With a stay at this vacation home in Wollongong (Kiama Downs), you'll be steps from Jones Beach and a 2-minute drive from Cathedral Rocks.
Beachfront House with direct access to the Beach. Just bring your beach towel!
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COTTAGE ON PARK: Backs onto Park, leads to Beach

COTTAGE ON PARK: Backs onto Park, leads to Beach

Kiama
When you stay at this vacation home in Kiama, you'll be by the sea, within a 15-minute walk of Kiama Coast Walk and Kendalls Beach.
COTTAGE ON PARK: Backs onto Park, leads to Beach
Pia's Paradise Kiama

Pia's Paradise Kiama

Kiama
When you a stay at this vacation home in Kiama, you'll be on the beach, within a 5-minute walk of Kiama Coast Walk and Little Blow Hole.
Pia's Paradise Kiama
Highlands Escape  Moss Vale

Highlands Escape Moss Vale

Moss Vale
A stay at this vacation home places you in the heart of Bowral, within a 5-minute drive of Leighton Gardens and Moss Vale Golf Club.
Highlands Escape Moss Vale
Belle in Bowral - walk to town

Belle in Bowral - walk to town

Bowral
The price is AU$332 per night from 10 Mar to 11 Mar
AU$332
includes taxes & fees
10 Mar - 11 Mar
When you stay at this vacation home in Bowral, you'll be next to a golf course, within a 15-minute walk of Bowral Golf Course and Corbett Gardens.
Belle in Bowral - walk to town
Country Cottage Charm

Country Cottage Charm

Mittagong
Located in Mittagong, this vacation home is within a 5-minute drive of Destination Southern Highlands and Mount Gibraltar Reserve.
Country Cottage Charm
Kerriedancer House, Southern Highlands

Kerriedancer House, Southern Highlands

Sutton Forest
Located in Sutton Forest, this vacation home is in a rural location, within a 5-minute drive of Red Cow Farm Garden and Cosh Park.
Kerriedancer House, Southern Highlands
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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
773 Holiday Homes
Lowest Price
AU$175
Highest Price
AU$332
Popular accommodation
Casa Antica, 200m walk to Bowral Township, family friendly, Luxury Heritage Cottage In The Heart Of Town, Beachfront House with direct access to the Beach. Just bring your beach towel! , COTTAGE ON PARK: Backs onto Park, leads to Beach , Pia's Paradise Kiama, Highlands Escape Moss Vale, Belle in Bowral - walk to town, Country Cottage Charm, Kerriedancer House, Southern Highlands

Top trending hotels in Southern Highlands

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$195 per night from 16 Mar to 17 Mar
AU$195
includes taxes & fees
16 Mar - 17 Mar
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
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$190 per night from 10 Mar to 11 Mar
AU$190
includes taxes & fees
10 Mar - 11 Mar
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
Peppers Craigieburn

Peppers Craigieburn

4.5 out of 5
Centennial Road, Bowral, NSW
Fully refundableReserve now, pay when you stay
The price is AU$179 per night from 23 Mar to 24 Mar
AU$179
includes taxes & fees
23 Mar - 24 Mar
When you stay at Peppers Craigieburn in Bowral, you'll be in the mountains, within a 5-minute drive of Centennial Vineyards and Corbett Gardens.
Peppers Craigieburn
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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$175 per night from 11 Mar to 12 Mar
AU$175
includes taxes & fees
11 Mar - 12 Mar
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
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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.

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^Subject to availability and chosen travel dates.