Book Holiday Homes in Southern Highlands

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Featured Holiday Homes in Southern Highlands

Beautifully renovated Mountain cottage with Ocean view

Beautifully renovated Mountain cottage with Ocean view

Berry Mountain
When you stay at this vacation home in Berry Mountain, you'll be within a 10-minute drive of Cambewarra Range Nature Reserve and Berry Courthouse.
Beautifully renovated Mountain cottage with Ocean view
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima

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

Berrima
With a stay at this vacation home in Bowral (Berrima), you'll be steps from Berrima District Historical & Family History Society Museum and 6 minutes by foot ...
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima
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
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RELAX @ Sea La Vie KIAMA Million Dollar Views

RELAX @ Sea La Vie KIAMA Million Dollar Views

Kiama
When you a stay at this vacation home in Kiama, you'll be by the ocean, just steps from Kiama Coast Walk and Little Blow Hole.
RELAX @ Sea La Vie KIAMA Million Dollar Views
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
Werri Big Beach House

Werri Big Beach House

Werri Beach
With a stay at this vacation home in Werri Beach, you'll be on the beach, just a 4-minute walk from Werri Beach and 7 minutes by foot from Kiama Coast Walk.
Werri Big Beach House
Lakeside Haven - Pool, Lake Access

Lakeside Haven - Pool, Lake Access

Oak Flats, New South Wales
With a stay at this vacation home in Wollongong (Oak Flats), you'll be a 4-minute drive from Stocklands Shellharbour and 7 minutes from Links Shell Cove Golf ...
Lakeside Haven - Pool, Lake Access
HEATED Pool, Lake & Beach, Luxury 5 B/R House

HEATED Pool, Lake & Beach, Luxury 5 B/R House

Mount Warrigal, NSW
A stay at this vacation home places you in the heart of Wollongong, within a 5-minute drive of Stocklands Shellharbour and Warilla Beach.
HEATED Pool, Lake & Beach, Luxury 5 B/R House
10 Acres, Magnificant Views, Indoor Heated Pool

10 Acres, Magnificant Views, Indoor Heated Pool

Kangaroo Valley
Located in Kangaroo Valley, this vacation home is in a rural location, a 1-minute drive from Morton National Park and 8 minutes from Cambewarra Range Nature ...
10 Acres, Magnificant Views, Indoor Heated Pool
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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
745 Holiday Homes
Lowest Price
AU$136
Highest Price
AU$210
Popular accommodation
Beautifully renovated Mountain cottage with Ocean view, Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima, Luxury Heritage Cottage In The Heart Of Town, RELAX @ Sea La Vie KIAMA Million Dollar Views, Kerriedancer House, Southern Highlands, Werri Big Beach House, Lakeside Haven - Pool, Lake Access , HEATED Pool, Lake & Beach, Luxury 5 B/R House, 10 Acres, Magnificant Views, Indoor Heated Pool

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$204 per night from 11 Dec to 12 Dec
AU$204
includes taxes & fees
11 Dec - 12 Dec
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$181 per night from 19 Nov to 20 Nov
AU$181
includes taxes & fees
19 Nov - 20 Nov
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
Berida Hotel

Berida Hotel

4 out of 5
6 David Street, Bowral, NSW
The price is AU$210 per night from 25 Nov to 26 Nov
AU$210
includes taxes & fees
25 Nov - 26 Nov
A stay at Berida Hotel places you in the heart of Bowral, steps from Bowral Golf Course and a 2-minute drive from International Cricket Hall of Fame.
Berida Hotel
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The Robertson Hotel

The Robertson Hotel

3.5 out of 5
1 Fountaindale Rd, Robertson, NSW
Fully refundableReserve now, pay when you stay
The price is AU$136 per night from 19 Nov to 20 Nov
AU$136
includes taxes & fees
19 Nov - 20 Nov
Located in Robertson, The Robertson Hotel is within a 5-minute drive of Robertson Nature Reserve and Macquarie Pass National Park.
The Robertson Hotel
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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.