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Southern Highlands

With its cool and temperate climate, rolling hills and fertile soil, the Southern Highlands offer a unique glimpse of agricultural Australia. An area renowned for its winemaking, surrounded by exceptional areas of natural interest for nature lovers.

For those in search of a little culture, the many small towns and villages offer a warm welcome. Spend some time trying the local food, and maybe visiting one of the local wineries.

Only a short hour and a half drive from Sydney, the Southern Highlands are easily accessible and offer a diverse experience for visitors. From natural areas with unique wildlife to quaint villages with small local eateries and boutiques stores.

Total of 27 properties below
  • Sutton Forest House

    Southern Highlands, NSW, Australia
    $1,000
    Found in the picturesque town of Sutton Forest this beautiful 125 acre property is a magnificent country retreat. Across the sprawling grounds of the ...
  • Vine Lodge

    Vine Lodge, Exeter Road, Exeter, New South Wales, Australia
    $1,200
    The heritage-listed Vine Lodge House and Outbuilding is located on a large rural property in the picturesque village of Exeter in the Southern Highlan...
  • Stanhope Bowral

    Bowral, New South Wales, Australia
    $1,250
    This grand family home is situated high on top of Mt Gibraltar Bowral. With its 360 degree views as far as the Blue Mountains. Your senses will awaken...
  • Bellmore Farm Homestead

    Bundanoon, New South Wales, Australia
    $1,250
    If you like the idea of an old iron gate entrance followed by a winding road to a French Morroccan Farmhouse full of character and charm, with every p...
  • Orange Blossom Retreat

    234 Moss Vale Rd, Kangaroo Valley, NSW, 2577, Australia
    $130
    Orange Blossom Retreat: Accommodates up to 6 or 7 people. It has 3 large bedrooms. It has an elegant old world style. It has luxurious Queen size ...
  • Morvern Valley Farm Cottages

    Morvern Valley Farm Cottages, Grey Gum Lane, Bundanoon, New South Wales, Australia
    $147
    Morvern Valley Cottages on 25 Country Acres with Log Fires and many Farm Animals. 3 Self / Contain Farm Cottages - each accommodates a Couple, or 8 p...
  • The Seidler House

    Richards Lane, Joadja, New South Wales, Australia
    $1,500
    Located in the Southern Highlands, this Joadja masterpiece is the most iconic, private home by Australias architectural master the late Harry Seidler....
  • Dungowan Estate

    Corang Post Office Rd, Corang, NSW, 2622, Australia
    $1,750
    Positioned along the Corang River Southern Highlands in NSW is the majestic Dungowan. The natural beauty of the two hundred and thirty three acre est...
  • The Pill Factory

    The Pill Factory, Anzac Parade, Bundanoon, New South Wales, Australia
    $2,000
    Welcome to 'The Pill Factory' at Bundanoon - a historic building accommodating upto 36 people. Perfect for family gatherings, functions and groups of ...
  • The Loch

    The Loch Berrima, Greenhills Road, Berrima, New South Wales, Australia
    $240
    The Loch guest house is an inspired architectural conversion at the heart of historic Berrima in the Southern Highlands of NSW. Cradled in undulating...
  • Sylvan Glen Historic Homestead and Golf Course

    Bundanoon, New South Wales, Australia
    $2,500
    Sylvan Glen offers 14 Ensuite Rooms, each heated and lovingly decorated. Additional beds are available in some rooms, which can sleep 12 additional gu...
  • Crystal Creek Meadows

    Crystal Creek Meadows‎, Kangaroo Valley Road, Kangaroo Valley, New South Wales, Australia
    $290
    Whether you are looking for romantic escape accommodation for couples, a weekend getaway for a group of friends, family holiday rentals or are a singl...
  • Little Pig Creek Accommodation

    Little Pig Creek, Moss Vale Road, Kangaroo Valley, New South Wales, Australia
    $299
    Little Pig Creek Accommodation, Kangaroo Valley is a Handmade House. Created with vision, blood, sweat and a few tears, Little Pig Creek is a testamen...
  • Peony Cottage

    Southern Highlands, Bundanoon, NSW, Australia
    $300
    Corinda Grange is situated in the delightful village of Bundanoon in the beautiful Southern Highlands. Corinda Grange is an easy 90 minute drive from ...
  • Lavender Lodge

    Bundanoon, NSW, Australia
    $350
    WHY NOT ESCAPE THE CITY & TAKE ADVANTAGE OF OUR LAST MINUTE SPECIALS. In no time you could be relaxing on the north facing deck or walking to the loca...
  • Bluebird Escape

    Bowral, New South Wales, Australia
    $440
    BLUEBIRD ESCAPE A retreat for weekend or weekly getaways in the Southern Highlands, New South Wales. Private, secluded, modern Australian luxury on a ...
  • Orange Blossom House

    Kangaroo Valley, NSW, Australia
    $450
    Orange Blossom House is an elegant, yet affordable house, with graceful, cosy and regal old world charm. Treat yourself and live like royalty, while y...
  • Binnowee Cottage

    Foxton Park, Belmore Falls Road, Wildes Meadow, New South Wales, Australia
    $589
    FOXTON PARK The homestead is set on 90 acres of farmland including 30 acres of forest adjoining Moreton National Park in Wildes Meadow. Less than 2 h...
  • Desiderata Kangaroo Valley

    Desiderata, Kangaroo Valley Road, Kangaroo Valley, New South Wales, Australia
    $600
    One of Kangaroo Valley's most prestigious properties and rated in 2011 as one of Shoalhaven's most Amazing Homes. Additionally Desiderata won the MBA'...
  • Mona Farm

    MONA Farm & Historic Home, Braidwood, New South Wales, Australia
    $750
    MONA Farm & Historic Home Luxury Accommodation, Functions & Events... Mona Farm is a gracious luxury estate located in rural New South Wales, Australi...
  • Grantham House

    4 Nero St, Mittagong, NSW, 2575, Australia
    $810
    "Grantham" is the residence for those who seek a private, luxurious country escape in the picturesque Southern Highlands of NSW. Complete internal ren...
  • Crossways

    Bowral, NSW, Australia
    $850
    CROSSWAYS will capture your heart from the moment you drive up the gravel circular drive. Enchanting from the outside and captivating from the moment...
  • Millewa Southern Highlands

    90 Osborne Road, Burradoo, New South Wales, Australia
    $850
    A luxurious Southern Highlands 4 bedroom, 3 bathroom country home for all seasons just 1.5 hours drive south west of Sydney. Tucked away behind elect...
  • Arafel Park

    52-54 Toongoon Rd, Burradoo, NSW, 2576, Australia
    $895
    Arafel Park is a stunningly renovated original Southern Highlands 1930's estate. Our cold climate garden dates back to the early 1900's when the prop...
  • Baynton Cottage

    Bowral, NSW, Australia
    $900
    Only 60 minutes from Sydney Airport Baynton Cottage is a luxurious Southern Highlands retreat set high on the exclusive enclave of Mt Gibraltar, Baynt...
  • Southern Secrets Retreat

    Mittagong, NSW, Australia
    $985
    This home is set on a manicured sunny north facing acreage on the north side of Mt Gibraltar between Mittagong and Bowral. If your looking for a week...
  • Gunu Berrima

    Berrima, New South Wales, Australia
    $991
    The Space Gunu Berrima (see website) is a boutique retreat in the stunning Southern Highlands of NSW, Australia. Just a short drive from the histori...