The Southern Highlands

We are expanding! If you are interested in listing your property with The Holidays Collection, please call us on 02 4411 7000.

With offices in Hyams Beach, Gerringong and Bowral, we are able to provide you with convenient customer service. Our great local knowledge of the locations of the holiday homes in our growing portfolio means we can always point you in the right direction, whatever your holiday requirements.

Location and Access 

The Southern Highlands encompasses many heritage towns and villages including Berrima, Bowral, Bundanoon, Fitzroy Falls, Mittagong, Moss Vale, Robertson, Sutton Forest, and Exeter, to name a few! The region is easily accessible, being a one and a half hour drive southwest of Sydney and just under two hours from Canberra. Regular trains are also available.  

Key Features and Attractions

Renowned for its many country charms, the Southern Highlands is home to many breathtaking walks, waterfalls, caves, cycling tracks, cellar doors, acclaimed restaurants, open gardens and so much more. Bowral is the main service town, and there are many annual events including Tulip Time in September, the Food and Wine Fesitval in October, and the Bong Bong Races in November. Many towns also host annual shows earlier in the year and of course, winter is always a wonderful time to visit this cold climate wine region. 

Click here to see our Southern Highlands properties... with more to come!

Items 1 to 7 of 7 on pages: 1
Beautifully restored and full of character.
9Sleeps4Beds4Bathrooms3Cars
Mirriyindi - Unique Berrima escape sleeping nine in the Southern Highlands - Pay for 2, Stay for 3 + 4pm Check Out Sundays

Down the driveway, under the weeping willow, through the poplar trees and the cherry blossoms, an idyllic and beautifully restored property is awaiting you. Set in just under two acres of lovely country gardens, the house and two cottages are all positioned with privacy in mind, yet there is also plenty of space to come together, making Mirriyindi perfect for groups of up to nine and a great option for your Southern Highlands stay.

From $500.00* daily
Holiday House in Berrima
Large, stylish house in peaceful pocket of Burradoo.  Sleeps ten!
10Sleeps4Beds2Bathrooms3Cars
Two Toongoon - Burradoo luxury, Southern HIghlands - Pay for 2, Stay for 3 + 4pm Check Out Sundays

Two Toongoon is a large, stylish and well priced house, located in a quiet street in the beautiful suburb of Burradoo. It sleeps ten across three bedrooms and a great loft room - perfect for four kids or four single adults. Bowral town is only five minutes away, and all wineries, wedding venues and other attractions in the Southern Highlands are an easy drive from here.

From $500.00* daily
Holiday House in Burradoo
Beautifully restored and full of character.
7Sleeps3Beds3Bathrooms3Cars
Mirriyindi - Unique Berrima escape sleeping seven in the Southern Highlands - Pay for 2, Stay for 3 + 4pm Check Out Sundays

Down the driveway, under the weeping willow, through the poplar trees and the cherry blossoms, an idyllic and beautifully restored property is awaiting you. Set in just under two acres of lovely country gardens, the house and separate cottage are positioned with privacy in mind, yet there is also plenty of space to come together, making Mirriyindi perfect for groups of up to seven and a great option for your Southern Highlands stay.

From $450.00* daily
Holiday House in Berrima
Large, bright and wonderfully styled home in an ideal location!
10Sleeps4Beds2Bathrooms2Cars
Tyndall 17 - Bourne Cottage, Southern Highlands - Pay for 2, Stay for 3 + 4pm Check Out Sundays

Full of character and charm, Bourne Cottage is the perfect base for your Southern Highlands getaway. Mittagong town centre is a five minute walk away. Bowral town centre, wedding venues and wineries are all a short drive. Sleeping ten people across four rooms, with spacious living areas this home is ideal for those attending weddings and local functions.

From $400.00* daily
Holiday House in Mittagong
Beautifully restored and full of character.
4Sleeps2Beds2Bathrooms3Cars
Mirriyindi - unique Berrima escape sleeping four in the Southern Highlands - Pay for 2, Stay for 3 + 4pm Check Out Sundays

Down the driveway, under the weeping willow, through the poplar trees and the cherry blossoms, an idyllic and beautifully restored property is awaiting you. Set in just under two acres of lovely country gardens, Mirriyindi is the perfect small family or couples getaway.

From $300.00* daily
Holiday House in Berrima
Stylish and centrally located.
4Sleeps2Beds1Bathrooms0Cars
29 on Shepherd - Charming accommodation in the Southern Highlands - Pay for 2, Stay for 3 + 4pm Check Out Sundays

29 on Shepherd is a stylish, well equipped home within the Bowral town centre. With local shops and cafes only a short stroll away, and many Southern Highlands attractions close by, 29 on Shepherd is a great option for one or two couples - sorry no children.

From $250.00* daily
Holiday House in Bowral
Available for both short term and long term stays.
4Sleeps2Beds1Bathrooms2Cars
Redwood Cottage - Burradoo getaway, Southern Highlands - Pay for 2, Stay for 3 + 4pm Check Out Sundays

Full of character and charm, Redwood Cottage is a great option for your Southern Highlands getaway. It is an affordable, comfortable, rustic cottage that still has many of its original features including the kitchen and bathroom. The house is pet friendly with a fully fenced front and back yard. Redwood Cottage is available for holiday or permanent rentals.

From $200.00* daily
Holiday Cottage in Burradoo
Items 1 to 7 of 7 on pages: 1
* Indicative price only. Please select dates for more accurate rates. Conditions and additional charges may apply.