House holiday rentals in Big Hill

"Whispering Pines" rural escape

Enjoy a relaxing country escape in our self-contained, 3 bedroom house set amongst mature pine trees. Just 2 hours drive from Sydney, a little over 1 hour from Canberra and 15 minutes north of Goulburn, the split 3-level house is situated on our 65 acre hillside property. A great place to spend time with family and friends, enjoy the fresh air exploring the natural surroundings or stay indoors for a game of pool by the fireplace.Perfect for a short stopover whilst travelling or a longer getaway!

Cashel Vineyard - A Southern Highlands Escape

Nestled on the top of a hill, Cashel Vineyard overlooks the beautiful valleys of the Southern Highlands. This Sutton Forest home has 5 bedrooms with bullnose verandah where you can sit in the warmth of the sun and look over the vineyard. With 2 large living spaces and a modern country kitchen, this 5-acre property is perfect for hosting friends and family getaways. Only 90mins from Sydney, Cashel Vineyard is a short drive off the Hume Motorway and close to Moss Vale (10mins) and Bowral (15mins).

The Cricket House - Family & Pet-Friendly Home

This charming dog-friendly 4-bedroom retreat is in the heart of Bowral, NSW in the picturesque Southern Highlands. Our lovely light-filled home offers a perfect blend of modern comfort and elegance featuring four lovely, spacious bedrooms, three living areas and a fully equipped kitchen perfect for preparing delicious meals to be enjoyed in the stylish dining areas. With its central location, our home is a stone's throw away from Bowral's lovely cafes, boutique shops, and cultural attractions.

Best Kiama stay with sauna as seen Aust Traveller

With the iconic seaside town of Kiama just 3 minutes drive, Dales Run is the perfect retreat to get away, reconnect, relax & restore. With a superb high outlook, water views to the East & country views to the West, you will feel on top of the world - enjoy the best of both worlds. Come back from an ocean swim in summer for an outdoor shower or enjoy a drink by the fireplace in winter. A wellness room hosts a three person infrared sauna & daybed for you to relax and unwind. Lots for you to enjoy!

Cottage on Kings

Cottage on Kings is situated on Moss Vale's premiere street. A short stroll to cafes, bars, homewares and fashion boutiques and 2kms to The Briars, the highlands most popular country pub. A one bedroom cottage with seperate living area, kitchenette and large deck overlooking a beautiful oak tree. Luxe Queen bed and large linen sofa, cushions, blankets will ensure you relax in comfort. TV in bed or on the lounge. Bluetooth and wifi for streaming music, or your favourite program in peace.

Clanoc Cottage a cosy, rustic, Highlands Retreat

Welcome to Clanoc Cottage a 5-minute stroll from the heart of Berrima Village. An ideal base for couples, friends, or families wanting to relax, explore, and enjoy the charm of historic Berrima and the Southern Highlands. The cottage features two Queen beds and a King Single with trundle—each made up with lovely linen and electric blankets for cosy comfort. Enjoy a brand-new bathroom, a well-equipped kitchen perfect for cooking and entertaining, & a spacious yard ideal for relaxing outdoors.

Stunning Highlands Manor-Accommodates 2-12 people

A Quintessential Southern Highlands property on the sunny slopes of Mt Gibraltar. A magnificent two-storey manor, exquisitely furnished, surrounded by picturesque gardens featured in several house & garden magazines over the years. Just moments from the convenience of Bowral & Mittagong town centres, popular wedding venues, wineries and amazing restaurants. Ideal venue for group family/friends get-togethers, wedding stays, golf weekends & the likes

A Cheerful 3 Bedroom, Newly Renovated Cottage

A cheerful 3 bedroom, newly renovated, and self-contained cottage awaits! Nestled in the heart of the stunning Southern Highlands, within minutes of the regions best restaurants, wineries and cafes. Take a 10 minute walk to Artemis Wines or enjoy nature and the beautiful views along the Boxvale Bush Track just a short walk from your stay. The Town Centre is under 2km away with access to local shops, Woolworths and Boutiques.

'Rosevilla' in Berrima.

Built in 1883, this gorgeous historic cottage is right in the heart of Berrima village, within easy walking distance of exceptional restaurants and cafes, quaint local shops, historic buildings, the beautiful river and Australia's oldest continually licensed inn. Bendooley Estate is only a 5-minute drive away, making the cottage an ideal choice for wedding guests. Numerous wineries and Berkelouw Book Barn are all close by.

Heritage listed cosy cottage

Grafton Street is a cosy 2 bedroom heritage listed house. Recently renovated, you will feel at home with all the essentials to make your stay special and cosy. Enjoy the relaxation of Lazyboy recliner chairs while having a real coffee. Or if feeling energetic, you can walk to town or just relax in the quiet neighbourhood and explore all the nearby walking areas. This home is pet-friendly. Check-in: 1pm Check-out: 10am

Ellery Farm

Ellery Farm is an architecturally designed luxury retreat situated on a stunning 25 acre property in the Southern Highlands. It is located an easy 90 minute drive from Sydney and Canberra in the beautiful township of Exeter, just 10 minutes from Moss Vale and 20 minutes from Bowral, with an array of restaurants, cafes, wineries, shops and just about anything else you could possibly desire close by.

Kalamunda Estate with Pool, Fire Pit & BBQ Deck

Kalamunda Estate is a spacious retreat set on 5 acres, just 3 km from Bundanoon. Perfect for large groups, it features a pool, a large outdoor BBQ deck with stunning bushland views, and a games room. The 5-bedroom house accommodates up to 11 guests, making it ideal for family gatherings or friends' get-togethers. With a vast garden, there’s plenty of room for kids to play and enjoy the outdoors.