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La Casetta - New Designer Guest House Mittagong

La Casetta, is a newly renovated self contained guest house in the sought-after Southern Highlands. Overlooking 50 acres of green hills, paddocks, picture perfect dams and views stretching to the south coast, this charming property is conveniently located just a 5 min drive to the main streets of Mittagong, Bowral and key wedding venues. The Italian inspired property has been renovated with contemporary furnishings, a brand new kitchen and 2 bathrooms. A large deck overlooking the stunning view

Private 15-Acre Family Farm Stay Near Bowral

Nestings – 15-Acre Private Farm Stay Charming countryside farmhouse in Alpine, 1 hour from Sydney, 15 minutes to Bowral. Perfect for large families, wedding guests and multi-generational stays, Nestings offers rolling paddocks, privacy, farm animals and space to unwind, all close to the Highlands’ best wineries, golf courses and venues. Across the road from Villa Navarra, it’s ideal for wedding weekends, with room for grandparents, cousins and kids to stay together, yet spread out comfortably.

2-Bedroom apartment located in the heart of Bowral

Located in the heart of Bowral, this charming 2-bedroom home is perfectly positioned within walking distance to the town centre, local cafes and shopping as well as renowned Bradman Oval. Offering a timeless contemporary feel, the space features a relaxing living area with accompanying fireplace, modern kitchen, sun soaked deck, 2 bathrooms and spacious dining area. The home is surrounded by a beautiful, mature and private garden and is a short distance walk to the town's Cherry Tree walk.

29 on Shepherd

29 On Shepherd is a small original 1940’s , cosy cottage within easy walking distance to the centre of Bowral. The owner lives in the back 2 storey extension connected by a solid door with total privacy for both and is often away. Noise is not an issue! The two guest bedrooms have one king and 2 king single very comfortable beds, reverse cycle air conditioning, overhead fans, and wardrobe space. A full bathroom with bath, shower and toilet + powder room. Kitchenette, eating area and lounge.

The Banksias - Stylish & Cosy Highlands Retreat

Cosy up in this contemporary yet homely self-contained, split-level guesthouse, styled with a sleek Australiana feel. A former artist's studio, the space features soaring ceilings and an abundance of natural light. Best of all is the location - The Banksias is a mere 5 minute walk to Mittagong town centre, where fabulous cafes and restaurants await. Also within an easy stroll are Mount Gibraltar and Lake Alexandra with their stunning bushwalking tracks, and only a 5 minute drive into Bowral.

Laurel Cottage, Southern Highlands

Experience this private stylish new two bedroom cottage nestled in a spacious park like setting. King and Queen beds, chef's kitchen, and comfy lounges. Relax by the fire with expansive views across rolling pasture to Gibbergunyah Nature Reserve. Located a short drive from Bowral, Berrima, Moss Vale and all the restaurants, shops, wineries with bush walks and bike tracks nearby. Your neighbours will be the local mob of kangaroos or newborn calves in the paddock adjacent to Laurel Cottage.

Luxury Bush Escape - The Gums at Elouera Vale

Escape to The Gums at Elouera Vale Farm, a secluded bush retreat nestled among magnificent white gum trees in the Southern Highlands. Set on the 140-acre Elouera Vale property, enjoy birdsong, fresh country air and watching the native wildlife. You will also see our camels, belted galloway cows, and donkeys grazing in the nearby paddocks. Just 15 minutes from Bowral, Mittagong and Berrima, it's the perfect place to slow down, reconnect and explore the beauty of the Highlands. @eloueravale

"The Burrow", Mittagong, Southern Highlands, NSW

“The Burrow” is a self-contained cottage on a 100 acre wildlife sanctuary just 5km from the centre of Mittagong. Once you arrive, it's just you and a few hundred kangaroos and a wombat or two. We invite you to take in nature at your own pace in this peaceful & private setting. “The Burrow” is a hand-built, mud-brick cottage set on the Southern Highlands of NSW. It's quirky yet very comfortable. With nature & wildlife all around we want you to feel like you're 1000 miles from anywhere.

Contemporary Rural Luxury in Lush Garden

Nestled on the edge of beautiful Bowral, this contemporary two-bedroom space is your idyllic escape. Enjoy modern amenities, including an EV charger, in our stylish and sunny self-contained Guest Wing. Your backyard? Step out onto stunning walking trails in Mansfield Reserve and immerse yourself in nature's serenity. And you're just a 10-minute drive from Bowral's vibrant cafes and shops. This property offers the perfect blend of rural tranquillity and urban convenience.

Silver Birch Studio

Silver Birch Studio is perfect for an overnight or weekend stay in the Southern Highlands for up to 2 adults. This self contained studio has an en-suite, small kitchenette and a deck overlooking the garden. The peaceful location is less than three minutes drive to Mittagong town, which offers a number of great restaurants and cafes. Mittagong is also close to Bowral, Moss Vale and historic Berrima which all offer a variety of markets, art galleries and local wineries.

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

Chagall's Shed

A rustic hideaway at the bottom of our half-acre garden under gum trees filled with native birds. There's a small private garden at the rear, a sprawling vege patch and the fire pit in front. The 5x8 metre building has a small ensuite and bar fridge. There's no TV but the WIFI is fast and a projector with HDMI connection is discretely placed to project streamed cinema onto the wall. We are just 2km from the town's best cafes and Mittagong Station.