The Most Beautiful Accommodation in the Southern Highlands

Thanks to its rugged landscape, cascading waterfalls, cool-climate vineyards and grand estate homes, it’s really no wonder why Sydneysiders escape to the Southern Highlands whenever they can. Just 90 minutes from the city, the cluster of charming country towns is just waiting to be explored – so rather than settling for a day trip, linger a little longer and stay overnight.

Sitchu rounds up the most beautiful accommodation in the Southern Highlands.

The Rift Estate

Dotted with manors and English country gardens, Bowral is as picturesque as it gets, and The Rift Estate is one of its shining stars. Built in 1890, the mansion sits on 2.7 hectares of gardens, and its stables have been converted into a six-bedroom home, The Coach House. The property features claw foot baths, fireplaces and underfloor heating, and can accommodate up to 13 people.

8 Carlisle Street, Bowral

Milton Park Country House Hotel and Spa

The Southern Highlands has long been a retreat for Sydney’s elite. To join them, book a room at the five-star Milton Park Country House Hotel and Spa. If we had to use one word to describe it, it’d be ‘grand.’ Set on 120 hectares of hilltop woodlands, it has tree-lined walkways, four-poster beds, marble bathrooms, a Wellness Spa, and more antiques than you can count.

200 Horderns Road, Bowral

Peppers Manor House

The Highlands is steeped in history, and Peppers Manor house is at its heart. The 140-year-old hotel has had a multi-million dollar makeover, but its formal gardens and Great Hall – complete with soaring ceilings, couches and a roaring log fire – hint at its past. It has all the mod cons for a comfortable stay, plus an 18-hole championship golf course, and the chef-hatted Katers Restaurant.

Kater Road, Sutton Forest

Baynton Cottage

Another gem in the Contemporary Hotels portfolio, Baynton Cottage is a designer retreat perched high above Mt Gibraltar. With lush lawns, two king bedrooms, a wood-burning fireplace, pool, and herb garden, it’s the perfect place for couples to cosy up for the weekend, or use as a base to wine and dine your way around the Highlands.

Oxley Drive, Bowral (exact location given upon booking)

Berkelouw Book Barn Cottage

Bookworms – this cottage has the makings for a memorable weekend escape. Bendooley Estate is home to a vineyard, cellar door, and a restaurant that’s lined with new, second-hand and rare books. It’s beyond charming, and if you don’t want to leave, you really don’t have to. Across the manicured grounds, the two-bedroom Book Barn Cottage is decorated with plush, French provincial furnishings.

Bendooley Estate, 3020 Old Hume Highway, Berrima

Biota

For the ultimate gourmet getaway, enjoy a long lunch at Biota Dining, and then sleep off your food coma upstairs. Led by Head Chef James Viles, the fine dining restaurant is famous for its farm-to-table philosophy: each dish showcases locally-sourced ingredients, and is paired with small bath wines. There are 12 minimalistic rooms, and breakfast is included in your stay.

18 Kangaloon Road, Bowral


Siedler House

This striking sandstone, concrete and glass home is a Harry Siedler masterpiece. The late architect was known for his jaw-dropping designs, and this house lives up to his reputation. Located between Mittagong and Bowral, Siedler House is built into the natural rock formation, and its floor-to-ceiling glass walls offer panoramic views of the bush and Wingecarribee River. It has four bedrooms, BBQ facilities, a balcony and swimming pool.

Richards Lane, between Mittagong and Bowral (exact address shared upon booking).

Lake David

Gather your nearest and dearest and rent Lake David, a gorgeous, resort-style home in Kangaroo Valley. Perched on the edge of Lake Yarrunga, the architectural masterpiece is kitted out with a chef’s kitchen, games room, tennis court, indoor and outdoor entertaining areas, and a private swimming pool with a Jacuzzi. It sleeps up to 18 people.

Jacks Corner Road, Kangaroo Valley

Gibraltar Hotel

Nestled in the rolling hills of Mt Gibraltar, this elegant hotel is a popular spot for weddings. Along with 76 luxe yet understated rooms, the property has an 18-hole golf course, an indoor heated pool, a gym and a day spa with a slew of treatment rooms plus a ‘Serenity Room’. It also backs onto the Gibbergunyah Reserve, a bushwalking haven.

Corner Boronia Street and Centennial Road, Bowral

Peppers Craigieburn Bowral

This heritage resort is set on 36 hectares of beautifully manicured estate gardens that comes complete with a 9-hole golf course. Exuding the allure of times passed, Craigieburn retains the elegance of the original building but with modern décor. Guestrooms lookout over the garden and you can mingle in the guest lounges in front of open fires. #bliss

Centennial Road, Bowral

Old Bank Hotel

Once a bank dating back to the 1880s, this building was turned into a luxurious boutique hotel a few years ago. There are five rooms featuring rich fabrics, high ceilings, hand-carved wood panelling, and polished floorboards, and two self-contained cottages out back. Downstairs, there’s a lounge and library, and the star attraction: a restaurant and wine cellar in the former bank vault.

83 Main Street, Mittagong

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