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Best Luxury Accommodation in the Southern Highlands
Linger a little longer in this cluster of country towns by booking a night at one of these luxury Southern Highlands accommodations.
The Southern Highlands is a haven of luxury accommodation, from hilltop retreat Ardour Milton Park Bowral to dream group accommodation The Rift Estate. For a valley escape, there’s The CASA in Kangaroo Valley, whilst Osborn House in Bundanoon has honeymooners covered. Soak up our editors’ full list of the best luxury accommodation in the Southern Highlands below…
Best Southern Highlands Luxury Accommodation for Couples
Osborn House
Osborn House is an impeccably designed five-star boutique hotel surrounded by rolling hills and manicured grounds. The 130-year-old property has been lavishly restored, but its century-old gardens and well-appointed lodgings — complete with vintage furnishing and bespoke design elements — hint at its past.
Along with 22 character-filled rooms, the estate has a day spa with a slew of luxe treatments and services as well as superb dining at Fire Kitchen.
Location: Bundanoon
Price Guide: From $520 per night
Best For: Honeymoon, Couples, Luxury, Wellness
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Moss Manor
Nestled in the picturesque Southern Highlands, Moss Manor is the epitome of historic charm and contemporary luxury. The moment you step through the doors of this boutique hotel, set within a beautifully restored Georgian manor, you are greeted with an afternoon tea that features freshly baked cake and a choice of tea or coffee—a perfect welcome that sets the stage for a stay marked by indulgence and comfort. The interior of Moss Manor invites relaxation, from the cosy warmth of its inviting fireplaces to the plush lounge areas, where the air is infused with calming incense.
Location: Moss Vale
Price Guide: From $700 per night
Best For: Couples, Girls’ trip, Weekend escape, Luxury, Honeymoon
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Best Southern Highlands Accommodation for Groups
The CASA
The CASA is a luxury home nestled in the picturesque Kangaroo Valley that beautifully blends history and modern design. Originally an art gallery showcasing renowned Australian artists, it has been reimagined into a peaceful country getaway with an eco-style farmhouse and sprawling estate.
Grand cedar beams, white-washed mudbrick walls, and landscaped gardens enhance the home’s natural beauty. Warm and earthy interiors blend seamlessly with natural materials, creating a relaxed and inviting atmosphere. The home sleeps up to 20 guests, making it ideal for large families or group gatherings. A pool and cabana, tennis court and fire pit ideal for toasting marshmallows make it the perfect house to stop and stay a while.
Location: Kangaroo Valley
Price Guide: From $2800 per night
Best For: Families, Girls’ trip, Luxury
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.
Location: Bowral
Price Guide: From $990 per night
Best For: Families, Girls’ trip, Weekend escape
Need To Know: There is a 2-night minimum stay at The Rift Estate.
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Best Luxury Southern Highlands Stays for a Weekend Escape
Ardour Milton Park Bowral
If we had to use one word to describe this rolling estate, it’d be ‘grand.’ Set on 120 hectares of hilltop woodlands, the property features tree-lined walkways, oversized beds and more antiques than you can count.
Ardour Milton Park Bowral is packed with refined guest rooms and communal spaces that blend heritage grandeur with modern luxury, all just 90 minutes from Sydney.
At the heart of this luxury stay is a polished dining experience led by executive chef Mark Holland, where seasonal produce, thoughtful technique and a distinctly European sensibility take centre stage. Expect generous shared plates, elegant small bites and standout centrepieces designed to turn long lunches and celebratory dinners into all-day affairs. Add in classic cocktails, a revived high tea offering and charcuterie room, and your weekend is sorted.
Location: Bowral
Price Guide: From $600 per night
Best For: Couples, Girls’ trip, Weekend escape
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Bendooley Estate Cottage
Bookworms — Bendooley has the makings for your most memorable weekend escape yet. Home to a vineyard, cellar door, and a book barn/restaurant that’s lined with new, second-hand and rare books, it’s beyond charming. Across the manicured grounds, is some of the most beautiful Southern Highland accommodation — a studio, two- and three-bedroom cottages, decorated with plush, French provincial furnishings.
Location: Berrima
Price Guide: From $400 per night
Best For: Families, Wine lovers, Weekend escape, Dog-friendly
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FAQs About the Best Luxury Accommodation in the Southern Highlands
The Southern Highlands offers a range of standout luxury stays to suit different travellers. Ardour Milton Park Bowral is a grand hilltop estate ideal for weekend escapes, while The CASA in Kangaroo Valley suits large groups of up to 20 guests. Couples and honeymooners are well catered for at Osborn House in Bundanoon and Moss Manor in Moss Vale. For wine lovers, Bendooley Estate Cottage in Berrima delivers charm in spades, and The Rift Estate in Bowral is a heritage favourite. Each blends historic character with modern comfort.
Prices vary depending on the property and group size. Osborn House in Bundanoon starts from $520 per night, making it one of the more accessible five-star options, while Ardour Milton Park Bowral begins at $600 per night. Moss Manor starts from $700 per night, and The Rift Estate from $990. For larger groups, The CASA in Kangaroo Valley starts at $2,800 per night but sleeps up to 20 guests. Bendooley Estate Cottage in Berrima is the most budget-friendly, from $400 per night.
Several Southern Highlands properties are designed with groups and families in mind. The CASA in Kangaroo Valley is the largest, sleeping up to 20 guests, with a pool, cabana, tennis court and fire pit. The Rift Estate in Bowral accommodates up to 13 people across its converted six-bedroom Coach House, though note there’s a two-night minimum stay. Bendooley Estate Cottage in Berrima offers studio, two- and three-bedroom cottages, ideal for families who love wine and books. Each provides ample space for gathering together.
A few properties stand out for their food and wellness offerings. Ardour Milton Park Bowral features dining led by executive chef Mark Holland, with generous shared plates, classic cocktails, high tea and a charcuterie room. Osborn House in Bundanoon pairs a day spa with luxe treatments and dining at Fire Kitchen. Moss Manor greets guests with afternoon tea, freshly baked cake and calming interiors. Bendooley Estate in Berrima is home to a vineyard, cellar door and a book barn restaurant, perfect for lingering over a leisurely meal.
Yes — Bendooley Estate in Berrima warmly welcomes well-behaved dogs. Outdoor seating for dog owners is available at both the Book Barn Restaurant and the Cellar Door, so your pup can join you for a meal or a wine. For overnight stays, two dog-friendly cottages are on offer: Book Barn Cottage and Pegasus Cottage. Simply mention you’re bringing your dog when booking, or call ahead, and the team will make the arrangements. From $400 per night, it’s a charming, budget-friendly choice for wine lovers and weekend escapees travelling with their four-legged friend.
Found your luxury accommodation in the Southern Highlands and need to work on an itinerary? Check out our edit of the best restaurants in the Southern Highlands. Once you’re done there, take a peek at our ultimate Sydney travel guide.
