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House holiday rentals in Southern Highlands

Find and book unique houses on Airbnb

Top-rated house rentals in Southern Highlands

Guests agree: These houses are highly rated for location, cleanliness and more.

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Guest favourite
A light-filled living space is framed by an archway, featuring soft white sofas adorned with decorative pillows. A wooden side table and a dark wooden dresser provide contrasting warmth, while a window allows natural light and greenery to brighten the room.
Home in Jamberoo
4.96 out of 5 average rating, 206 reviews

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!

Guest favourite
The charming heritage cottage features natural stone walls and a classic roof design. A spacious front porch offers seating with views of the landscaped gardens. Surrounding greenery and mountains provide a serene backdrop, enhancing the outdoors with vibrant flowers and foliage.
Home in Stream Hill
4.98 out of 5 average rating, 175 reviews

Romantic 1890s Abode - Special Event Accommodation

Take a step back in time in the beautifully appointed, Stane Dyke Homestead. The venue has been tastefully decorated, paying homage to the period it was built & having all the mod cons to make your stay cozy and relaxing. The venue makes an ideal abode for wedding accommodation, that special event, or just to escape reality for a time and get lost in those old world vibes. The evergreen gardens are great for a stroll, photography or even some yard games that are on hand. Or simply just be!

Guest favourite
The cottage exterior features a dark blue facade with white French doors opening onto a wooden deck. Two Adirondack chairs are positioned outside, surrounded by neatly arranged shrubs and gravel landscaping with decorative stones.
Home in Moss Vale
4.92 out of 5 average rating, 113 reviews

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.

Top Guest favourite
Home in Mittagong
5 out of 5 average rating, 104 reviews

Views, 4/5 queen bedrooms and a boutique vibe

Welcome to BBH - with multiple living spaces, fully equipped kitchen with coffee machine, pool table, ducted heating & fans, north facing and made for relaxing. Lush gardens and private setting, hot tub & firepit. **Please note: For 4 bedrooms/ main house, select up to 8 guests. To book the separate Shack/5th bed, select 9 guests, price will automatically update. Rates includes cleaning and linen. If not booked, Shack remains empty - property is all yours. Licence number PID-STRA-8519

Guest favourite
Home in Bowral
4.99 out of 5 average rating, 146 reviews

The Cottage: luxury & Heritage in Bowral's heart

Immerse yourself in the quintessential Bowral lifestyle. 'THE COTTAGE' combines historic elegance & charm with custom curated equine themed luxury decor brands, positioned perfectly for those attending weddings, exploring 'Tulip Time' or seeking a sophisticated village haven. This spacious & cosy 3 bedroom home accommodates 6 guests in the exclusive high-end 'old Bowral', featuring a ready-to-light fireplace, a large entertaining deck & a quiet, tranquil tree-lined central location to the CBD

Guest favourite
A well-lit bedroom features a spacious bed adorned with neutral bedding, complemented by green plants. Large windows provide scenic views of the surrounding nature, allowing natural light to fill the room. A loft space is accessible via a ladder, offering additional sleeping arrangements.
Home in Mount Kembla
4.98 out of 5 average rating, 362 reviews

'The Bower' Stylish garden bungalow Mount Kembla

'The Bower' is located in lush gardens in the historic village of Mt Kembla. This stylish bungalow is the perfect relaxing retreat or home base to explore the Illawarra and South Coast. Walk to the Historic Mount Kembla Hotel for dinner and a drink or explore the many bush walks located in and around the area. Wake up amongst the trees and end your evenings relaxing on the large deck or around the fire pit. Only fifteen minutes away from Wollongong CBD or beautiful beaches of the area.

Top Guest favourite
The exterior of a charming cottage features a covered porch with a comfortable bench and a rocking chair. Lush greenery and white flowering plants frame the entrance. A few steps lead up to the inviting front door, enhancing the welcoming appearance of the home.
Home in Kangaroo Valley
4.99 out of 5 average rating, 166 reviews

Rosewood Cottage - on a working regenerative farm

Renovated 2 bedroom 1930s Cottage, perched on the gentle slopes of a lush 120 acre working regenerative farm, where happy sheep and cows graze on chemical-free pasture. Relaxing, family-friendly, off-grid, with breathtaking views of the beautiful Kangaroo Valley escarpment. Only 4kms from the charming Kangaroo Valley Village and 20min from historic Berry and its nearby beaches. Rosewood Cottage will offer you a comfortable and cosy stay with everything you need for a short getaway.

Top Guest favourite
A charming guest accommodation is visible, featuring weatherboard walls and a pitched roof. Large glass doors provide access to the interior, framed by neatly trimmed hedges and a small garden area. Surrounding greenery contributes to a sense of tranquility.
Home in Bowral
4.89 out of 5 average rating, 419 reviews

The Potting Shed at Bunya House Bowral

The Potting Shed at Bunya House is a gorgeous purpose built guest accommodation with every amenity covered to make your stay in Bowral an enjoyable one. Positioned overlooking a beautiful vegetable garden designed by the renowned Australian garden designer Paul Bangay, The Potting Shed with it's polished concrete floors, weatherboard walls, king bed and kitchenette with breakfast making facilities is the perfect spot for a mini vacay. Parking on site, and an easy walk to town.

Guest favourite
An architectural structure is framed by tall trees, featuring a distinctive glass wall that provides a view of the surrounding landscape. A large natural rock sits prominently in the gravel driveway, complementing the modern design of the house.
Home in Kangaroo Valley
4.98 out of 5 average rating, 105 reviews

The Lair - luxury retreat with stunning views

The Lair, Kangaroo Valley is situated on 14 acres of pristine bushland. Nestled high it enjoys 180 degrees views into the Valley below. Architecturally designed, by Alexander Michael, with a Scandi aesthetic. Featuring 6 metre high ceilings, polished concrete floors and birch ply walls, along with extensive use of glass that adds a wonderful sense of space and warmth, allowing the light to stream in from sunrise to sunset. It offers the perfect getaway Winter or Summer.

Top Guest favourite
A two-storey manor is set against a backdrop of tall green trees, with a well-kept garden adorned with a variety of plants. The driveway leads to a detached garage, showcasing a harmonious blend of natural and architectural elements within the outdoor space.
Home in Mittagong
4.95 out of 5 average rating, 100 reviews

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

Superhost
A welcoming outdoor area is presented with a covered porch featuring comfortable seating and a small table. Neatly trimmed hedges line the space, framed by planters. The lawn extends beyond the porch, creating an inviting outdoor environment.
Home in Welby
4.9 out of 5 average rating, 308 reviews

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.

Top Guest favourite
The property is showcased from an aerial perspective, revealing a modern black architectural design amid lush green fields. A spacious outdoor area surrounds the building, and the flat roof complements the contemporary style, while the serene rural landscape offers vast open space.
Home in Exeter
4.99 out of 5 average rating, 145 reviews

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.

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