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House holiday rentals in Southern Highlands

Find and book unique houses on Airbnb

Top-rated house rentals in Southern Highlands

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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, 183 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
A bright dining area features a round wooden table surrounded by four upholstered chairs. A patterned rug is beneath the table, which is complemented by a sideboard displaying decorative items. The open layout offers a view into the kitchen and living area.
Home in Bowral
4.85 out of 5 average rating, 101 reviews

Tala Cottage - family & pet friendly in old Bowral

This bright and airy cottage has everything you need for a restful stay. Featuring beautiful and unique wooden furniture, exposed beams and a barn sliding door, guests will particularly enjoy the enclosed garden that gets year-round sun and is perfect for outdoor dining. Bringing the kids? No problem! The house is infant and child-friendly and has a large sandpit and toys left onsite for easy entertaining. Walk into Bowral town along cherry tree walk for a coffee or wine - you can’t go wrong!

Top Guest favourite
Two wooden lounge chairs are positioned on a grassy area, providing a view of the expansive landscape. Rolling hills and a gentle river can be seen in the distance, framed by lush trees and colorful foliage under a clear blue sky.
Home in Kangaroo Valley
4.98 out of 5 average rating, 121 reviews

Romantic hideaway at HAMPDEN HOUSE

This magnificent country home provides a blessed setting for an unforgettable Kangaroo Valley experience .The comforts of modern country living with all the charm of yesteryear .Your own private POOL,sun dried linen wood fire ,treats of French bubbly and locally handmade chocolates await you .WiFi,coffee machine ,three acres of gardens and lawns,RIVER FRONTAGE .Hampden House is only a 10 min stroll or bike ride to the village and get remains a peaceful little world of its own. PID-STRA-589

Guest favourite
Home in Bowral
4.88 out of 5 average rating, 105 reviews

Magnolia Cottage - Your private Bowral getaway!

Enjoy some time away in the beautiful Southern Highlands in this single bedroom cottage tucked away in Bowral and only moments away from shops, cafes, pubs and restaurants. It's a quaint and simple cottage, comfortably furnished and styled with everything you need for a little getaway. The cottage is completely private with a full kitchen and bathroom, relaxing loungeroom and an undercover outdoor area to soak in the country air with peaceful views over beautiful established gardens.

Guest favourite
A large stone outdoor bath is set against a backdrop of rustic wooden shutters. Soothing candles are placed nearby, and a natural wooden stool adds to the serene atmosphere. Soft lighting enhances the inviting space for relaxation amid nature.
Home in Kangaroo Valley
4.88 out of 5 average rating, 346 reviews

The Treehouse Kangaroo Valley on Kangaroo River

The Treehouse offers picturesque Glamping perched over Kangaroo River in the Heart of Kangaroo Valley. It has a beautiful large stone outdoor bath to soak in set amongst the canopy of the gum trees. The Treehouse Kangaroo Valley sleeps up to 4 adults(2 couples) or really close friends & is an ADULTS ONLY retreat. We offer great value as we use Airbnb Smart Market Pricing. PETS: considered on application only. Enquire PRIOR TO BOOKING for our T and C to see if your pet qualifies.

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, 144 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
Two light-colored Adirondack chairs are positioned on a wooden deck, facing the ocean. A warm spa is visible beside them, with clear views of the expansive green lawn and distant ocean. Clear skies and gentle sunlight enhance the tranquil atmosphere.
Home in Gerroa
4.99 out of 5 average rating, 106 reviews

Soul Sanctuary - Spa Retreat

Soul Sanctuary is a gorgeous luxury getaway for couples. Enjoy a chic, open plan coastal home full of light and awe inspiring ocean views from both sides of the house. With an all seasonal spa, al fesco dining, and relaxed living spaces, it's the perfect place to unwind and leave the world behind. Enjoy complete seclusion at Soul Sanctuary, reserved for just two guests, with no other occupants or shared spaces. Strictly - 2 night minimum. Strictly - no pets.

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, 394 reviews

The Potting Shed at Bunya House Bowral

The Potting Shed at Bunya House is a 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 renowned Australian garden designer Paul Bangay The Potting Shed Polished concrete floors, weatherboard walls, a King bed that can be split into King Singles, a kitchenette with breakfast making facilities. Walk to town.

Top Guest favourite
A historic cottage is partially obscured by lush greenery, featuring a classic corrugated iron roof. A well-maintained garden surrounds the property, showcasing established trees and shrubs. The front yard includes a grassy area with a vibrant yellow flowering bush, creating a natural and inviting setting.
Home in Berrima
4.9 out of 5 average rating, 235 reviews

'Rosevilla' at 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.

Top Guest favourite
Home in Bundeena
4.94 out of 5 average rating, 160 reviews

Fire @ Ethel & Ode's

Self contained studio for two, bath, kitchen, private deck, Tesla charger ... This gorgeous seaside escape is an adults only retreat for singles or couples wanting to escape from the world. Tucked away on the E&O property, Fogo offers absolute waterfront views and privacy. Equipped with kitchen, ensuite and its own private deck - you will never want to leave! Tesla charger is available by prior arrangement.

Top Guest favourite
A modern swimming pool is seen with clear blue water, surrounded by a stone deck. Comfortable outdoor seating is positioned nearby, offering views of the lush green landscape and trees beyond, enhancing relaxation in a serene outdoor setting.
Home in Bundanoon
4.91 out of 5 average rating, 148 reviews

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.

Top Guest favourite
A serene bedroom setting features a spacious bed layered with white linens and decorative pillows in soft tones. A textured pink throw drapes casually over the bed. Above, a black-and-white photograph depicting a tree-lined path adds a contemplative touch.
Home in Bowral
4.99 out of 5 average rating, 112 reviews

Hall House – A place for private luxury relaxation

Our boutique home is a gorgeous secluded recently fully renovated ultra-luxury three bedroom cottage with Italian Tiles and Plush Carpet which are both underfloor heated together with Dimmable Downlights throughout, ideal for anyone wanting to escape to the country for luxury relaxation with private indoor and outdoor dining, gardens and a new six seater 81 jet luxury heated Hydrotherapy spa.

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