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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, 191 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 spacious outdoor deck is showcased, featuring a small table with two chairs set for a meal. An expansive view of the Kangaroo Valley escarpment is visible in the background, with the warm hues of sunset casting a serene glow across the landscape.
Home in Kangaroo Valley
4.98 out of 5 average rating, 216 reviews

The Tailor's Terrace, Kangaroo Valley

KANGAROO VALLEY VILLAGE - AMAZING VIEWS - PRIVATE AND SPACIOUS HOME The Tailor’s Terrace has been designed to feel like a home away from home. Much care and attention to detail has been poured into the design and functionality of the property so you can enjoy an effortless stay. It’s located in an elevated position, set back from the road to take in beautiful views of Kangaroo Valley. The modern architecturally designed home is located in the heart of the Kangaroo Valley village.

Guest favourite
Home in Kangaroo Valley
4.88 out of 5 average rating, 349 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, 149 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, 113 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
The cottage exterior features a spacious outdoor area with multiple seating arrangements, including a round table with chairs. Lush gardens with vibrant flowers and greenery surround the patio, completing the serene rural landscape with tall trees in the background.
Home in Kangaroo Valley
4.99 out of 5 average rating, 207 reviews

Unique, eco-friendly, rural house

Grey Gums is a recent owner built, eco friendly, secluded, unique cottage offering great value accommodation. Surrounded by tall gums in a rural setting, The light, airy house is all yours to enjoy on 12 acres with the kangaroos, wombats and the birds. It is excellent for families with kids or groups of adults. We now have air conditioning! We have just been hooked up to KV Broadband network with speeds over 40 Mbps suitable for video conferencing.

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, 400 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, 239 reviews

'Rosevilla' in 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
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, 152 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.

Guest favourite
A sweeping view of the Pacific Ocean is captured, highlighting rolling waves and a rugged coastline. The shoreline is bordered by green hills, with sparse residential structures visible in the distance. The tranquil scene reflects a serene natural environment.
Home in Coalcliff
4.93 out of 5 average rating, 284 reviews

ON THE EDGE

THE PLACE TO STAY FOR THAT PRIVATE GETAWAY OVERLOOKING THE PACIFIC OCEAN AND SEACLIFF BRIDGE , ON THE EDGE ,OFFERS A UNIQUE STAY WITH BREATHTAKING VIEWS ,COSY COTTAGE WITH WOOD BURNING FIRE AND A NEW BATHROOM AND HOT AND COLD OUTDOOR SHOWER OVERLOOKING THE OCEAN AND A "IM AWAY FROM THE WORLD " FEEL" OUR ACCOMMODATION IS A NO PARTY VENUE NO OUTSIDE FIRES ARE ALLOWED ON THE PROPERTY

Top guest favourite
The modern farmhouse exterior features large glass windows that reflect the surrounding hills. Comfortable lounge chairs are arranged on a gravel patio, surrounded by lush greenery and ornamental plants, creating a tranquil outdoor space.
Home in Barrengarry
5 out of 5 average rating, 127 reviews

Modern farm house overlooking Kangaroo Valley

Sassafras country retreat. Only 2 hours drive from Sydney and 10 minutes to the quaint country village of Kangaroo Valley. Sassafras is a 5 bedroom contemporary farm house design by award winning architects on a stunning 98 acre private country estate. Situated in an exceptional location at the foothills of the Barrengarry escarpment with mind blowing views over Kangaroo Valley.

Guest favourite
A comfortable living room features a soothing color palette, highlighted by a mix of textures. Multiple seating options include a light green sofa and a leather accent chair. Natural light filters through plantation shutters, and a coffee table sits atop a textured area rug, lending a cozy feel.
Home in Bowral
4.91 out of 5 average rating, 122 reviews

*A skip, hop and jump to Bowral town!*

Smack bam in the heart of Bowral is this beautifully renovated 5 bedroom country cottage. You will love the convenience and ease of having Bowral's popular restaurants, cafes & shopping hub being just footsteps away. This is a walk everywhere location right in Bowral Downtown. Our home is set up as a service-styled stay with the essential amenities you require.

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