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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, 184 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!

Top Guest favourite
The cottage features a welcoming exterior with a blue roof and brick facade. A well-kept garden surrounds the entrance, showcasing flowering shrubs and neatly trimmed hedges. A porch area includes a wooden bench, while a paved path leads to two outdoor seating arrangements.
Home in Moss Vale
4.9 out of 5 average rating, 331 reviews

Nana’s House. Peaceful setting and a warm welcome!

Nana’s House is a fully self contained, cosy, spacious, 2 bedroom cottage. It shares a wall with host’s home but is completely separate and private. However due to proximity it is NOT suitable for parties or noisy gatherings. Partially air conditioned. 2 separate entrances, full kitchen, 1 and 1/2 bathrooms, 2 lounge areas including rumpus room (with books and games) in which to relax. Situated on 5 acres, on a hill overlooking the valley. Strictly NO smoking and NO pets permitted on property.

Top Guest favourite
An outdoor round bath is shown, featuring a sleek black exterior and white interior. A hand shower is positioned nearby, with light dappling through surrounding foliage casting shadows on the white paneling above.
Home in Culburra Beach
4.95 out of 5 average rating, 370 reviews

@BurraBeachHouse Culburra Beach near Jervis Bay

Come Relax! Renovated beach cottage with Culburra Surf Beach at the end of the street & short drive to the white sands of Jervis Bay! Proximity to many beautiful south coast event venues. King, Queen, Triple rooms, air conditioning, full kitchen, purified water, dishwasher, washer, dryer, 55’ smart TV, unlimited NBN/WiFi/Netflix. Sofa & table seating for 8. BBQ & firepit with extensive private undercover entertaining areas. Outdoor freshwater still bath hot tub/shower. Child and pet safe yard.

Top Guest favourite
A bright bedroom features a spacious bed dressed in crisp white linens, complemented by soft grey and cream accents. A bedside lamp provides gentle illumination, while two framed art pieces enhance the decor. A small side table and a cozy couch offer additional seating.
Home in Kiama
4.95 out of 5 average rating, 383 reviews

Cumberland Cottage One or Two Bedroom Option

A light filled historic cottage in the beautiful coastal town of Kiama, close to beaches and cafes. 5 minute walk to Kendalls Beach, 10 minute walk to Surf Beach & Kiama shops & markets. Walk along the spectacular Kiama Coastal Walk to the Blow Hole. Kiama Farmers Markets at Surf Beach every Wednesday afternoon. Short drive to Jamberoo Action Park & Saddleback Mountain lookout. 10 minute drive to Crooked River Winery at Gerringong. 15 minute drive to the delightful shops & cafes in Berry.

Guest favourite
Home in Bowral
4.87 out of 5 average rating, 107 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, 347 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, 146 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 panoramic view captures the expansive green hills and water features of the Kangaroo Valley Golf and Country Resort. Lush trees frame the scene, with distant mountains visible under a clear sky. The morning light enhances the serene landscape, evoking a sense of tranquility.
Home in Kangaroo Valley
4.93 out of 5 average rating, 310 reviews

SkyView Villa - WOW Views & Comfort

Set on 150 acres of manicured rolling green hills, SkyView enjoys arguably the best views in a country resort with sweeping views over lakes, glades and the lush green golf course. Ideal for families and couples alike, beautifully appointed and comfortable. Skyview Villa has the Aspire range of mattresses from Sealy Posturepedic, thus ensuring guests the best possible night's sleep. Skyview villa offers free WiFi, plus Netflix via three large screen smart TV's.

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, 161 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.

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