House holiday rentals in Southern Highlands

4.97 out of 5 average rating, 167 reviews

Home in Jamberoo

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!

4.98 out of 5 average rating, 126 reviews

Home in Kembla Grange

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!

4.91 out of 5 average rating, 312 reviews

Home in Bowral

Relax at Lil’s place - entire home, walk to town!

Lil’s Place is a beautiful three bedroom home within walking distance, along the bike track, to the quaint town of Bowral. You can easily enjoy the township and all it has to offer or relax at home with a private back yard and undercover decking as well as comfortable living and dining spaces and comfortably appointed bedrooms. The beautiful country style kitchen is fully equipped and a delight to cook in. Also important, Lil’s Place has amazing heating for Bowral’s famous cold weather!

4.98 out of 5 average rating, 116 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

4.98 out of 5 average rating, 327 reviews

Home in Mount Kembla

'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.

4.98 out of 5 average rating, 201 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.

4.87 out of 5 average rating, 339 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.

4.99 out of 5 average rating, 133 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.

4.9 out of 5 average rating, 321 reviews

Home in Moss Vale

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

Nana’s House is a fully self contained, cosy but spacious, 2 bedroom cottage. It shares a wall with the host’s home but is completely separate and private. Partially air conditioned. Has 2 separate entrances, full kitchen, 1 and 1/2 bathrooms, small lounge with TV, plus larger rumpus room (with books and games) in which to relax. Situated on 5 acres, on a hill overlooking the valley, this home is not suitable for parties or noisy gatherings. Strictly no smoking. No pets permitted.

4.92 out of 5 average rating, 168 reviews

Home in Bundanoon

"Like a luxury tree house" - walk to village/Park

Leafy location just one kilometer from the heart of the village and just under two to the main entrance to Morton National Park. The property has been ftted out with quality furniture and a well equipped kitchen together with Sleeping Duck mattresses and fine bed linen. Ducted hot & cool air and a wood stove will keep you cool in summer and cosy in winter. There is also a good sized deck off the living area and large pet friendly garden with patio and fire pit.

4.89 out of 5 average rating, 304 reviews

Home in Burradoo

Arafel Park - Luxury Bowral Estate

Arafel Park is a stunningly renovated original Southern Highlands 1930's estate. Proudly sitting on 2 acres of cold climate gardens, the property features a main residence and a separate servants cottage. The main house has 4 bedrooms (2 of them are adjoining) that holds 1 King bed and 3 queens. The cottage has 2 bedrooms with one King and one Queen bed. The lounge room of cottage has a daybed and a trundle or porta-cot that can be setup on request.