Waterfront holiday rentals in Southern Highlands

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

Coledale Oceanview Gem

Host of the Year Finalist 2025! Your peaceful coastal escape in beautiful Coledale located steps from the beach and local cafes. A spacious 65sqm apartment is thoughtfully designed & styled with a beautiful coastal theme & a relaxed style for modern comfort with the northeast aspect filling the space with natural light. Ocean views at the front and a lush garden at the back, it’s the perfect place to unwind and relax. An ideal getaway for beach lovers with local cafés a short stroll away.

Uninterrupted ocean view, private & quiet. Relax.

One of the only listings to have a pool in Kiama Downs. Pet-friendly, large space for 2 people with a kitchenette, fridge, combined dining, and living area with a bedroom with a queen bed. Inclusions on your stay are a coffee maker with coffee pods and teas, kettle, washing machine, microwave, cooktop, flat-screen TV, wi-fi, and Netflix. The pool is yours to use (not shared) with direct access to Jones Beach. No more than 2 medium sized dogs please. Please note unit is lower floor of house.

Kangaroo Valley Riverfront Garden Loft.

Quiet, separate and spacious tree tops loft accommodating one couple surrounded by gardens and the beautiful Kangaroo River. Short walk to village cafes and shops and centrally located for wedding guests and enjoying the bike trail access right at our front gate. Surrounded by magnificent valley escarpment and farms. Canoe and bike hire in walking distance. Our loft has a queen size bed, lounge, deck and dining areas upstairs and bathroom and entrance downstairs at ground level.

Banksia -Designer Tiny Home w/ Stunning Dam Views

Banksia is set on a working chicken farm in the heart of Kangaroo Valley, NSW. The tiny home is architecturally designed featuring an outdoor bath that makes you feel like you are floating out to the dam. The home is full of natural light, is sustainably built and is the perfect escape from city life. We highly recommend sipping on some wine in the evening, overlooking the dam and watching the sunset with the beautiful mountain scenery, all complete in this gorgeous escape.

Peaceful Cabin | Near Jervis Bay w/fireplace

Unwind and relax at Orana Home | Welcome Home This peaceful cabin has everything you need for the idyllic south coast getaway. Enjoy the tranquility that comes with waking up to birdsong, taking in the natives through the skylights, enjoying a swim at world famous beaches and cozying up in front of the fireplace … Orana home is a place for you to relax and reset. A mini-retreat especially designed for quality time with those who mean the most, the perfect romantic getaway.

Summercloud Guest House, Vincentia

Relax in this brand new beautiful, sunny north facing guest house with luxurious amenities. Enjoy complete privacy on the deck overlooking landscaped gardens. Summercloud is a short 2 minute level stroll to Collingwood Beach, and a 5 minute drive to the cafes and shops of Huskisson. The glorious glittering white sands of Hyams Beach and Booderee National Park a 10 – 15 minute drive. Perfect for a romantic couples getaway and everything you need for a long term stay.

The Rapids - Luxury Off Grid Tiny House

Our luxury Designer Eco Tiny Homes tiny house is located just metres from the banks of the Wingecarribee River in the beautiful Southern Highlands. Escape to rural seclusion where you can while away the hours taking in the picturesque view, explore the river (you may even see a platypus!), watch the abundant wildlife, all from the comfort of your luxuriously appointed tiny home. Drift off to sleep to the sound of the running river - it doesn't get much better!

Hideout 3.0 - Luxury Tiny Home

NOTE- Please check our profile for more available tiny homes on the property. Hideout 3.0 is an exclusive luxury tiny home in an idyllic farm setting. This tiny home is set on a beautiful dam of a working horse farm, situated on over 150 acres. Guests are able to interact as much or as little as they like with the surroundings. Hideout is located 5 minutes from Moss Vale township and is also a short drive to many of the other Southern Highland townships.

Wake up to the ocean at LegaSea

LegaSea is a self contained Guest House overlooking the historic Shellharbour boat harbour and coastline. Guests will feel as though they are levitating directly over the glistening waters of the calm harbour and can observe the activity of the nearby village from a comfortable, luxurious space. Village cafes and amenities are a short stroll away, and the beach or famous cowries surf break is at your doorstep. Find us on Instagram @Legasea_shellharbour

Warrain Cottage

A charming little 1971 yellow brick beach front cottage, with private access to Warrain beach from the back, or access to the life saving club from the front (2 houses down the road). And when you're not swimming in the beach, enjoy the large rear balcony overlooking Warrain Beach, where you will be relaxed by the sites and sounds of ocean whilst having a BBQ. It's perfect for a family, couple, or small group of friends. Air conditioning included.

Elysium Cottage - Cosy Retreat with Water Views

Elysium Cottage is situated on a 60 acre cattle property in Fitzroy Falls. The property is only a 15 minute drive from the 3 main Southern Highland town centres of Bowral, Moss Vale & Robertson. Elysium is a new, 56sqm. fully self-contained, 2 bedroom country retreat, overlooking the beautiful Fitzroy Falls Reservoir. Although positioned 20 metres from the main house, it offers privacy and tranquillity in a natural bush land setting.