Waterfront holiday rentals in Southern Highlands

Razor Ridge Retreat-Tiny House- Pet Friendly-Views

PET FRIENDLY!!! "RAZOR RIDGE RETREAT" / "A LITTLE SLICE OF AUSTRIA" is the first of its kind in the Razorback area. It's a cosy, luxury "Tiny House" located in an idyllic bush setting on a 5 acre property in the Razorback ranges, about an hour's drive from Sydney. The tiny house is nestled safely on the edge of a ridge where day & night, spectacular uninterrupted views to the Sydney skyline can be enjoyed by you with magical sunrises and sunsets seen from your bed and also the wild birdlife.

Coledale Oceanview Gem

Host of the Year Finalist 2025! Located in an amazing beach location as just footsteps across to the beach. A beautifully styled & coastal designed self contained apartment with modern furnishings and thoughtfully styled with luxury and comfort. A spacious open layout with an abundant of natural light and ocean views to enjoy from the front area and lovely views of the tropical rainforest rear garden. A relaxing getaway to enjoy the beach, cafes and walks which are within a short stroll.

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

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.

"Seacliff" - Cliff Top Beach House

"Seacliff Otford" is just 60mins from Sydney CBD yet feels a million miles away. The house is on 2 acres, perched on the top of a hill, enjoying panoramic ocean views. Living areas face north enjoying all year sun . The lounge includes a log fire. There is a separate TV room, 4 double bedrooms, 2 bathrooms. The property includes a heated swimming pool (in summer) with large deck, lawned areas and a tennis court. STRICTLY 8 PEOPLE MAXIMUM, NO PARTIES, BUCKS WEEKENDS OR FUNCTIONS.

Dolphincove - absolute beachfront holidays

Absolute beachfront 1960s beach house – with all modern comforts! Perfect for laid back beach holidays with magnificent views of Jervis Bay. Wake up to the sounds of the waves, walk just a few steps onto the white sand, dive into the turquoise water and watch dolphins swim by at sunset from the deck. Dolphincove is a cosy and comfortable 2 bedroom, 2 bathroom beach house with a well equipped kitchen, BBQ, laundry and reverse-cycle air conditioning & heating. Enjoy Wi-Fi and Netflix.

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.

Elevation - 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.

Elysium Cottage - Cosy Retreat with Water Views

Elysium Cottage is situated on a recently developed, 65 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.

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

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.