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.

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.

"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.

Serenity on the Waterfront - Relaxed Coastal Life

“Serenity on the Waterfront” oozes that relaxed creative coastal lifestyle that the Coal Coast is renowned for. Located within a small exclusive enclave of beachfront homes, Serenity is tucked away where the sea meets the verdant rain forest of the spectacular Illawarra escarpment. This is the place that time forgot! A short 70 minutes south of Sydney and 20 minutes north of Wollongong, and only a walk away from local cafes, you are guaranteed to feel as though you are a world away.

Magical Maianbar Retreat

Rated one of the top 14 Airbnb's in Sydney by Urban Space. Light filled studio brimming with flowers & ferns, & a glorious stone bath for two. Opening onto extensive gardens with beach access from garden gate. All essentials: En-suite, kitchenette including microwave, toaster, coffee machine & jug. Adjacent undercover BBQ & gas ring. Organics products & fresh fruits included with breakfast. Please advise if gluten or lactose free. NB: Adult's only retreat, no children or pets.

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.

Wilson's Rest - 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. Watch the sunset sitting by the fire pit where you will feel a world away from life's demands.

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

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.