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! 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.

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.

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.

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.

Heritage Hampden House private pool & river access

GIVE YOURSELF SOMETHING TO LOOK FORWARD TO ! Accepting bookings for next year .... PID-STRA-589 Heritage Hampden House a Kangaroo Valley home set on picturesque river frontage. Hampden House offers guests serene accommodation amongst beautiful established grounds overlooking the Valley escarpment with private access to the Kangaroo River.Shown rate is for 4 guests .Hampden House can sleep 8 , extra charge $50 a night per head

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.