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Waterfront vacation rentals in Southern Highlands

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Southern Highlands

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Guest favorite
Tiny home in Razorback
4.99 out of 5 average rating, 291 reviews

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.

Top guest favorite
A modern two-story cabin nestled among lush ferns and trees. The exterior features dark wooden cladding and large windows, providing a harmonious connection with the surrounding nature. A spacious outdoor area is visible, creating an inviting space for relaxation.
Cabin in Brogers Creek
4.93 out of 5 average rating, 116 reviews

PencilWood Farm - A Berry rainforest sanctuary

Pencil wood farm is an incredibly peaceful four bedroom holiday home surrounded by undisturbed rainforest. Located by the permanently flowing Brogers Creek, you can swim in the creek in summer, and take misty mountain walks in winter. It has breathtaking mountain views enabling you to truly relax and unwind. Walk amongst ferns, say hello to wombats and enjoy this well appointed home with a fresh kitchen and bathrooms. The outdoor fire pit is perfect for fireside chats and cooking over the coals.

Top guest favorite
A spacious living area features large sliding glass doors opening to a deck with water views. Seating includes a hanging chair and various woven chairs around a glass table, complemented by decorative plants on the tabletop.
Home in Bundeena
4.98 out of 5 average rating, 149 reviews

Bundeena Beachside Oasis

This newly renovated home provides timeless beach house appeal: sweeping water views, indoor/outdoor living and that all-round 'oasis' feel. Special bonus... being able to experience an equally dreamy sunrise and sunset! The property's rare balance of modernity and warmth makes you instantly feel at home. Whether you're soaking up rays on the seaside terrace or seeking a moment of shaded tranquility in the lush, cascading garden - every aspect of this house offers a little bit of magic.

Top guest favorite
Home in Robertson
4.97 out of 5 average rating, 155 reviews

Wollemi House - in forest and waterways with pool

Escape to your private oasis nestled among beautiful trees and surrounded by breathtaking natural scenery in the Southern Highlands of Robertson. This gorgeous property sits on a sprawling acre of land with a rare Wollemi pine tree in the backyard and a serene creek that winds through the property. With its pool and deck, this tranquil retreat is the perfect place to kick back and relax on warmer days. And when the nights turn chilly, cozy up by the fire pit and gaze up at the stars above.

Superhost
The outdoor area features a heated swimming pool surrounded by a sun deck with lounge chairs. Umbrellas provide shade, while steps lead from the deck to the house. Panoramic ocean views are visible in the background, enhancing the space's serene atmosphere.
Home in Otford
4.92 out of 5 average rating, 165 reviews

"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.

Top guest favorite
A dining area overlooks the ocean through large glass sliding doors, flooding the space with natural light. A simple wooden table is set with a decorative bowl and a glass vase, while a bottle of wine stands nearby. Coastal views extend beyond the outdoor greenery.
Cottage in Callala Beach
4.94 out of 5 average rating, 126 reviews

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.

Guest favorite
A tiny home constructed with timber is positioned near a tranquil dam. Outdoor seating is provided with a small table and two chairs, accompanied by a fire pit. Large windows allow for natural light, revealing a cozy interior that blends with the surrounding landscape.
Tiny home in Kangaroo Valley
4.85 out of 5 average rating, 393 reviews

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.

Guest favorite
A tiny house is nestled in a tranquil landscape, surrounded by rolling hills and open grasslands. Outdoor seating is arranged near the home, inviting relaxation while enjoying the expansive natural views under a clear blue sky.
Tiny home in Joadja
4.85 out of 5 average rating, 139 reviews

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.

Top guest favorite
An outdoor deck is adorned with comfortable seating and a fire pit, offering panoramic ocean views. Lush greenery and carefully arranged flowerbeds frame the space, providing a serene backdrop against the expansive blue sea and clear sky.
Home in Gerroa
4.97 out of 5 average rating, 102 reviews

Elanora Gerroa Spectacular oceon views

ELANORA GERROA , 2 hours south of Sydney is situated on Gerroa Headland. Panoramic, breathtaking, uninterrupted ocean views surround the house. The upstairs open planned kitchen/ dining/ sitting room is a very spacious room with 2 lounges and a dining room table for 10. A gas log fireplace overlooking the ocean is a perfect retreat for colder weather. Three large luxurious bedrooms, each with water views and ensuite make this a perfect retreat for 3 couples.

Guest favorite
A country cottage is set against a backdrop of lush green grass and trees, featuring a well-maintained garden with colorful shrubs. The structure showcases large front windows and a welcoming porch, providing a peaceful rural atmosphere.
Cottage in Fitzroy Falls
4.95 out of 5 average rating, 133 reviews

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.

Top guest favorite
A solar-heated swimming pool is set within a fenced area, surrounded by lush greenery. Colorful trees create a picturesque backdrop, while the clear blue water invites relaxation. The pool's deck features a smooth surface for lounging and enjoying the tranquil outdoor environment.
Home in Kangaroo Valley
4.98 out of 5 average rating, 119 reviews

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

Top guest favorite
Home in Bundeena
4.95 out of 5 average rating, 174 reviews

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.

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