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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, 284 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.

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, 113 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, 154 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.

Guest favorite
A spacious wooden deck features a soft, inviting hammock suspended between two pillars, overlooking a grassy lawn that leads to the ocean. Lush greenery is seen in planters, while the horizon showcases calm blue waters under a clear sky.
Home in Coledale
4.95 out of 5 average rating, 152 reviews

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.

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
4.86 out of 5 average rating, 387 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 modern cottage is set against a backdrop of greenery, featuring large windows that invite natural light. The porch area is visible, furnished with chairs. An old, rustic cart is situated on the lawn, adding a touch of character to the landscape.
Cottage in Joadja
4.94 out of 5 average rating, 139 reviews

The River Cottage - Idyllic riverside property

River Cottage is a luxuriously appointed property just 20 metres from the banks of the Wingecarribee River. The cottage offers a modern, comfortable, country escape. Fall asleep to the sound of the river, read a long awaited book on the porch overlooking the river. Sit around the fire pit regaling the day's adventures with friends. Or snuggle up on the leather lounge in front of the fire place inside. This glorious property truly offers an escape from the hustle and bustle.

Top guest favorite
An infinity pool is visible, featuring clear blue water that reflects the vibrant sky. The pool's edge seamlessly meets the glistening coastline, creating a serene atmosphere. Natural surroundings include trees and a tranquil shoreline.
Guest suite in Shellharbour
5 out of 5 average rating, 209 reviews

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

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, 130 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, 170 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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