
Vacation rentals in Helensburgh
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Top-rated vacation rentals in Helensburgh
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

Best Kiama stay with sauna as seen Aust Traveller
With the iconic seaside town of Kiama just 3 minutes drive, Dales Run is the perfect retreat to get away, reconnect, relax & restore. With a superb high outlook, water views to the East & country views to the West, you will feel on top of the world - enjoy the best of both worlds. Come back from an ocean swim in summer for an outdoor shower or enjoy a drink by the fireplace in winter. A wellness room hosts a three person infrared sauna & daybed for you to relax and unwind. Lots for you to enjoy!

Bushland Get-away at Otford Park
Our tiny cabin is on private bushland acreage, on the edge of the Royal National Park, accessed via a 250m private track from the roadway. -Wake up to native bird calls -Walk to iconic ocean lookouts -Swim at the local beaches or hike the many trails, -Relax with a bbq or cosy around the fire pit -Soak in a hot bubble bath under the stars. Nestled between the iconic Bald Hill and Otford valley , and alongside the famous Grand Pacific drive, there is much to do, or luxuriate and do nothing

Pepper Tree Passive House
Awards & Acknowledgements - Sustainable Architecture Award 2022 from the Institute of Architects - Energy Efficiency Award 22/23 from Grand Designs - People’s Choice Award 22/23 from Grand Designs - People's Choice Award 2022 Habitus House of the Year - Single Dwelling Sustainability Award 2022 - Best of the Best Sustainability Award 2022 - Excellence In Sustainability 2022 Master Builders Association NSW - National Sustainability Residential Building Award 2022 Master Builders Australia

"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.

The Bungalow
A truly unique weekend escape only an hour and a half from Sydney CBD. You'll feel your worries melt away driving down the private dirt road to your oasis in the bush. The Bungalow is set in lush surrounds with sweeping ocean views. Freshly renovated with brand new furnishings and linen, you'll have all the comforts of home whilst you enjoy the sounds of nature from your own private deck or from the comfort of your bed perched high up in the loft. A perfect couples retreat.

Luxury Garden Cottage Retreat - Romantic & Restful
Arriving through antique gates, wander down wisteria covered walkway to your home away from home. Outdoor tiled undercover area with dining/living space, lit in evenings with silk lanterns invite you outside for a special occasion. Light-filled cottage, open plan living/dining area. Bedroom boasts plush queen bed for a blissful nights' sleep. Bathroom invites indulgence with a rainforest shower. Fully equipped kitchen with washing machine. Thoughtful touches throughout.

Sedalia Farm Cottage - stunning rural retreat
Enjoy the serenity and truly picturesque backdrop of captivating rural vistas at this unique charming, private stand alone cottage that sits separately from the main farm house. It is only a short ten minute drive to Bowral or Mittagong. Wake up to the sounds of nature and enjoy the lush gardens that provides a quiet sanctuary in an incredibly tranquil location. Sedalia Farm has 3 Alpacas, 1 horse, 1 miniature donkey and 2 Huskies who all live on the property!

Calboonya Forest Retreat
A spacious self-contained retreat with private entrance situated right next to the rainforest. The relaxing interior includes a wood fire, air conditioning and a modern kitchen with all appliances. The marble bathroom is stunning. Outside is a wonderful area for dining day or night with a gas BBQ. Privacy screens separate you from the main house. Enjoy sounds of the rainforest, including lyrebirds, while enjoying coffee and breakfast on the private balcony.

Cosy Country Tiny House
Welcome to Little Silvergums! She is positioned on a beautiful farm estate tucked into a secluded corner adjacent to the iconic Australian bush. It has a stunning view of the Aussie bushlands, views of horses, alpacas, dams and abundant wildlife including native birds. It also has it's own outdoor deck, to enjoy a warm bath whilst listening to the birds in the trees, a fire pit with lots of fire wood, a bbq area and hot water and a eco toilet system .

Luxury Hampton’s Getaway
Welcome to Haven 2 – a beautiful one-bedroom Guest House offering a cosy, luxurious escape. Styled with high-end Hamptons décor, this private retreat is perfect for unwinding by the coast. Enjoy, ducted air conditioning, spacious living area and a deep bath for indulgent relaxation. Just minutes from Stanwell Park Beach, Bald Hill Lookout, Symbio Wildlife Park and the Royal National Park – the perfect base for adventure or relaxation year-round.

Essential Beach House
Our beach house is an ideal getaway. The guests accommodation is self contained and has its own private entrance, situated on the ground floor of our two storey home. Our residence is upstairs and has its own entrance. We'd like your stay to be private and relaxed. We are passionate surfers and the owner/operators of the local surf school, maybe have a surf lesson or coaching with us while your here or just relax!
Popular amenities for Helensburgh vacation rentals
Stay near Helensburgh's top sights
Other great vacation rentals in Helensburgh

Bundeena Waterfront Pavilion, a Luxury Paradise

Vintage with a View

Wombarra Luxury Cottage

Otford Escape – Beaches and Bushwalks

Sugarloaf Creek retreat

Stanwell Park Garden Studio with Courtyard

Stanwell Park Escape: Sprawling Beachfront Living

Coastal Escape with ocean views
Quick stats about vacation rentals in Helensburgh

Total vacation rentals
Explore 20 vacation rentals in Helensburgh

Nightly prices starting at
Helensburgh vacation rentals start at $41 CAD per night before taxes and fees

Verified guest reviews
Over 1,270 verified reviews to help you choose

Wifi availability
10 of Helensburgh vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Helensburgh rentals

4.9 Average rating
Helensburgh stays are highly rated by guests—averaging 4.9 out of 5!
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