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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.

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Top guest favourite
A cozy tiny house is set against a natural backdrop, featuring wooden accents and a gravel path. Outdoor seating is positioned to offer scenic views, while the surrounding vegetation enhances the tranquil atmosphere. The structure is designed to blend harmoniously with the landscape.
Tiny homes in Razorback
4.99 out of 5 average rating, 269 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 favourite
A light-filled living space is framed by an archway, featuring soft white sofas adorned with decorative pillows. A wooden side table and a dark wooden dresser provide contrasting warmth, while a window allows natural light and greenery to brighten the room.
Home in Jamberoo
4.96 out of 5 average rating, 191 reviews

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!

Guest favourite
A spacious wooden deck is elevated above lush greenery, shaded by a large market umbrella. Comfortable seating is arranged around a fire pit area below, providing a perfect setting for relaxation surrounded by nature.
Tiny homes in Otford
4.94 out of 5 average rating, 126 reviews

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

Guest favourite
An outdoor terrace is showcased, featuring a 50-year-old pepper tree adorned with soft, glowing lights. Cozy seating areas are arranged on a wooden deck, surrounded by lush greenery, creating a tranquil space for relaxation and enjoyment.
Treehouse in Unanderra
4.96 out of 5 average rating, 164 reviews

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

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
4.91 out of 5 average rating, 161 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 favourite
A spacious living area features a comfortable light-colored sofa adorned with decorative pillows. A textured rug in warm tones rests on the polished wooden floor. Natural light enters through large windows, highlighting the wooden staircase that leads to a lofted sleeping area with a cozy bed.
Tiny homes in Coledale
4.96 out of 5 average rating, 566 reviews

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.

Top guest favourite
Guesthouse in St Ives
4.99 out of 5 average rating, 123 reviews

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.

Top guest favourite
A weathered wooden dock extends over still water, bordered by lush greenery and distant trees. Reflections on the water create a serene atmosphere, while a steel railing leads towards the edge, inviting moments of contemplation surrounded by nature.
Cottage in Mittagong
5 out of 5 average rating, 315 reviews

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!

Top guest favourite
A self-contained retreat is surrounded by lush greenery, featuring an outdoor dining area with a wooden table and chairs. The entrance is accessed by a set of steps leading to large glass doors that offer a view of the inviting interior.
Cabin in Coledale
4.95 out of 5 average rating, 146 reviews

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.

Top guest favourite
An outdoor space is presented, featuring a freestanding bath surrounded by a wooden deck. A barbecue grill is positioned nearby, and two chairs face the lush greenery. The area is bordered by wooden fencing, creating a private atmosphere infused with natural surroundings.
Tiny homes in Helensburgh
4.99 out of 5 average rating, 177 reviews

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 .

Top guest favourite
A serene bedroom is presented with a spacious bed adorned with decorative pillows and a textured blanket. Natural light filters through the window, complemented by elegant shutters. Framed artwork is displayed on the wall, providing a clean and calming aesthetic.
Guesthouse in Helensburgh
4.99 out of 5 average rating, 144 reviews

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.

Top guest favourite
A clear blue sky is complemented by gentle clouds, overlooking a serene beach scene. Lush palm trees frame the view, with the ocean's waves softly reaching the shore, creating a tranquil coastal atmosphere.
Home in Stanwell Park
4.94 out of 5 average rating, 265 reviews

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

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!