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Holiday houses in Helensburgh

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Top-rated holiday rentals in Helensburgh

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

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Guest favourite
Tiny home in Razorback
4.99 out of 5 average rating, 287 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 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, 162 reviews

Luxury Couple’s Hampton's Retreat

Welcome to Haven 2 — a luxurious Hamptons-inspired guest retreat, designed for relaxation, and comfort. Immaculately presented and beautifully styled, this private one-bedroom escape has become a guest favourite due to features such as a king bedroom, deep freestanding bath, light-filled living and premium finishes throughout. Perfectly located in Helensburgh near cafés, and minutes to beaches and Royal National Park, Haven 2 offers a boutique stay designed to help you slow down and recharge.

Top Guest favourite
A round wooden table is set on a covered outdoor patio, surrounded by four wicker chairs with soft cushions. Placemats are arranged on the table, and a coastal view of the ocean and greenery is visible in the background.
Home in Wombarra
4.99 out of 5 average rating, 169 reviews

Wombarra beach escape

Renovated original beach house on quiet cul de sac adjoining natural bush. Wake up to the sound of surf and ocean views. Stroll to idyllic Wombarra beach - 200m via road or shorter on bush track. Indoor/outdoor living - air-con and heating - 3 bedrooms (plus sofabed) and 2 new bathrooms - kitchen/dining/lounge and separate TV lounge. A couple live in the separate granny flat and can help if required. A wonderful escape, 75 minutes from Sydney CBD. Ideal for couples, families, or small groups.

Top 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 home in Otford
4.95 out of 5 average rating, 139 reviews

Bushland Get-away at Otford Park

Our tiny single level cabin is on private bushland acreage, on the edge of the Royal National Park, via a 250m private track from the roadside -Wake up to native bird calls -Walk to iconic ocean lookouts -Swim at the local beaches or hike the many trails, -Toast marshmallows 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.

Top Guest favourite
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.

Guest favourite
A spacious outdoor area features a grassy expanse alongside a wooden deck. A lounge chair in a vibrant blue pattern is positioned on the grass, inviting relaxation. Surrounding trees and foliage contribute to the natural, serene setting.
Tiny home in Stanwell Tops
4.78 out of 5 average rating, 498 reviews

TopStay Accommodation A Tiny Home with bush views

We love where we live and want to share it with you. We have a comfortable airconditioned Tiny Home behind the main house. with a wonderful outlook of the bush. We have set it up with your privacy a priority. Perfect for your relaxing getaway, with a full kitchen and BBQ (and washing machine) you can self cater or try the restaurants & cafes nearby. Peaceful and tranquil you can chill, watch movies, or read a book. There are lots of bushwalks close by, with beaches not too far away.

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
4.96 out of 5 average rating, 156 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 home in Helensburgh
4.99 out of 5 average rating, 190 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 bright kitchen features a wooden island table at its center, surrounded by white cabinetry and a brick accent wall. A large window allows natural light to fill the space, and modern appliances, including a microwave and refrigerator, are neatly arranged.
Home in Stanwell Park
4.95 out of 5 average rating, 106 reviews

Seaside Cottage Stanwell Park

Seaside Cottage Stanwell Park is a fully self contained house with 2 large bedrooms, 1 bathroom, lounge & dining room, front and back deck with a newly renovated kitchen located in Stanwell Ave, a quiet street right in the heart of Stanwell Park, only a couple of minutes easy walk to the beach, shops and cafes. The cottage is surrounded by bush and beach with spectacular escapement views from the front and back deck. Only 10mins walk to the station.

Guest favourite
Tiny home in Agnes Banks
4.95 out of 5 average rating, 101 reviews

6sixteen The Banks

Welcome to 6SIXTEEN The Banks your peaceful country escape in Richmond, NSW. Set on 5 acres with sweeping views toward the Blue Mountains, this tiny retreat is perfect for couples, solo guests or small families wanting to unwind. Soak under the stars in the wood-fired hot tub, refresh with a cold plunge, or melt into a private infrared sauna session (optional wellness upgrades available). Hosts nearby if needed. Sauna launching Mid March

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, 270 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!

Top Guest favourite
Home in Bundeena
4.95 out of 5 average rating, 173 reviews

Fogo @ 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.

Popular amenities for Helensburgh holiday rentals