Vacation rentals in Helensburgh

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Top-rated vacation rentals in Helensburgh

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Top guest favorite

A patio area is shown with a glass table and two white chairs, shaded by a large umbrella. In the background, a serene pool is surrounded by lush greenery and colorful plants, creating a tranquil outdoor setting.

Guesthouse in Bulli

4.98 out of 5 average rating, 281 reviews

Studio Retreat & Pool close to Beach min 1 night

Studio Retreat offers comfort, privacy, air conditioning and is self-contained. It has a full kitchen and bathroom catering for 2 guests. The property is minutes' walk from the beach, bike track and cafes. The railway station, restaurants, pub and brewery are only a 10 to 15 minutes stroll away. You will enjoy use of the pool and BBQ area also Netflex Note this is a 1 room studio with separate bathroom Only 2 guest per stay - Check in 2 pm - Checkout 10am - No Pets - No Events or Parties

Guest favorite

A spacious lounge area features a plush gray sectional sofa, complemented by a wooden coffee table on a soft rug. Bright light enters through large windows, offering views of the surrounding greenery. Decorative pillows add a touch of comfort to the seating arrangement.

Home in Stanwell Park

4.82 out of 5 average rating, 233 reviews

Oceanview secluded 3 bedroom home stunning views

Perched at the top of iconic Bald Hill, this 3-bedroom home offers breathtaking views over Stanwell Park Beach and the Seacliff Bridge. The space includes: • 3 queen beds • 1 double pull-out sofa • 1 baby cot Just a 5-minute drive down the hill to the beach or a scenic 20-minute walk via a coastal track. You’re also perfectly positioned to discover uncrowded, pristine beaches all along the stunning coast road. You’ll also find great cafes and restaurants nearby to enjoy during your stay.

Top guest favorite

A welcoming entrance is lined with vibrant flowerbeds, featuring a variety of plants and flowers in colorful pots. A brick pathway leads to a raised wooden deck with steps, flanked by lush greenery and a fence that enhances the inviting ambiance.

Villa in Stanwell Park

4.95 out of 5 average rating, 317 reviews

Noms Ryokan

Nom’s Ryokan (in Japanese means traditional inn), is a private semi-detached 2 storey villa nestled between an awe-inspiring escarpment and a stunning beach in Stanwell Park. Located 150m from the beach or Baird Park, 600m to the local cafes with access to the iconic Grand Pacific Walk right on your doorstep (about a 4km walk to the Sea Cliff Bridge). Enjoy a coastal escape, connect with nature, treat yourself to local tastes, adventure with plenty of activities in the region or simply relax.

Top guest favorite

A landscape view captures the sun rising over the bush, casting soft rays through the mist. Lush greenery is visible in the foreground, creating a serene and tranquil atmosphere. The sky features a gradient of light with wispy clouds, enhancing the natural beauty of the scene.

Guesthouse in Engadine

4.96 out of 5 average rating, 105 reviews

Peaceful Bush Retreat - Beautiful Views & Private

Our beautiful & peaceful Bush Retreat is located in the leafy suburb of Engadine, which is only a few minutes drive to the stunning Royal National Park. Nestled at the end of a quiet cul-de-sac, you will enjoy total privacy as you take in the spectacular bush views of our 1 bedroom guest house (completely separate to the main residence). Whether you simply need some respite and a place to rest and relax, or are looking to explore and adventure, our Bush Retreat is the perfect destination.

Guest favorite

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

4.94 out of 5 average rating, 110 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

Top guest favorite

A spacious living area is showcased with large glass windows, revealing expansive beach and ocean views. A comfortable sofa sits adjacent to a wooden coffee table. Natural light fills the room, highlighting the serene coastal scenery outside.

Guest suite in Stanwell Park

4.95 out of 5 average rating, 461 reviews

Kim's Place - private beach/ocean view apartment

If you are looking for a room with a view then look no further. Kims Place is in an ideal location, with a NE aspect providing amazing beach, ocean and escarpment views. Ideally suited for couples. It is on the ground floor of our architect designed home. Guests have their own entrance. Kims Place does not provide breakfast but local cafes are within easy walking distance. There is no cooktop or oven in the kitchenette. Guests are encouraged to dine out or use the BBQ on the balcony

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, 151 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.

Superhost

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, 457 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.

Guest favorite

An inviting seating area features a wooden daybed adorned with soft cushions. A stone bath is visible nearby, accompanied by lush potted plants. Natural light floods the space through open doors, revealing a glimpse of the garden beyond.

Vacation home in Maianbar

4.96 out of 5 average rating, 193 reviews

Magical Maianbar Retreat

Rated one of the top 14 Airbnb's in Sydney by Urban Space. Light filled studio brimming with flowers & ferns, & a glorious stone bath for two. Opening onto extensive gardens with beach access from garden gate. All essentials: En-suite, kitchenette including microwave, toaster, coffee machine & jug. Adjacent undercover BBQ & gas ring. Organics products & fresh fruits included with breakfast. Please advise if gluten or lactose free. NB: Adult's only retreat, no children or pets.

Top guest favorite

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, 112 reviews

Luxury Cosy Hampton’s Getaway

Welcome to Haven 2 – a near-new 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 heated bathroom floors, a heated towel rail, ducted air conditioning, 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 favorite

A private outdoor patio features a glass dining table surrounded by four woven chairs. Lush greenery surrounds the space, complemented by a spa and bamboo privacy screen. A shaded area is created by a canopy, offering a tranquil retreat.

Apartment in Stanwell Park

4.87 out of 5 average rating, 297 reviews

Fernleigh Cottage Apartment

Fernleigh Cottage is a self contained apartment with separate entrance, situated on the lower level of a residence. It consists of a large main room containing king bed, futon sofa, another sofa, dining table, kitchenette, and with a small adjoining bedroom containing 1 double/single bunk bed. The apartment opens out to a private patio with seating areas, bbq, separate spa and pool in a lush tropical garden, only 300m walk to Stanwell Park Beach, and cafes.

Top guest favorite

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, 159 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 .