Holiday houses in Gledswood Hills

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Top-rated holiday rentals in Gledswood Hills

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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 home in Razorback
4.99 out of 5 average rating, 270 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.

Superhost
Home in Oran Park
4.86 out of 5 average rating, 186 reviews

Modern 2BR home | Private | Luxury| Oran Park Stay

Experience modern comfort and suburban calm in this brand-new, fully furnished 2-bedroom home away from home located in the heart of Oran Park. Designed for both business and leisure travellers, this home offers a perfect blend of contemporary design, comfort, and convenience — all with close proximity to Oran Park Podium, Oran Park Hotel &Leisure Centre. It is also close to major infrastructure and shopping malls, Western Sydney Airport | Leppington | Gregory Hills | Camden | Harrington Park.

Guest favourite
A cozy seating area features two plush armchairs positioned near a large window, providing unobstructed views of the ocean and cliffs. A small side table holds two glasses of wine, and a potted plant adds a touch of greenery.
Apartment in Vaucluse
4.96 out of 5 average rating, 110 reviews

Stunning 1bdr w/ Amazing View

Bright and airy one bedroom apartment nestled on top of Diamond Bay Cliffs with breathtaking ocean views. The stunning view overlooking the cliffs and the soothing sound of waves, provide an incredible connection to the ocean from awe inspiring sunrises to frolicking whales throughout the day. Relax with a wine or coffee in this beautifully styled home surrounded in comfort and serenity. Take a dip in the pool overlooking the ocean or take a walk along the cliff walkway. Free street parking

Guest favourite
A covered deck area features wooden beams and a polished wooden floor. A grey sofa is positioned against the wall, inviting relaxation. The surrounding space includes gravel and lawn, offering a tranquil setting with greenery in the background.
Guesthouse in Narellan
4.78 out of 5 average rating, 176 reviews

New large rustic featured 1 bedroom guest home

Modern new & charming self contained free standing guest house with self check in, located in idyllic private setting, close to many facilities. Walk to Narellan Shopping Centre, Cafes, Restaurants. 10 minutes to Historic Camden, Cobbitty, University Western Sydney, Sydney University Agricultural Farms, Campbelltown & Camden Hospitals, Elizabeth Macarthur Institute, Mt Annan Botanical Gardens, Belgenney Farm, Burnam Grove Estate Camden Park Estate Gledswood Homestead & Winery Wedding Venues

Guest favourite
Home in Woodford
4.91 out of 5 average rating, 277 reviews

Stylish Mountain Retreat with Breathtaking Views

Kick back and relax in this calm, stylish space. Take back the beautiful views and be at one with nature. Located in the best area in the blue mountains to getaway, relax and enjoy all the attractions. The house faces north east aspect and is filled with light. This house is unique and has an incredible art collection and designer furniture. Featuring 3 bedrooms, 2 newly renovated bathrooms, fireplace, reverse cycle heating and three balconies areas to sit, relax and contemplate nature.

Superhost
A relaxing outdoor spa is framed by lush green plants and colorful flowers. In the background, sweeping views of the valley and distant mountains are visible under a bright blue sky, creating a peaceful setting in nature.
Home in Wentworth Falls
4.94 out of 5 average rating, 159 reviews

Valley View Escape: Wentworth Falls Blue Mountains

Valley View Escape in Wentworth Falls is a relaxing modern home on a quiet leafy street with stunning mountain vistas. Spacious living and dining space, three bedrooms and two sparkling bathrooms. Feel like you're a million miles away but only a few minutes drive to Wentworth Falls village, cafes, hiking trails, waterfalls and scenic lookouts. Wake up to the sounds of the native birds, enjoy outdoor dining on the private patio, and a relaxing soak in the hot tub with spectacular views!

Guest favourite
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, 146 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 favourite
A bright living area is showcased with large bay windows offering sweeping views of the ocean. A light-colored sofa and decorative cushions are arranged invitingly. Natural light floods the space, highlighting the wooden flooring and a modern television unit. The open door leads to a balcony.
Holiday home in Manly
4.93 out of 5 average rating, 127 reviews

Panoramic Views & Beach Front Fairy Bower

This top floor apartment undoubtably has one of the best views and locations in all of Manly. Featuring eye watering panoramic views over Manly beach as well as Fairy Bower and Shelly beach. Fairy Bower is the perfect swimming spot due to its protected location and ocean pool, which makes it perfect for families. The bay window is perfect for gazing down to the promenade, reminiscent of the Italian coastline with bathers sprawled over the rocks soaking up the summer sun.

Top Guest favourite
Cabin in Wentworth Falls
4.98 out of 5 average rating, 128 reviews

Falls Rest - A Wentworth Falls Hideaway

Welcome to Falls Rest, a romantic luxury cabin in Wentworth Falls. We are a short 15-minute walk (or 2 minute drive) into the UNESCO World Heritage Blue Mountains and famous Wentworth Falls. This cosy little spot is located on the back of our beautiful garden property and is the perfect place to slow down and recharge. We have everything you need including a gas log fireplace, 42” smart TV, and claw foot bathtub to soak your troubles away. We welcome you to relax and enjoy!

Guest favourite
Bright living room features a large bay window that offers expansive ocean views. A comfortable gray sofa is surrounded by decorative pillows and a textured throw. A round coffee table sits in the center, complemented by a flat-screen TV on a wooden console.
Apartment in Manly
4.94 out of 5 average rating, 128 reviews

Unique WATERFRONT Apartment

Situated between Manly South Steyne and Shelly Beach lies the romantic sounding Fairy Bower. Designed for the quintessential Northern Beaches lifestyle, this top-floor unique Manly apartment is an entertainers delight offering a 180-degree ocean view. Take a surf check from the shared rooftop balcony, or just enjoy the iconic breaks of Manly Beach. With this million-dollar view, you won’t even need to leave this coastal sanctuary to feel like you’re at the water’s edge.

Top Guest favourite
A modern guest house is presented with a light-colored exterior under a dusk sky. The front features a well-maintained pathway leading to a small porch with two chairs, surrounded by neatly trimmed hedges. A garage is visible on the right side of the house.
Guesthouse in Harrington Park
4.99 out of 5 average rating, 117 reviews

Guest house in Harrington Park

Gorgeous self contained guest house located in Harrington Park’s prestigious estate Harrington Grove . Enjoy the walking tracks throughout the estate ,and if you are up early enough to take a walk through the forest tracks you may spot some kangaroo’s and deer. This one bedroom guest house is well equipped for short or long stays and includes all the essentials of a home away from home . It’s within walking distance to some amazing eateries , shops and bus stop .

Superhost
Home in Wentworth Falls
4.87 out of 5 average rating, 120 reviews

Coachhouse on Murphys Lane. On Grand Clifftop Walk

Immerse yourself in nature alongside the National Park. Footsteps from the Grand Clifftop Walk, Wentworth falls, Empress Canyon and fabulous lookouts This historic home was built in 1882 as a Coach House for horses and grooms. After a good day hiking, relax in the hot water stone bathtub under the stars, greet the visiting wildlife of parrots and possums. With your own private grounds, beautiful outlook, open fireplace, original historic features

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