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Holiday houses in Wollondilly Shire Council

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Top-rated holiday rentals in Wollondilly Shire Council

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

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Top Guest favourite
Tiny home in Razorback
4.99 out of 5 average rating, 295 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, 192 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
Tiny home in Thirroul
4.94 out of 5 average rating, 132 reviews

Stylish Tiny Home • Private Garden • Coastal Vibes

Nestled amongst the trees in the escarpment of the popular surf town of Thirroul, this stylish tiny house offers everything you need for a relaxing short or long stay. Start your mornings with a coffee on the private deck, unwind in the garden with a glass of wine at sunset, or take a short stroll to cafés, restaurants, shops and stunning beaches. Spend your days exploring the waves, coastal walks, vibrant food scene, then retreat up the hill to your peaceful, cozy escape on the Coal Coast.

Superhost
Home in Thirroul
5 out of 5 average rating, 4 reviews

Lux Coastal Retreat Surrounded by Bush Pool &Spa

Nestled in an exclusive, peaceful Thirroul enclave, this private retreat invites family’s or groups of up to 10 to unwind in style. Surrounded by lush Australian bush with sweeping views and glimpses of the ocean. Enjoy a sparkling pool, spa, also serene outdoor spaces. Open -plan living, lots of space for your group a fireplace in the living area (BYO wood), cinema room with projector + Netflix etc . Four bedrooms, most have patios , four bathrooms. Parking for 4 cars. Strictly no parties.

Top Guest favourite
Home in Hill Top
5 out of 5 average rating, 23 reviews

Bungalow on 5 acres in the Southern Highlands

Escape to a peaceful 3-bedroom bungalow nestled on 5 private acres in the Southern Highlands - 1.5 hours from Sydney. This fully self-contained cottage offers bushland seclusion and convenience. Wake up to the sounds of native birds, and unwind by the fireplace on chilly evenings. Featuring a cosy lounge with a wood-burning fireplace, multiple indoor and outdoor sitting areas to enjoy the views, 3 comfortable bedrooms, 1.5 bathrooms, and ample space to relax, read, or reconnect with nature.

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
4.79 out of 5 average rating, 189 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
A living area is presented with a gray sofa and a black armchair, complemented by a bright red ottoman. A brick fireplace is framed by a large mirror, with soft lighting provided by two table lamps. Natural light flows through the windows, enhancing the space.
Bungalow in Elderslie
4.92 out of 5 average rating, 166 reviews

Cozy 50s Cottage in Camden (our fibro Château :)

Recently renovated typical Australian 2 bedroom 50s house situated in walking distance to Camden. It’s located in a quiet horse shoe street with many parking possibilities and a cute secure pet friendly backyard with a typical lemon tree and hills hoist.. We have decorated it with a lot of 50s elements to give it the charm of a glorious era of the Macarthur region. Close to all the main roads it is the ideal starting place for a holiday in the birthplace of Australian agriculture. :)

Guest favourite
The architect-designed residence is nestled atop a hill, surrounded by greenery. A vibrant sunset casts warm hues across the spacious backyard, while expansive glass doors offer seamless access to the outdoor living area, creating an inviting atmosphere for relaxation.
Farm stay in Razorback
4.93 out of 5 average rating, 45 reviews

Razorback Mountain Retreat

Amazing views and tranquility an hour away from the centre of Sydney. Architect designed residence at the top of a hill on 3.5 acres with a beautiful living area and backyard for entertaining. All 3 bedrooms have an ensuite and external access to the backyard. The views are even more spectacular at night when most of the Sydney Basin can be seen lit up as well as the milky way on a clear night. A great place for entertaining with a fire pit and gas barbeque and festoon lights.

Guest favourite
A serene infinity pool reflects the surrounding greenery, framed by a wooden deck. The nearby house features large windows and a spacious outdoor dining area, inviting relaxation. Lush trees provide shade, enhancing the tranquil atmosphere of the setting.
Farm stay in Picton
4.98 out of 5 average rating, 108 reviews

Farmhouse studio @ The Barn Stormhill sleeps 2

Chill by a cozy fire in winter or stargaze at night. Our Farm Pool Studio . Luxury is like entering a serene haven where indulgence meets tranquility. Nestled outside of Picton NSW. Just 1 hour from Sydney, it invites you to wake up to stunning sunrises in a comfy king-sized bed, savour breakfast from local produce, stroll through the orchard, immerse yourself in wildlife , soak in a bath, lazy by your private 17 mtr infinity pool. Its your time to breathe deeply & relax

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, 128 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 .

Guest favourite
A spacious living area features a comfortable green sofa, large windows, and wooden beams, enhancing the connection to the surrounding greenery. A dining table is positioned nearby, while an outdoor deck is visible through the glass doors, offering a seamless indoor-outdoor experience.
Home in Bulli
4.9 out of 5 average rating, 72 reviews

Treehaus · Stylish 3BDR Amongst the Trees · Bulli

Welcome to Treehaus, your 3-bed retreat in the heart of Bulli. Surrounded by lush greenery, this peaceful escape features a spacious deck, light-filled living areas, and a fully equipped kitchen. The house includes a private lower-level bedroom with an en-suite, perfect for guests seeking extra privacy. Unlike most short-stay rentals, Treehaus is also a home—you’ll find it stocked with real comforts that make it ideal for weekend getaways and longer stays.

Guest favourite
The modern home features a sleek facade with a combination of brick and neutral tones. A well-maintained lawn and garden flank the entrance, which includes a welcoming covered porch. A driveway leads to the garage, and additional outdoor space is present on the side.
Home in Thirlmere
4.93 out of 5 average rating, 196 reviews

Spacious 4 Bedroom Home Thirlmere sleeps 8

Nestled in the small semi rural town of Thirlmere, this brand new architecturally designed home Located 10 minutes from the centre of Picton, couple minutes to Thirlmere shops You can also enjoy the many local attractions: NSW Railway Museum Thirlmere Lakes National Park Warragamba Dam Picton Botanic Gardens Picton Railway Viaduct Please note this is a split level Home with access to the main lounge and bedroom via 2 steps

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