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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
A tiny house with a wooden and metal exterior is positioned beside a tranquil dam. A small white boat floats on the water's surface, surrounded by grasses and trees. The peaceful landscape features a view of rolling hills in the background.
Tiny home in Razorback
4.99 out of 5 average rating, 294 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, 191 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, 131 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.

Top Guest favourite
A spacious living area features a comfortable gray sofa and a decorative coffee table, complemented by a softly patterned rug. In the background, a queen bed is made with a cozy blanket, and light filters through the vertical blinds, illuminating the room.
Guesthouse in Grasmere
4.99 out of 5 average rating, 89 reviews

Grasmere Guesthouse

If your coming to Camden for a wedding, a plane ride, sports event, a Balloon ride, visiting friends or just passing through feel free to relax in a quiet little corner of the bush. Only 3km from the Camden township. . Nice and quiet for a long stay or as a base for work. Has your own secure off street parking right outside your door. If your lucky you might see a Kangaroo or even a deer outside the kitchen window. Smoking is allowed only outside. Pets are allowed but please see details.

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

Top Guest favourite
A cozy bedroom features a spacious bed adorned with soft pillows and a textured blanket. A bench is positioned at the foot of the bed, and bedside lamps provide gentle illumination. A window offers a view of the natural surroundings, bringing light into the room.
Barn in Pheasants Nest
4.98 out of 5 average rating, 82 reviews

Pinebar Farm - big 3 brm barn, huge fenced yard.

Get away from it all when you stay under the stars and enjoy home away from home in nature at this pet friendly stay., This barn is located on a pretty 10 acres separate from the main house with a private dog safe yard. Pheasants Nest is located near the thriving town of Tahmoor, situated centrally from local shops, swimming holes, bush walking, the Southern Highlands, wineries, wedding venues, shops, markets, restaurants and more. Enjoy your private stay to unwind and relax.

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, 71 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.

Top Guest favourite
A spacious deck features comfortable seating and overlooks a grassy area with trees. The deck's railing adds a touch of safety, while the metal roof provides shade. The serene landscape creates a peaceful outdoor space to relax.
Home in Camden South
4.92 out of 5 average rating, 175 reviews

Private Rural Retreat with bush Views!

2 storey built in 1970. She is a sweet comfy old girl . Our aim is to provide a clean and welcoming place to stay. We dont have anything flash, hopefully just everything you need. Pet friendly, secure yard. Off street for 2 cars Entire upstairs , own entry , large deck, nice private view. One queen Two double portacot Washer,dryer Aircon to living Strictly no parties 🎈no smoking Belgenny and Camden Valley Inn 5 min

Top Guest favourite
A modern kitchen features sleek white cabinetry and stainless steel appliances, including a refrigerator and a built-in oven. Gray floor tiles reflect natural light, and glass doors open to an outdoor space, enhancing the sense of openness.
Apartment in Oran Park
4.97 out of 5 average rating, 77 reviews

Clean cozy flat

Welcome to your quiet retreat! This new, stylish modern flat offers comfort, cleanliness, and charm. Perfect for solo travelers or couples, it features a cozy layout, sleek finishes, and all the essentials for a relaxing stay. Tucked away in a peaceful location, you’ll enjoy privacy, convenience, and a true home away from home.

Superhost
A modern exterior of a two-story structure is shown, featuring a combination of grey brick and colorbond materials. Vertical windows are framed by neatly maintained shrubs and flowering plants along a pebble pathway leading to the entrance.
Guest suite in Thirlmere
4.84 out of 5 average rating, 221 reviews

Cosy 2 Bedroom Studio

Have fun with the whole family at this stylish place Superbly Presented 2 Bedroom Studio with modern Kitchen , Large Shower , Private courtyard. This Property is Fully Air conditioned and perfect for the business or leisure Traveller visiting Thirlmere for business or a Recreational Visit

Popular amenities for Wollondilly Shire Council holiday rentals