Holiday rentals 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, 306 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.

Guest favourite
Tiny home in Thirroul
4.94 out of 5 average rating, 137 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
Home in Hill Top
5 out of 5 average rating, 27 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.

Superhost
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.
Guest house in Narellan
4.79 out of 5 average rating, 191 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 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
4.97 out of 5 average rating, 90 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, 111 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.
Guest house in Harrington Park
4.99 out of 5 average rating, 134 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 .

Top guest favourite
Cottage in Picton
5 out of 5 average rating, 15 reviews

Coville Cottage in Picton's historic heart

Coville Cottage is a lovingly restored 1850s cottage in the urban conservation area of Picton. With features of the past combined with the comforts of modern living, this 3-bedroom cottage offers guests a unique stay. Situated just 200 metres from Picton Railway Station and a pleasant 20-minute stroll from the town centre, Coville Cottage is ideally positioned for both weekend getaways or if you need a home away from home when working in the area.

Guest favourite
Home in Camden
4.9 out of 5 average rating, 10 reviews

Charming Heritage Home | Groups & Bridal

Edithville – A Historic Retreat in the Heart of Camden A beautifully preserved 1890s Victorian townhouse located in the heart of historic Camden. Once home to the original Camden Cottage Hospital, this historic residence blends timeless architecture with contemporary comfort. A short stroll from local cafes, boutiques, and heritage sites, Edithville offers guests a unique opportunity to stay in one of Camden’s most storied buildings.

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, 198 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

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, 182 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 converted train carriage is showcased under a metallic roof within a spacious pavilion. The carriage features large windows allowing natural light to enter, while wooden furniture and an assortment of items are visible nearby, creating a cozy shared space.
Train in Minto Heights
4.98 out of 5 average rating, 214 reviews

100 year old Railway Carriage

Comfortable but compact, set in beautiful bushland, owner's house closeby. 10 minutes from shops, restaurants and railway station. 50 minutes from Sydney Airport. Extra note: some guests have mentioned swimming in the George's River but this is not always advisable due to water quality . Also while there is an electric BBQ it is not always possible to light the open fire because of legal restrictions.

Popular amenities for Wollondilly Shire Council holiday rentals