
Holiday rentals in South Windsor
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Top-rated holiday rentals in South Windsor
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The Bakery
Take it easy at this unique and tranquil getaway. The Bakery is self contained. You can have a relaxing soak in a free standing bath, lay under the Callistemon tree in a hammock or enjoy sitting by a cozy wood fire in winter. Located just a short walk (7 min) to the rail and bus and within easy reach to many scenic locations in the Hawkesbury region or the Blue Mountains. Check out my guide books. People with mobility issues may need to check if they can access the bath or lounge as it is low

Quiet country getaway in stylish 2 bdrm shed
Whisk your loved ones away to this cosy retreat in the Hawkesbury Valley. The Shed is a charmingly converted workshed offering plush beds, a rustic kitchen, comfy lounge area, wood heater, and an outdoor firepit perfect for stargazing. Enjoy Netflix, Wi-Fi, stunning sunsets, and gentle visits from kangaroos, alpacas, and native birds. A peaceful haven for two or a small family—and yes, your pup can come too! Hearty breakfast provisions supplied, including freshly homebaked sourdough on arrival.

Tiny Bush Escape Blue Mountains
Private Adults-Only Tiny Home | Bush Escape | 1.5hrs from Sydney Looking to truly unwind? This peaceful retreat is tucked away among the trees in the lower Blue Mountains – the perfect spot to slow down, reconnect with nature, and exhale. Experience the “tiny home” lifestyle in what was once a 40ft shipping container. This beautiful tiny home has been thoughtfully transformed into a luxurious escape for couples, solo travellers, or close friends looking to recharge in privacy and comfort

Tall Timbers Cottage
Our spacious cottage is a lovely getaway for 2 looking for a romantic escape or share the experience with friends. Close to Springwood/Winmalee that have shops for your every need. Katoomba and the World Heritage listed national park are only 40mins away. We are surrounded by beautiful gum trees which host an array of birdlife. There are local bush walks to explore or curl up on the lounge and read a book. A glass of wine on the verandah on sunset is always a lovely way to unwind.

Studio 135 & Hot tub Freemans Reach NSW Australia
Studio 135 Freemans Reach offers a romantic getaway whilst capturing the charm of historic Windsor and showcasing some of Hawkesbury's historic homesites. The tranquil, rural setting can also be enjoyed from the rear with a furnished patio and a 2 person hot tub. The spacious studio has two living spaces and comes fully self contained and is set on 1/2 an acre of parklike grounds surrounded by larger acres and is situated close to Historic Windsor, Wilberforce and Richmond.

Coomassie Studio: the charm of a historic property
This accommodation is ideal for those who prefer the rustic charm of a historic property over modern comforts. Warm and cosy in winter, the studio was once a purpose-built kitchen of a house built in 1888. Separate entrance. Recycled furniture, large bed, sofa, original fireplace and bathroom with shower cabin. Tiny veranda and a kitchenette, shared patio. NO KITCHEN. To use the fireplace, please BYO timber. For groups of 4 PLEASE CHECK OUR TINY COTTAGE next door.

Secret River Cottage - History in Windsor
Discover Secret River Cottage, a beautifully appointed historic cottage perfect for travelers and business visitors alike. Nestled in Windsor, Australia, this heritage-listed home, built in 1838, combines charming period details with modern comforts. Just a stone's throw from Windsor's Town center and the serene Hawkesbury River, it offers the best of both worlds. Enjoy the convenience of air conditioning, a cozy log fire, and off-street parking for two cars.

The Bunker
Step inside this beautifully designed 170-sq-ft tiny home that proves small can be spectacular. Surrounded by open space with panoramic views, it features a queen bed for dreamy nights, split air-conditioning, and a fully equipped kitchen with everything you need. The modern bathroom offers a gas-heated shower, flush toilet, and stylish basin, because tiny living should never mean compromising on comfort. Perfect for a retreat, recharge, or couple’s escape.

1840s Heritage house in Windsor
Heritage listed 1840s cottage in Windsor. Close to cafes, parks and the Hawkesbury river whilst still peaceful and private. Stay cosy with full zone controlled ducted heating/cooling. Spacious king room and a separate bedroom with twin single beds. The house retains charming original features including a working open fire place. Includes a modern, well equipped kitchen and dining space. Relax in the sunny private courtyard.

River views near Blue Mountains
Beautiful 3 bedroom home with uninterrupted views of the Hawkesbury River. Walking distance to shops , hotels and located in the historic township of Windsor. This place less than an hour from Sydney is the ideal getaway for those looking to explore the magnificent historic Hawkesbury communities and some of the best bushwalks of the lower Blue Mountains. The area has excellent cycling and some fine restaurants and cafes.

Kurrajong tranquil cottage on acres pet friendly
Sparrow Hall is a stunning farm cottage with log fire 3 bedrooms on our 14 acres in the beautiful Hawkesbury area, 1 hour from Sydney. . Enjoy valley views, a private fenced garden and paddock for the kids to run free. Listen to the bellbirds and feed the horses . Enjoy the outdoor fire pit and stars at night. Explore the lookout in the Blue Mountains, walking tracks and riverside beaches just minutes away.

1830's converted barn with sauna
This barn dates back to 1830's but it has been fully renovated to a studio apartment with all modern comforts. It is one open space with living area and two sleeping lofts, one with queen bed, the other with 2 single beds. A bit like a giant cubby house! The shops are just 5 minute stroll away, and so is the river and train station. You share a garden with a spa and BBQ with the main house where we live.
Popular amenities for South Windsor holiday rentals
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