Holiday rentals in South Windsor

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Top-rated holiday rentals in South Windsor

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Top guest favourite
Cottage in Kurrajong Heights
4.99 out of 5 average rating, 366 reviews

MontPierre Rustic Blue Mountains Cottage

Immersive Escape 🍁Fireplace 🍂Outdoor Bath 🍁Valley Views 🍂In-House Services (pre booked) Set high on a hilltop, this stylish rustic cottage accommodation offers a unique window into mountain life. Inviting for a cosy midweek escape or weekend retreat Surrounded by trees and local wildlife, the outer village location feels private, green & laid back— with elevated views and nature just at your doorstep The ambiance is relaxed blending comfort, vintage character & rustic charm with intention

Guest favourite
The exterior of the guesthouse is framed by lush lotus plants, showcasing large green leaves and delicate white blossoms. The structure features modern architecture with warm lighting illuminating the eaves, surrounded by tall trees in the natural setting.
Guest suite in Cowan
4.98 out of 5 average rating, 188 reviews

The Lotus Pod - Unique Guesthouse with views

Situated in the grounds of Austral Watergardens nursery, this large,spacious studio is located approx. 50 mins drive north of Sydney. On the doorstep of the Hawkesbury River and Berowra Waters, the Lotus Pod offers a country escape or romantic getaway. With magnificent views across the pristine Mougamarra Nature Reserve and surrounding gardens, a perfect place to relax & unwind. Visit the local eateries, enjoy fresh seafood on the River, Ferry Rides, The Great North walk & bushland scenery

Top guest favourite
A spacious gazebo features a wooden table and a natural fiber rug, surrounded by lush greenery. Tall trees rise outside, offering views of the mountains in the distance, with light filtering through the foliage, creating a tranquil outdoor setting.
Home in Upper Colo
4.95 out of 5 average rating, 434 reviews

Laguna Sanctuary

Looking for somewhere to unwind? Nestled in the mountains, this balinese style cottage awaits you! Featuring an outdoor heated spa and views overlooking our freshwater lagoon, you won't regret a weekend here. Relax under the gazebo on our balinese day-bed whilst listening to the native birdlife, enjoy the warmth of our cozy fire-pit area, enjoy a relaxing bike ride or explore the hills with some bushwalking. The options are endless at Laguna Sanctuary.The boathouse cabin is now also available.

Guest favourite
Cabin in North Richmond
4.93 out of 5 average rating, 228 reviews

A Place to be

A place to be says it all, private property with large gums Placing the cabin underneat the tree tops overlooking a large lake Bird feeders for the wildlife and horses waiting at the gate Most of all this cabin is quite and suits couples looking for relaxing time A self contained space For a special someone or just yourself Beautiful big 4 poster bed Overlooking acres Horses and kookaburras await there treats This place is special. a hot bath for two people on-the deck is perfect to relax

Top guest favourite
Tiny home in Yellow Rock
4.97 out of 5 average rating, 159 reviews

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

Top guest favourite
The exterior of the cabin is showcased with rustic corrugated metal siding and wooden accents. A porch with potted plants and firewood is visible, while greenery surrounds the area. Sunlight brightens the scene, highlighting the cabin's charming country-style architecture.
Cabin in Kurrajong Hills
5 out of 5 average rating, 181 reviews

The Milking Shed

The Milking Shed is a cosy cabin in the lush green hills and beautiful vistas of the Hawkesbury region north-west of Sydney. The cabin is built on the side of a hill and looks directly into a small forest of eucalypts - perfect for trying to spot one of our regular koala visitors. It is 200m past the main house on the property, and completely private. Curl up with a book, feed a donkey, pour a wine, cuddle a corgi, or sit on the deck take in the country. It is a million miles from care.

Top guest favourite
A modern, single-story cabin is surrounded by natural woods. A wooden deck extends from the entrance, with outdoor seating and a barbecue area visible. Graveled pathways lead to distinct seating arrangements, featuring two light-colored chairs and a wooden table, enhancing the tranquility of the setting.
Tiny home in Sackville North
4.98 out of 5 average rating, 168 reviews

Villa 37 Tiny Home Experience

Reconnect with nature at this unforgettable escape. Just a short drive from Sydney in the rural outskirts of the Hills District, this beautiful location speaks for itself with endless views of the Hawkesbury River across to the Blue Mountains. Villa 37 is fully self contained with split air conditioning, a kitchenette featuring convection microwave, refrigerator, benchtop hotplate, cooking equipment, excellent bathroom facilities along with two outdoor bathtubs with spectacular views.

Top guest favourite
A spacious living area features a dark leather sofa with decorative pillows, complemented by a cozy electric fireplace. The room is adorned with a large artwork of a Highland cow and accented by a light area rug. A brown wooden console table adds elegance.
Guest suite in Freemans Reach
4.99 out of 5 average rating, 108 reviews

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.

Top guest favourite
Guest house in Saint Ives
4.99 out of 5 average rating, 133 reviews

Luxury Garden Cottage Retreat - Romantic & Restful

Arriving through antique gates, wander down wisteria covered walkway to your home away from home. Outdoor tiled undercover area with dining/living space, lit in evenings with silk lanterns invite you outside for a special occasion. Light-filled cottage, open plan living/dining area. Bedroom boasts plush queen bed for a blissful nights' sleep. Bathroom invites indulgence with a rainforest shower. Fully equipped kitchen with washing machine. Thoughtful touches throughout.

Top guest favourite
An exterior view of a modern cottage showcases a green metal roof and a wooden facade. Lush trees surround the property, with expansive views of rolling hills and the valley in the background under a clear blue sky.
Cottage in Kurrajong Heights
4.99 out of 5 average rating, 244 reviews

SKY FARM - mid week deals

Luxury in the countryside with big city views. This stylish cottage & sunny deck will reconnect you with nature in no time. Bilpin is just up the road with organic markets, cellar doors & "pick your own" fruit farms. Views from the deep bath are stunning & the cosy fireplace is fully stocked with everything you need. Snuggle up at the outdoor fire pit under a big sky. If you need convincing just read the reviews! Enquire prior to booking for special mid-week deals!

Guest favourite
A heated plunge pool is surrounded by natural bushland, offering sweeping views of the sparkling Hawkesbury River. The outdoor deck features a wooden railing and is bordered by lush greenery, creating a private retreat within the serene landscape.
Home in Patonga
4.92 out of 5 average rating, 143 reviews

Stunning Views, Privacy, Heated Pool & Sauna

Escape to Patonga House, a breathtaking sanctuary nestled on 10 acres of pristine bushland. Perched on a hillside adjacent to National Park, this stunning estate offers eagle-eye views over Patonga and the Hawkesbury River, plus includes a heated plunge pool and a panoramic outdoor sauna. The estate has unparalleled privacy yet is just 2 minutes from Patonga Beach & the iconic Boathouse Hotel. Also nearby, Pearl Beach, another coastal paradise.

Superhost
A cozy sleeping area features a spacious bed adorned with soft pillows and a textured throw. A stylish black lamp illuminates the space, complemented by sloped wooden ceilings and a soft green plant, bringing a serene touch to the room.
Religious building in Kurrajong Heights
4.93 out of 5 average rating, 188 reviews

Beautiful old Church built 1889 and restored

Enjoy the tranquil gardens and the relaxing atmosphere inside and outside the Church. This will be an experience you will never forget. This unique Church has been restored beautifully and is a place to relax and unwind. It is close to local shops, the famous Grumpy Baker, restaurants such as the Lochiel House and an Indian Restaurant, fruit picking from January to June, Cellars doors with local apple cider and much more. It is truly unique.

Popular amenities for South Windsor holiday rentals