
Holiday houses in South Windsor
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Top-rated holiday rentals in South Windsor
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"Moonlight Ridge" Hawkesbury Guesthouse
Luxurious B&B bush retreat, located 1-hour NW of Sydney at the foot of the beautiful Blue Mountains. Enjoy the fully private space: Queen bedroom, kitchen, fireplace in winter, coffee machine, bathroom, lounge room, TV, A/C, additional living space & access to our gardens with your own private gazebo. COMPLIMENTARY BOTTLE OF WINE WITH EVERY BOOKING! Come & relax in a tranquil country setting, surrounded by majestic trees & bird calls. The perfect base to explore the Hawkesbury & Blue Mountains.

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
Absolute Harbourfront Apartment with Fabulous Panoramic Views
Magnificent piece of paradise at the waters' edge. Heart stopping views from every room (Guest 2017) Bright & sunny, idyllic waterfront sanctuary Separate home office All linens and unit professionally cleaned Alfresco balcony perfect for drinks/meals BBQ dining, sun lounges, harbour pool Onsite parking: max. car height 1.7 metres Bus & ferry close Fireworks often seen, spectacular on New Year's Eve & Australia Day Peaceful by day, stunning by night Come and chill out – you won't want to leave!

Kurrajong Country Cabin Seperate from main home
Need a country escape??? Need a place to relax and unwind? No phone, no tv ,no distractions, just sit back and enjoy listening to nature! Our country cabin is located on acerage in the little suburb of Kurrajong a 4 minute drive to kurrajong village. It is seperate from the main house, it does not have kitchen facilities, however we offer a selection of teas, coffee, toaster and kettle. There is a list of local cafes , convenience store, local restaurants a 4 min drive from our Cabin.

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.

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.

Carina Cottage
Freshly renovated, PRIVATE and absolute waterfront Cabin with all amenities overlooking the most magnificent section of the Hawkesbury River at Lower Portland (City side of the River) - there is a modest (but modern) kitchen - adjacent to bushland teeming with bird life and rural properties nearby historic Hawkesbury sites and wineries with pretty walks along the River and fire trails 90 mins from Sydney CBD 30 mins from Windsor and Glenorie 40 mins from Rouse Hill and Castle hill

Scrumpy Hollow - Peaceful Cabin in National Park
Scrumpy Hollow is a peaceful cabin getaway in the Blue Mountains suitable for family holiday breaks or romantic getaways. Located in the Wollemi National Park in the Blue Mountains & within easy reach of Sydney, 'Scrumpy' has 3 bedrooms with 1 King Size, 1 Queen size & 2 single beds & comes complete with modern conveniences such as a fully equipped kitchen & free wi-fi. Ideally placed to use as a base for walking, exploring, or enjoying the peace, Scrumpy has something for everyone.

Rainforest Tri-level Townhouse.
Enjoy a peaceful stay in this updated tri-level townhouse, among leafy, tree-lined streets. With its own separate access, off-street parking, and ample safe street parking available, this home offers privacy and convenience. Perfectly located just off the M1 motorway, it’s an ideal stopover along the M1, while also being close to the SAN Hospital, major schools and shopping. Nearby parks, an oval, and bush walks add to the tranquil setting, an ideal base for short or longer stays.

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.

MOSMAN - lovely art apartment.
Mosman - one of Sydneys finest suburbs. Beautiful Bright Art Apartment, Master Queen size large bedroom and a lovely Double bedroom. Mosman Ferry 600 metres to city. Cafes and local shops 100 metres from front door. Luxury boutiques 600 metres to gorgeous strip shopping plus a lovely walk to Mosman Zoo, famous Orpheum Cinema and Balmoral Beach and its restaurants Bus at front door. Balmoral beach 10 minutes away. The gateway to the northern beaches. Perfect location.

Soulful Wilderness Cabin "Countryside 100" kingbed
This purpose-built small space is perched in the prettiest spot on a private 25 acre property. With stunning views, an inviting outdoor hot tub and luxurious furnishings, you won’t want to leave. Nurture your soul & pare back to nature with a splash of luxury & comfort. With all the mod cons you could wish for & strategically placed in the most peaceful natural setting you could imagine. Easy access, drive to the front door, no 4WD required.
Popular amenities for South Windsor holiday rentals
Other great holiday rentals in South Windsor

The Milson . Bespoke Hawkesbury River Living

Modern Unit, 1 double bed with TV, new Bathroom

Ferngrove Cottage - Idyllic mountain retreat

Stockman's Cabin

Mountain Top Bilpin, Studio 2

The Packing Shed - Galston

Newly Renovated, Sleeps 6, Aircon, Parking

Secret River Cottage - History in Windsor
Destinations to explore
- Sydney Holiday rentals
- Sydney Harbour Holiday rentals
- Blue Mountains Holiday rentals
- Hunter valley Holiday rentals
- South West Holiday rentals
- Bondi Beach Holiday rentals
- Mid North Coast Holiday rentals
- Canberra Holiday rentals
- Manly Holiday rentals
- Wollongong Holiday rentals
- Central Coast Holiday rentals
- Jervis Bay Holiday rentals
- Manly Beach
- Tamarama Beach
- Icc Sydney
- Sydney Opera House
- Darling Harbour
- Sydney Town Hall
- Chinatown
- Bronte Beach
- Avalon Beach
- Terrigal Beach
- Maroubra Beach
- The University of Sydney
- Clovelly Beach
- South Cronulla Beach
- Copacabana Beach
- University of New South Wales
- Sydney Harbour Bridge
- Accor Stadium
- Qudos Bank Arena
- Dee Why Beach
- Hordern Pavilion
- Newport Beach
- Freshwater Beach
- Mona Vale Beach




