
Holiday houses in South Windsor
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Top-rated holiday rentals in South Windsor
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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

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.

MontPierre Rustic Cottage-Mountain Hideaway
An Intimate & Rustic, Self-Contained Hilltop Hideaway located on Darug Country, Blue Mountains Designed for relaxation & privacy throughout your stay. The comfortable & cosy accomodation is tailored to romantic, relaxing escapes or a peaceful getaway for two close friends to enjoy a quiet catch up Enjoy the eclectic rustic interiors & indoor fireplace. Dedicated private & leafy guest courtyard with firepit, vintage outdoor bath tub, and wood-fired pizza oven for an immersive mountain stay

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

Adorable one bedroom studio with outdoor fire pit
Welcome to our cozy, centrally located studio in beautiful Glenbrook. Ideal for couples, families & friends it comfortably sleeps up to four guests. Just a 10-minute walk to Glenbrook village with boutique shops, cosy cafés, a children’s park, and oval. You’re also moments from the Blue Mountains National Park, including local favourites Jellybean & Blue Pool. Enjoy a private stay blending village convenience and outdoor adventure. By booking, you’re supporting our little family thank you 🤍

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

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

Tiny Love Getaways
Welcome to Tinylove Getaways our tinyhome is located in the beautiful Colo River Valley. With Spa bath , firepit area , in a private bush setting its perfect for a couple looking to relax and unwind. With friendly farm animals including our 4 mini donkeys who love to pop in and greet our guests. Fully self contained with all you need and only 20 mins drive to closest shops and restaurants. Great for a winter escape or a Summer getaway with the colo river only a short distance away.

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 fire place 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 before you book & ask about special rates for mid-week!

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.

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.
Popular amenities for South Windsor holiday rentals
Other great holiday rentals in South Windsor

Bubbles Place at 871 | Spacious modern home

The Hitching Post - Escape to the Hawkesbury

Mountain Top Bilpin, Studio 2

The Enchanted Cave

The Bakery

The Packing Shed - Galston

Cenzo's Cottage Escape Getaway

Regentville Waterfront Luxury Residence
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
- Surry Hills Holiday rentals
- Manly Beach
- Tamarama Beach
- Icc Sydney
- Sydney Town Hall
- Chinatown
- Sydney Opera House
- Darling Harbour
- Bronte Beach
- Avalon Beach
- Terrigal Beach
- Maroubra Beach
- The University of Sydney
- Clovelly Beach
- South Cronulla Beach
- Copacabana Beach
- University of New South Wales
- Accor Stadium
- Sydney Harbour Bridge
- Dee Why Beach
- Qudos Bank Arena
- Newport Beach
- Hordern Pavilion
- Freshwater Beach
- Mona Vale Beach




