Holiday rentals in Windsor Downs

Regentville Waterfront-Millionaire Lifestyle Lux

Live the millionaire lifestyle in this Miami-style resort home on the Nepean River Waterfront, 6 bedrooms for 8 guests, Hamptons Styling, Designer Kitchen, seamless flow to entertaining Balcony, Breathtaking River views run through both levels of the house. There's a resort pool that's rare in this pocket of Penrith, a hot tub that runs year-round & a kitchen built for a proper Sunday roast. BBQ, 5 G Wifi, You're 3 minutes from Penrith's cafés, with the Blue Mountains at the end of the street.

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

Luxury 4BR Retreat | Private Pool & Spa

A private luxury retreat designed for couples, executive stays, and discreet business meetings. This elegant 4-bedroom home features a private pool and spa bath (jets, not heated), refined designer interiors, and spacious living areas. Created by a professional chef and hospitality entrepreneur with 15+ years of experience, it offers premium bedding, fast Wi-Fi, Netflix, a fully equipped kitchen, and easy self-check-in. A calm, five-star alternative to a hotel, private, polished, and peaceful.

Luxury Dream Holiday Relax(House)

Spacious Family Retreat – 4BR, Stylish Comfort, Close to Shops & Nature This modern and spacious two-level home in Marsden Park offers comfort, convenience, and style – ideal for families, groups, or business travellers. With 4 cozy bedrooms and 2 bathrooms, there’s plenty of space for everyone to relax and enjoy. The home is located in a peaceful neighbourhood, just 45 minutes' drive to the stunning Blue Mountains National Park, making it a great base for day trips and outdoor adventures.

Quiet country getaway in stylish 2 bdrm shed

There's nothing like a fire in winter! The Shed is a cosy retreat in the Hawkesbury Valley, 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.

Maxwell on Stafford

Kick back and relax in this calm, stylish, modern 3 bedroom house. Newly renovated 1920’s home with high ceilings, built in wardrobes, modern kitchen with all the extras! Gorgeous court yard with BBQ to chill out in at the end of the day. Bathroom/laundry with soap, shampoo, conditioner, blow dryer & washing liquid provided. Condiments for cooking provided with a little extra because your special! 400 meters from Nepean hospital, walking distance from the station and close the Penrith CBD.

Luxury Architect-Designed Escape with Pool & Sauna

Please note: Airbnb has unilaterally changed its fee model, now deducting ~15.5% directly from host earnings (previously guest) . Our rates have increased only to collect fee on Airbnb’s behalf and recover cost. Award-winning, architect-designed luxury in the Blue Mountains foothills, Hawkesbury hinterland, 75 mins from Sydney CBD. Pool, sauna, double-sided fireplace, decks with Sydney views and 3 bedrooms across pavilions. Ideal for romance, small groups or a private wellness retreat.

Ultimate Hawkesbury Family Escape - Sleeps 12

Resort style acreage retreat, poolside entertainer & ultimate group & family friendly escape! "Avondale" is a 5-bedroom home nestled around stunning Australian Bushland. Just 1 hr from Sydney in the Hawkesbury Valley, Avondale offers you the perfect blend of relaxation, comfort and activities for everyone young and old. Forget noisy neighbours and city lights; here, the stars come alive in the night sky and the wildlife is abundant. NOTE: Avondale is not a party destination

The Chateau

This beautiful newly renovated two bedroom Cottage is known for its luxury Chateau feel.. it is the most peaceful place to enjoy the sunsets and stars. Here you will rest in the landscape of the sky. Get away from the hustle and enjoy this acre of love. The Cottage is perfect for a low key weekend getaway whether it's with your partner or friends. Perfect for newly weds, or for some soul searching. So many adventures in the hawkesbury to enjoy, We can't wait to host your luxury stay x

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.

6sixteen The Banks

Welcome to 6SIXTEEN The Banks your peaceful country escape in Richmond, NSW. Set on 5 acres with sweeping views toward the Blue Mountains, this tiny retreat is perfect for couples, solo guests or small families wanting to unwind. Soak under the stars in the wood-fired hot tub, refresh with a cold plunge, or melt into a private infrared sauna session (optional wellness upgrades available). Hosts nearby if needed. Sauna launching Mid March

Farm resort with a view to relax

Reconnect with nature at this unforgettable escape. On a picturesque farm, on door step to Scheyville National Park, only minutes' drive to town centre. Spanning across a spectacular 6 acres, this picturesque getaway is the perfect fusion of dreamy country living with contemporary interiors and pure relaxation. With amazing views of the tranquil countryside, and an amazing pool to occupy any downtime we know you'll be happy.