Holiday rentals in Windsor Downs

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Top-rated holiday rentals in Windsor Downs

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Guest favourite
A brick wall features the sign 'The Bakery' mounted beside an ornate lantern. Nearby, green foliage adds a natural touch, enhancing the property's welcoming entrance. Light filters through the window, visible in the background.
Guest house in Riverstone
4.92 out of 5 average rating, 91 reviews

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

Guest favourite
A spacious living area features a light wooden bench and a large abstract painting on the wall. A modern kitchen is visible in the background, with grey cabinetry and stainless steel appliances, complementing the warm wood flooring.
Flat in Richmond Lowlands
4.85 out of 5 average rating, 52 reviews

Greenview Guesthouse

A luxury rural retreat on 30 acres close to the village of Richmond. Tucked along the scenic Hawkesbury River, this private, beautifully appointed guesthouse offers a peaceful retreat while close to the conveniences of Richmond. Just two minutes from town, guests can enjoy great coffee, boutiques, farmers market and the charm of this historic area. For those seeking adventure, the Blue Mountains are a 10-minute drive away, offering hiking and biking trails, charming cafes, and spectacular views.

Superhost
Home in Marsden Park
4.96 out of 5 average rating, 27 reviews

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.

Luxe
A modern architectural retreat is showcased beside a serene saltwater pool surrounded by timber decking. Lush greenery frames the building, which features large windows and a spacious balcony. The tranquil setting invites relaxation and connection with nature.
Villa in Bowen Mountain
5.0 out of 5 average rating, 52 reviews

Luxury Architect-Designed Escape with Pool & Sauna

Architect-designed luxury escape nestled in the foothills of Blue Mountains, just 1 hour 15 minutes from Sydney CBD. This award-winning retreat blends modern design with nature, featuring a stunning pool, sauna, double sided-fireplace, expansive decks with sydney views. Three spacious bedrooms spread across pavilions, it’s ideal for romantic getaways, small group stays, or your own private wellness retreat. Nestled in the Hawkesbury hinterland - perfect to unwind and reconnect all year round.

Superhost
A modern two-level home is showcased with a sleek façade in neutral tones. A paved driveway leads to a spacious garage. The entry features a wooden door framed by large windows, and a small balcony is visible, furnished with two chairs, under a colorful sunset sky.
Home in Marsden Park
5.0 out of 5 average rating, 8 reviews

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.

Guest favourite
Home in Quakers Hill
4.97 out of 5 average rating, 29 reviews

Brand-New and Private Granny Flat in Quakers Hill

Brand new 2 bedroom 2 bathroom Granny flat in Quakers Hill NSW, Conveniently located close to Kellyville Metro and Stanhope Village This granny flat can host maximum 4 guests and features: 1 master bedroom with en-suite bathroom -1 bedroom with one double bed -1 bathroom with wash machine and dryer combo -1 living room with smart TV - Free wifi available -1 spilt aircon system with cooling and heating function, Plenty street parking, - Very quiet place for relaxing - 40 mins to Sydney CBD

Top guest favourite
A spacious living area features a comfortable sofa adorned with cushions. A coffee table sits on a textured rug, with a wood heater surrounded by a safety gate. A dining table is visible in the background, complemented by tasteful lighting and modern kitchen amenities.
Guest house in Ebenezer
4.98 out of 5 average rating, 153 reviews

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.

Top guest favourite
Tiny home in Yellow Rock
4.97 out of 5 average rating, 176 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 modern kitchen includes a round wooden dining table surrounded by four cushioned chairs. Stainless steel appliances and ample cabinetry provide a functional cooking space, complemented by gray tiles and subtle lighting. Bright natural light enters through a window above the sink.
Home in Kingswood
4.96 out of 5 average rating, 263 reviews

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.

Top guest favourite
Tiny home in Freemans Reach
4.98 out of 5 average rating, 101 reviews

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.

Guest favourite
Tiny home in Agnes Banks
4.96 out of 5 average rating, 124 reviews

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

Guest favourite
A fenced outdoor area features a large pool surrounded by palm trees. A comfortable outdoor dining table with white chairs is positioned nearby, offering a view of the relaxing pool. A shaded lounge area can also be seen in the background.
Farm stay in Oakville
4.79 out of 5 average rating, 109 reviews

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.

Popular amenities for Windsor Downs holiday rentals