Vacation rentals in Windsor Downs

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Top-rated vacation rentals in Windsor Downs

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Guest favorite

A spacious bush retreat is surrounded by tall trees and a well-maintained lawn, providing a serene setting. The architecture features a combination of light and dark elements, with multiple rooflines and a welcoming façade visible under a clear blue sky.

Guest suite in Grose Wold

4.94 out of 5 average rating, 143 reviews

"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.

Top guest favorite

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.

Cottage in Riverstone

4.96 out of 5 average rating, 55 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

Top guest favorite

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, 89 reviews

Studio 135 & Hot tub Freemans Reach NSW Australia

Studio 135 Freemans Reach offers a romantic getaway and a little piece of heaven on earth. The Studio's decor captures the charm of historic Windsor whilst 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 studio which comes fully self contained is set on 1/2 an acre of parklike grounds surrounded by larger acres and is situated close to Historic Windsor, Wilberforce and Richmond.

Superhost

An open-plan living area features a modern kitchen with a spacious island countertop. A lounge area with a comfortable black sectional sofa is seen, along with large glass doors allowing natural light and offering views to the outdoor space. Simple decor enhances the overall setting.

Apartment in Schofields

4.8 out of 5 average rating, 70 reviews

*New* spacious 2 bedroom apartment in Schofields

Welcome to this beautiful brand new 2 room apartment located in the centre of Schofields - perfect for short/long business or holiday trips, or a family! Discount available for extended stays (>13 nights)! To request a discount, please check calendar to ensure availability during your desired time period, book your stay and indicate a request for an extended stay discount in your message to the host upon making the booking request. The discount will manually apply after your booking confirms.

Top guest favorite

A cozy fire pit sits in the foreground, surrounded by log stools. The tiny home is visible in the background, its large windows illuminating the dark, serene landscape with a warm glow. Trees frame the scene, enhancing the intimate outdoor atmosphere.

Tiny home in Yellow Rock

4.97 out of 5 average rating, 129 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 favorite

A dining area is set on a spacious deck, featuring a glass table surrounded by three chairs. Decorated with candles and flowers, the table offers a view of the lush landscape beyond, with greenery and trees visible in the background under a clear blue sky.

Guest suite in North Richmond

4.92 out of 5 average rating, 437 reviews

Amazing view

This is an entire unit that is attached to our home but it has its own front and back doors. This is an excellent spot for bird viewing and walks along the Hawkesbury River. It is within walking distance of coffee shops, restaurants, and a 24-hour gym. Take trips to The Blue Mountain Botanical Gardens (37km). Ebenezer Church (17 km). Bellbird Hill Lookout. Windsor Mall Sunday Markets. Balloon Rides. Convict Trail. Australiana Pioneer Village (15km). Hawkesbury regional gallery.

Top guest favorite

The sleeping area features a spacious bed adorned with a mix of patterned and solid pillows. A bedside table holds a lamp with a dark shade and decorative items, including a vase with flowers and a small horse figurine. Artwork hangs above the bed.

Guest suite in Glenbrook

4.96 out of 5 average rating, 105 reviews

Adorable one bedroom studio with outdoor fire pit

Stay in this centrally located studio and enjoy the best of the area. Just a 10-minute walk to Glenbrook village, with boutique shops, cozy cafés, a children’s park, and an oval. You’re also moments from the Blue Mountains National Park, home to the stunning Jellybean and Blue Pools—must-see spots for nature lovers. By booking my studio, you’re not only securing a cozy, convenient stay but also supporting my little family. Your support means the world to us—thank you in advance. X

Superhost

A charming pink door with glass panels is framed by a brick wall. A small green plant is positioned beside the door, and a screen door is visible, offering a glimpse into the entrance's welcoming design.

Home in Windsor

4.9 out of 5 average rating, 39 reviews

No28 - 99 years in the heart of Windsor

No28 is a home away from home, centrally located in the heart of Windsor. Being 99 years old, this property has seen a lot in its years and continues to impress with art deco design and a spacious closed in back yard and veranda. Simple yet beautiful, our aim is to provide a comfortable space that works for couples, families or friends wanting to relax, watch dvds, read, play games or explore the local area. Close to shops and amazing restaurants, galleries, and cafes.

Top guest favorite

A historic cottage is presented with a welcoming façade featuring a white picket fence and a covered porch. Lush green grass surrounds the home, while trees provide shade in the background. The metal roof emphasizes the property's classic charm, blending seamlessly with its heritage-style design.

Home in Windsor

5 out of 5 average rating, 18 reviews

Secret River Cottage - History in Windsor

Discover Secret River Cottage, a beautifully appointed historic cottage perfect for travelers and business visitors alike. Nestled in Windsor, Australia, this heritage-listed home, built in 1838, combines charming period details with modern comforts. Just a stone's throw from Windsor's Town center and the serene Hawkesbury River, it offers the best of both worlds. Enjoy the convenience of air conditioning, a cozy log fire, and off-street parking for two cars.

Top guest favorite

Three friendly alpacas are visible in a lush green field, with one light-colored and two darker alpacas. The background features a charming house and trees, set against a tranquil hillside landscape.

Farm stay in Kurrajong

4.98 out of 5 average rating, 162 reviews

Lavender House and Alpaca Farm

Lavender House is an alpaca farm in Kurrajong. With splendid views of the Blue Mountains it is a fantastic place to relax and enjoy a quieter pace of life. The cafes and coffee shops of the quaint village of Kurrajong are 5 minutes away. Your hosts live on the top floor of the large two storey home with your self contained apartment with all facilities taking up the bottom floor. The alpacas are very friendly and love to be fed by hand.

Top guest favorite

The bedroom features a spacious bed with crisp white linens and a green throw blanket draped across the top. Flanking the bed are two bedside tables with lamps. Above the bed, three framed botanical prints are displayed on the wall.

Apartment in Rouse Hill

4.98 out of 5 average rating, 102 reviews

Sylish one bedroom unit overlooking piazza

Modern and stylish one-bedroom apartment @Rouse Hill Town Centre, just steps from the metro which will take you directly to Sydney’s CBD in about 40min. Featuring an open-concept layout, sleek finishes, and natural light throughout, this urban retreat offers both comfort and convenience. Perfectly located with cafés, shops, library and cinemas at your doorstep. Also enjoy the use of a pool, gym and tennis courts a short stroll away.

Top guest favorite

The front of the cottage features a welcoming facade with a central door framed by two windows. Neatly trimmed grass is seen, complemented by decorative planters on either side containing small trees and vibrant plants.

Home in Windsor

4.96 out of 5 average rating, 25 reviews

1840s Heritage house in Windsor

Heritage listed 1840s cottage in Windsor. Close to cafes, parks and the Hawkesbury river whilst still peaceful and private. Stay cosy with full zone controlled ducted heating/cooling. Spacious king room and a separate bedroom with twin single beds. The house retains charming original features including a working open fire place. Includes a modern, well equipped kitchen and dining space. Relax in the sunny private courtyard.