Holiday houses in Windsor Downs

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Top-rated holiday rentals in Windsor Downs

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Guest favourite
A modern kitchen features a white countertop with bar stools. An open space leads to a living area with a comfortable sofa and large windows allowing natural light. A full-size fridge, microwave, and oven are visible, along with neatly arranged kitchen essentials.
Apartment in Penrith
4.98 out of 5 average rating, 41 reviews

Ground lvl Street Access 1B

Located on the ground floor with direct access to Penrith CBD (Westfields Penrith) and Penrith Station. This unit has everything a guest would need. A full kitchen with oven, cooktop, full size fridge, stocked with cooking equipment and the essentials. Very quietly positioned at the end of a cul-de-sac and has overnight free street parking and day parking is available at the Penrith Commuter car park minutes walk from the unit 2nd bedroom is locked and no one else is in the unit during your stay

Top 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.
Cottage in Riverstone
4.97 out of 5 average rating, 60 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

Superhost
Home in Quakers Hill
4.88 out of 5 average rating, 32 reviews

Home in Quakers Hill, Australia

A self-contained one-bedroom suite in Quakers hill NSW Australia. This is located in a quiet street with easy parking, opposite a large park, close to various public transportation, and less then 1 hour by bus or Metro station to the centre of Sydney CBD. The price includes the use of all the contents in the suite, all linen is provided and It's fully furnished . Plenty of shopping centres to choose from in close proximity. All living conveniences. Free unlimited street parking available.

Guest favourite
A modern deck area features open glass doors leading to a cozy seating arrangement with a sofa and decorative cushions. A wooden dining table with four chairs invites outdoor meals, while surrounding greenery enhances the natural ambiance.
Tiny home in Agnes Banks
4.95 out of 5 average rating, 65 reviews

6sixteen The Banks

Escape to 6SIXTEEN, a peaceful retreat in Richmond, NSW, set on a beautiful 5-acre property with stunning views of green turf farms, designer horse studs, and the Blue Mountains. Located between Penrith and Richmond. Key Features: Loft: 1 spacious bedroom, fully-equipped kitchen, , and a luxurious bathroom. Stunning Views: Exclusive Amenities: Outdoor dining, fire pit, and hot tub. With easy access to Sydney, 6SIXTEEN offers both relaxation and adventure. Book your escape today!

Guest favourite
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
4.93 out of 5 average rating, 442 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.

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, 42 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.

Guest favourite
The exterior of Studio 1888 is framed by lush greenery and features a charming stone chimney. A well-maintained garden displays clusters of purple flowers, while a lamppost adds a decorative element, inviting guests to explore the peaceful surroundings.
Guest suite in Faulconbridge
4.9 out of 5 average rating, 402 reviews

Coomassie Studio: the charm of a historic property

This accommodation is ideal for those who prefer the rustic charm of a historic property over modern comforts. Warm and cosy in winter, the studio was once a purpose-built kitchen of a house built in 1888. Separate entrance. Recycled furniture, large bed, sofa, original fireplace and bathroom with shower cabin. Tiny veranda and a kitchenette, shared patio. NO KITCHEN. To use the fireplace, please BYO timber. For groups of 4 PLEASE CHECK OUR TINY COTTAGE next door.

Top Guest favourite
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
4.95 out of 5 average rating, 22 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.

Guest favourite
A dining area with a wooden table and six chairs is featured, with plates and placemats set for meals. The living area is illuminated by natural light from large glass doors leading to the balcony, showcasing scenic views. A modern kitchen is partially visible.
Apartment in Tallawong
4.96 out of 5 average rating, 24 reviews

Tallawong Village Metro•Brand New•Sleeps6+Sunset

Spacious 2BR, 2BA apartment in vibrant northwest Sydney. Steps from the Tallawong Metro for fast access across the city. Cafes, restaurants, and shops are right downstairs. Sleeps 6 with all new furniture, appliances, and full kitchen setup. Enjoy sunset views from the balcony with outdoor dining. Free secure parking, lift access, and wheelchair-friendly. Ideal for families, work trips or weekend escapes. Comfort, convenience and style in one perfect stay.

Top Guest favourite
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, 103 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 favourite
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
4.97 out of 5 average rating, 30 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.

Top Guest favourite
A warm living area features wooden beams and blue walls that complement a brown leather sofa. Two wooden ladders lead to loft sleeping areas, while framed artwork and mirrors add character. A cabinet and lamp provide functional accents against the inviting backdrop.
Guesthouse in Windsor
4.92 out of 5 average rating, 513 reviews

1830's converted barn with sauna

This barn dates back to 1830's but it has been fully renovated to a studio apartment with all modern comforts. It is one open space with living area and two sleeping lofts, one with queen bed, the other with 2 single beds. A bit like a giant cubby house! The shops are just 5 minute stroll away, and so is the river and train station. You share a garden with a spa and BBQ with the main house where we live.

Popular amenities for Windsor Downs holiday rentals